Timothy Drakeley
This profile has not yet been claimed or personalized. If you are Timothy, you can claim and unlock this agent profile to showcase your experience, specialties, and contact details for prospective buyers and sellers. Timothy Drakeley appears to specialize in selling homes in areas including: Southbury, CT, Woodbury, CT, Washington, CT, Bethlehem, CT, Morris, CT, Danbury, CT, Roxbury, CT, Litchfield, CT, Waterbury, CT, Middlebury, CT. List prices for homes in these areas have ranged from $10 to $10,500,000.
369
Closed Sales
$169.3M
Total Value
$10 - $10.5M
Price Range
$458.8K
Average Price
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FEATURED LISTINGS
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Southbury CT Commercial Sale for Sale
Discover a rare opportunity with Parsell's Auto Parts and Garage, hitting the market for the first time! Located on the bustling Main Street South in Southbury, CT, this prime real estate features two buildings totaling 4,000 square feet. Equipped with multiple overhead doors and car lifts, it's set up to service up to five vehicles at once. The property offers basement storage, office space, and a unique rear bridge leading to a third overhead door. This is a real estate and parts-only deal-business not included. Don't miss out on this standout Southbury gem!
❮❯Pending$1,300,000 Pending- bds
- 2 ba
- 4000 sqft
616 Main Street South
Southbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
To be built Modern style home with gorgeous southern views and privacy from your neighbors. Enjoy the wall of glass overlooking a bluestone patio, and beautiful views above Main Street North! Just a few minutes from Woodbury's town center, this home provides an open floor with a kitchen/great room, a cathedral ceiling, and a floor-to-ceiling masonry fireplace. The first floor includes a primary suite and two other bedrooms while the upper level offers an office and a loft, both with a cathedral ceiling and views to the outside.
❮❯Pending$990,000 Pending- 3 bds
- 2 ba
- 2300 sqft
523 Main Street North
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Washington CT Home for Sale
Step into timeless elegance with this impeccably restored and beautifully partially furnished Queen Anne Shingle-style home, available for immediate occupancy. Located in one of Washington's most coveted neighborhoods, this historic gem is just a short walk to the Frederick Gunn School, the Mayflower Inn, and the charming shops and cafes of Washington Depot. Originally built in the 1880s and masterfully renovated from the studs up in 2021-2022, the home seamlessly blends period charm with modern luxury. Every detail has been thoughtfully considered, resulting in a warm and sophisticated living space designed for today's discerning buyer. The grounds offer both privacy and potential-there's ample space to add an in-ground pool, creating the ultimate retreat for summer living. Rarely does a property of this caliber become available, offering not only an exceptional address but also an enduring piece of Washington's architectural heritage.
❮❯Active$1,390,000 Active- 4 bds
- 4 ba
- 3901 sqft
75 Green Hill Road
Washington, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Bethlehem CT Land for Sale
Builders take notice of Tulip Tree Village Condominium Complex in Southern Bethlehem! 4-6 plots available for freestanding residential homes! Owner will sell as a package or staggered sales over time. Owner financing possible with qualified builder. Cul de sac community with existing homes and the 4-6 additional home sites that are currently for sale. Maps attached!
❮❯Active$249,900 Active- bds
- 0 ba
- sqft
6 Tulip Tree Lane South
Bethlehem, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Southbury CT Home for Sale
NO STEPS TO ENTRANCE! An easy walkway with no steps to enter this bright and inviting 2-bedroom, 2-bath single-level end unit in Southbury's desirable 55+ Heritage Village. An easy walk from parking to front door to enjoy this spacious unit featuring a living/dining room with a cozy fireplace and sliders to a private patio surrounded by peaceful greenery. The primary suite offers generous closet space and a private bath; the second bedroom works perfectly for guests or an office. Level access, nearby garage, and extra parking provide everyday ease. Residents enjoy resort-style amenities-pools, tennis, pickleball, fitness center, walking trails, and vibrant clubs-set on beautifully landscaped grounds. Close to shopping, dining, and highways. One-time Heritage Village Foundation equity fee due at closing.
❮❯Active$339,980 Active- 2 bds
- 2 ba
- 1398 sqft
643 Heritage Village A
Southbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Bethlehem CT Land for Sale
Builders take notice of Tulip Tree Village Condominium Complex in Southern Bethlehem! 4-5 plots available for freestanding residential homes! Owner will sell as a package or staggered sales over time. Owner financing possible with qualified builder. Cul de sac community with existing homes and the 4-5 additional home sites that are currently for sale. This is a condo complex and Unit 5 is available for $49,900. Each is unit will have it's own septic and well. Common expense is only for road maintenance of road and insurance. The homeowner takes care of everything concerning their property and home.
❮❯Active Under Contract$49,900 Active Under Contract- bds
- 0 ba
- sqft
0 Tulip Tree Village 5
Bethlehem, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Washington CT Commercial Sale for Sale
Opportunity awaits in Washington's Woodville business district! This prime mixed-use property boasts exceptional exposure, featuring two residential units and two ground-level commercial spaces. The upper level offers two apartments: a one-bedroom and a two-bedroom, each with one full bathroom, a living room, a kitchen, and washer/dryer hookups. The two-bedroom unit also includes a spacious third-floor living area. On the main level, two expansive retail spaces-currently a thrift shop and a former sporting goods/antique store-provide endless potential. With excellent visibility and convenient access to multiple town centers, this property is a standout investment!
❮❯Pending$599,900 Pending- bds
- 3 ba
- 5030 sqft
233 Litchfield Turnpike
Washington, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Bethlehem CT Land for Sale
Builders take notice of Tulip Tree Village Condominium Complex in Southern Bethlehem! 4-5 plots available for freestanding residential homes! Owner will sell as a package or staggered sales over time. Owner financing possible with qualified builder. Cul de sac community with existing homes and the 4-5 additional home sites that are currently for sale. This is a condo complex and Unit 6 is available for $59,900. Each is unit will have it's own septic and well. Common expense is only for road maintenance of road and insurance. The homeowner takes care of everything concerning their property and home.
❮❯Active$59,900 Active- bds
- 0 ba
- sqft
6 Tulip Tree Lane South 6
Bethlehem, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Bethlehem CT Home for Sale
This authentic antique home is ideally located on one of Bethlehem's most desirable country roads, surrounded by other elegant historic properties. Meticulously maintained, it showcases true period charm with spacious rooms, high ceilings, original wide-board floors throughout, and a grand central chimney serving three fireplaces. The main level is perfect for both daily living and entertaining, featuring a large eat-in kitchen, a cozy wood-paneled study with built-in bookcases and fireplace, an inviting living room with fireplace, and a gracious formal dining room-all generously proportioned for comfortable gatherings. Upstairs you'll find three well-sized bedrooms, a full bathroom, a large walk-in attic over the kitchen that's already framed and ready to become a luxurious primary suite, plus a separate walk-up attic with plenty of headroom for additional finished space. The beautifully landscaped grounds include a sweeping level lawn, a fully approved extra building lot with its own private driveway, and a handsome post-and-beam barn offering ample room for vehicles, workshop space, and storage. Move right in and enjoy this classic beauty as-is, or take advantage of the rare opportunity to expand, add a guest house, or create a family compound.
❮❯Active$749,900 Active- 3 bds
- 2 ba
- 2430 sqft
114 Carmel Hill Road North
Bethlehem, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Morris CT Land for Sale
Opportunity on this 1.38-acre residential lot in Morris (Litchfield County). Located on quiet Stoddard Road, the parcel is wooded and set back for privacy from neighboring homes, offering a natural buffer and a tucked-away feel. The manageable size provides flexibility for a custom home or weekend retreat, with room for outdoor space while remaining easy to maintain. Convenient to town amenities and nearby recreation.
❮❯Active$129,900 Active- bds
- 0 ba
- sqft
262 Stoddard Road
Morris, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Land for Sale
Build your dream home on this 3.63-acre parcel on scenic Minortown Road in Woodbury, where the standout feature is a wide-open meadow with room to farm. Backing up to acres of protected open space, the setting feels expansive, private, and quintessentially rural-yet you're still just minutes from town amenities, shopping, and dining. With generous acreage for gardens, animals, and outdoor living (plus flexibility for future expansion), this is an ideal spot for a custom residence or a peaceful country retreat in the heart of desirable Litchfield County.
❮❯Pending$179,900 Pending- bds
- 0 ba
- sqft
Minortown Road
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
Discover the charm of this beautiful antique home in the heart of Woodbury! Nestled on the serene Middle Quarter Road, this vintage gem is being restored by the current owner and is just a 2-minute stroll from coffee shops, top-notch restaurants, and the historic Main Street. The home will be meticulously updated from the ground up, featuring wide board antique flooring, a stunning great room with a cathedral ceiling and fireplace, and formal living and dining rooms, each with its own fireplace. Upstairs, the primary suite boasts a vaulted ceiling with exposed beams, accompanied by two additional bedrooms and a walk-up attic. This will be a brand new house when complete; new mechanicals, new insulation, new wiring, new plumbing, new kitchen and baths - a new home with the charm of old. The exterior could be equally impressive, offering two post-and-beam barns, and a beautifully landscaped level lot. The Middle Quarter zoning adds extra versatility, allowing you to run a business from home and even expand the living space into the barns. This is truly one of the best locations in Woodbury!
❮❯Active$999,900 Active- 3 bds
- 3 ba
- 2042 sqft
27 Middle Quarter Road
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Commercial Sale for Sale
Prime Commercial Real Estate along Main Street Woodbury. 11800 sq feet of retail, medical and office space. Excellent investment opportunity!
❮❯Pending$1,300,000 Pending- bds
- 0 ba
- 11804 sqft
40 Main Street North
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
Tucked away in a private and peaceful setting, this beautifully appointed Colonial offers an exceptional blend of comfort, style and functionality. Hardwood floors and custom millwork are showcased throughout, creating a warm and refined atmosphere. A dramatic two-story foyer welcomes you and is flanked by a first-floor office with transom-topped French doors for privacy. Opposite, a double opening with a transom window leads to the formal dining room, which flows seamlessly into the formal living room-ideal for entertaining. The spacious eat-in kitchen is thoughtfully designed with stainless steel appliances, granite countertops, a center island, and a dining area with sliders leading to a large patio-perfect for effortless indoor-outdoor living and entertaining. The kitchen opens to a generous family room featuring a fireplace and custom built-in bookcases, creating a comfortable and inviting gathering space. A half bath and convenient mudroom complete the main level. Upstairs, the home offers four bedrooms, all with wall-to-wall carpeting, including a spacious primary suite with tray ceiling and a full bath with double vanities, a soaking tub, and a walk-in shower. A dedicated laundry room enhances everyday convenience. The unfinished lower level provides excellent potential for future living space, allowing the next owner to tailor it to their needs. Enjoy a large, level yard ideal for recreation, gardening or gatherings.. Your peaceful retreat awaits!
❮❯Active Under Contract$849,900 Active Under Contract- 4 bds
- 3 ba
- 3330 sqft
99 Plumb Brook Road
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc.
FEATURED MARKETS
SOLD/OFF MARKET LISTINGS
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Woodbury CT Home for Sale
Location, Location, Location - Impeccably maintained Vintage home along a highly visible stretch of Main Street South. Convert this Gem back to a fabulous single family with minimal work or stay with the mixed use and earn $60,000 of gross income each year. There is significant potential for additional apartments with plenty of level parking for expanded uses. Centrally located on historic Main Street South, 247 Main is a short walk in either direction to parks, schools, places of worship, and many businesses & restaurants. The main level provides two offices with easy entry, level parking, over 1000 square feet of dry and useable lower level storage, sidewalk access, a covered back porch, and excellent exposure from either direction of Main Street. The entire second floor provides a three bedroom and two full bath apartment with all the charm one expects from a vintage home; wide board flooring, several fireplaces, many builtins, and a post and beam barn/garage. Turn this gem back into a single-family home or expand the uses and increase the bottom line. Many possibilities for the new owner but all the heavy lifting has been done!
❮❯Closed$624,900 Closed- 4 bds
- 4 ba
- 2965 sqft
247 Main South Street
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
Rustic Gambrel style home with a separate legal one bedroom Cottage, close to all that Woodbury has to offer on a quiet country road! The possibilities are endless! The main home offers a tastefully updated kitchen with granite countertops, original hardwood floors, many cabinets, and back patio access, a dining room with a sitting area and fireplace, a living room with a second fireplace and many windows, a laundry room, a family room with vaulted ceilings and built-ins, and a half bath. The upper level boasts three spacious bedrooms each with plenty of closet space and a full bath with shower/tub. The detached two/three-car carport provides plenty of space and storage for both dwellings, each with its separate parking. The cottage has been completely gutted to the studs and is ready to be rebuilt. The cottage at 189 Kimberly Lane, offers an open concept kitchen/great room with a cathedral ceiling filled with natural light, a luxurious primary suite overlooking the entertaining space with lots of closet space, and one and a half baths! Both the main home and cottage offer plenty of outdoor entertainment, between the spacious patio off the main house, the private patio just outside the cottage, and 3+ acres of yard space and woods! Rent both or live in one and rent the other! Conveniently located just minutes from three town centers and 10 minutes to either route 8 or I84.
❮❯Closed$499,900 Closed- 3 bds
- 2 ba
- 2376 sqft
100 Fox Road
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Commercial for Sale
Commercial subdivision - many uses, many possibilities! One approved, planned industrial lot with approval for 6,000 square feet or more. Potential of many types of uses. Call your agent for details. Agent/owner. Pi allows for 25% coverage. BUILD 10,000 to 30,000 SQUARE FEET IN WOODBURY. Also listed as Commercial Land for Sale MLS#170236757.
❮❯Closed$249,900 Closed- 0 bds
- 0 ba
- 0 sqft
466 Main North Street
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Danbury CT Land Lot for Sale
Opportunity abounds at this once in a lifetime property on the lake! Exquisite level waterfront, complete with boathouse, the chance for a waterside gazebo, stone patio next to the lake, and gentle rolling lawn... this property really is one of a kind. Build your dream home on this gorgeous piece of paradise. The views from the house site are unhampered, while the gentle stroll to the lake are unmatched! The rare boathouse on the lake affords another opportunity to make this property truly one of a kind. Lake living has never looked so good! Make your dream waterfront home come true today! The existing home on #8 is not salvageable and must be knocked down. Please do not attempt to enter or go on deck. Additional building lot at 6 Shore Rd is also available for $1,000,000. Taxes for #8 are $22,232 taxes for #6 are $15,415, for a total of $37,647 for both. Acreage for #8 is .56 and .46 for lot #6 for a total of 1.02 for both. Catwalk is included in sale the dock is excluded. Property to be sold in as is condition. Both lots sold separately as MLS# 170336009 and MLS#170336275 or together as MLS# 170338284.
❮❯Closed$1,150,000 Closed- 0 bds
- 0 ba
- 0 sqft
8 Shore Road
Danbury, CT
Listing by: Kevin Donovan III - Advanced Real Estate LLC -
Woodbury CT for Rent
Just renovated three bedroom cape with lots of privacy yet close to town. New roof, new exterior siding, interior & exterior paint, new windows, new kitchen counters and some new wood flooring on the first floor. Large deck off the back overlooking the private wooded lot. Generous dining room and living room with fireplace and built-ins. Great natural light and move in ready. Available immediately, ask about pets. 1st month's rent and one month's security down, no smoking.
❮❯Closed$2,000 Closed- 3 bds
- 3 ba
- 2108 sqft
96 Saw Pit Hill Road
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
Gorgeous reproduction cape style home with all the old world touches. Simulated divided light windows, wide board flooring throughout, stone fireplace, cherry built in's and solid wood panel interior doors. Secluded interior lot with private back deck, separate barn with a 600 square foot family room with matching quality and room for expansion. Other amenities provide a formal dining room with built-in hutch, three-second floor bedrooms, three full baths and full walkout lower level that could be easily finished into another room. French doors, mahogany deck, clapboard siding and reproduction fixtures throughout. All on prestigious Cat Swamp Road!
❮❯Closed$389,900 Closed- 3 bds
- 3 ba
- 1700 sqft
127 Cat Swamp Road
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Morris CT Home for Sale
Not your typical Cape! Remodeled, open floor plan that boasts some of the hottest design trends, first floor master suite with a grand WOW shower. In the kitchen you will find an over sized island, granite counter-tops and high end stainless steel appliances, a dining room with cathedral ceiling and room to seat all your guests. Upstairs are two very spacious bedrooms with a full bath. Gleaming hardwood floors throughout. Partially finished basement and room currently used for crafting, plus endless amounts of storage and workshop area that leads to a additional heated 4 car tandem garage with lift. Above the 4 car garage there is approximately 600 sq. ft of unfinished space. Off the dining room are french doors that lead to a multi level Azek deck to extend entertaining to the outdoors and enjoy the beautiful private views and extend the party to the evening hours in front of the propane fire pit. Down in the back of the property is a 16x20 shed with two garage sized doors.This home also has the unique feature of a RV/boat pad that is set on the back side of the 4 car garage, which has its only driveway access. The home comes with a whole house generator. Roof replaced five years ago. A magnificent one-of-a kind home all set on a beautiful lot perfect for winter sledding. Bantam Lake beach rights, town boat access, hiking trails, minutes from White Memorial Conservation Center and close to Litchfield town center. Don't miss seeing this home!
❮❯Closed$379,900 Closed- 4 bds
- 3 ba
- 1904 sqft
36 Sean Meadow Drive
Morris, CT
Listing by: Patricia Forbes - Berkshire Hathaway NE Prop. -
Woodbury CT Home for Sale
Secluded, over-sized Cape Cod style home set back on over 4 acres of land within minutes from downtown Woodbury, historic main street and town parks. A four-bedroom home, with a first-floor master-suite, beamed ceilings, three fireplaces, and endless opportunities. The eat-in kitchen overlooks an enclosed porch, along with a large deck overlooking an in-ground pool and expansive yard area. Along with a fantastic lot of meadow and woods comes a two car garage under, a separate two-car garage with two horse stalls and a one bedroom apartment above. Come and build some immediate equity in this solid well-built home with so many sought-after features. WOW! 4 car garage, two horse stalls, meadow, pool and all the charm of Cape style home!
❮❯Closed$299,900 Closed- 4 bds
- 4 ba
- 2715 sqft
258 Good Hill Road
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Southbury CT for Rent
Tastefully restored Greek revival home in historic South Britain Village. Featured in CT Home & Garden Magazine, this 2005 renovation offers hardwood floors throughout, a covered porch, and a gorgeous kitchen with a beadboard vaulted ceiling. Excellent location within a 5-minute drive to elementary school, library and many shops and restaurants and a short walk to a town-owned park. Wideboard flooring throughout the first floor, Living, dining and family rooms, and a large eat-in kitchen with access to private back patio and cozy wrap around porch. Three generous sized bedrooms on the upper floor and access to walk up attic for storage or possible expansion.
❮❯Closed$1,950 Closed- 3 bds
- 2 ba
- 2004 sqft
698 South Britain Road
Southbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Southbury CT Home for Sale
Recently renovated L-shaped Gambrel Colonial with privacy and beach access to Lake Lillinonah. Located in a quiet cul de sac, this stately home includes a dining and living room lined with wide plank wood floors, a 15-foot wide floor to ceiling handmade stone fireplace in the family room, along with a barn wood accent wall, and a vaulted ceiling with exposed beams. The eat-in kitchen, which is perfect for entertaining, offers a new tile backsplash, and new granite countertops. The upper level offers three bedrooms, and a master suite with vaulted ceilings, two walk-in closets, and a master bathroom. A well constructed and renovated home with generously sized rooms, two masonry fireplaces, finished lower level office and a cozy screened porch overlooking two acres of privacy.
❮❯Closed$449,900 Closed- 4 bds
- 3 ba
- 3438 sqft
214 Scatacook Lane
Southbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
Come and see this restored vintage in a historic village of Woodbury! Located among other vintage homes in Hotchkissville, this home has all of the charm of its period! Wideboard flooring, exposed beams, and vaulted ceilings, as well as a private pool area and pool house with the possibility of many uses! With two fireplaces, including one in the master bedroom, this cozy vintage offers more storage than you would think! Great opportunity to live in a period home in historic Hotchkissville!
❮❯Closed$274,900 Closed- 3 bds
- 2 ba
- 1548 sqft
6 Weekeepeemee Road
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
Country Living at its best! This turn key home offers the best in Farmhouse style. Nothing to do but sit back and relax on your own private 7.6 acre lot. The main floor of the house is perfect for entertaining and everyday living. As you enter into the large foyer you will find a home office through the Barn Door, to the right is a room fit for a playroom or a formal dining room. As you continue straight through the foyer you find the extremely large eat in kitchen with a double oven, granite countertops and stainless steel appliances, access to the extraordinary deck with covered seating area and covered hot tub, to your left the family room with a wood burning fireplace to cozy up to and storage cabinets to store everyones belongings which is perfectly located as you enter from the garage. The back of the home is where you will find the second staircase that leads to the Master bedroom, with sitting area,walk-in closet and master bath. On the second floor you will also find a laundry room, entertainment room and 3 spacious bedrooms. The third level creates endless possibilities. The yard is fenced for small animals, with chicken coop and small barn. Just 90 minutes from NYC in a quaint New England town.
❮❯Closed$475,000 Closed- 4 bds
- 3 ba
- 3870 sqft
147 Hoop Pole Hill Road
Woodbury, CT
Listing by: Patricia Forbes - Berkshire Hathaway NE Prop. -
Woodbury CT Land for Sale
One of the last in town subdivisions available in Woodbury! A short walk to Main Street, Town Parks, New Morning Store and Schools. Open meadow lots, gas available and simple site costs.
❮❯Closed$139,900 Closed- bds
- 0 ba
- sqft
Lot 1 Strong Field Road
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Land for Sale
One of the last in town subdivisions available in Woodbury! A short walk to Main Street, Town Parks, New Morning Store and Schools. Open meadow lots, gas available and simple site costs.
❮❯Closed$149,900 Closed- bds
- 0 ba
- sqft
Lot 5 Strong Field Road
Woodbury, CT
Listing by: Mary Ann Bennett - Drakeley Real Estate, Inc. -
Bethlehem CT Home for Sale
Secluded stunning colonial situated on 2.86 acres.Open layout with gorgeous kitchen granite counter tops,ss appliances,woodstove.Formal dining room,Wonderful family room with awesome floor to ceiling stone fireplace with cathedral ceilings.First floor bedroom or office with full bath.Gleaming hardwood floors thru out.Spacious Master suite.Fully finished lower level 1500 sq ft possible in law.New carpets,full bath,3 car detached and 2 car attached garage.Private patio on lovely grounds.This is a must see.
❮❯Closed$429,900 Closed- 4 bds
- 4 ba
- 4612 sqft
101 Hard Hill Road North
Bethlehem, CT
Listing by: Vincent Devico - Showcase Realty, Inc. -
Woodbury CT for Rent
Open spacious home with kitchen/great room with cathedral ceiling. Master suite with luxurious master bath. A terrific hidden rent on quiet cul de sac road. Clean, neat and updated. Available March 1st. 1 detached carport.
❮❯Closed$1,300 Closed- 1 bds
- 2 ba
- 1000 sqft
189 Kimberly Lane
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Southbury CT Home for Sale
Fabulous Cottage style Cape home with quality and detail throughout both the inside and out. This meticulously maintained home offers a comfortable eat-in kitchen/great room with brick fireplace, a cozy family room with a second fireplace, built-in bookshelves, cathedral ceiling & hardwood floors and a convenient first-floor master suite. The upper level offers 2 bedrooms with a jack and jill bathroom as well as a third bedroom/office over attached two car garage and accessed by a second staircase. The lower level provides plenty of storage and your very own home theater with a large screen and cozy movie style chairs. All located on a fantastic tucked away plot with private yard, bluestone patio & walkway, covered front porch, picket fencing, granite steps and a gunite pool. Located only 5 minutes to all major routes, shopping, and schools. A beautifully designed and kept home!
❮❯Closed$599,900 Closed- 4 bds
- 3 ba
- 4050 sqft
567 Jacob Road
Southbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Bethlehem CT for Rent
Cozy main level one bedroom post and beam apartment with private back deck. Kitchen great room with cathedral ceiling, exposed beams, first-floor master bedroom, and a 1 car carport. Rent price includes propane and snow removal. Tenant pays for electric, cable and snow removal from front and back deck. NO PETS, NO SMOKERS.
❮❯Closed$1,100 Closed- 1 bds
- 1 ba
- 840 sqft
36 Flanders Road
Bethlehem, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Roxbury CT for Rent
Enjoy the gorgeous sunset, distant westerly views, and Bridgewater fireworks from this warm 2500 plus square foot home in the foothills of Roxbury. Ideally located within 10 minutes from 84 and 10 minutes from three town centers. This well-built gambrel, offers wide board take flooring, family room with stone fireplace and vaulted ceilings, and a cozy eat-in kitchen with French doors to private back deck. Three second floor bedrooms and master suite with tray ceilings, walk-in closet and full bath with jacuzzi tub. Fantastic partially finished lower level walkout with high ceilings lots of light and full bath. A wonderful full time or weekend home in a peaceful setting and located on a rarely travelled quintessential New England country road.
❮❯Closed$2,600 Closed- 4 bds
- 4 ba
- 2506 sqft
113 Flag Swamp Road
Roxbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
Lots of potential for immediate equity in this well built and ideally located center hall colonial. Conveniently situated on the corner of Heritage Drive and Sage Road, this three bedroom home offers front to back living room with fireplace & hardwood floors, a large family room with wood stove, built-ins & hardwood floors, and three good sized second-floor bedrooms. A fantastic location on the southern end of Woodbury that allows for a few minute drive or walk to restaurants and shopping and a 7 to 10 minute commute to exit 16 or 17 off of I84. A solid house with good bones and room for improvement.
❮❯Closed$279,900 Closed- 3 bds
- 3 ba
- 2340 sqft
63 Heritage Drive
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Litchfield CT Home for Sale
Lots of possibilities to make this unique contemporary your own. Located at the top of Camp Hill Road in Northfield, this 2200 square foot home provides a living room with stone fireplace & cathedral ceiling, a warm sunroom, and a main level master bedroom. The second floor offers a cozy loft overlooking below and two-second floor bedrooms. A full walkout lower level includes a small workroom and other expansion possibilities. All located on a gorgeous 3.4 acre open meadow lot with distant views of the hillside and a 1000 square foot barn. A perfect set up for those with horses or a car enthusiast with parking for six vehicles.
❮❯Closed$269,900 Closed- 3 bds
- 3 ba
- 2126 sqft
85 Camp Hill Road
Litchfield, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
If you're going to live in Historic Woodbury then choose the best Location! Situated on a gorgeous lot just outside of the town village and along historic Pomperaug Road, this charming early colonial home has been meticulously maintained and updated with all of today's modern amenities. Stylish kitchen with Carrera marble counters, subway tile backsplash, island with breakfast bar and French doors to expansive bluestone patio overlooking the beautiful grounds. Radiant floor heating throughout the first floor, two staircases, hardwood flooring throughout, living room with fireplace and cozy front screened in porch are just a few of the many amenities. The upper floor provides three to four bedrooms with a walk up attic for storage. Plenty of outdoor living on this 1-acre plus lot with level yard, porch, patio, and mature landscaping as well as two story barn/garage. A terrific location in Southern Woodbury with just a 5-minute walk to many of Woodbury's fine restaurants and shopping and a similar walk to recently acquired town open space.
❮❯Closed$439,900 Closed- 4 bds
- 2 ba
- 2106 sqft
19 Pomperaug Road
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
This home has a little bit of everything! Located on a quiet, tucked away small cul de sac, this sprawling 3300 square foot colonial offers 11 plus acres of privacy, great outdoor space with an in-ground pool & patio and an additional 780 square feet in the walkout lower level. A comfortable center hall home with kitchen/great room overlooking gas fireplace, formal dining & living rooms and an 18 x 24 main level family room with propane stove. The upper level provides four generous sized bedrooms including a fantastic master bedroom suite. Awesome outdoor space including multi-level deck and patio all overlooking the pool that is nestled up against the backyard and acres of woods. Many extras including a full walkout lower level with finished rooms, plenty of lower level storage, a paved driveway, 4 car garage, and a generator hook up. Tough to find this much house on 11 plus acres of land just minutes away from everything!!
❮❯Closed$499,900 Closed- 4 bds
- 3 ba
- 3275 sqft
18 Crane Road
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
A rare gem. A very spacious 4 bedroom home with an in town location that combines old world charm with many updated features. Enjoy a one acre level lot and a most beautiful heated in-ground and spa built by the owner, a renowned pool designer. This home lends itself to entertaining with a huge great room, large deck, and pool area. A large finished outbuilding can be a home office, man cave, possible in-law apartment, or just a peaceful escape. Within walking distance to virtually every amenity Woodbury has to offer; schools, shops, restaurants , post office, library, and more.
❮❯Closed$389,900 Closed- 4 bds
- 3 ba
- 3716 sqft
10 Church Street
Woodbury, CT
Listing by: Raymond Manzi - Manzi Real Estate -
Woodbury CT Home for Sale
Hard to find manageable ranch home within a short walk to schools and town center. This solid three bedroom home offers a large eat-in kitchen, a fantastic living room with a stone fireplace & hardwood floors and, a detached two car garage. Located on a level lot tucked into Washington Ave., this 1300 square foot home offers privacy and a level yard with plenty of room for ball or picnics. A well constructed one owner home with a full finishable basement with half bath, walk out access and a semi-finished office area. A perfect home for those just starting or scaling down!
❮❯Closed$249,900 Closed- 3 bds
- 2 ba
- 1305 sqft
93 Washington Road
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
A stand-alone unit in the very charming Woodbury Hill condo complex is just waiting for you! Light, bright and airy, this wonderful unit has been freshly painted on the inside. It has everything you need including a first floor, over-sized master bedroom with walk-in closet and full bath with new vanity counter and sink. The formal living room has a two-story brick fireplace and vaulted ceiling. Invite your friends for dinner or dessert in the formal dining room with bay window that overlooks the level back yard. Recently updated, the kitchen has brand new stainless steel appliances, new quartz counters and new flooring. With room for a table and chairs, it has sliders to go to the deck for those warm summer nights of relaxing and enjoying some iced tea or a glass of wine. There's a hallway powder room, too, with a new one-piece vanity top. The second floor has a loft area with railing and looks over the living room - it's perfect for a TV room, office, den or hobby room. There's another extra-large bedroom and a full bath plus walk-in attic storage under the eaves (and there's actually an area over the garage for lots of your treasures). Who doesn't like a two-car attached garage so you don't have to get wet in the rain! There's a full basement, too! Just think, no shoveling, no grass mowing! Let someone else do that for you! (Owner will consider giving a credit for the flooring).
❮❯Closed$269,900 Closed- 2 bds
- 3 ba
- 1796 sqft
25 Woodbury Hill 25
Woodbury, CT
Listing by: Donna Matula - Coldwell Banker Realty -
Woodbury CT Home for Sale
Fabulous Location ~ Private, Elevated 1.51 acre lot Surrounded by Stone Walls, Open Fields, and Pasture Land. One of the Most Picturesque Streets in Town. Early Charmer with Unique Features - Cozy Office, Living Room with Arched Ceiling and Fireplace, Antique Paneling in Formal Dining Room and Bright/Open Family Room with Wood Stove and Sliders out to Spacious Backyard - Beautiful Hardwood Floors. Plenty of Space Here with 4 Bedrooms, 3 Full Baths. Additional Sitting Room Currently Used as Bedroom would be Perfect for Office, Craft Room or Den! Detached 2 Car Barn/Garage. Part of this Home was Once a 1-Room School House!
❮❯Closed$269,900 Closed- 4 bds
- 4 ba
- 2355 sqft
43 Tomlinson Road
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Bethlehem CT Home for Sale
In the countryside of Litchfield County this Bethlehem custom cape was built meticulously by the owner of the local lumber company. Seen are mahogany wide board floors, wainscoting and built ins. The rooms are spacious and filled with natural light. The main floor includes a remodeled kitchen with granite, pantry and access to oversized deck, master bedroom with full bath and two closets, oversized family room with gas stove and adjacent to a wonderful playroom with all built ins, a private office and a spacious light filled dining room with built in corner cupboard. The second floor includes two bedrooms, a library/study area, full bath and access to a large walk in floored attic .Home designed by Bus Russell and built by Rick Russell. Living room-mahogany beaded wainscoting, grain matched, mahogany crown molding and mahogany stairway. Dining room-teak parquet floor, clear pine beaded wainscoting and clear pine crown molding, master bedroom-wide yellow pine floor, family room-wide yellow pine floor, knotty pine crown molding and WP1 pattern knotty pine paneling. Situated on over 4 acres with fencing there is additional fenced land and a barn available at a low long term rental amount if buyer has horses, Recreational facilities are nearby with swimming, tennis and riding stables. Easy access to major routes, shopping, medical facilities, private schools, health clubs and so much more. This is a wonderful country home in beautiful condition and is easy to view.
❮❯Closed$399,000 Closed- 3 bds
- 4 ba
- 4126 sqft
198 Hard Hill Road North
Bethlehem, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
Pristine colonial home tucked along the Woodbury/Southbury line in the Curtiss Meadows Subdivision. Set back off the cul de sac road, this stately home offers a luxurious kitchen with gorgeous center island, granite counters, stainless steel appliances, butlers pantry and a large eat-in area overlooking the backyard. Fantastic quality throughout including crown in most rooms, built-in speakers, nine-foot ceilings, lots of built-in benches and cabinets and beautiful hardwood floors throughout. The first floor offers a family room with a fireplace, formal living room and dining room and a two-story foyer. The upper floors includes all good sized bedrooms, a master suite with a walk-in closet with built-ins, sitting/changing area with a cherry built-in dresser and a master bath with vaulted ceiling and double vanity. Other second floor rooms include a laundry area, large playroom with full bath and a 4th bedroom with interior french doors for privacy. This well built and designed home has a full walkout lower level with nine-foot ceilings, an oversized three car garage with ten-foot ceilings, a back bluestone patio with firepit and plenty of level yard. A terrific location for commuters and additional land is available.
❮❯Closed$579,900 Closed- 4 bds
- 4 ba
- 3428 sqft
76 Curtiss Meadows
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Southbury CT Home for Sale
Well maintained and updated four bedroom colonial within a few minutes of everything Southbury has to offer. An efficient floor plan with very little wasted space, this center hall home offers hardwood floors throughout, new stainless appliances including a gas range and hood, large center island, and granite counters. Along with a roomy eat-in kitchen, the first floor provides formal dining and living rooms, office, and a 21 x 21 family room with cathedral ceiling and brick fireplace. The upper level includes three good sized bedrooms, all with hardwood floors, and a master suite with tray ceilings, walk-in closet and master bath. A full basement allows for plenty of dry storage and a play/rec room with Pergo floors and built-in shelving. A solid home located on almost an acre of completely useable property with a spacious back yard, paved driveway, shed for additional storage and walkway to the front door. Less than five minutes to Schools, Town Center, Route I84, and Community House park.
❮❯Closed$409,900 Closed- 4 bds
- 3 ba
- 3072 sqft
351 Kettletown Road
Southbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Waterbury CT Home for Sale
Mint condition split-level home near Tracy Pond and all major commuting routes! Updated kitchen with breakfast bar and granite counter-tops. Hardwood floors throughout the main level in excellent condition with pellet stove in the family room. Newer deck that leads to a level, corner lot. Great space for play in the backyard with good privacy.
❮❯Closed$199,000 Closed- 3 bds
- 2 ba
- 2452 sqft
222 Crest Street
Waterbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
Secluded Cape style home on 3 wooded acres along prestigious White Deer Rocks Road. Fantastic new kitchen opening to dining/living room. The main floor provides two bedrooms, a living room with a fireplace and a large all season porch with wood stove & lots of glass to enjoy the outdoors. The upper level offers two more bedrooms, a full bath, and utility room. Many outdoor amenities including a back patio, terraced front yard, and a large three car detached garage with storage above. Several recent upgrades including interior paint, some window replacement, new kitchen, and tree removal. A private, peaceful setting and a short walk to hundreds of acres of nature preserve.
❮❯Closed$349,900 Closed- 4 bds
- 2 ba
- 1822 sqft
264 White Deer Rocks Road
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Bethlehem CT Land for Sale
Ready to build and need the land? This is the property for you. Plot plan. cleared, septic proposal all in place.deep hole testing done in 2017
❮❯Closed$95,000 Closed- bds
- 0 ba
- sqft
3 Woodland Road
Bethlehem, CT
Listing by: Lori Geraci - BHGRE Bannon & Hebert -
Southbury CT Home for Sale
New price! Neat and clean unit with many recent renovations. Newer kitchen cabinets with granite, eat in, freshly painted, crown molding throughout most of the unit and two updated baths with newer bath vanities. Large living room space with fireplace and access to back patio. Convenient hilltop location with a private back patio and only 5 steps from parking to the front door. A cozy unit with many built-ins, new masonite doors with brushed nickel hardware and close proximity to parking. One level living in a well maintained 55+ community with many amenities offered including, but not limited to, indoor swimming pool, fitness club, tennis, golf and social activities. Close access to shopping malls, major I-84 highway and 1 1/2 hours to NYC. Easy living and move-in ready!
❮❯Closed$169,900 Closed- 2 bds
- 2 ba
- 1398 sqft
969 Heritage Village B
Southbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
VIEWS, VIEWS, VIEWS!! Tucked in the hills of Woodbury sits this unique contemporary home with VIEWS that can't be beat! This understated home has an unassuming exterior that opens to fabulous interior space with vaulted ceilings, arched openings, and many windows to enjoy the view. With over 4500 square feet of comfortable living space, this home features a spectacular two-story home office with custom bookshelves and several sitting areas within the office including one loft area accessed by a spiral staircase. Truly an office out of the movies! This beautiful home also offers a cozy kitchen with beamed ceiling and center island, a formal dining room with room for 12, and a few different living and family rooms each featuring unique architectural space. The large family room on the first floor could be easily converted to a master suite, and the front living room features a built-in entertainment center and fireplace. The second floor offers three bedrooms including a master suite. All this plus an open front porch, front patio and attached oversized two car garage. This is a must see!!
❮❯Closed$399,000 Closed- 4 bds
- 5 ba
- 4911 sqft
22 Woodland Lane
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Southbury CT for Rent
Pristine vintage home for rent on Southbury's historic Main Street North. Set on over two and a half acres this antique charmer comes 75% furnished and features wide board flooring throughout, large eat-in kitchen, three fireplaces, and three generously sized bedrooms. Level private lot, first-floor mud area with storage and detached two car garage. Great setting on the border of Woodbury and Southbury, close to schools, library, and many shops and restaurants. Easy access to major routes and highways, perfect for an easy commute or weekend getaway.
❮❯Closed$2,000 Closed- 3 bds
- 2 ba
- 2031 sqft
841 Main Street North
Southbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Middlebury CT Home for Sale
Pristine vintage home situated on 1.43 level acres with stonewalls, white fencing, perennial gardens, covered porches, stone patio and two barns. This quintessential home offers loads of charm including hardwood floors, exposed beams, and built-ins throughout. The interior has been freshly painted in addition to many recent updates. The first floor provides a quaint foyer, cozy living room with large bay window and open hearth fireplace, dining room with a wall of built-in bookcases, corner hutch and french doors leading to a stone patio - perfect for entertaining! Recently renovated kitchen with new cabinetry, honed granite counters, farmhouse sink and stainless steel appliances offer modern amenities with old world charm. The family room has been recently updated with new hardwood floors, tongue and groove plank walls, ceiling fan and wood stove. The master bedroom features a wood paneled fireplace and new custom built-in closets, drawers and window seat. A full bath with walk in shower and marble top vanity, laundry room and darling mudroom completes the first floor. The upper level offers three bedrooms, a full bath including walk in shower and clawfoot tub, and a bonus room with back staircase. Two barns including one for parking/storage and a unique two story barn with a finished room on the upper level with vaulted ceiling and wide board floors offers many possibilities including studio, office, man cave or party barn! A true vintage charmer! Possible Airbnb!
❮❯Closed$429,000 Closed- 4 bds
- 2 ba
- 1710 sqft
278 Judd Hill Road
Middlebury, CT
Listing by: Shelley Drakeley - Drakeley Real Estate, Inc. -
Bethlehem CT Home for Sale
Many, many extra's in this well cared for colonial home with over 3000 square feet of living space. Conveniently located in southern Bethlehem, this tucked away home home provides two masonry fireplaces, 5" oak flooring throughout the first and second floor, vaulted ceilings in the family room and master bedroom and a sun porch overlooking an in ground pool and with surrounding patio. The first floor offers an inviting eat in kitchen with center island, formal dining and living rooms and a first floor office with a bay window. The upper floor includes a roomy master suite, two other bedrooms and a good sized game room/fourth bedroom over the garage. A well thought out home with the potential for more finished space in the walkout lower level. Great outdoor space with sidewalks, brick patio around the pool, paved driveway, storage shed, retaining walls and acres of seclusion. A terrific quiet cul de sac neighborhood that is only 10 minutes from three town centers, schools and parks.
❮❯Closed$429,900 Closed- 4 bds
- 3 ba
- 3193 sqft
76 Deerwood Drive
Bethlehem, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT for Rent
Live in town! Lots of room in this charming cape with front and back porches. Hardwood floors, generous room sizes and storage. Located in center of town-minutes to schools, town offices and parks.
❮❯Closed$1,500 Closed- 3 bds
- 2 ba
- 1539 sqft
255 Main Street South
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Land for Sale
2.3 acre treed lot. Buyer to complete their own due diligence regarding availability of utilities, flood zone status and any other matters detrimental to the buying decision. Subject to Probate Court Approval.
❮❯Closed$125,000 Closed- bds
- 0 ba
- sqft
0 Main Street North
Woodbury, CT
Listing by: Thomas J. Cavaliere - Coldwell Banker Realty -
Woodbury CT Home for Sale
Pristine center hall colonial in sought after quiet cul de sac neighborhood. Ideally located 7 minutes from three town centers, this well-maintained home provides 4 bedrooms, a home office, recently updated kitchen and baths, possible in-law apartment and over 3200 square feet of finished living space. Features include hardwood floors throughout, good sized family room with a brick fireplace, crown molding in many of the first floor rooms, and a good-sized playroom, home office and a full bath in the walkout lower level A great neighborhood for parties or play whether it's biking down the quiet street, fishing in the cul de sac's owned stocked pond or enjoying the two acres of open meadow for volleyball or whiffle ball. Other amenities include an oversized paved driveway, mechanicals wired for generator, private back deck overlooking the hillside, a front walkway with substantial landscaping and a two-car attached heated garage.
❮❯Closed$409,900 Closed- 4 bds
- 4 ba
- 2464 sqft
4 Pond Valley Road
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
Opportunity is knocking! Bring the horses, animals or cars to this classic New England Cape with six bays of garage space. A solid well built home that is move in ready but needs some minor updating. Lots of trim and built-ins throughout this home including crown molding, bookshelves in several rooms, and a corner hutch in the living room. Other amenities provide hardwood floors throughout the first floor, a dining room that can also be the first-floor master bedroom and the upper bedrooms have both been recently painted and new carpet added. Gorgeous outdoor space including 5 acres of open meadow, an open front porch, private back deck with an awning and an in-ground gunite pool with stone patio. A two car attached garage and a separate four-car garage with propane heat are ideal for a workshop or storage for your many cars.
❮❯Closed$374,900 Closed- 3 bds
- 2 ba
- 2234 sqft
527 Flanders Road
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Bethlehem CT Home for Sale
Work and play out of this well built and cared for farmhouse style colonial with open front porch, private back deck and lower level patio with a beautiful stone outdoor fireplace. Take advantage of Bethlehem's no zoning and utilize the two car attached garage and the 30 x 40 three car detached garage with 10' doors, lift, propane heat and finished game room above. The interior has been meticulously maintained and recently painted, there are hardwood floors throughout and the lower level, with a full kitchen, family room, and full bath, can be easily converted to an inlaw apartment. Many extra touches including a paved driveway, stone pillars at the entryway, front walkway, gazebo overlooking grounds and outdoor fireplace, storage shed and a woodshed, that could be used as a 6th garage. One cannot reproduce this property for anywhere near the list price.
❮❯Closed$499,900 Closed- 3 bds
- 4 ba
- 3130 sqft
491 Hard Hill Road South
Bethlehem, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Haddam CT Home for Sale
The owner/architect has wonderfully renovated and expanded this farmhouse style home overlooking the reservoir. Just steps from Higganum Village, the home has tons of charm and updated details. Living room with gas fireplace and beamed ceiling. Formal dining room. Granite kitchen with craftsman-detailed cherry cabinets, bay window, and walk-in pantry. Over the garage is a bonus room of 550 sq ft not included in the total square footage, now used as a studio with its own gas stove, can easily become a master bedroom suite, family room, or air bnb studio. First floor laundry. Three bedrooms, 2 1/2 baths. Take in the views from the spacious deck or sunny enclosed wrap around porch. Two car attached garage as well as a separate detached two car garage. Fenced in yard.
❮❯Closed$299,000 Closed- 3 bds
- 3 ba
- 2200 sqft
11 Lake Avenue
Haddam, CT
Listing by: Craig Milton - REMAX Valley Shore -
Woodbury CT Home for Sale
THIS IS IT! Stunning 3Bedroom Modern Col/Cape beautifully set on 2.24 private country acres! The impressive TWO STORY GREAT ROOM with vaulted wood ceiling boasts a raised hearth stone fireplace with pellet stove, hardwood floors, open balcony and sliders to the deck overlooking the sweeping yard! Updated kitchen with stainless steel appliances and hardwood floors opens to the dining room. Spacious main floor master with hardwood floors includes a full bathroom with beautiful tiled spa-like shower. Second floor offers loft area, two additional generous sized bedrooms and full bathroom. Large walkout lower level plumbed for bath and ready for expansion. 16x16 deck overlooks expansive level yard - Detached extended garage with additional set of double doors for lawn equipment/ease of use. Central air, CITY WATER! Perfect year round or weekend retreat! Quiet country road close to the heart of Woodbury!
❮❯Closed$369,900 Closed- 3 bds
- 3 ba
- 1472 sqft
18 Scuppo Road
Woodbury, CT
Listing by: Pat Blanko - William Raveis Real Estate -
Woodbury CT Home for Sale
Hard to find single level home for those scaling down or just starting out. Recently renovated with room for expansion, this ranch style home provides hardwood floors, new kitchen and bath and only one step from parking to entry. Set upon a fantastic 4-acre plot abutting Flanders Nature Center with plenty yard and privacy. This parcel also includes a 20 x 26 barn and an 18 x 18 shed.
❮❯Closed$249,900 Closed- 2 bds
- 1 ba
- 928 sqft
40 Bethwood Lane
Woodbury, CT
Listing by: Shelley Drakeley - Drakeley Real Estate, Inc. -
Watertown CT Home for Sale
Located just a few minutes walk from The Taft School, this architectural gem is one of the most important buildings in Watertown. This High Victorian Gothic with castellations was built by Charles T. Woodruff in 1859. A stately home with ten-foot ceilings on both the first and second floor, eight-foot paneled wood doors throughout, six-foot arched windows, three fireplaces, and many built-ins and decorative moldings throughout. The upper level provides five good sized bedrooms, two full baths, plenty of closet space, a curved staircase to the attic with a widow's peak and a curved back staircase to the kitchen/family room. A 20 foot Tuscan columned covered porch overlooks the private yard with mature plantings and the grand double paneled front door opens into the front two-story foyer with a sitting area above. The front rooms of the house each contain a nook created by the castellated structure providing a room within the room. Ideally located just minutes from town, this well-landscaped level parcel overlooks the Green and offers plenty of yard with privacy from neighbors. A period home that is hitting the market for the first time and offers a rare opportunity to grab a piece of Watertown's history and unmatched architecture.
❮❯Closed$459,900 Closed- 5 bds
- 3 ba
- 4203 sqft
7 Woodbury Road
Watertown, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Watertown CT for Rent
Great Oakville location on quiet and convenient Pleasant View Street. Level lot, ranch/cape home with two car attached garage and very few steps from parking to dining. Private backyard with patio, firepit, and trellis. Seven room home including living room with a fireplace, formal dining room, two first floor bedrooms, an upper-level master suite and finished family room over the garage. Cute house on a fantastic street! The owner will consider pets and a lease to purchase.
❮❯Closed$1,750 Closed- 3 bds
- 2 ba
- 1131 sqft
45 Pleasantview Street
Watertown, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Roxbury CT Land for Sale
Secluded 23 Acre lot off of Old Tophet Road in Roxbury. Terrific house site nestled between outcroppings and brook. Plenty of high and dry land to build your dream house!! There are a couple of different building sites on the property. Ideal guest house in front and main house set 800' or 900' back off the road. if your looking to get away from it all this is your spot!
❮❯Closed$339,900 Closed- bds
- 0 ba
- sqft
2 Old Tophet Road
Roxbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Commercial Sale for Sale
Commercial subdivision - many uses, many possibilities! Two approved, planned industrial lots with approval for 6,000 square feet or more. Potential of many types of uses. Call your agent for details. Agent/owner. Pi allows for 25% coverage. BUILD 10,000 to 30,000 SQUARE FEET IN WOODBURY.
❮❯Closed$249,900 Closed- bds
- 0 ba
- sqft
466 Main Street North
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Commercial Sale for Sale
Commercial subdivision - many uses, many possibilities! Two approved, planned industrial lots with approval for 6,000 square feet or more. Potential of many types of uses. Call your agent for details. Agent/owner. Pi allows for 25% coverage. BUILD 10,000 TO 30,000 SQUARE FEET IN WOODBURY.
❮❯Closed$229,900 Closed- bds
- 0 ba
- sqft
506 Main Street North
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Bethlehem CT for Rent
Cozy Cape style home on a private four-acre parcel just minutes from Bethlehem Elementary School and town center. The home provides recently renovated eat-in kitchen and full bath, office/enclosed porch with hot tub and three upper-level bedrooms. The owner will accept rent to buy. If the Owner can use the two-car garage and room above he will reduce the rent to $1600.
❮❯Closed$1,800 Closed- 3 bds
- 2 ba
- 1770 sqft
75 Green Hill Road
Bethlehem, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Roxbury CT Land for Sale
8.35 Acre parcel close to Washington Town Line. Short distance to Shepaug High School. Some wetlands on property and easment for Eversource. Home site would be closer to the Davenport / Pickett Rd. intersection..
❮❯Closed$59,900 Closed- bds
- 0 ba
- sqft
Lot 14 Pickett Road
Roxbury, CT
Listing by: Jeffrey Boucher - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
Pristine cape style home that was beautifully renovated on 9.8 acres of privacy and conveniently located within 5 minutes to four different town centers. Fantastic country kitchen accompanied with a large island and eat-in area, granite counters and top of the line appliances fit for a professional chef. Large family & living rooms with brick fireplaces, gorgeous crown molding, chair rail, and wide board oak flooring. Other first floor amenities include a bedroom with a full bath and generous sized dining room with wood floors, crown, and chair rail. The upper level offers two bedrooms with hardwood floors and a beautiful full bath featuring a walk-in shower with two heads, double vanities, and an antique clawfoot tub. This home has the perfect layout for multi-generational living with an easy conversion to an in-law apartment or living quarters. Come work and play out of your own home with four garages and a workshop room above both garages. A very tasteful restoration of this 1936 cape with room for expansion in the lower level.
❮❯Closed$419,900 Closed- 3 bds
- 3 ba
- 2382 sqft
222 Quassapaug Road
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Southbury CT Home for Sale
Historic Benjamin pierce mini-estate with beautiful grounds. This beautifully restored home by the late New York designer Jeffrey Riedel, features chestnut floors, six fireplaces and in-ground pool with cabana. A Remarkable vintage home with rare nine-foot plus ceilings, generous room sizes, many built-ins, six fireplaces and a detached architecturally designed carriage house with a 3 car garage and room for expansion above. This stately, elegant Federal style home built in 1750 was home to Southbury's premiere First Selectman. Meticulously restored by its present owner, this home is built for entertaining. Lavish gatherings in the formal living room, a casual brunch in the beautifully appointed kitchen, coffee in the cozy library or a barbecue in the cabana by the pool, this home can accommodate any function. In addition, there is a three-season porch overlooking the backyard & pool and an old-fashioned front porch. This gem is full of all the charm one expects from a well done antique home; cozy study with bookshelves and fireplace, large eat-in kitchen with built-ins, beamed ceiling, and eat-in space, four good-sized second-floor bedrooms, three of which have fireplaces and lastly a small second-floor studio apartment. Located an hour and twenty minutes from NY City and minutes to I-84, Southbury town center and Woodbury's fine restaurants.
❮❯Closed$369,900 Closed- 4 bds
- 4 ba
- 3840 sqft
1745 South Britain Road
Southbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Bethlehem CT Land for Sale
Abutting Land Trust this secluded 12 acre +/- acre parcel has many possibilities. Beautiful horse or farming property accessed by a 900' driveway that used to lead to a weekend home that perished years ago. The parcel is now home to several small outbuildings with primitive living areas. Two legal lots make up this 12-acre parcel, a 2-acre parcel with small outbuilding, and a 10-acre interior parcel with several outbuildings. Many possibilities to improve upon and take advantage of the big savings with a driveway and power already brought deep into the parcel. Call for details. Must accompany with an agent! Total Privacy abutting Land Trust!
❮❯Closed$229,900 Closed- bds
- 0 ba
- sqft
91 Magnolia Hill Road
Bethlehem, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Southbury CT Home for Sale
Meticulously maintained colonial conveniently located to Southbury's award-winning schools, exit 15 & 14 off of I 84, and all the town center has to offer. This efficient floor plan provides an eat-in kitchen with breakfast bar, stainless steel appliances, granite counters & extra built-in cabinets, a great room with a gas fireplace & a vaulted ceiling and a dining room. The upper floor includes a balcony overlooking the great room, a master suite with a full bath & walk-in closet, and two other bedrooms with a shared bathroom. Relax and enjoy the gorgeous outdoor space including an in-ground pool with stamp concrete patio, professional landscaping, private back deck overlooking grounds and a beautiful gazebo. Paved driveway, level grounds and a pond for fishing and canoeing. All just minutes to everything!
❮❯Closed$424,900 Closed- 3 bds
- 3 ba
- 2388 sqft
16 Hemlock Ridge Road
Southbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Roxbury CT Land for Sale
Great location along Old Tophe Road. Private wooded lot set back off the road.
❮❯Closed$149,900 Closed- bds
- 0 ba
- sqft
0 Old Tophet Road
Roxbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Watertown CT Home for Sale
Cozy ranch set upon a knoll overlooking Lake Winnemaug! Gorgeous views of the Lake and hillside from the living room window. Come and put your cosmetic touches on this solid home with hardwood floors, three bedrooms, a large eat-in kitchen, and an attached two-car garage. A perfect home for those scaling back with only two steps from the car to the bedroom. An open and completely usable 1-acre parcel with VIEWS, VIEWS, VIEWS!
❮❯Closed$269,900 Closed- 3 bds
- 1 ba
- 1026 sqft
470 Lake Winnemaug Road
Watertown, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Bethlehem CT Home for Sale
Better than new! Completely renovated farmhouse colonial with contemporary flair. Gorgeous new kitchen with vaulted ceilings, granite counters & stainless steel appliances, large dining and living rooms and a luxurious master suite with equally as nice master bath. Almost everything has been renovated including refinished oak flooring, two brand new full baths, mini-split Heat & AC, new siding and exterior doors. Full walkout lower level that can easily be finished into an inlaw suite or a family/game room. There is plenty of outdoor space to enjoy including a cozy front porch, side deck off the kitchen to soak up the sun and a large yard for work or play. This very efficient home has low heating bills with extra insulation added or a wood stove to heat the entire house. A terrific location just a few minutes from Bethlehem town center and elementary school and only 10 to 15 minutes to major routes. Take advantage of Bethlehems no ZONING and live and work from home!
❮❯Closed$369,900 Closed- 3 bds
- 2 ba
- 2048 sqft
57 Green Hill Road
Bethlehem, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
Cozy Cape, ideally located within a few minutes from three town centers. Large eat-in kitchen, hardwood floors throughout, and a large enclosed front porch. This 3 acre parcel with plenty of room for animals, cars or whatever hobby one might have. There are several barns and good-sized outbuildings for storage, toys, and/or workshop. acre is located in Bethlehem. Terrific starter house and an ideal spot for an in-home business.
❮❯Closed$199,900 Closed- 2 bds
- 2 ba
- 1545 sqft
257 Bethlehem Road
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Bethlehem CT Home for Sale
Completely renovated bungalow in the Kasson Grove lake community. Perfect home or weekend home just a stones throw away from Long Meadow Lake. Vaulted ceilings throughout, open concept, and everything you need on one level! Enjoy this peaceful setting on a spacious lot with two decks off either side of the home. Detached two-car garage has a ton of space.
❮❯Closed$195,900 Closed- 1 bds
- 1 ba
- 888 sqft
50 Kasson Avenue
Bethlehem, CT
Listing by: Taylor M. O'keefe - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
In town one of a kind custom single level home with privacy & gorgeous views overlooking Three Rivers Park; minutes from schools and town center! Every detail was meticulously planned in this 4 bedroom/3.5 bath 2014 home w/ open floor plan. Hardwood throughout most of home with marble in all bathrooms. Kitchen boasts carrara marble counters, ample custom cabinets, center island with farmhouse sink & seating, subway tile back-splash, bay area seating, pot filler over range, bar sink & french doors to back yard. Appliances inc 6 burner Wolf gas range with griddle & 2 convection ovens, separate Wolf steam oven, subzero refrigerator, wine chiller, ice maker & dishwasher. Walk-in pantry hosts second kitchen sink, marble counter, double refrigeration drawers, subway tile/wainscot, additional cabinets & built-ins. Barrel-vaulted paneled foyer flows through arch to sunken LR with stone gas fireplace & framed TV over mantle, coffered ceilings & French doors with transom to back yard. Master bedroom suite begins with French doors opening to sitting room w/ wide screen TV, double walk-in closets with a quartz topped center island of drawers, built-ins and separate dressing room w/ vanity. Carrara marble floors welcome you into the master bath along with plantation shutters, 2 console sinks, towel warming rack, claw-foot tub, walk-in steam shower w/ marble walls & river stone floor.This home is wired with a HEOS audio system. See Additional Public Remarks for extensive list of amenities.
❮❯Closed$849,900 Closed- 4 bds
- 4 ba
- 3748 sqft
157 Westwood Road
Woodbury, CT
Listing by: John Dominello - Drakeley Real Estate, Inc. -
Southbury CT for Rent
Fantastic quiet cul de sac just minutes from exit 16 and located in the sought after Long Meadow School district of Region 15. Set back from the road with a sweeping front lawn and distant views, this four bedroom colonial home offers an efficient floor plan featuring a front to back sunken living room and a family room with vaulted ceilings and a brick fireplace. Other amenities provide a recently paved driveway, an attached two car garage, an eat in kitchen with sliders out to a new ground level deck and level back yard with room for a pool. Plenty of room for expansion either in the full unfinished lower level or in the framed bonus room above the garage. A terrific house and neighborhood for all to enjoy and only minutes from all Southbury has to offer.
❮❯Closed$2,400 Closed- 4 bds
- 3 ba
- 2386 sqft
127 Watch Hill Drive
Southbury, CT
Listing by: Taylor M. O'keefe - Drakeley Real Estate, Inc. -
Woodbury CT Land for Sale
Raw land with over 4000 feet of frontage. Level property off of Good Hill Road overlooking babbling brook and plenty of road frontage along improved and unimproved Woodland Lane. Potential for fantastic views and privacy off of Woodland Lane. The parcel abuts 94 acres of Roxbury Land Trust property in Woodbury. Build one house with total seclusion or subdivide into a few larger lots and make your own compound.
❮❯Closed$259,900 Closed- bds
- 0 ba
- sqft
250 Good Hill Road
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT for Rent
Brand new luxury energy efficient one-bedroom end unit at The Village on Main, located close to downtown Woodbury. Hard to find one bedroom units with an attached garage and a washer and dryer located in the unit. A spacious apartment with living room, large eat-in kitchen, mud area, one full and one half bath, and a good sized master bedroom. Plenty of level parking and a level backyard area. The owner has installed a generator for the essentials during power outages. Absolutely no pets and solid credit required with references.
❮❯Closed$1,515 Closed- 1 bds
- 2 ba
- 1000 sqft
446 Main Street North D1
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Warren CT Home for Sale
Historically rich 1799 residence on 68 acs. Cleve Gray, a prominent artist moved here in 1949. Francine du Plessix, the renowned author, joined him when they married in 1957. Their respective studios are on either side of the driveway. The current owner began a total restoration/preservation in 2015: gorgeous kitchen, baths, and new systems (heat, A/C, electric, plumbing). Tennis court. The main house has a living room w/beamed ceiling & fpl, dining room w/fpl, family room w/fpl, and library. The kitchen features high-end appliances/finishes & breakfast nook. Main floor guest suite with fpl & bath. Screened-in porch overlooks the heated swimming pool. 5 BRs, 3 full baths including the master w/fpl, sitting area, dressing room and bath and a den are on the upper level. Wide board floors. One wing houses the original farm office with vaulted ceilings & fpl repurposed as a bar on the main level. Above is a guest apt. with a separate entrance with a living room, kitchen, BR, bath & laundry. The acreage includes gardens, pond, fruit trees. The old barn with silo, Cleve Greys studio. includes a huge open space with high ceilings and an apt. Across the drive was Mrs. Greys writing studio. Above the garage is a caretakers apt with 3 BRs, living room, kitchen and bath. A newly renovated 3-BR guest house lies beyond the main house. The property is 2 parcels: 49+ acs surround the house and outbuildings and 1 parcels across the road of 20.4 acres.
❮❯Closed$4,995,000 Closed- 7 bds
- 7 ba
- 6844 sqft
102 Melius Road
Warren, CT
Listing by: Ira Goldspiel - William Pitt Sotheby's Int'l -
Haddam CT Home for Sale
Charming, updated and expanded farmhouse style colonial overlooking the reservoir in Haddam. In the neighborhood of Higganum, there is much attention to detail in this 1900 three-bedroom home. Home features provide a huge family room with a cathedral ceiling, a formal living room with exposed beams and a gas fireplace, as well as a kitchen with granite counter-tops, stainless steel appliances, cherry cabinets, small bay window, and walk-in pantry. Beautifully fenced in yard with spacious deck taking in those gorgeous water views, cozy enclosed porch and plenty of storage with 2 car garage and 2 car detached garage.
❮❯Closed$299,900 Closed- 3 bds
- 3 ba
- 1561 sqft
11 Lake Avenue
Haddam, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
Starting out or scaling down? This home is for you! Recently spruced up a single level home that offers a good-sized living room with fireplace, remodeled eat-in kitchen with wainscoting, subway tile & granite counters, and three bedrooms. This cozy home provides hardwood floors throughout, an attached one-car garage, and a semi-finished lower level, making an ideal playroom. Other upgrades include newer siding, fresh interior paint, and new hardware. Ideally located just minutes away from three town centers with easy access to all the needed conveniences. A great commuter location. Enjoy one level living with no major projects in the near future!
❮❯Closed$229,900 Closed- 3 bds
- 1 ba
- 945 sqft
27 Bethlehem Road
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Southbury CT Home for Sale
Heritage Village great 55 and over community with many clubs, and amenities. This lovely Sherman style end unit is located on Hilltop East, with no steps and a level entry, and a garage close by. The large bluestone patio over looks a private serene back yard. The eat in kitchen although original includes a pantry, lots of cabinet space and washer and dryer closet. Living and Dining room combo with fireplace and sliders to patio. Master bedroom with full bath dressing room and slider to patio. There is also a large second bedroom with plenty of closet space and a second full bath in the hall. This property is being sold "AS IS" All buyers to pay a one time fee of $1,500 Equity fee to heritage village Foundation upon closing.
❮❯Closed$135,000 Closed- 2 bds
- 2 ba
- 1432 sqft
859 Heritage Village A
Southbury, CT
Listing by: Maryanne Betso - Coldwell Banker Realty -
Woodbury CT Commercial Sale for Sale
Current five bay service garage in ideal location convenient to three towns. **Agent Owned.***
❮❯Closed$559,000 Closed- bds
- 0 ba
- 3600 sqft
486 Main Street North
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
In town living! Sought have single level home within a 5-minute walk to historic Main Street South and Orenaug Park. Walk to the tower or just stroll along the sidewalks in downtown Woodbury as you wait for all the shops and restaurants to reopen! Solid, well-built home with hardwood floors throughout most of the house, first-floor study with fireplace surrounded by paneling and a large dining room/living room combination with brick fireplace and built-ins. Only a couple of steps from the attached garage to the master bedroom. Easy living for those looking to scale back or lots of potential for those starting out. There is also room for expansion in the full unfinished walkout lower level that can easily be converted into an in-law suite or a rec room. All located on a private lot tucked off the southern end of Bacon Pond Road overlooking a babbling brook.
❮❯Closed$314,900 Closed- 3 bds
- 3 ba
- 1664 sqft
263 Bacon Pond Road
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
END Unit Townhouse offering 2 bedrooms with 2 full bathrooms in Woodlake Community. Complex conveniently located to I-84, local shops and restaurants. Unit offers Kitchen, living room with dining area and fireplace. Sliders in living room open out to the back deck. Master bedroom has two closets with its own full bathroom. 1 Car Garage as well as additional parking space.***HUD Home. Disclosures: Buyer is responsible for determining propertys water source and sanitary system or sanitary sewer public provider, Individual condominium unit, Property is NOT located in a FEMA Special Flood Hazard Area but is listed as a moderate to low flood risk. Buyer to verify additional information regarding flood zones and insurance. Please refer to website for additional information regarding flood zones and insurance, State law requires Smoke/ Carbon Monoxide detectors be installed for properties having combustible fuel heaters/furnaces, fireplaces, hot water heaters, clothes dryers, cooking appliances, or an attached garage, but seller (HUD) is exempt from this requirement as a Federal Entity, Uses a propane system. Any required system repairs will be the buyer's expense, HOA : Association : Monthly : Dues : $345.61 : Woodlake Inc, HOA : Association : Quarterly : Other - Tax District : $773.63 : Woodlake Tax District. Repairs: Electrical system repair per PCR, Repair floor covering, Install CO and smoke detectors.
❮❯Closed$85,000 Closed- 2 bds
- 2 ba
- 1182 sqft
1 Summit Court 1
Woodbury, CT
Listing by: Ed Villeda - William Pitt Sotheby's Int'l -
Woodbury CT for Rent
Cute cottage conveniently located to all Main Street Woodbury has to offer. Amenities provide a living room with fireplace, small galley kitchen, first floor bedroom, enclosed back porch. 1st month's rent and one month's security as deposit. Owner will consider a pet, no smoking.
❮❯Closed$1,800 Closed- 2 bds
- 2 ba
- 1852 sqft
35 Ash Swamp Road
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Norfolk CT Home for Sale
Lots of potential at the former Angel Hill Bed and Breakfast. Built in 1880 this Lovely Victorian Home is within walking distance to town has great bones for someone with vision to make all the necessary cosmetic upgrades. Let the guest house pay your mortgage while you invest in this magnificent home with high ceilings, wrap-around porch, two-story foyer, large room sizes, and many bedrooms and baths. Bring your cars, trucks and ATV's and store them in the four-car detached garage or in the 30 x 40 pole barn that is currently used as a hoop court. This home has it all! Let's not forget the in-ground Pool with beautiful stone walls tucked behind the house with a private back lawn. A special home with great potential nestled in historic Norfolk and walking distance to everything!
❮❯Closed$299,900 Closed- 6 bds
- 8 ba
- 3507 sqft
54 Greenwoods Road East
Norfolk, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Roxbury CT Home for Sale
Stately home set back off of very quiet country road just outside the heart of Roxbury town center. This Well-built home with sharp lines has many features on the main level including a front to back living room with wide board flooring & Rumford brick fireplace, a fantastic kitchen/dining room with wide board flooring, center island, & built-in desk, and a post and beam family room with bar and 12-foot ceilings. Three-second floor bedrooms with the same wide board flooring and a 22 x 24 bonus room over the garage that can be used as a workshop or recreation room. The lower level offers a finished room with wide board flooring, a full bath, and a small kitchenette, making ideal inlaw quarters. This beautiful home sits back off the road, is bounded by stone walls, has a bluestone patio to soak up the sun and has plenty of level yard for picnics or ball games. A fabulous Roxbury location within a 10-minute walk to the town center and a 5-minute ride to several town centers, private schools, golf courses, and restaurants. Quality craftsmanship throughout and well maintained and updated by the original owners.
❮❯Closed$599,900 Closed- 3 bds
- 4 ba
- 3236 sqft
9 Judds Bridge Road
Roxbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Newtown CT for Rent
Beautiful vintage built in 1725. Can be rented for $2400 unfurnished or $2800 furnished. Hardwood floors mostly throughout, large dining room and living room apace, eat-in kitchen with access to back patio and backyard. Large bedrooms and walk up finished, floored attic for extra space or studio. Tenant has access to 2 car bays in detached garage. Close to the charming village of Sandy Hook and quick access to the major highway. Tenant pays all utiitlies, electric costs are lower with solar panels. Daughter of the owner currently lives in a separate apartment attached to the main house (separate entrance and address). Ask about pets, one month's rent as a deposit, no smoking.
❮❯Closed$2,400 Closed- 4 bds
- 3 ba
- 2574 sqft
87 Berkshire Road
Newtown, CT
Listing by: Katherine Parlato - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
Sought after single level living in this Cape Style home with first-floor master suite, and country kitchen opening to a fantastic great room with vaulted ceiling and fireplace. Many different work from home options here. Whether it be taking in the fresh air and watching the seasons change from the spacious front porch and two rear decks, or working from home in the large finished lower level family room with walkout, there is plenty of room for work and play here. Another unique feature, that can provide additional home office space or be a great set up for generational living, is the fabulous guest suite with high-end appliances and private deck. Other traditional living space includes a formal dining room, a bedroom/library on the main level, two second-floor bedrooms, and four baths. Take in the gorgeous views looking over the Nonnewaug river or look south down Main Street from the recently refinished back deck. With a little clearing, one can have spectacular views and a short walk to the river. This custom cape additionally includes large shed for storage and expansive lawn. Much to see here! It is time to bring everyone home to live and work comfortably under one roof!
❮❯Closed$518,900 Closed- 4 bds
- 5 ba
- 4286 sqft
117 Minortown Road
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Bethlehem CT Home for Sale
Cozy three bedroom cape with plenty of privacy on just over 4 level acres on quiet Town Line Road. A well-built home featuring a family room with cathedral ceiling & fireplace, and a large open eat-in kitchen with breakfast bar and sliders to a porch. Other amenities include a formal living and dining room for entertaining, hardwood floors throughout, and a large three season porch with additional deck to relax and enjoy the change in seasons. Plenty of room to play in the front or backyards or to enjoy a morning coffee on the front porch. This Home is conveniently located within 5 minutes to both Bethlehem and Watertown centers and 10 minutes to route 8. Come and enjoy this quiet county town and take advantage of the freedom that NO ZONING has to offer.
❮❯Closed$324,900 Closed- 3 bds
- 2 ba
- 1673 sqft
43 Town Line Highway North
Bethlehem, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
Stately four bedroom colonial on 1.38 acres at the end of a highly sought after cul-de-sac in Woodbury. Classic open floor plan with separate formal living and dining rooms for all occasions. Home features hardwood floors throughout the first level, fireplace, and large rooms for entertaining. Kitchen, living and family rooms offer sliders to a generous size deck or side open porch. Spacious master en-suite with jacuzzi tub, tiled shower and jack and jill sinks. Finished basement allows for additional space for rec room, office, or man cave. Plenty of room to play in the backyard or supervise on the deck where privacy and quiet abound. Lots of opportunity to make this home your own in a prime, high-end neighborhood of Woodbury. Less than five minute drive into Woodbury center, 1.5 hr drive from NYC and 40 minutes from the train station.
❮❯Closed$474,000 Closed- 4 bds
- 3 ba
- 3158 sqft
82 Bear Run
Woodbury, CT
Listing by: Katherine Parlato - Drakeley Real Estate, Inc. -
Middlebury CT Home for Sale
The perfect year round oasis! This custom designed 3 level home enjoys seasonal views, deeded lake rights and a private dock on beautiful Lake Quassapaug. This special and unique home is perfect for entertaining in every season. A cook's kitchen with a suite of Viking appliances, loads of granite counters and a breakfast island. The open concept floor plan is enhanced by beautiful windows that fill the home with natural light. Awesome wrap around deck adds lots of outdoor living space. The master bedroom enjoys year round lake views and a walk in closet with built in cabinets and organizers. Finished lower level with full bath perfect for guest suite. One of the largest lots in Tyler's Cove, this home enjoys wonderful privacy in this sought after Lake community. 90 minutes from NYC , 3 hours from Boston. So many upgrades! Life is better at the lake!
❮❯Closed$599,900 Closed- 2 bds
- 2 ba
- 2316 sqft
8 Tylers Cove 8
Middlebury, CT
Listing by: Mary Ann Hebert - BHGRE Bannon & Hebert -
Woodbury CT Home for Sale
Views, Views, Views!! Beautiful land and a wonderful contemporary home located within walking distance to schools, library, stores and parks. The stonewalls and gardens make it an ideal setting. This custom built home has a bedroom and full bath on the first floor plus two bedrooms on the second with 1 1/2 baths. Enjoy this gorgeous cathedral living room with fireplace and sliders to the outside deck overlooking the views across the valley. The formal dining room again shares these views. The kitchen has a nice breakfast nook, views and plenty of storage. The sweeping driveway has plenty of guest parking and easy access to the attached two car garage with large upper storage. The enclosed porch looks over all the land, valleys and hills so you will spend countless hours out there! The inside needs some updating but the layout is great.Easy to show
❮❯Closed$349,000 Closed- 3 bds
- 3 ba
- 2344 sqft
48 Flanders Road
Woodbury, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
Spruced up four bedroom colonial with fantastic new kitchen, gorgeous lot at the end of a quiet cul de sac and expired town approval for a second floor in law apartment over the attached two car garage. Over 3000 square feet of living space including a beamed family room with brick fireplace, a formal dining room currently used as an office and a good sized living room with hardwood floors. The upper level includes four bedrooms with hardware floors, a finished play room and two full baths. The recently renovated kitchen provides a large center island, granite counter tops, a propane stove top, double ovens, recessed lighting and sliders opening to a ground level deck. Set back off of Old Flanders Road and nestled against the tree line, this well cared for home checks all the boxes!
❮❯Closed$399,900 Closed- 4 bds
- 3 ba
- 2631 sqft
35 Old Flanders Road
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT for Rent
Gorgeous custom home tucked away off the road in southern Woodbury on a level private lot within minutes of everything! Live simple on the first floor only or bring everyone home with the finished above and below-grade space for the entire extended f amily. This well thought out and constructed home provides a first floor that features a beautiful kitchen overlooking a two-story great room with floor to ceiling fireplace and built-ins, a luxurious master suite, main level office, and a dining area overlooking the back patio. The upper level offers three bedrooms, two full baths and a huge playroom/TV room over the garage. An awesome lower level featuring high ceilings, generous room sizes, a 28x24 family room, 19x16 office, half bath, and the perfect exercise room. A low maintenance home on a level lot with plenty of yard, good size patio with outdoor fireplace, front walkway and a paved driveway. A home that has it all and ideally located 5 minutes from Woodbury and Southbury town centers and all major routes.
❮❯Closed$4,000 Closed- 4 bds
- 5 ba
- 5291 sqft
86 Curtiss Meadows
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Land for Sale
Beautiful country interior, private and approved building lot with driveway roughed in and electric at the site. Gorgeous views possible and located near other quality homes. Sited on a country road only seconds to Rt. 64 and minutes to I-84. This quaint historic town features a community theater, library, community center, shopping, hiking trails and is located for easy access to movie theaters, additional shopping and town parks. Only 1 1/2 hr to NYC
❮❯Closed$70,000 Closed- bds
- 0 ba
- sqft
68 Tuttle Road
Woodbury, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Bethlehem CT Home for Sale
Wonderful lake cottage with views of Long Meadow Pond. Short distance to town beach and park on the 110 acre lake that allows no motorboats. Located on a cut de sac with a level lawn and gardens. The large vaulted ceiling living room has a stone fireplace and wood stove. Enjoy the sunny dinning room and the master bedroom. The second bedroom is over the garage and has plenty of closet space and is also vaulted. Attached is the one car garage and the home has energy efficient propane heat. This well cared for and charming home is minutes to Bethlehem center and easy access to major routes. This property is easy to show. Selling as-is.
❮❯Closed$189,000 Closed- 2 bds
- 1 ba
- 1000 sqft
15 West Shore Drive
Bethlehem, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Bethlehem CT Home for Sale
Absolutely pristine colonial in Southern Bethlehem allowing for easy commutes to three town centers and major routes. Nothing to do but move in and enjoy country living. Sparkling hardwood floors, comfortable floor plan, eat-in kitchen with breakfast bar, and full walkout lower level with that can easily be converted to a finished game room. Cozy family room with propane fireplace and built in book shelves, dining area overlooking backyard and first floor bath with wainscoting. There are three generous sized bedrooms on the second floor with hardwood floors plus a finished bonus room over the garage with vaulted ceiling and french doors. Other amenities include stone retaining walls, level crushed stone driveway, attached two-car garage, private rear deck, small brick patio outside the walkout lower level, and plenty of interior closet space. A well-cared for home with pride of ownership evident throughout!
❮❯Closed$384,900 Closed- 3 bds
- 3 ba
- 2124 sqft
7 Porter Hill Road
Bethlehem, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Bethlehem CT Home for Sale
Secluded and pristine three bedroom Colonial home is Southern Bethlehem. Ideally located 10 to 15 minutes from route 8 and 84, this 2300 square foot home sits back at the end of a quiet cul de sac road. The first floor provides a formal living and dining room, a good-sized kitchen with a center island that opens to a similar-sized family room with a brick fireplace. The upper floor includes three generous sized bedrooms and plenty of closet space. The master has two walk-in closets and a terrific full bath with jacuzzi tub and tiled shower. Even though this home is only 10 years old the owners have completed many recent upgrades including engineered wood floors, tile floors, interior paint, central air on the second floor, newer jacuzzi tub, and a new tile in the master shower. Other amenities offer a dry basement for storage, a newer back deck off the kitchen and a paved driveway. Nothing to do but move right in!
❮❯Closed$349,900 Closed- 3 bds
- 3 ba
- 2372 sqft
15 Tulip Tree Lane South 15
Bethlehem, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
Unique country home with contemporary flair! Located just 5 minutes from the town center and parks, this mint home has been well maintained and updated over the past several years. Renovated baths, mechanicals, sliders, moldings, and lighting are just a few of the interior improvements. An inviting open floor plan providing a kitchen opening to a great room with a vaulted ceiling and fireplace, a formal living room with a brick fireplace, a formal dining room, and a first-floor master suite with new sliders to private ground level deck. The upper floor offers three bedrooms, one with a cathedral ceiling, a renovated full bath, and a walkway looking down to the family room. Fantastic outdoor living with plenty of yard, many plantings, new walkway, newer retaining stone walls, recently paved driveway with cobblestone border, seasonal brushy meadow out back, and plenty of room for an inground pool!
❮❯Closed$479,999 Closed- 4 bds
- 3 ba
- 3471 sqft
101 Railtree Hill Road
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Land for Sale
Rare find in downtown Woodbury! 20 plus acres of open meadow, views, and within walking distance to town center, schools, and parks. Over 950 feet of road frontage allowing for a multi-lot subdivision. This parcel has an additional 11 acres that will eventually revert back to this parcel once O & G if finished with the quarry. One of the last in town plots with the gas line only a few hundred feet away and town water at Main Street. Lots of development possibilities! Fantastic views of downtown Woodbury!
❮❯Closed$419,900 Closed- bds
- 0 ba
- sqft
00 Old Middle Road Turnpike
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Southbury CT Home for Sale
Completely renovated farmhouse colonial in desirable Hunters Ridge Subdivision and the Long Meadow School district. A top to bottom renovation with stylish new kitchen and baths, refinished wood flooring, all new tile flooring, new interior & exterior paint, new masonry walkways and patio, and a newer deck. The first floor provides an open floor plan with the kitchen opening to a cozy family room with brick fireplace, formal dining, and living rooms and two-story foyer. A walkout lower level offers a large finished area, new vinyl plank flooring, many built-ins, and a small patio outside the glass french door. The upper level includes a luxurious master suite with a huge walk-in closet with built-ins, a fantastic master bath with a soaking tub, and access to a finished bonus room over the garage that makes an ideal exercise room. Driveway will be paved by owner. Only 5 minutes to town, award-winning schools, and I84. Great condition and location, a winning combination! NEW ROOF AND FURNACE GETTING DONE IN THE NEXT FEW WEEKS. A COMPLETE RENOVATION!
❮❯Closed$549,900 Closed- 4 bds
- 3 ba
- 3688 sqft
208 Hinman Lane
Southbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Southbury CT Home for Sale
Fabulous colonial in sought after Fawncrest Estates. Warm and inviting home featuring a magnificent 44 foot long and 10-foot wide front porch with mahogany floors, beaded ceiling, and a gazebo big enough for everyone to hang out and enjoy the distant views and neighborhood activities. Sun-filled home with open floor plan including a large eat-in kitchen with center island & pantry opening to a family room with vaulted ceiling and wood-burning fireplace. Generous room sizes throughout including formal dining and living rooms, large bonus room/office over the garage and finished recreation room in the basement. The upper floor provides two recently renovated bathrooms with Carrara marble counters, three bedrooms, and a master suite with a walk-in closet and a luxurious master bath. Located in one of Southbury's finest cul de sacs, this home is only a few minute drive to the highway, award-winning schools, and town center. A well kept home with a brand new AC unit just in time to cool off from this summer heat!
❮❯Closed$539,900 Closed- 4 bds
- 3 ba
- 3182 sqft
530 Patriot Road
Southbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Bethlehem CT for Rent
1820 Colonial for Rent - Four to five bedrooms home with two baths within walking distance of the elementary school, post office, and town. Beautiful hardwood floors run throughout the home with lots of room. House offers a large screen porch, spacious deck and large yard, which could easily be fenced in, with stone fire pit. One car garage is available. Yard maintenance and snow removal are the responsibility of the landlord. A dog or cat is OK and the house must remain non-smoking. Oil heat, electricity, and cable are not included. There is an accessory apartment above the garage with a private entrance and deck. The basement is shared, as well as shelving in the garage. Attic storage is available. One month's rent and two month's security deposit.
❮❯Closed$1,800 Closed- 4 bds
- 2 ba
- 3294 sqft
64 East Street
Bethlehem, CT
Listing by: Katherine Parlato - Drakeley Real Estate, Inc. -
Bethlehem CT Land for Sale
Open farmland with access off of route 61. 60 acres of farmland and woods in southern Bethlehem.
❮❯Closed$600,000 Closed- bds
- 0 ba
- sqft
00 Main Street South
Bethlehem, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Land Lot for Sale
Beautiful open farmland at the end of Town Line Road off of Main Street North. Nestled in the Woodbury, Watertown, and Bethlehem corner this secluded parcel offers easy access to everything. Three town centers, many restaurants, private schools, golf courses, and minutes to route 8. Most of the property abuts 50 acres of open space owned by the Town of Woodbury ensuring complete privacy and easy access to the Nonnewaug falls. A terrific opportunity to live off the grid!
❮❯Closed$595,000 Closed- 0 bds
- 0 ba
- 0 sqft
00 Town Line Road
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT for Rent
Woodbury - Commercial Lease - Prime Main Street South Locations with 2880 all on one floor. High visibility, level lot, 10' overhead door and parking for 10+ cars. Former home of Town and Country Glass. Triple net lease,
❮❯Closed$2,800 Closed- bds
- 0 ba
- 2880 sqft
572 Main Street South
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
Beautifully nestled upon a lightly wooded lot and conveniently located near the Woodbury/Middlebury line, this renovated and well maintained center hall colonial is just a few minutes to 3 town centers and I84. Many recent upgrades by the original owners including renovated bathrooms, a gorgeous new kitchen with a large center island, all new interior paint and several new mechanicals. Plenty of space for generational living including a perfect set up for an in-law suite over the garage with large play room, kitchenette, private entrance and full bath. Several exterior amenities including recently refinished paved driveway with pea stone finish, large screened porch, secluded back patio with hot tub and plenty of yard area. The lower level offers a huge work area, a three gar garage under with an additional garage door providing for parking for 5 or 6 cars. A well built and thought out a home that provides formal living room with fireplace, a first floor office, a cozy family room with cathedral ceiling and brick fireplace and large eat-in area in the kitchen overlooking the grounds. A stately home in the best location within minutes to Middlebury Greenway, tennis, pool and beach clubs, and a few different golf clubs!
❮❯Closed$539,900 Closed- 4 bds
- 4 ba
- 3981 sqft
537 Old Sherman Hill Road
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
Beautiful vintage home on a stretch of Middle Road Turnpike surrounded by similar distinguished homes. A stately colonial with room for all and expansion possibilities with a potential building lot across the street. Offering all the amenities one can expect from a antique including gorgeous wideboard floors, four fireplaces, many built ins and all the character one can expect from an older home. The first floor provides a formal dining and living room, a kitchen opening to a large family room with huge walk in fireplace with bee hive oven, a main floor office and a cozy screened in porch. The upper floor accessed by either the front or back staircase offers the same hardwood floors, two full baths, two attics, and four good sized bedrooms. An awesome plot of level land that could be terrific horse property, farmland or just play area for all to enjoy. Many outside features including stone walls, a bluestone patio overlooking all the property, a two car garage with attached shed and a pond in the rear of the property. Many possibilities including a potential lot split and a separate .87 lot of record across the street.
❮❯Closed$524,900 Closed- 4 bds
- 4 ba
- 3280 sqft
393 Middle Road Turnpike
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Residential Income for Sale
In town three-family home that provides a steady return for those seeking a low-risk investment. Just up from Main Street, this converted barn offers three roomy 1 bedroom units with private entrance. Easy parking off of route 47 and a close walk from parking to entrance All units are fully rented and quickly filled upon vacancy. 28,000 in gross income and $17,000 in expenses per year which includes debt service.
❮❯Closed$325,000 Closed- 4 bds
- 4 ba
- 2366 sqft
7 Washington Road
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Watertown CT Home for Sale
Move right in! Litchfield County, country living at its best, just minutes from both Watertown and Bethlehem town centers. Meticulous home on a quiet country road thats ready for immediate occupancy. Freshly painted, new carpets and not a thing to do in this beautiful home on 2.32 lightly wooded acres. The main floor offers a two-story foyer, with a gorgeous dining room with wood paneling, crown molding, and beautiful hardwood floors, a large family room with a wood stove, an eat-in kitchen with sliders leading to a three-season porch, a half bath, and a first floor bedroom/office. The upstairs provides a fabulous master bedroom with tray ceilings, large walk-in closet, an en suite bathroom with a jacuzzi tub, as well as two more bedrooms, with plenty of closet space, and a full bathroom! Other amenities include an oversized two car garage, stone walls, a large yard, security system, generator hook-up and many recent upgrades!
❮❯Closed$339,900 Closed- 4 bds
- 3 ba
- 2196 sqft
26 Town Line Highway North
Watertown, CT
Listing by: Taylor M. O'keefe - Drakeley Real Estate, Inc. -
Watertown CT Home for Sale
Classic 1910 colonial with all the charm, character, and quality one can expect from an era of great homebuilders! Outstanding Taft School location allowing for a short walk to Taft School, downtown shopping, the library, movie theater, many restaurants, and Watertown Tennis Club. A gorgeous home with many built-ins, hardwood throughout most of the home, spacious rooms, four bedrooms, an office, and a covered porch to enjoy it all. A well-cared-for home by long time owners with recent roof and exterior paint upgrades. The first floor provides a good-sized kitchen, formal dining room, a generous foyer and a front to back living room with a fireplace, beamed ceiling, built-in bookshelves, and french doors out to the covered porch. The upper floors offers three bedrooms, a master bedroom with fireplace and built-ins, an office/bedroom, two full baths and a stairway to the third floor with an additional bedroom, full bath, and playroom. A fantastic place to live!
❮❯Closed$309,900 Closed- 5 bds
- 4 ba
- 2464 sqft
52 Academy Hill
Watertown, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
Live, work and play right in the heart of historic Woodbury! Located at the intersection of South and North Main Street, this 19-century historic, home has been beautifully restored with many of the original wide board flooring, trim and beams tastefully kept. Enjoy all the updated amenities and a warm and inviting open floor plan not usually found in an antique home. This open floor plan includes the dining and living rooms with center fireplace seen from both rooms and access to an antique flag stone back patio. The first floor also provides a main level bedroom and full bath that can double as in home office, permitted by the town of Woodbury. Plenty of room in the upper floor with three good sized bedrooms, two of which have their own full bath. The exterior space includes a white gravel walkway around three sides of the house with access to the village green, an attached two car garage, an adjoining shed for storage and an open back yard. There are three historical easements, all in favor of this property. Meticulously updated, maintained and cared for by the current owners over the past 13 years this Greek revival home provides immediate access to the sidewalks and a few minutes walk to restaurants, shopping and schools. Live where the action is and enjoy the hustle and bustle of downtown Woodbury!
❮❯Closed$389,900 Closed- 4 bds
- 4 ba
- 2515 sqft
5 Washington Road
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Warren CT Home for Sale
Quarantine in Warren just 5 minutes from shops and restaurants in charming New Preston Center and Washington Depot. Tucked away Chalet style home looking for a new owner to give this unique home some spark! A solid home with vaulted and beamed ceilings, kitchen/great room, good sized family room with fireplace, and two to three bedrooms. Other amenities provide a partially finished full walkout lower level, a detached two-car garage, and a 10 x 24 front deck to soak up the sun! This one won't last long!
❮❯Closed$249,900 Closed- 3 bds
- 2 ba
- 1716 sqft
276 Woodville Road
Warren, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Bethlehem CT Home for Sale
Continue to live, work, and play out of your home and enjoy the flexibility NO Zoning provides in Bethlehem. Well maintained inside and out, this 4900 sq ft home provides generous rooms, a gorgeous two-bedroom upper floor apartment, main floor office, and a cozy bar/party room. Many recent exterior upgrades including Stone walls with fencing, circular driveway finished with pavers, and front and back covered porches to enjoy the outdoors. Car buffs and those that work out of the garage, will love the 30 x 85 heated Morton building with an 85 foot overhang to park even more cars, truck, boats and ATV's! Park three cars under the house and another 10 to 15 in the workshop. All the mechanicals have been maintained and upgraded including the five bedroom septic system. Located only 5 minutes to three town centers, private schools, golf courses and only 10 to 12 minutes to route 8.
❮❯Closed$599,900 Closed- 5 bds
- 5 ba
- 4932 sqft
151 Hickory Lane
Bethlehem, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
Views, Views, Views!! One of the highest points in all of Woodbury and by far the best views in Litchfield County. Long distant views from the hilltop off of Hoop Pole Hill Road. Enjoy the breezy summer nights on your stone terrace next to your vanishing edge gunite pool with jacuzzi. 5-acre plot with a level house site and privacy from your neighbors. Light and bright contemporary home with a wall of glass to take in those sweeping views far into the distance!. Amenities provide 4 to 5 bedrooms and three full baths, generous sized dining room overlooking the living room with 24' soaring cathedral ceiling and a wall of glass. Many recent upgrades over the past year, plenty of room for everyone, and an ideal spot for an in-law suite. Beautiful outdoor space with a spacious level yard, privacy from neighbors, and room for outbuildings or expansion. Million-dollar VIEWS for less!
❮❯Closed$749,900 Closed- 4 bds
- 4 ba
- 5160 sqft
339 Hoop Pole Hill Road
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
Sought after single level home with a 4 car garage, a sunny three season room and a partially finished walkout lower level that would make an ideal in law apartment. With only two steps from parking to kitchen, this ranch home boasts generous room sizes including a living room with floor to ceiling stone fireplace, large eat in kitchen with a breakfast bar, a dining room open to the living room, and four main floor bedrooms. The cozy lower level provides a big family/game room with brick fireplace & bar for entertaining, and an office/bedroom. There is plenty of room to tinker in the attached two car garage or the 24 x 30 detached garage. Set back off the road, this home offers plenty of outdoor space to relax including an open front porch, a private back deck and the sun porch with front deck located just off the kitchen. A lot of house for the money and room for all!
❮❯Closed$384,900 Closed- 4 bds
- 3 ba
- 2772 sqft
44 Orchard Avenue
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
"The River Runs Through It". Beautifully designed Rick Moisan home overlooking the Pomperaug River in the heart of historic Woodbury. Located in a small cul de sac on the west side of town, this custom home offers a gorgeous kitchen with Viking appliances, wet bar, pantry & center island, a family room with a fireplace, built-ins, and vaulted ceiling, and a main level master suite. There is room for everyone with three upper-level bedrooms, a bonus room with half bath above the attached garage, and a playroom in the partially finished lower level. Overlooking the river and abutting open space, this home provides fabulous outdoor space including a cozy deck off the kitchen for morning coffee, a large back patio bounded by stone walls accessed through the family and living rooms, a covered front porch, and a better barn for additional car storage. A well built and cared for home with many reproduction features such as simulated divided light windows, wood shingle roof, cedar clapboard siding, and a design that fits in Woodbury's historic character. An ideal location as you can walk to everything in town or stay home and enjoy nature while fishing or walking along the Pomperaug River that is a stones throw from your back patio.
❮❯Closed$1,090,000 Closed- 4 bds
- 5 ba
- 4772 sqft
41 River Bend Drive
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Danbury CT Home for Sale
Opportunity abounds at this once in a lifetime property on the lake! Exquisite level waterfront, complete with boathouse, the chance for a waterside gazebo, and gentle rolling lawn... this property really is one of a kind. Build your dream home on this gorgeous piece of paradise. The views from the house site are unhampered, while the gentle stroll to the lake is unmatched! The rare boathouse on the lake affords another opportunity to make this property truly one of a kind. Lake living has never looked so good! Make your dream waterfront home come true today! Lot #6 is also available. The existing home on #8 is not salvageable and must be knocked down. Please do not attempt to enter or go on deck. Taxes for #8 are $22,232 taxes for #6 are $15,415, for a total of $37,647 for both. Acreage for #8 is .56 and .46 for lot #6 for a total of 1.02 for both. Catwalk is included in sale the dock is excluded. Property to be sold in as is condition. Both lots also sold separately as MLS# 170336009 and MLS#170336275 or together as MLS# 170338284.
❮❯Closed$1,150,000 Closed- 4 bds
- 3 ba
- 1310 sqft
8 Shore Road
Danbury, CT
Listing by: Kevin Donovan III - Advanced Real Estate LLC -
Woodbury CT Home for Sale
It will be easy to make yourself at home in this wonderful ranch located within walking distance to Main Street and downtown Woodbury yet nestled in a private setting. Enjoy the large, open Living/Dining Room with large windows and views of the private backyard. Three Rivers Park borders the rear of the property for your added privacy and recreation. This home has been lovingly cared for and has many updates including a propane heating system, on demand hot water, a brand new septic system (yes, the whole system) and a beautifully finished lower level with separate bedroom, den and kitchenette which makes it a perfect in-law suite or home office. It has its own entrance with no steps and goes right out to the driveway and backyard. This permitted space adds about 600 sq. ft. to the home. Adding to the efficiency is an attic fan and it is wired for a generator. The large 2 car garage is heated so you can enjoy your hobbies year round. There are 3 bedrooms on the main level with 1 baths, a nice sized eat-in kitchen, a bright and cheerful Sunroom that overlooks the bubbling hot tub and an amazing screened in porch perfect for enjoying a good book or your evening beverage! Nice level lot, easy to care for and offers all the comforts of home!
❮❯Closed$339,900 Closed- 3 bds
- 3 ba
- 1468 sqft
157 Washington Avenue
Woodbury, CT
Listing by: Wendy Brazauskas - Berkshire Hathaway NE Prop. -
Washington CT Land for Sale
A beautiful lightly wooded parcel on an old highway off of West Mountain Road in Washington. 7.3 ACRES allowing for many uses as the back five acres is located in Bethlehem. Survey, layout, and soil testing are in place making permitting for a new house a breeze. Enjoy total seclusion with some seasonal views over Nettleton Hollow at this sought after section of Washington. The old highway allows for easy access and the house site is level. Explore back into the property and enjoy the Falls Brook that abuts the Bethlehem Land Trust property. Easy to walk and Easy to see!
❮❯Closed$169,900 Closed- bds
- 0 ba
- sqft
191 West Mountain Road
Washington, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Bethlehem CT Land for Sale
14.5 ACRES with RT 61 access! Interior lot with many possibilities and total PRIVACY! A portion of the property abuts Bethlehem Land Trust, as well as 275+ feet of direct Long Meadow Pond water frontage! Abandoned cabin on land. Call for info! Must accompany with an agent.
❮❯Closed$195,000 Closed- bds
- 0 ba
- sqft
0 Main Street North
Bethlehem, CT
Listing by: Taylor M. O'keefe - Drakeley Real Estate, Inc. -
Southbury CT Land for Sale
Southbury - Region 15 Schools - Long Meadow School District! Come and build your dream house or mini-farm on this 6.4-acre wooded lot. Attention investors there is potential for 2 or 3 lots with 550 feet of frontage allowing for two front and one interior lot. Terrific location in the Long Meadow School district and close proximity to exit 16 and 17. Many possibilities!
❮❯Closed$159,900 Closed- bds
- 0 ba
- sqft
11 Bucks Hill Road
Southbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
Some of the Best Views in all of Litchfield County! Set back off of sought after Tuttle Road, this hidden gem is completely private and abuts 600 acres of the Flanders Whittemore Sanctuary. Enjoy the simplicity of this charming 1949 two-bedroom cape with three fireplaces or create your own home/compound on this 22.85-acre slice of heaven. All of the main rooms in this cozy single level home enjoy breathtaking sunset views. There is a sunny, spacious living/dining room, an efficient kitchen that opens to a secluded terrace, and a covered porch for dining al fresco during summer showers. Included in the sale are two, two-plus acre building lots ready for friends and family or to sell and ease the pain of purchasing. Ideally located with easy access to exit 15, 16, and 17 off of I84 and a 5-minute ride to historic Main Street Woodbury with all it's fabulous shops and restaurants.
❮❯Closed$699,900 Closed- 2 bds
- 2 ba
- 1607 sqft
33 Tuttle Road
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Land for Sale
Beautiful open meadow lot within a 5-minute walk to the town center. Lot 4 and house # 9
❮❯Closed$149,900 Closed- bds
- 0 ba
- sqft
9 Strong Field Road
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Bethlehem CT Residential Income for Sale
Considerable acreage close to the town center and all major routes! 2 Family home with tons of potential!
❮❯Closed$320,000 Closed- bds
- 0 ba
- 847 sqft
351 Main Street South
Bethlehem, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
Wonderful opportunity to own a "Like New" 2 Bedroom, 2 Bath Ranch convenient to Woodbury's town center! This home has been lovingly maintained leaving the buyer little to do, but move in. The cozy Living Room has a gas fireplace, large picture window, and built-ins; Eat-in Kitchen boasts of granite countertops, laminate floors & breakfast bar; Dining area w/ laminate floors; Master Bedroom w/ Hardwood floors and Full Bath; 2nd Bedroom w/ Hardwood floors, Crown molding, interior recently painted (2019). The landscaped yard offers a patio, granite steps, bluestone walkway, stonewalls and Dog fence. Property across the street cannot be developed. Improvements: Recent paved driveway (2017), Recent roof (2014), Gutters and filters, 2 Chimneys refaced (2019), Whole house Generator, New water pump (2020), New furnace (2020). This property has much to offer! A Must See! (Please see attached sheet for a complete list of improvements.)
❮❯Closed$349,900 Closed- 2 bds
- 2 ba
- 1265 sqft
372 Middle Road Turnpike
Woodbury, CT
Listing by: Ron Nettleton - William Raveis Real Estate -
Bethlehem CT Home for Sale
Well cared for Saltbox style home on gorgeous 3.58-acre open meadow lot in Sky Meadow subdivision. Although only 1800 square feet, this home packs a big punch with an efficient floor plan, a cozy three-season porch, and a separate third garage/barn in the back of the property. The first floor provides a mud area/breezeway off the garage, an eat-in kitchen, a formal dining room, a living room with a fireplace, and a family room with a vaulted ceiling. The upper level offers three bedrooms, one full bath, and pull down attic for storage. There is plenty of room for storage above the two-car garage and the barn or there is room to build additional structures on this spacious lot. An ideal location for commuters to get through Watertown to route 8 or north through Litchfield and only minutes to Bethlehem town center.
❮❯Closed$369,900 Closed- 3 bds
- 2 ba
- 1764 sqft
42 Sky Meadow Road
Bethlehem, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
Opportunity is knocking! Roll up your sleeves and build some instant equity as you renovate this cozy ranch located on the Southbury/Woodbury border. Three-bedroom single level home with hardwood floors throughout including a charming living room with brick fireplace/wood stove and beamed ceiling. Good sized eat in kitchen, covered front porch and privacy despite being located on .8 acres. A terrific location with only a 10 minute ride to Exit 14 off of I84.
❮❯Closed$139,900 Closed- 3 bds
- 1 ba
- 1332 sqft
550 Grassy Hill Road
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Land for Sale
Private interior lot with 4 plus acres along a quiet gravel road. Lightly wooded with a level home site, this plot is only 5 minutes to Woodbury schools, Woodbury, Bethlehem & Watertown town centers, and the Taft School. All testing and mapping are complete and this parcel is ready to go. No deed restrictions allowing a buyer to build a big or small house, single-family, or duplex. Bring the animals, horses, quads, and motorcycles, there is plenty of land for fun. Call for maps and soil testing.
❮❯Closed$149,900 Closed- bds
- 0 ba
- sqft
93 Mill Road
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Residential Income for Sale
Bring your tools and restore this charming antique. The bucolic setting is within a 5-minute drive to Woodbury or Bethlehem centers. This home sits on a corner lot surrounded by farmland and rolling hills. Look past the necessary repairs and envision loads of potential involved in this large home. The First-floor unit features a kitchen/dining combo room with access to a back covered deck, a separate living room, 2 bedrooms, and a full bath. The second-floor unit features a large eat-in kitchen with access to a back covered deck, 1 full bath, and three bedrooms. Newer well pump and water heater. Allow the rental income to offset some of the repair costs, a true diamond in the rough on just short of 1.5 acres! This home won't qualify for a mortgage. Many updates needed making this the perfect handyman special.
❮❯Closed$199,900 Closed- 4 bds
- 2 ba
- 2718 sqft
533 Weekeepeemee Road
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Bethlehem CT Home for Sale
Live work and play in the town of Bethlehem! Take full advantage of Bethlehems no zoning and run your business from the friendly confines of home! Bring your quads, trucks, motorcycles and fishing poles and enjoy 11 plus acres of property with water frontage along the Weekeepeemee River AND the potential for a lot split. Located within a few minute drive to the town center, this rustic four bedroom home includes an eat in kitchen with center island, main floor bedroom, upper floor office, sun room with granite stone fireplace and a master suite with a granite fireplace and private balcony. Many other features including an oversized two car garage with second floor storage, expansive deck overlooking the yard, covered patio with outdoor fireplace and a work area that can accommodate many types of businesses.
❮❯Closed$499,900 Closed- 4 bds
- 3 ba
- 3031 sqft
90 Guilds Hollow Road
Bethlehem, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Land for Sale
Beautiful open meadow lot within a 5-minute walk to the town center.
❮❯Closed$149,900 Closed- bds
- 0 ba
- sqft
10 Strong Field Road
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Southbury CT Land for Sale
A nonconforming lot of record in the desirable town of Southbury- close proximity to town shopping, schools, dining, and golf courses. Located on the Woodbury/Southbury line this lot will require soil testing for approval from the town of Southbury.
❮❯Closed$59,900 Closed- bds
- 0 ba
- sqft
115 Transylvania Road
Southbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Sharon CT Land Lot for Sale
Rare chance to own a piece of heaven overlooking the Housatonic River. Direct Water frontage and water views - tough to find privacy and water frontage in all of Litchfield County. This beautiful homesite along the River is just up the road from the Cornwall Bridge in Sharon and is tucked back upon a knoll overlooking the river. Come and design your new home and earn instant equity on this beautiful waterfront property.
❮❯Closed$284,900 Closed- 0 bds
- 0 ba
- 0 sqft
0 Route 7
Sharon, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Bethlehem CT Home for Sale
Cozy Cape style home conveniently located in southern Bethlehem allowing easy access to Bethlehem, Woodbury, and Watertown town centers. Well cared for home with newer kitchen with breakfast bar & granite counters, a front to back living room with fireplace and hardwood floors, a formal dining room with hardwood floors, and an enclosed porch in the back to soak in the sun. The upper floor provides two bedrooms with built-ins and a full bath. There is plenty of storage in the walkout lower level and the attached one car garage with a small mud area. All located on 1.2 acres of yard with mature plantings providing solid screening from neighbors.
❮❯Closed$284,900 Closed- 2 bds
- 2 ba
- 1260 sqft
468 Main Street South
Bethlehem, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT for Rent
Gracious center hall colonial located just 5 minutes from Downtown Woodbury and just 10 minutes to all major routes. Tucked off Sherman Hill in a small cul de sac with two other homes, this 2600 square foot home provides generous room sizes, a family room with a masonry brick fireplace, an eat-in kitchen overlooking a sunny back yard and pool, and formal dining & living rooms. Surrounded by over 3 acres, other amenities include a finished lower level, four upper-level bedrooms, two and a half baths, hardwood floors, a two-car attached garage, a paved driveway, and an inviting front porch to enjoy it all. Many nice touches throughout such as wainscoting, crown molding, chair rail while the exterior boasts stone walls, stone walkway, and multi level deck. A great home for entertaining and an ideal location for commuters with easy access to everything in town.
❮❯Closed$5,000 Closed- 4 bds
- 3 ba
- 2514 sqft
181 Sherman Hill Road
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Watertown CT Home for Sale
What a chance to put your touches on this charming antique with all the vintage qualities one can expect from an older home; wideboard flooring, paneling, three fireplaces and much more. Plenty of house for the money including an attached two car garage, post and beam workshop with wood stove and finished room above and a two story attached gambrel style barn. Nestled on a 1.59 acre lot, this antique provides a fantastic family room just off the kitchen with the classic large stone fireplace, a small first floor office, and a formal dining and living room with fireplaces and beautiful hardwood floors. The attached buildings allow for the potential of future living space and the ability to utilize the large spans that a post and beam structure provides. Terrific potential to update and rehabilitate a well cared for home. Surrounded by the Gustafson Farm and across the street from a small piece of Watertown Land Trust property, this antique has tremendous potential!
❮❯Closed$274,900 Closed- 4 bds
- 2 ba
- 1858 sqft
867 Linkfield Road
Watertown, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Bethlehem CT Home for Sale
1820 Colonial in walking distance to quaint Bethlehem center -Four bedroom 2 full bath home with additional apt/bedroom over the garage. Plenty of land to build an outbuilding or large barn and enough parking to run your own business from downtown Bethlehem. Within walking distance to school, post office as well. Beautiful hardwood floors run throughout the home with spacious rooms. The kitchen has granite counters and access to the rear deck. Lots of great natural light and exposed beams. House offers a large screened-in porch accessed through the family room or back deck as well as a large yard, which could easily be fenced in, with a stone fire pit. One car garage is attached and has additional room for storage. Most rooms have been recently painted and all upstairs hardwood floors have been refinished. Great opportunity to live in a charming small town, with no zoning and option for rental income!
❮❯Closed$339,900 Closed- 5 bds
- 3 ba
- 3294 sqft
64 East Street
Bethlehem, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Morris CT Home for Sale
This remarkable property with a custom designed and built home is on the market for the first time. The current owner was meticulous in the design and building of this spectacular Kuhn Brothers log home. The home is situated with magnificent year round views of the South Bay of Bantam Lake, the largest natural lake in CT. Sit on your front porch and watch the sailboat racing and the eagles flying. The house is open, spacious and comfortable. Out of every window you are surrounded by privacy and nature. This is more than a "get away", this home is a relaxing way of life. A newer 24 x 24 custom barn home with two car garage and room above was added two years ago. Along with a lovely vegetable garden, and chicken coop for your own country breakfast. This offering includes the property at 62 Lakeside Road which is 6.14 acres. It is a separate parcel which is buildable. The house and property are a must see to appreciate all the details and nuance the owner has thought of. The home is in the beautiful Litchfield Hills in the town of Morris and is bound on two sides by White Memorial Foundation property.
❮❯Closed$995,000 Closed- 4 bds
- 4 ba
- 4030 sqft
48 Lakeside Road
Morris, CT
Listing by: Connie Trolle - Litchfield Hills Properties LLC -
Woodbury CT Home for Sale
This wont last long! A well built classic Saltbox style colonial with many reproduction qualities combined with a desirable open floor plan not usually found in a Saltbox. Gorgeous eat in kitchen opening to a 23x15 family room with a vaulted beamed ceiling and both rooms overlooking a brick fireplace and are connected by a wrap around deck. Lots of windows throughout providing natural light shining through and allowing one to enjoy this 3.5 acre parcel from the confines of home. Other first floor amenities provide an office with a second fireplace, a laundry room, and a formal dining room with plenty of room for holiday gatherings. The upper level offers three good sized bedrooms, two of which have vaulted ceilings and cozy loft areas for finished storage or a hideaway for kids. Other features provide a lower level play room, an unfinished bath and large mud/entry area just off the garage. A solid home with pride of ownership throughout that offers many extras such as a two and half car garage, generator transfer, room for a wood stove in the basement and a shed for exterior storage.
❮❯Closed$409,900 Closed- 3 bds
- 3 ba
- 2891 sqft
172 Good Hill Road
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
Over $900,000 in value in this meticulously maintained and cared for home, barn and property. Sought after low maintenance single level home located in the most desirable Woodbury location, in Tribury corner of town. Set back on a level and open two plus acre lot, this completely renovated home is only 5 minutes from Exit 16 off of route 84 and just a few minutes from Woodbury and Middlebury town centers. Designed to accommodate 14 vehicles in the heated attached garage, heated garage under and in the detached post and beam barn. All space was designed and laid out to optimize work space,, the room for a car lift, and plenty of elbow room to work. Its impossible to replicate what this home offers for the current list price with todays soaring construction prices. There are many professionally landscaped gardens, plenty of yard for ball and room for an addition or a pool down by the greenhouse or the post and beam barn. A perfect home for car enthusiasts, those looking to scale down to a single level home or those looking for a great yard and party barn! This home has it all!
❮❯Closed$599,900 Closed- 3 bds
- 3 ba
- 2100 sqft
67 Hurds Hill Road
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
Fabulous Cape with a contemporary flair! This well-built country home offers high end finishes throughout! Gorgeous first-floor plan providing a custom kitchen with cathedral ceiling, a 2-story great room with stunning floor to ceiling stone fireplace, and a sought after main level master suite with many closets. The main level also includes a formal dining room, and a convenient first-floor office just off the kitchen. The upper floor offers four additional bedrooms, including a second master bedroom suite with a luxurious master bath. Plus, there's potential for either master bedroom to easily be converted into a small in-law suite. All situated on a level house site and accompanied by a two car garage with attached carport and an awesome 8 foot mahogany front porch to enjoy the distant views. Quality craftsmanship throughout the interior and exterior evidenced by the walkways, private back patios, and stone walls. Located only 5 minutes from Watertown, Bethlehem, and Woodbury town centers, this house sits in an unbeatable location!
❮❯Closed$699,900 Closed- 5 bds
- 4 ba
- 3232 sqft
619 Middle Road Turnpike
Woodbury, CT
Listing by: Shelley Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
The charm of old! Custom Gambrel Cape home with so many extra touches; paneling, built-in bookshelves & corner hutch, beamed ceilings, exposed brick and so much more. Level driveway leaving only a few steps from the attached garage to the eat-in kitchen and on to the first-floor master bedroom. Over 3200 square feet of the living area consisting of formal dining and living rooms, eat-in kitchen, and an additional main level office/bedroom. The upper level includes three more bedrooms with built-ins, a full bath, and a walk-in attic for storage. The home's family room is located in the walkout lower level and offers a bar, gorgeous brick fireplace, and half bath, making it the perfect gathering room for indoor get together's. Centrally located in downtown Woodbury, this home is just a short walk to all the fine restaurants in the Middle Quarter section of Woodbury. Don't miss this charmer as it is tucked just off the road with an attached two-car garage, open front porch, and a huge screened porch with a stone floor set back behind the garage overlooking the property.
❮❯Closed$449,900 Closed- 4 bds
- 4 ba
- 3273 sqft
285 Bacon Pond Road
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Washington CT Home for Sale
The historic home, known as ROOFTREE in the town of Washington, Connecticut has been preserved for the next century. The exterior and structural repairs are complete and the home that was built circa 1880s in the Queen Anne Shingle Style on the Washington Green by the physician, Dr. William J. Ford and his wife, Isabel (Brinsmade) Ford is ready to be completed to its original glory. To preserve its architectural integrity, the original windows were restored, chimneys rebuilt, roof replaced, each porch was reconstructed from the ground up; the entire envelope was replaced with western red cedar shingles and clapboards and mahogany mouldings were custom cut -all to historical accuracy. Included in the restoration was extensive foundation repairs, the removal of an unsupported cantilevered addition at the second story along the driveway and the installation of concrete basement slab with a perimeter wall interior drainage system. **(This home is under renovation and being sold, "As Is") - To view additional information please refer to "Public Remarks Addendum" below
❮❯Closed$695,000 Closed- 5 bds
- 4 ba
- 3901 sqft
75 Green Hill Road
Washington, CT
Listing by: Sindy Butkus - Klemm Real Estate Inc -
Woodbury CT Home for Sale
Something a little different! Gorgeous French Country inspired design and charm set above the Sprain Brook River on a private four plus acre lot offers one level living at its best This sought after desirable open floor plan with 12+ foot ceilings allows for a spacious feeling and flow throughout the entire main level. The gourmet country kitchen has gleaming concrete counter tops and opens up to the great room featuring massive decorative columns, windows and doors overlooking the back, fireplace and impressive moldings throughout. Most of the sq ft is throughout the first floor including three bedrooms each with en-suite baths, a sitting room off the foyer and a formal dining room with interior French doors and room for 20. The upper level provides a private office with built ins and a fourth bedroom with en-suite bath. Potential expansion in the walk out lower level with high ceilings and comfort due to insulated concrete forms used in construction. The exterior includes private lounging space, two sheds, fencing for a horse and views of the River. Tough to replicate this home for the money!
❮❯Closed$699,900 Closed- 4 bds
- 4 ba
- 3431 sqft
32 Hoop Pole Hill Road
Woodbury, CT
Listing by: Shelley Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Land for Sale
Privately set 16.48 acres of old growth forest. Officially two building lots joined as one lot with large ledge outcroppings, pond, wood road, trails, massive amount of mountain laurel and many areas for camping or for picnics. Could be two building lots but driveway would be shared. Private hiking trails with map provided. This is definitely a unique property with opportunity for a grand estate. More than one site for building, this property is worth looking at . Last part of road is maintained by lot owners even though this is a Town Road currently owners are working on Town taking over.
❮❯Closed$125,900 Closed- bds
- 0 ba
- sqft
Lot Stone Pit Road
Woodbury, CT
Listing by: Margaret Yonika - William Raveis Real Estate -
Waterbury CT Residential Income for Sale
Just up the street from Fulton Park, this well-maintained three-family home is a moneymaker! Take advantage of the low rates and put your money where it won't disappear! Three good-sized units with long-term tenants looking to stay. Each unit has 7 rooms and three bedrooms, one full bath, and over 1,200 sq. ft. of living space. Live in one unit and rent the others to pay for your mortgage! A well-maintained home with a detached three-car garage and a recently replaced roof on the main house. Ideal location in the Overlook neighborhood as the home is just around the corner from Kingsbury Elementary School, all major conveniences, and a level walk to the park or a nice stroll along Columbia Boulevard! Take a look while it lasts!
❮❯Closed$269,900 Closed- 9 bds
- 3 ba
- 3826 sqft
43 Earl Street
Waterbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Land for Sale
One of the last in town subdivisions available in Woodbury! A short walk to Main Street, Town Parks, New Morning Store, and Schools. Open meadow lot, gas available, and simple site costs. Lot 9 will be house # 6.
❮❯Closed$139,900 Closed- bds
- 0 ba
- sqft
9 Strong Field Road
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
Classic Cape style home on one of Woodbury's most sought after streets. A gorgeous well built home with brand new kitchen and appliances, new exterior paint on both the house and barn and all the little touches that make a house a home. Move right in and enjoy the many reproduction qualities including simulated divided light windows, wide board flooring throughout, stone fireplace, cherry built in's, and solid wood panel interior doors. Located on a secluded interior lot this home offers a private recently refurbished mahogany back deck, a separate barn with a 600 square foot family room with matching quality and room for expansion. Other amenities provide a formal dining room with a built-in hutch, three-second floor bedrooms, three full baths, and a full walkout lower level that could be easily finished into another room or an in law suite. All on prestigious Cat Swamp Road that is 5 minutes from schools, shopping, and historic Main Street Woodbury.
❮❯Closed$514,900 Closed- 3 bds
- 3 ba
- 1700 sqft
127 Cat Swamp Road
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
Farmhouse colonial with inviting front porch and recently renovated gorgeous kitchen with center island, built-in appliances, and an eat-in area overlooking a back deck and a level yard. Lots of space to work from home including a good-sized dining room with fireplace overlooking the front porch, main level office, and a 16 x 23 great room with hardwood floors, 9' ceiling, and a fireplace. The upper floor provides three bedrooms, one with a vaulted and beamed ceiling, and a master suite with a fireplace, hardwood floors, a walk-in closet, and an updated master bath. Many recent upgrades including the first-floor half bath and a huge first-floor laundry room. Centrally located between Woodbury and Watertown town centers, this spacious home provides a level house site, a two car attached garage with potential expansion above, and lots of outdoor space including a front porch, rear deck, and a private back patio with a built-in fire pit off the great room.
❮❯Closed$499,900 Closed- 3 bds
- 3 ba
- 2406 sqft
46 Old Town Farm Road
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Watertown CT Home for Sale
Wonderful dutch colonial in the TAFT school area with all the charm one can expect from a 1920's home. Plenty of character found throughout including formal dining & living rooms with many moldings, hardwood floors, fireplace, and built-in hutch. A well-built home that provides a front-to-back living room with lots of natural light, an eat-in kitchen with a small pantry, four upper-level bedrooms, and a walk-up attic for storage. This ideal in-town location allows quick access to the Watertown Tennis club, the Taft school, the town Library, and many restaurants and pubs along Main Street. While working or learning remotely, enjoy the quality interior and exterior space including the enclosed back porch, a 16 x 12 ground level deck, and level yard for playing.
❮❯Closed$299,900 Closed- 4 bds
- 2 ba
- 1982 sqft
31 Warren Way
Watertown, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Roxbury CT Land for Sale
Private 4 plus acre lot on one of the few cul de sac neighborhoods in all of Roxbury CT. Excellent for commuters with quick access to route 67 and only 10 minutes to route 84 or route 7. Lightly wooded high lot with distant views and surrounded by other beautiful homes. The building site has been recently cleared allowing for easy viewing. Plenty of space for a pool, tennis court, or guest or and keep it all-natural and reduce your weekend workload.
❮❯Closed$149,900 Closed- bds
- 0 ba
- sqft
Lot 60 Carriage Lane
Roxbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Roxbury CT Home for Sale
TO BE BUILT Craftsman style cape with an open floor plan, master suite on the first floor, kitchen/dining area with center island and sliders leading to the patio. Quality built new construction. Spacious first-floor master suite with luxurious bath and two walk-in closets, half bath, and convenient laundry/mudroom. The upper floor offers three good-sized bedrooms, plenty of closet space, a full bath, and a walk-in attic over the garage that can easily be finished into a living area. Attached two-car garage and just two steps to the living area. Secluded lot on 4 acres providing plenty of privacy while enjoying the comfort of neighbors in the distance, only 15 minutes from I84, three different town centers and plenty of fabulous restaurants.
❮❯Closed$699,900 Closed- 3 bds
- 3 ba
- 2400 sqft
72 Carriage Lane
Roxbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
Secluded Raised Ranch,Located on 4.25 acres. To the left of the property is Reichenback pond, property offers a peaceful sanctuary feel. The home has a Large kitchen with custom maple cabinets and butcher block counter tops. Kitchen opens to the dining area with french doors that lead to a deck large enough for family entertaining. Very large family room, Master bedroom has half bath. Two additional bedrooms and a full bath finish the main level. Hardwood floors throughout. Lower level is a complete in-law setup with separate utilities. A little TLC will make this your next pride and joy. Close to the Woodbury/Watertown line. Book your showing today!
❮❯Closed$299,000 Closed- 5 bds
- 4 ba
- 2594 sqft
171 Kimberly Lane
Woodbury, CT
Listing by: Robert Disapio - Dave Jones Realty, LLC -
Bethlehem CT Home for Sale
In town Colonial! Enjoy the new sidewalks in Bethlehem's downtown and walk to the schools and restaurants in this cozy New England town. Very efficient four bedroom colonial with hardwood floors throughout, many built ins and a beautiful level lot. Good sized rooms including a front to back living room with hardwood floors, a fireplace and a french door leading out to a side porch overlooking all the action. Other rooms include a formal dining room with a built in hutch, a kitchen, small office, and four upper level bedrooms, all with hardwood flooring. There is room for extra living space in the walkup attic, full lower level or the attached one car garage connected by a small mud area. A desirable in town location just down the road from the elementary school is perfect for residential use or could be a commercial use with Bethlehem's No Zoning regs. Although on only .50 acres, this level land allows construction of pool or barn, or expansion of the house or garage.
❮❯Closed$329,900 Closed- 4 bds
- 2 ba
- 1600 sqft
58 East Street
Bethlehem, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Land Lot for Sale
Seclusion and privacy abutting one of the biggest land preserves in all of Litchfield County. 25 acres of rolling and level woodland back up to Flanders Nature center and other large undeveloped tracts of land providing the ultimate getaway location. Only 90 minutes from NYC, this subdividable tract of land is protected to the North by Flanders and to the west by wetland soils on the neighboring 50 acre lot. Build your own estate on the entire 25 acres, take a one time split and create two 12.5 acre parcels, or subdivide into 4 or more lots. There is so much potential on this unrestricted lightly wooded parcel. Located on a little traveled gravel road this property has easy access to many walking trails, two Christmas tree farms, and is only a short drive to three town centers. Lots of possibilities if you want to getaway!
❮❯Closed$649,900 Closed- 0 bds
- 0 ba
- 0 sqft
Lot 11 Cowles Road
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
In town center hall colonial located on quiet cul de sac that is just under 5-minute drive to New Morning Store, Town parks and Woodbury schools. Over 2800 square feet of living space featuring exposed hand-hewn beams, wide board flooring in the kitchen, and wide pine in the family room as well as hardwood flooring throughout the second floor. An efficient floor plan with no wasted space! The main level provides all the customary rooms one expects from a colonial home while the upper level includes four bedrooms and a small office. The finished lower level makes the perfect recreation room for guests or parties. Located a stones throw from the Leavenworth preserve, which provides acres and acres of walking trails, this home offers a paved driveway for afternoon hoop games, two sheds for storage, and an oversized back deck for summer gatherings. A great neighborhood to let the kids run, play, bike and explore the woods!
❮❯Closed$359,900 Closed- 4 bds
- 2 ba
- 2816 sqft
59 Pilgrim Trail
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Residential Income for Sale
New office space on Main Street South, Woodbury! Great exposure! Currently, under renovation, the Old Woodbury Telephone office building will show like NEW when it's completed! New heat, Cair, flooring, insulation, sheetrock, paint - a complete gut job down to the studs. Enjoy fantastic visibility in the heart of Woodbury. First floor rental with three rooms, handicap bath, and no steps from the parking to the entrance. Ideal location for professional or turn it into a small coffee shop or ice cream bar for walk-up business from the Woodbury's busy sidewalks. Office, retail...you name it we can make it work.
❮❯Closed$374,900 Closed- 3 bds
- 2 ba
- 1560 sqft
301 Main Street South
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Southbury CT Home for Sale
Meticulously maintained Bob Moss built colonial home in private cul de sac neighborhood within minutes to highway, schools, and town center. Custom kitchen with cherry cabinets, center island, granite counters, and eating space overlooking comfortable family room with vaulted ceilings, stone fireplace, and hardwood floors. Generously sized dining room opens to the formal living room along with the first-floor office. Fabulous second-floor master suite with two roomy closets, luxurious master bath, sitting area overlooking fireplace, and private deck for two. Two other 2nd floor bedrooms with shared full bath, one guest room with a private bath, and 20x14 playroom with vaulted ceiling and plenty of room for toys. Many extras including several rooms with vaulted ceilings, extensive moldings, a paved driveway, and a fantastic location, less than a 5-minute drive to Exit 14 or 15.
❮❯Closed$734,900 Closed- 4 bds
- 4 ba
- 3958 sqft
40 Ledgebrook Lane
Southbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Thomaston CT Home for Sale
What a location! Just minutes from Main Street and easy access to Route 8, this small cul de sac is the perfect neighborhood for walking, biking, or some ball in the street. It offers a well-maintained three-bedroom home with hardwood flooring throughout, generous room sizes, a renovated full and half bath, and a good-sized eat-in kitchen with plenty of cabinet space. A private yet inviting fenced level lot with a front walkway and patio, room for a garden, and plenty of yard for a picnic complement this home as well as a low-maintenance paved driveway leading to an oversized tandem two-car garage for some extra storage. A terrific commuter location and a throwback neighborhood of years gone by where neighbors talk and kids play in the street.
❮❯Closed$249,900 Closed- 3 bds
- 2 ba
- 1664 sqft
58 Treadwell Avenue
Thomaston, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Southbury CT Commercial Sale for Sale
Commercially zoned property in Southford conveniently located near the intersection of 188 and route 67. The long-time home of Purfect Oil, this 2000 square foot mixed-use building has many potential uses. Huge traffic count off of route 67 and just a few minutes to exit 15 or 16 off of I84 make this an ideal location for someone looking for retail or office space. The building is currently set up for office use on the main and lower level and a two-bedroom apartment on the main and upper floors. Plenty of exterior storage and parking along the side and back of the building. See the attached Town of Southbury zoning regulations for potential and permitted uses. Lots of potential for this property!
❮❯Closed$284,900 Closed- bds
- 0 ba
- 2010 sqft
1356 Southford Road
Southbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Land for Sale
Beautiful open meadow lot within a 5-minute walk to the town center.
❮❯Closed$159,900 Closed- bds
- 0 ba
- sqft
Lot 6 Strong Field Road
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Land for Sale
Beautiful open meadow lot within a 5-minute walk to the town center.
❮❯Closed$149,900 Closed- bds
- 0 ba
- sqft
Lot 3 Strong Field Road
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
Soon to completed tastefully restored vintage in the heart of down town Main Street South. Walk to all the town’s amenities within a few minutes from your home or take in the views and the beauty of historic Main Street from your brand new front porch. Taken down to the studs, this antique will feature wide board hardwood flooring, exposed beams, vaulted ceilings and a first floor master bedroom. All new mechanicals including plumbing, electrical, heating and central air. The main level will provide a brand kitchen with a vaulted ceiling, a first floor bedroom and a living room with a fireplace opening to a cozy front porch. The upper level offers a bedroom with a cathedral ceiling, a second bedroom, office, and two full baths. Move to the action and enjoy downtown Woodbury!
❮❯Closed$504,900 Closed- 3 bds
- 3 ba
- 2015 sqft
305 Main South Street
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
No detail has been spared in this owner/builder designed, open concept home with five bedrooms and 3.5 baths just minutes from Woodbury's quaint Main Street. A few standout features include high-end appliances, luxury finishes, and detailed moldings. The main floor features 9ft ceilings, a living room with a masonry wood-burning fireplace, a formal dining room, laundry, and powder rooms. Centrally located is the Chef’s Kitchen, with white Oak flooring, Pietra Cardosa countertops, pantry, and custom Maple butcher block island. The second floor includes a master suite with walk-in closets and a double base his and hers vanity. 4 additional bedrooms and 2 bathrooms complete the second floor. Located above the garage and accessed via a private staircase, you will find a newly built 880 sqft modern farmhouse space that includes a full bathroom, wet bar, kitchenette, and media area with full theatre surround sound. This space can be used as a guest room, remote learning area or home office. The home also features a spacious mudroom with plenty of seasonal storage. Outside you will find a custom Mahogany deck and bluestone patio with sweeping views of picturesque conservation land. Professionally maintained gardens with cutting flower beds and seasonal beds that change with the seasons. A 3-bay heated garage with 10’ ceilings and front-wall garage door operators for maximum ceiling height complete this wonderful home for the car enthusiast.
❮❯Closed$859,900 Closed- 5 bds
- 4 ba
- 5184 sqft
19 Blueberry Lane
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
Live, work, and play on Main Street North, Woodbury. Over 3500 sq feet in this Italianate Antique home with high ceilings, a gorgeous newer kitchen with an eat-in area, pantry, granite counters, and stainless appliances. The main level office and artist room provide an ideal spot for an in-home business or an antique shop as it once was. All the amenities one would expect in a charming older home including substantial moldings and built-ins, two staircases, specialty stainless skylights, a cupola, and three fireplaces. This Main Street home is situated on a private yet open 6-acre lot with a beautiful 28x53 post and beam barn overlooking a pond, and a 21 x 45 workshop with heat. The barn would make an ideal guest house or just plenty of storage with driveway access and a full walkout lower level. The workshop is heated and perfect for those staying at home to work. Bring the dirtbikes & quads and really enjoy the six-acre parcel or bring the animals and run your own farm. This convenient location is only within 5 minutes to Woodbury, Watertown, and Bethlehem town centers as well as many golf courses and private schools.
❮❯Closed$599,900 Closed- 4 bds
- 2 ba
- 3523 sqft
1917 Main Street North
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
Views, Views, Views! Gorgeous views of the countryside from this rolling 20.33-acre plot with acres of open meadow, some woods, and plenty of room for a pool, guest house, or tennis court. Tucked away at the end of a long shared access way, this 2-bedroom Contemporary home has high ceilings and big windows to take in the view from every room. The open floor plan provides large open living space for entertaining many guests. Amenities include a fieldstone fireplace, hardwood floors, expansive deck, and a 3-season porch allowing one to enjoy the outdoors year-round. Bring all the cars and ATVs as there is room to ride and plenty of room for storage in the attached two-car garage or the large barn and two sheds. The barn provides a full second floor that can easily be converted into a 1 or 2 bedroom guest apartment or workshop. This rare find is located in Southern Litchfield County and is only an hour and forty minutes to NYC. There is some work to be done but this is a million-dollar property that won't have any trouble yielding a positive return on investment!
❮❯Closed$699,900 Closed- 2 bds
- 2 ba
- 2016 sqft
60 Peter Road
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
Fabulous design and style are evident throughout this 5200 square foot colonial in one of Woodbury's most desirable subdivisions! Located just two-minutes from the town center, this meticulously maintained and updated home provides generous room sizes, several different gathering areas, two fireplaces, extensive moldings, high ceilings, a two-story foyer, an expansive deck & patio, and a gunite pool. The main level includes a front to back formal living room with built-ins, fireplace & game area, a cozy office, a formal dining room just off the kitchen, a family room with a stone fireplace and back staircase, and finally a beautiful kitchen with a large center island and eat-in area overlooking the pool and yard. The upper level offers four guest bedrooms, one of two laundry areas, three full baths, and a luxurious master suite and master bath. A walkout lower level could make an ideal in-law apartment as it provides another gathering room, a second laundry area, a full bath, and your very own movie theater with eight comfy seats. This finished ground-level area conveniently walks out onto the patio surrounding the pool and provides easy access to changing areas and the full bath during picnics and gatherings. Other outdoor space includes gorgeous walkways, stone walls, level yard areas, a circular driveway, mature landscaping, and a three-car garage. Beautifully maintained, designed, and furnished!
❮❯Closed$939,900 Closed- 5 bds
- 5 ba
- 5983 sqft
41 Steeple View Lane
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Land Lot for Sale
A portion of 90 lighthouse. There is some water and ledge and soil testing and a survey will need to be completed by the buyer. The parcel is located to the left as you drive up stone pit road
❮❯Closed$99,900 Closed- 0 bds
- 0 ba
- 0 sqft
0 Stone Pit Road
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
Space for everyone! Impeccably maintained and cared for home with close to 6000 square feet of living space and room to comfortably fit all generations under one roof! Nestled on a four-acre parcel in a quiet cul de sac at the southernmost end of Woodbury, this four-bedroom home provides generous room sizes, tons of closet space, two porches, and wood flooring throughout the first and second floor. Over 1500 square feet in the finished walk-out lower level with three rooms, a half bath, and a beautiful four-season sun porch that overlooks the grounds, mature landscaping, and abutting open space owned by Flanders Nature Center. The upper floor provides all good-sized bedrooms with newer wide pine floors, several walk-in closets with built-ins, and three full baths. The main level offers a two-story foyer, formal dining and living rooms with plenty of natural light, an eat-in kitchen overlooking a family room with a fireplace. Don't miss this home with its privacy, access to walking trails & acres of nature preserve, level lot, room for a pool, and plenty of area for outdoor activities. Just 2 minutes from downtown Woodbury, 5 minutes to 84 and 90 minutes to NYC!
❮❯Closed$799,900 Closed- 4 bds
- 5 ba
- 5744 sqft
88 Curtiss Meadows
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
Excellent opportunity to live in a high-end, small cul-de-sac several minutes from Woodburys charming town center. The home sits on a level lot with plenty of room to throw a ball around in the back or front yards. Abutting open space, privacy and peacefulness abound to enjoy an early morning coffee or dine al fresco on the oversized back deck! This 3600+sqft Colonial has ample space for entertaining as well as for generational living. The first floor showcases two fireplaces, a large eat-in kitchen, formal dining, and living rooms, and a family room with a cathedral-beamed ceiling! The current first-floor office can easily be converted to a master bedroom with its own full bath. The second floor features four generous-sized bedrooms and two full baths. Difficult to reproduce this home with todays building costs! Enjoy life in Connecticuts Most Charming Town with award-winning restaurants, walking trails, and antique shops while just 90 minutes from New York City!
❮❯Closed$584,900 Closed- 4 bds
- 3 ba
- 3683 sqft
9 Inwood Lane
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
Tucked away on a 2.77-acre parcel, this 2500 square foot Cape home provides only a couple of steps from parking to all the important living areas. The main floor offers a master suite, a kitchen opening to a great room with a brick fireplace, a formal living room, and a sunroom/dining area with three walls of windows to take in the yard. The upper level includes two bedrooms, an office/bedroom, and a full bath. Nothing to do here but move into this well-maintained home with recent updates to the roof, furnace, windows, and siding. The exterior features provide a cozy front porch, a good-sized back deck, an expansive yard, a storage shed, and the property abuts open space to ensure the private setting will remain. All conveniently located within 5 minutes to Woodbury, Bethlehem, and Watertown town centers and a short drive to both Nonnewaug and the Taft School.
❮❯Closed$484,900 Closed- 3 bds
- 3 ba
- 2440 sqft
685 Middle Road Turnpike
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
Location, Location! One of the best addresses in all of Woodbury and nestled up against acres of Flanders nature preserve, this better than new farmhouse is immaculate. Built with top-quality products throughout, this home cannot be replicated under the current economic climate for almost twice of what it is currently listed. Located only 90 minutes from NYC, this house features a maintenance-free exterior, all oak hardwood flooring and tile throughout, extensive wood moldings, several french doors, and Smarthome technology. The gourmet kitchen features antiqued granite counters, marble backsplash, and Sub Zero and Wolf appliances as well as eating areas that are open to the family room with a fireplace. The family room provides a wall of glass doors leading to a wrap-around porch overlooking the remainder of the property. The upper level includes five bedrooms, a luxurious master bedroom and bath, another family room over the garage, and a walk-up attic. So much care and common sense went into the construction of this home including two staircases to the upper level, two staircases to the basement, a main level office with built-ins, a heated three-car garage with a sink, and let's not forget the incredibly efficient geothermal heating and cooling system.
❮❯Closed$949,000 Closed- 5 bds
- 4 ba
- 5403 sqft
556 Flanders Road
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Land for Sale
Close to town 3 acre parcel with plenty of privacy!
❮❯Closed$59,900 Closed- bds
- 0 ba
- sqft
30A Stone Pit Road
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Land for Sale
4 acre parcel in walking distance to town with shops and restaurants!
❮❯Closed$59,900 Closed- bds
- 0 ba
- sqft
30C Stone Pit Road
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Thomaston CT Home for Sale
This custom built 4 bedroom Colonial on a 2.45 acre lot offers the perfect combination of country living with easy access to major highways. Offered for sale by the original owner, this spacious home features formal living room with cherry hardwood floor and fireplace; huge country kitchen with granite, breakfast island, and hardwood floors with inlay in spacious dining area; main level office with hardwood and French doors; half bath in hall; main level bedroom with full bath and walk-in closet, and kitchenette/sitting area with atrium door access to deck. The second level offers a huge master bedroom suite with private full bath, large dressing area, and deep walk-in closet; two generous bedrooms with ceiling fans; a large full bath with double sinks, and a convenient washer/dryer closet. Two car garage and parking spaces for 6 more cars. Shed stays. Generator hook-up. Best of all, a brand new roof to be installed in November, 2021. Don't wait on this one!
❮❯Closed$329,900 Closed- 4 bds
- 4 ba
- 2548 sqft
360 Litchfield Street
Thomaston, CT
Listing by: Lynn Lombardi - Fercodini Properties, Inc. -
Woodbury CT Home for Sale
In town single level home in a small cul de sac in the heart of historic Woodbury. Just a 5 minute walk to schools, shopping, and restaurants! Scale down into this cozy two bedroom home with a kitchen/great room with vaulted beamed ceiling and corner fireplace. Just 1 or 2 steps from the garage to the living area and room for additional sq ft in the bonus room or in the lower level.
❮❯Closed$632,000 Closed- 3 bds
- 3 ba
- 1816 sqft
12 Strong Field Road
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Bethlehem CT Home for Sale
Lovely renovated bungalow in Kasson Grove Lake Community. All one level living with vaulted ceilings and an open floor plan. Enjoy sipping your coffee from 3 decks, 2 of which you can see the lake. This home has an easement to lake front property across the street with the ability to add a dock. Access to a private community beach, with many outdoor activities. Detached two car garage offers plenty of space. Enjoy the peaceful setting, sitting around your fire pit in the back yard. 5 minutes to the center of town, local restaurants and March farms.
❮❯Closed$289,900 Closed- 1 bds
- 1 ba
- 888 sqft
50 Kasson Avenue
Bethlehem, CT
Listing by: Ashley Stewart - Drakeley Real Estate, Inc. -
Woodbury CT Commercial Sale for Sale
Residential Care Home with 15 private rooms and separate private apartment with two bedrooms. Besides the rooms, the facility includes a central kitchen, living room, back patio, and several shared baths. A State Licensed facility but a new owner will have to get a new license approved as the current license is not transferable. The sale will include the business and real estate. Many possibilities on this 4.14 acre site that has other potential uses with town approval. There is room for expansion out and up. An ideal location for apartment conversion or continuing to run this private care business. 4 plus acres with pond set up on a knoll with distant views over the high school. Easy access to downtown and plenty of room for parking.
❮❯Closed$1,050,000 Closed- bds
- 0 ba
- 5518 sqft
280 Middle Road Turnpike
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Commercial for Sale
Opportunity is knocking! Many possibilities for this long-time mixed-use property including the possibility of an in-home business, a commercial first floor use, and a second-floor apartment or, two residential rentals each with over 1800 square feet. This post and beam structure provides large spans allowing for many different floor plans. Most recently used as the home of the Powder Room, this 1800 first floor area has been tastefully renovated and could be used as a single-level home with no steps! All upgraded mechanicals, beautiful wide Chesnut wood flooring, large rooms, a private office and don't forget that gorgeous front porch to take in all the action of Main Street. The upper level has been completely gutted to the beams and is ready for one's imagination. A wide-open area with a full third floor/attic that could be easily vaulted and finished, exposing all those hand hewn-beams. The current owner has run all the necessary electrical and heating ducts to the second floor making conversion easy for the next owner. Located right smack between Main Street South and North this home doesn't miss a beat!
❮❯Closed$289,900 Closed- 0 bds
- 0 ba
- 3000 sqft
4 Main South Street
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Land for Sale
Beautiful open meadow lot within a 5-minute walk to the town center.
❮❯Closed$169,900 Closed- bds
- 0 ba
- sqft
Lot 2 Strong Field Road
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
Opportunity is knocking! Many possibilities for this long-time mixed-use property including the possibility of an in-home business, a commercial first floor use, and a second-floor apartment or, two residential rentals each with over 1800 square feet. This post and beam structure provides large spans allowing for many different floor plans. Most recently used as the home of the Powder Room, this 1800 first floor area has been tastefully renovated and could be used as a single-level home with no steps! All upgraded mechanicals, beautiful wide Chesnut wood flooring, large rooms, a private office and don't forget that gorgeous front porch to take in all the action of Main Street. The upper level has been completely gutted to the beams and is ready for one's imagination. A wide-open area with a full third floor/attic that could be easily vaulted and finished, exposing all those hand hewn-beams. The current owner has run all the necessary electrical and heating ducts to the second floor making conversion easy for the next owner. Located right smack between Main Street South and North this home doesn't miss a beat!
❮❯Closed$289,900 Closed- 2 bds
- 1 ba
- 2976 sqft
4 Main Street South
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
Tucked away on a 2.77-acre parcel, this 2500 square foot Cape home provides only a couple of steps from parking to all the important living areas. The main floor offers a master suite, a kitchen opening to a great room with a brick fireplace, a formal living room, and a sunroom/dining area with three walls of windows to take in the yard. The upper level includes two bedrooms, an office/bedroom, and a full bath. Nothing to do here but move into this well-maintained home with recent updates to the roof, furnace, windows, and siding. The exterior features provide a cozy front porch, a good-sized back deck, an expansive yard, a storage shed, and the property abuts open space to ensure the private setting will remain. All conveniently located within 5 minutes to Woodbury, Bethlehem, and Watertown town centers and a short drive to both Nonnewaug and the Taft School.
❮❯Closed$484,900 Closed- 3 bds
- 3 ba
- 2440 sqft
685 Middle Road Turnpike
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
New cape in Woodburys in town subdivision. Walk to town, schools and restaurants!
❮❯Closed$899,900 Closed- 4 bds
- 4 ba
- 2900 sqft
7 Strong Field Road
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Waterbury CT Residential Income for Sale
Location, Location - mostly remodeled large two-family home in desirable town plot neighborhood. Both units feature new paint, hardwood floors, light fixtures and newer appliances. 2nd floor unit features large walk-up attic that is finished with its own half bath. Lots of natural light through many windows and enclosed front porch. Quiet street with a combination of multi-family and residential homes and the convenience of terrific restaurants all around. Take advantage of the low rates and buy this home as an investment or live in one unit and rent the other to help pay the mortgage. Recent improvements to the roof, deck, patio, and freshly painted. Terrific central location with a short walk or ride to Waterbury Hospital or Naugatuck Valley Community College.
❮❯Closed$269,900 Closed- 4 bds
- 3 ba
- 2428 sqft
85 Ledgeside Avenue
Waterbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
In town Living! Don't miss this unique opportunity to own a single-level home within walking distance to schools and Woodbury's historic town center. Only a step from the level parking area entry. Everything is done! Brand new kitchen with granite counters and stainless steel appliances, new or refinished flooring throughout, and a gorgeous new bath with walk-in shower with subway tile. This completely renovated two-bedroom, one-bath home is located in a quiet cul de sac that is a stones through from the restaurants, town parks, and the Nonnewaug River. Other features provide a living room with a fireplace, a mudroom just off the back door, new walkways, a level front & back yard, and a brand new patio for picnics. This remodeled ranch is a perfect starter home or an ideal alternative to a condo for those downsizing.
❮❯Closed$345,000 Closed- 2 bds
- 1 ba
- 1250 sqft
27 Cam Avenue
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
Fantastic in-town location! Just a short walk or bike ride to enjoy all that Woodbury has to offer; Great restaurants, New Morning Store, The Garden Center, Flanders Nature Preserve, and Nonnewaug High School. This Classic four-bedroom colonial provides plenty of space to entertain on the main level with 2 1/2 baths, extra-large eat-in kitchen with Corian countertops, spacious family room with fireplace & slider to the over-sized deck! Wide board wood floors are throughout the main and upper level with updated baths and spacious bedrooms. This home has been well cared for and is located on a quiet gravel road on just over 1.5 acres and only a 5 to 10-minute ride to Lake Quassapaug, a couple of different Golf Courses, and all major routes.
❮❯Closed$399,900 Closed- 4 bds
- 3 ba
- 2493 sqft
21 Sanford Road
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
A Traditional center hall colonial in a prime location for commuters! Located just minutes from I84's exit 16 or 17, this four-bedroom home has recently been painted throughout, refinished hardwood floors, and is ready for a new buyer to make it home. The two separate family rooms, a sunroom, a living room, and a lower-level office means there is plenty of space to spread out and work for those grinding from home. This well-built home provides generous room sizes, hardwood floors throughout most of the home, three fireplaces, and four good-sized bedrooms on the upper level. The walkout lower level would make an ideal in-law apartment with 2 to 3 finished rooms, a fireplace and a roughed in bath area. The exterior provides two sheds for storage, a small exterior front porch, a ground-level deck to soak up the sun, and a level yard for picnics. A terrific house and location that is just a 5 minute drive to three town centers, golf courses, schools, and all major routes!
❮❯Closed$514,900 Closed- 4 bds
- 3 ba
- 3345 sqft
35 Highpoint Road
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
Quintessential CT retreat designed by notable historic restorer Ed Cady. One of Woodburys last original post and beam homes, this 3 bed, 2.5 bath is the ultimate country escape. Located on one of the most sought-after streets, this hilltop modern farmhouse has spanning eastern and western views from every vantage point. Relocated in 1975, this charming home provides all the old world amenities including wide plank flooring, 4 brick fireplaces, and exposed hand hewn beams, yet still providing a desirable open floor plan. Upon entry, the original brick encased stairwell with a 4'x4' skylight leads to a sitting room with sliding barn doors, and a master bedroom suite with cathedral ceiling, many built ins, plaster coated walls and one of the four gorgeous brick fireplaces. The kitchen was renovated in 2021 and boasts custom cabinets with antique brass fixtures, Carrara marble kitchen island, quartz countertops, 8 burner Italian gas stove, commercial grade Viking hood and state-of-the-art stainless appliances.The upper deck was expanded in 2018 to accommodate an outdoor dining area and the lower deck, which leads to two additional bedrooms, family room & laundry, have floor to ceiling sliders which allow for year round enjoyment. Many exterior features including granite stone veneer around the foundation, antique stone steps. blue stone walls and a country landscape design. A custom Bocce Ball court and hilltop Adirondack lookout round out this truly special country retreat.
❮❯Closed$749,900 Closed- 3 bds
- 3 ba
- 2559 sqft
623 Upper Grassy Hill Road
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT for Rent
2 bedroom renovated apartment with full bath and living room with separate back entrance. Close to area schools, town center and parks!
❮❯Closed$2,200 Closed- 2 bds
- 1 ba
- 800 sqft
94 Washington Road 2
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Land for Sale
Views, Views, Views - gorgeous 180-degree views over historic Main Street Woodbury. A 20-acre parcel within a short walk or drive to the town center, schools, and parks. The plot has a house location cleared, a drilled well, a septic plan, and a recently roughed in driveway and house site to make walking this parcel easy. Take a drive-by and enjoy the VIEWS and see the potential.
❮❯Closed$299,000 Closed- bds
- 0 ba
- sqft
90 Lighthouse Road
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Middlebury CT Home for Sale
Chic country living at its finest! Built with entertaining in mind, this 4800 square foot colonial offers multiple rooms that are perfect for casual get-togethers or holiday gatherings. A meticulously maintained home that provides the possibility of multi-generational living on all three floors and comfortable living throughout any required lockdown. The main level provides an eat-in kitchen featuring an oversized center island with granite counters and seating for 6, high-end GE Monogram appliances, double dishwasher drawers, Quartz counters, under-cabinet lighting, and easy access to the screened porch. A light-filled living room with a cathedral ceiling showcases a floor-to-ceiling stone propane fireplace and a wall of windows overlooking the grounds. A generously sized dining room, office, mudroom, and half bath complete the main floor. The upper level includes the master BR suite with a luxurious bath and walk-in closet, two other generous BRs with a Jack & Jill bathroom, and a brand-new guest suite with handicap modifications. Youll be blown away by the lower-level party room including a fully applianced kitchen/bar, fireplace, huge family room for movies, and a guest BR with a full bath. The lower-level walks out to a covered patio with heaters & fans for year-round use, a 10 x 14 ft gunite spa with automatic cover, propane fire pit, and an outside kitchen with a built-in grill and refrigerator. With space, style, and a great location, this home has it all!
❮❯Closed$1,125,000 Closed- 4 bds
- 5 ba
- 5495 sqft
279 Burr Hall Road
Middlebury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
Fly in for the weekend! Gorgeous cape home abutting a local AIRSTRIP offering the possibility of flying home with the appropriate permission. Recently built with security in mind, you will love this pristine cape with all the measures taken for security and living off the grid. Nestled up against the Roxbury/Woodbury line this home abuts the old Roxbury airport, a 38x60 clear-span heated barn for all your toys, and is an incredibly efficient home with state-of-the-art heating, electrical, and engineering. Some of these mechanical upgrades include a 45 KW diesel generator plumbed to the oil tank, a solar array that makes more power than the property can use including heating and AC, electric gates with automatic watering systems on the walls and plantings, a casino grade security camera system, a 400 amp split service to operate the generator and solar in synchrony, and extensive underground and outdoor lighting to light up every inch of the 7 plus acres. Let's not forget the house, which has a welcoming open floor plan with lots of light, a gorgeous kitchen/great room with a cathedral ceiling, the main level master bedroom, and plenty of room for expansion. Built to last this contemporary cape provides all foam insulation, a 60-year roof, copper gutters, cedar shake siding with azek trim, and garage space for 16 or more vehicles. There is plenty of outdoor space including a ground-level deck with retractable awning, and a glass solarium with electricity and cable.
❮❯Closed$1,999,900 Closed- 4 bds
- 3 ba
- 3354 sqft
168 Upper Grassy Hill Road
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Bethlehem CT Home for Sale
Lovingly cared for home just feet away from Long Meadow Lake. Wake up to the sunrise and see ducks, geese, and eagles from expansive decks on both sides of the home. In the evening watch the sunset over the lake. Lovely water views from almost every room. This well cared for haven has been a retreat for its current owners for over 15 years. Spacious and open floor plan, large primary bedroom with walk in closet. Den off the living room can be used as a second bedroom / guest room. The living and dining space is flanked by a gorgeous, Bantam-tiled gas fireplace. An additional gas heater, baseboard heaters, and upgraded insulation keeps the home efficient and warm throughout the winter months. The exterior offers a private retreat to entertain or to simply sit and enjoy views of the lake and the ever-blooming gardens. Swim in the non-motor lake (one of the cleanest in Connecticut), sit on the beach, join neighbors at the pavilion. The Kasson Grove community offers a great bunch of neighbors. Dont miss out on this opportunity. Book your showing today!
❮❯Closed$269,900 Closed- 1 bds
- 1 ba
- 836 sqft
69 Kasson Avenue
Bethlehem, CT
Listing by: Jeffrey Boucher - Drakeley Real Estate, Inc. -
Washington CT Home for Sale
One of Washington's finest locations, nestled just around the corner from the Frederick Gunn School and just a short walk down to the Washington Depot or up to the Mayflower Inn. Recently taken down to the studs, this historic home, known as ROOFTREE on the Washington Green, has been preserved for the next century. Completely renovated in 21/22, this Queen Anne Shingle home built circa 1880s has been restored with its architectural integrity intact, including the original windows, chimneys rebuilt, each porch reconstructed from the ground up, and much of the exterior renovated with historical accuracy. Included in the restoration is all new mechanicals, insulation, wiring, sheetrock, and finishing. Much of the original trim is intact. Enjoy the pleasure of today's amenities in the gorgeous new kitchen with quartz counters, three and half new baths, all new wide oak flooring and over 4000 square feet of space on three floors. An ideal setup for home occupation or multi-generational living with two staircases and several entries with easy access to the second or third floor. Plenty of exterior spaces to lounge including a cozy front porch with distant views over the depot or the private back patio and yard with room for a pool. One of the only "New" homes on the current market that's ready for immediate occupancy.
❮❯Closed$1,495,000 Closed- 4 bds
- 4 ba
- 4100 sqft
75 Green Hill Road
Washington, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Southbury CT Home for Sale
Bright and sunny one bedroom condo in sought after Heritage Village - a 55+ community in Southbury, CT. Beautiful turn-key Carriage House model located in the desirable Hilltop section is ready and waiting for you! The gorgeous kitchen has white cabinets, new granite countertops, new stainless appliances, new subway tile backsplash and a pantry. Brand new beautiful high quality 5/8 engineered wood flooring throughout. Living room has window seat where you can curl up and read a good book while enjoying the wood burning fireplace w/brand new glass doors and screen. Slider leads out to deck which has an electric awning and some privacy trees. Bedroom is nicely sized and has another window seat! Spa-like updated bathroom with heated floors (!), beautiful large white vanity with granite countertop and a large walk in shower with hand spray. Conveniently located laundry area with newer stacked washer/dryer. New light fixtures and freshly painted throughout. Pull down attic stairs have been added for easy access to attic. Level walk to unit with no stairs from the guest parking - which is plentiful! Must see to appreciate! All Buyers pay a one time $2000 equity fee at closing to Heritage Village Foundation.
❮❯Closed$195,000 Closed- 1 bds
- 1 ba
- 928 sqft
870 Heritage Village A
Southbury, CT
Listing by: Donna J. Doyle - Keller Williams Realty -
Southbury CT Home for Sale
Welcome to Heritage Village, a sought after 55+ community! Desirable, Sherman-style END unit! Level entry from garage to front door! Hilltop East location! One level living with an eat-in kitchen, spacious living/dining room with sliders to private, bluestone patio, built-ins, and fireplace. Primary bedroom suite with full bath and separate slider to the patio, another bedroom with ample space, and full bath!
❮❯Closed$209,900 Closed- 2 bds
- 2 ba
- 1432 sqft
859 Heritage Village A
Southbury, CT
Listing by: Taylor M. O'keefe - Drakeley Real Estate, Inc. -
Middlebury CT Home for Sale
A place for everyone! Warm and inviting cottage style colonial in one of Middlebury's finest cul de sac locations just minutes from golf, town center. major routes and all of Middlebury's award-winning schools. Built with all the best quality, this home that can't be reproduced in today's construction climate at the current value. This meticulously maintained home checks all the boxes. Light filled eat in kitchen with bay window open to family room with fireplace, formal living room with fireplace, cozy first floor study, formal dining room, gorgeous first floor primary bedroom suite, upper level play room and four second floor bedrooms with en-suite baths. Conveniently located towards the end of Burr Hall, this home is tucked away to offer total privacy, abutting some open space and a small brook preventing any future development within sight. The exterior includes a circular driveway lined with cobble stone, many gorgeous plantings that have been lovingly cared for, a back deck off the living room along with a back patio out the lower-level walkout and room for a pool! An ideal home for generational living with room for expansion in the lower level or just keep the full sized gym that exists now. A well built and extremely well cared for home, that is move in ready for a new owner that is looking to upgrade.
❮❯Closed$1,399,900 Closed- 5 bds
- 7 ba
- 5465 sqft
305 Burr Hall Road
Middlebury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Middlebury CT Home for Sale
Welcome home to this solidly built colonial, located in the desirable Curtis Farms Neighborhood. The white kitchen is the heart of this home with plenty of cabinet space, granite countertops, and access to every room on the first floor. A small service space/butler bar is open to the formal dining room. Overlook the breakfast bar and enjoy the warmth from the gas-burning fireplace in the family room. Keep an eye on the expansive sunroom which displays the gorgeous yard and is perfect for entertaining. The formal living room boasts a nook of built-ins, just the spot for homework time or working from home. Gleaming hardwood floors will carry you through this home. The top floor hosts three bedrooms, including a primary bedroom with a walk-in closet and a full en-suite. The finished basement adds extra space for endless possibilities along with an area with a roughed plumbed full bath. Step out to the fully fenced-in backyard to your own little piece of paradise. The covered outdoor kitchen provides a place for food prep and grill. The pool and hot tub are the perfect retreats to relax after a long day. Middlebury offers closeness to major highways, award-winning schools, beautiful parks, Lake Quassapaug, and a 4.5-mile walkway through the center of town! Make this your home today! Sale is subject to Probate Court approval.
❮❯Closed$525,000 Closed- 3 bds
- 3 ba
- 2284 sqft
51 Cross Road
Middlebury, CT
Listing by: Donna Bannon - BHGRE Bannon & Hebert -
Middlebury CT Home for Sale
Benson Woods - Active adult community within minutes to town, highway and Golf! Quaint New England charm surrounds this free standing home with main level bedroom suite, great room with cathedral ceiling & gas fp, two or three bedrooms, loft area and mahogany front porch. Other amenities provide two main level bedrooms, a huge upper level loft along with a a small office or guest room. Convenient two car garage and only a step or two from parking to living area. Hassle free living and just a few minute drive to all major routes, restaurants and town center!
❮❯Closed$519,900 Closed- 2 bds
- 3 ba
- 2476 sqft
125 Periwinkle Drive 125
Middlebury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Southbury CT Home for Sale
Welcome to country living. Can you imagine yourself sipping ice tea while rocking on your front porch or maybe a great barbeque on the oversized back deck while watching the floral and fauna? If you can do a little updating this is the house for you. Classic center hall colonial with formal step down living room, formal dining room , open eat in kitchen to spacious family room and a New England must- a mud room which has its own entrance, access to garage and laundry area. Upstairs the primary suite has 2 closets, large windows and full bath with spa type tub. 3 additional bedrooms and full bath complete this floor. The lower level has a great workshop area complete with bilco door, and an area waiting to be finished. This home sits on a level lot and is located within easy access to Southbury and Newtown shopping. This property is subject to the Freddie Mac First Look Initiative. The Freddie Mac First Look Initiative limits offers from being entertained during the first 30 days of listing to owner occupant and non-profit buyers. Investor offers will be responded to after the first look period ends on 06/30/2022. highest and best by tues 06/21/22 11;59 pm. owner occupant only
❮❯Closed$459,000 Closed- 4 bds
- 3 ba
- 2512 sqft
1441 Purchase Brook Road
Southbury, CT
Listing by: Leslie Brent - Coldwell Banker Realty -
Woodbury CT Home for Sale
Located in a quiet cul de sac this well cared for center hall colonial with hardwood floors throughout checks a lot of boxes. The perfect sized house for many of today's buyers along with a quiet close-to-town location to get what you need fast. Set back off the road, this three or four-bedroom home provides a kitchen great room with a fireplace and breakfast nook, a formal dining room, and a hard-to-find first-floor office. Several interior french doors, three of which are pocket doors, allow for privacy during those busy holiday gatherings. A traditional upper level includes a total of three bedrooms, all with random width hardwood floors, a master suite with changing area and walk-in closet with many built-in shelves, and a hall laundry closet. The lower level offers a finished playroom and plenty of dry storage. A few of the many exterior features include a driveway and sidewalk finished with pavers, several flowering beds, a privacy wall attached to the two-car garage, ground level back deck with a fire pit, koi pond, gazebo, and almost entirely usable property. The owners have consistently maintained and upgraded this home over the years.
❮❯Closed$549,900 Closed- 3 bds
- 3 ba
- 2270 sqft
15 Laurel Woods Road
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Commercial for Sale
Town of Woodbury Approved building for 10 Residential Apartments! Nine one bedroom apartments and one two bedroom apartment. Great opportunity to own commercial space on Main Street! Entire building with over 10,000sqft of usable space that includes 23 spaces for off-street parking. Five apartments approved for the first floor and five apartments approved for the second floor. One bedroom apartments could currently be rented for $1,200/mo and the two bedroom apartment could be rented for $1,500 generating $12,300 monthly income! Property will include 2 acres. This building was previously used as office space and would need conversion to residential space. Located on Main Street in walking distance of area award-winning restaurants, all major conveniences, and parks! Taxes and assessment are estimated.
❮❯Closed$599,000 Closed- 0 bds
- 0 ba
- 10540 sqft
297 Main South Street
Woodbury, CT
Listing by: Katherine Parlato - Drakeley Real Estate, Inc. -
Woodbury CT Commercial Sale for Sale
An amazing opportunity to revitalize a Litchfield County classic destination. All the bones are there waiting for your Vision. This property boasts multiple structures, a commercial kitchen, a residential two-bedroom apartment, and 20 acres of Amazing hillside. Run the ski area, start a vineyard or a brewery. The options are endless. The main Adirondack style lodge building offers an open concept with soaring ceilings and ample windows connecting to an expansive deck overlooking the property. The lower level has bathroom facilities and additional space. The property consists of four lots of record totaling 20.62 acres. This grandfathered use allows for many different opportunities including a beginner's ski school, zip lines, tough mudder races, restaurant and bar, a wedding venue, and much more. Or, build your own residential compound!
❮❯Closed$699,900 Closed- bds
- 0 ba
- 8747 sqft
785 Washington Road
Woodbury, CT
Listing by: Jeffrey Boucher - Drakeley Real Estate, Inc. -
Woodbury CT Commercial Sale for Sale
Location, Location, Location - Impeccably maintained Vintage home along a highly visible stretch of Main Street South. This mixed use property generates $60,000 gross income each year, has the potential for additional apartments, and has plenty of level parking for expanded uses. Centrally located on historic Main Street South, 247 Main is a short walk in either direction to parks, schools, place of worship and many businesses & restaurants. The main level provides two offices with easy entry, level parking, over a 1000 square feet of dry and useable lower level storage, sidewalk access, a covered back porch, and excellent exposure from either direction of Main Street. The entire second floor provides a three bedroom and two full bath apartment with all the charm one expects from a vintage home; wide board flooring, several fireplaces, many builtins, and a post and beam barn/garage. Turn this gem back into a single family home or expand the uses and and increase the bottom line. Many possibilities for the new owner but all the heavy lifting has been done!
❮❯Closed$624,900 Closed- bds
- 0 ba
- 2959 sqft
247 Main Street South
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Commercial Sale for Sale
Tapawingo Tubing is a fantastic tubing park waiting to be revitalized. Engineering plans, surveys, marketing and financial projections available. Fantastic Adirondack style lodge on 10 acres complete with commercial kitchen, bathrooms, central meeting room, lower level with retail space and laundry / storage area. There is a two bedroom residential apartment on the upper level. Other uses could include winery, brewery or convert into a single-family residential home with plenty of land to create a compound. Dont miss out on this opportunity, call for a private viewing.
❮❯Closed$599,900 Closed- bds
- 0 ba
- 2900 sqft
814 Washington Road
Woodbury, CT
Listing by: Jeffrey Boucher - Drakeley Real Estate, Inc. -
Southbury CT Home for Sale
Completely renovated Cape home in desirable Long Meadow School district. Meticulously maintained and updated over the past 10 years, this one and half story home boasts 5 inch hardwood floors, a family room with vaulted ceiling, a living room with a masonry fireplace and a first floor bedroom and full bath. The upper level provides three more bedrooms, a full bath and beautiful hardwood floors. A terrific home for generational living or supplement your costs with the cozy one bedroom apartment over the garage with a private entrance and deck. Terrific outdoor space including an in ground pool, good sized deck off the family room, distant views, and plenty of yard space for gardening. Location, schools, in ground pool, in law apartment, and distant southern views - this home checks all the boxes!
❮❯Closed$599,900 Closed- 4 bds
- 3 ba
- 2600 sqft
605 Reservoir Road
Southbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Middlebury CT Home for Sale
A beautiful five bedroom Center Hall Colonial sits conveniently close to the center of town, the Middlebury Greenway (trolley trail) and the Middlebury Green. Built in the 1940s the absolute best era of home building, this classic home provides all the charm and quality of the 30's and 40's including arched openings, built-ins throughout, extensive trim, hardwood floors and generous room sizes. On 2 park-like acres with easy access to I-84 and the highly rated Region 15 school system, this meticulously maintained and renovated home couldnt be more ideally located. The exterior offers a large in-ground heated salt-water pool designed and built by Scott Pools with numerous large granite accent pieces as well as a stone pool sweep. There are several outdoor living spaces including a bluestone patio, a 70' deck with pergola, private deck off the master suite and an enclosed three-season porch overlooking the front of the property. The home also has new mechanicals, including a new well pump, well tank, boiler, indirect water heater and a lifetime roof. It is a solar home with separate access to an in-law suite.
❮❯Closed$574,900 Closed- 4 bds
- 4 ba
- 3670 sqft
156 Judd Hill Road
Middlebury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Watertown CT Commercial Sale for Sale
65-acre farm in IR-200 Industrial Zone. terrific subdivision potential. Old farmhouse with 5 bedrooms, two baths and several outbuildings including dairy barn with new metal roof and large machine shed/workshop. 35 tillable acres currently hayed and the remaining property is pastures and woodland. other amenities provide spring fed pond, a small orchard and boundary lines bordered by forest. ideal location in Watertown Industrial district within minutes to Route 8.
❮❯Closed$1,200,000 Closed- bds
- 0 ba
- 2168 sqft
192 Park Road
Watertown, CT
Listing by: John Dominello - Drakeley Real Estate, Inc. -
Woodbury CT Commercial Sale for Sale
Many possibilities for this non-conforming Woodbury commercial property. Formerly a warehouse/workshop this extremely well-built steel and concrete structure provides over 12000 square feet of space, new architectural asphalt roof, large spans and plenty of headroom. Space provides full walkout lower level with garage access, main floor with conference room, office, half bath, loading dock and large central room and full open third floor. Attached 2 car garage with 12' doors, high ceilings unfinished room above.
❮❯Closed$549,900 Closed- bds
- 0 ba
- 12564 sqft
858 Main Street North
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT for Rent
Many possibilities for this non-conforming Woodbury commercial property. Formerly a warehouse/workshop, this extremely well-built steel, and concrete structure provide over 7200 square feet of space plus an additional 5000SF in the lower level, new architectural asphalt roof, large spans and plenty of headroom. The main floor offers a conference room, office, half bath, loading dock, large central room and full open third floor.
❮❯Closed$4,000 Closed- 0 bds
- 0 ba
- 7200 sqft
858 Main North Street
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Residential Income for Sale
Neat and clean two family ranch within a 5-minute walk to schools, library, restaurants, and shopping. Ideal location for quiet in town living and minutes to everything Woodbury has to offer. Each apartment has its own separate entry, 2 bedrooms, access to the basement with washer and dryer hookups for both, located on a great level lot with views and walking access to the Pomperaug River. Live in one unit while renting the other or treat this home as an investment property and let the tenants pay your mortgage.
❮❯Closed$234,900 Closed- 4 bds
- 2 ba
- 1456 sqft
48 White Oak Road
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Bethlehem CT Home for Sale
This spacious colonial in a peaceful country setting close to center of town, boasts 4/5 bedrooms, in-law apartment with separate entrance, 25x25 bonus room with own heating system, newer roof (2012) and furnace (2014), water softener, in-ground pool with brand new liner and filter. The bright and sunny master bedroom suite lends itself to an updated master bath with a sizable tiled shower, granite vanity and radiant floor heat...walk in closet completes the suite. 2-3 bedrooms and full bath finish the upper level. Home interior has been freshly painted. House offers great space for entertaining...kitchen features oak cabinets, island, SS gas stove, dishwasher red birch hardwood flooring. Add's room on main level offers a space for office, playroom or home gym. The sunken great room with oak hardwood flooring, gets lots of natural light and warmed when its cold outside with a wood stove. The in-law apartment has a full kitchen open to sitting/eating area and a 10x9 bedroom. Backyard has an area with a fenced in pen and shed/coopideal for small farm animals and/or pets, even a raised garden! Oversized 2 car attached garage, full veranda perfect to relax on a beautiful day and enjoy the lovely perennial gardens. 46 Nonnewaug Rd. has a fabulous layout with all the right spaces for multi generations. Let this country road take you home!
❮❯Closed$394,000 Closed- 4 bds
- 3 ba
- 3301 sqft
46 Nonnewaug Road
Bethlehem, CT
Listing by: Alison Godin - Showcase Realty, Inc. -
Woodbury CT Home for Sale
Amazing French Provincial country style home set back off the road with extraordinary views. This home is accented by an authentic two-story foyer with a gorgeous wooden front door with arched opening, three masonry fireplaces, arched true divided light front windows, substantial moldings and beautiful wide pine and cherry wood floors. The first floor provides a combination dining and living area with fireplace and 9-foot ceilings, a family room with beamed ceilings and brick fireplace and a first-floor master bedroom or study with wide board pine flooring. The Kitchen has a bayed breakfast nook, 9' beamed ceilings, two pantries, double farmers sink and stainless steel appliances. The 2nd-floor amenities provide four good sized bedrooms and two full baths including a master bedroom suite with cozy stone fireplace and sitting area with bay window overlooking the grounds. The recently installed master bath has a granite double sink vanity, tiled shower, Jacuzzi tub and 3 walk-in closets. Fantastic outdoor space includes front patio to take in the distant views, stone walls, paved driveway and secluded back patio. A fantastic home that cannot be replicated for anywhere near what it is being offered.
❮❯Closed$387,500 Closed- 4 bds
- 3 ba
- 2733 sqft
143 Railtree Hill Road
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Land for Sale
Secluded 14 plus acre lot about 1 mile up on Flanders Road. Minutes to own and schools. Lightly wooded parcel with roughed in driveway, level home site, gorgeous stone walls and babbling brook. Build your compound or just get away from the neighbors and enjoy some peace and quiet! Tough to find parcels that you can hunt, shoot or ride those ATV's!
❮❯Closed$109,900 Closed- bds
- 0 ba
- sqft
119 Flanders Road
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
A spectacular contemporary home providing soaring beamed ceiling, an open floor plan, and walls of glass to take in the gorgeous hillside views and crystal clear swimming pond. Open and airy interior space yet very efficient heating and cooling systems due to exceptional construction. This home was built and designed with Greenblock Insulated Concrete Forms providing the equivalent of R-50 insulated walls, protection from extreme weather events, and is 70% more efficient to heat than a traditional stick frame home! This fantastic home, meticulously constructed and maintained, was built for fun and entertainment! Huge swimming pond, gorgeous gunite pool with outdoor fireplace and hot tub for 8 are just a few of the exterior amenities The interior offers a renovated kitchen with a center island and granite, opening to a fabulous great room with exposed beams, stone fireplace, and soaring cathedral ceiling. A first-floor master suite and office both include large windows to enjoy the view of the grounds and pond. The upper floor offers a loft area with hardwood flooring, three bedrooms, a huge playroom with 22-foot vaulted ceiling and many windows to take in all the property has to offer. A pristine swimming pond edged in stone and almost 9 acres of open meadow, woods, and privacy is ideal for the outdoor enthusiast and allows for ATV riding, zip lines, and farming. An impressive home that could never be replicated for the current sales price!
❮❯Closed$784,900 Closed- 4 bds
- 4 ba
- 5430 sqft
39 Quanopaug Trail
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
Fabulous 1780 Vintage home with long meadow views sitting just above babbling Weekeepeemee River. A perfect country setting! This 4 bedroom antique home offers a large recently renovated eat-in kitchen with granite counters and center island, gorgeous remodeled baths, extensive updates to electrical and plumbing, a new air and water radon system, windows on the back side of the house have been replaced along with a partial roof replacement. A separate 2 car garage includes a large second floor studio with heat and electricity, the perfect place for an artists' studio or workshop! This recently painted home is in pristine condition with 4 fireplaces, wide board flooring and a beautiful private patio perched above the river.
❮❯Closed$424,900 Closed- 4 bds
- 3 ba
- 2506 sqft
329 Weekeepeemee Road
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
Views, Views, Views!! The best views in all of Woodbury. Long distant views from the hilltop off of Hoop Pole Hill Road. Enjoy the breezy summer nights on your stone terrace next to your vanishing edge gunite pool with jacuzzi. 5-acre plot with a level house site and privacy from your neighbors. Light and bright contemporary home with a wall of glass to take in those sweeping views of Litchfield County. Amenities provide 4 to 5 bedrooms and three full baths, generous sized dining room overlooking living room with 24' soaring cathedral ceiling and a wall of glass. Recently refinished oak flooring, paint inside and out and finished lower level, an ideal spot for an in-law suite. Beautiful outdoor space with spacious yard, privacy from neighbors and room for outbuildings or expansion. Million dollar VIEWS for less!
❮❯Closed$589,900 Closed- 4 bds
- 4 ba
- 5767 sqft
339 Hoop Pole Hill Road
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Bethlehem CT Home for Sale
Looking for something a little different? Come and see this fantastic home with open floor plan including kitchen great room with soaring 24-foot mahogany cathedral ceiling, floor to ceiling brick fireplace and ash wood floors. Many recent upgrades include propane heating system with on-demand hot water, interior painting and hardware and a new breezeway with radiant floor heating. Recently constructed oversized two car garage with hot & cold water, ten-foot ceiling, attic storage and room for two cars, tractor and that motorcycle you have to have! Set back off of Flanders road on a recently paved driveway, this home offers one first floor bedroom with full bath, kitchen with center island, large dining room and three bedrooms and a loft on the upper level. Full walkout lower level with terrific workshop and the potential for a finished family room. Come to Bethlehem and all that NO ZONING has to offer!
❮❯Closed$334,900 Closed- 4 bds
- 3 ba
- 2624 sqft
107 Flanders Road
Bethlehem, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Litchfield CT Home for Sale
2 acres in Litchfield Borough!!! Location, location!!, huge price reduction! Colonial in town with 2.00 acres (surveyed) in the heart of Litchfield Village. Borough tax is included. Spacious eat-in kitchen, first floor bedroom with fireplace. Large living room with fireplace. 3 additional bedrooms on 2nd floor and additional 3rd floor bedroom and bath. In-law has interior and separate exterior access. Repairs needed in the former in-law and 3rd floor. Connected to town water and sewer. Short stroll to Litchfield Village, shops, restaurants and library. Short walk to White Memorial boardwalk. Enjoy nearby Bantam Lake, Mt Tom State Park, White Memorials trails, Community Field with a playground and tennis court.
❮❯Closed$220,000 Closed- 5 bds
- 2 ba
- 2364 sqft
98 Meadow Street
Litchfield, CT
Listing by: Kathy L Matyas - William Pitt Sotheby's Int'l -
Bethlehem CT Home for Sale
Gorgeous country cape set perfectly upon an open meadow parcel with inviting front porch, restored front stone wall, cobblestone apron and country views of Bethlehem's most desirable roads, Carmel Hill Road North. Centrally positioned on a 10 plus acre parcel, this meticulous home offers an inviting front porch, recently installed gunite pool with spa, brand new stone outdoor fireplace, ground level back deck with pergola and bluestone patio and walks tying together all your fantastic outdoor living. Fabulous open floor plan providing a custom kitchen with center island and breakfast nook opening to great room with 10' ceilings, built-ins, and a brick fireplace. The first-floor also includes a private master suite off of the family room, a formal dining room with coffered ceilings, a den/office and a cozy heated sun porch with french door out to the pool. Many extras including 5" oak flooring throughout, custom trim including coffered ceiling, extensive crown, chair rail and beadboard, specialty blinds and shutters, simulated divided light windows, custom lighting and interior french doors. A wonderful home built to perfection!
❮❯Closed$749,900 Closed- 4 bds
- 3 ba
- 3200 sqft
74 Carmel Hill Road North
Bethlehem, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Middlebury CT Commercial for Sale
Terrific business opportunity to own and run a very successful recreation club. Currently Edgewood Bath and Tennis Club with fitness center, newly installed paddle courts, playground, basketball courts, tennis courts, pickle courts, and beach volleyball. Located in Middlebury, just a few minutes from exit 16 off of I84, this pristine club is on over 10 acres of property and commercially zoned with room for building expansion and the ability to open year-round. A rare opportunity to own a Swim & Tennis club with over 4 million in capital improvements and impeccably maintained over the years. Increase the sq feet of the building to accommodate more recreational uses, add a bubble over the tennis courts for winter playing, or add a golf simulator for another revenue stream. Many possibilities for this turn-key business. 2 to 5-year Lease to buy possibility with sizable nonrefundable deposit upfront. Call for details.
❮❯Closed$1,799,900 Closed- 0 bds
- 0 ba
- 5312 sqft
100 North Benson Road
Middlebury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Middlebury CT Home for Sale
What an immaculate 3 bedroom Denton Elite! 2016 built, this meticulously cared for end unit is in the very popular and well maintained Ridgewood at Middlebury. The first floor study or potential office has great natural light from the bay window and offers large built-ins. The open floor plan of this model is ideal for entertaining in the expansive combined dining and living area with tray ceiling, gas fireplace, and gleaming hardwood floors. The large eat-in kitchen features granite counter-tops, stainless steel appliances and elegant light fixtures as well as access to a well-sized, rear deck for barbecuing! The second floor has three spacious bedrooms including a large master-suite with whirlpool tub and frameless shower. The second floor also holds a spacious sitting area. Lastly, the finished basement with walk out offers a great additional space to watch the big game or do some late night poker playing! The clubhouse features fitness room, billiards in the tavern room, center bar for socializing, gas fireplace, indoor half basketball court, and a walk out to the in-ground heated swimming pool, pool house as well as outdoor tennis/basketball courts and playground. Ridgewood at Middlebury is located in an ideal location for commuters, just 5 minutes from I-84. Don't miss this flawless unit in a highly desired community with excellent amenities for all ages.
❮❯Closed$464,900 Closed- 3 bds
- 4 ba
- 2643 sqft
112 Ridgewood Drive 112
Middlebury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Washington CT Home for Sale
Come and build immediate equity in this 1970's Cape Cod home with three outbuildings and room for 6 cars. A solid home with good sized rooms, two fireplaces, hardwood floors and first-floor master bedroom. The Upper level offers three more bedrooms/office and a walk-in attic with the potential to finish. Many promising features including an open front porch, private back patio, and ground level back deck. Gorgeous open meadow lot with professional stone walls, a two and three car detached garage along with a barn with second-floor storage. Many possibilities for those willing to invest their time and money!
❮❯Closed$349,900 Closed- 4 bds
- 3 ba
- 2535 sqft
80 Sunset Lane
Washington, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Middlebury CT Home for Sale
This charming Cape Cod home, a walk down the street to Quassy Amusement park, is a rare find! Over 1,300 square feet with 2 bedrooms and 2 bathrooms. Full basement for added storage. 2 car detached garage. Make sure to schedule your showing today!
❮❯Closed$144,900 Closed- 2 bds
- 2 ba
- 1306 sqft
60 Christian Road
Middlebury, CT
Listing by: Nicole Gineo - Silver and Oak Realty -
Southbury CT Home for Sale
Tucked off of Bucks Hill Road this passive solar energy efficient home provides unique design and style for those looking for something a little different. Ideal main level living with an open floor plan featuring living and dining area's with a cathedral ceiling, master bedroom with built-ins and a galley kitchen. The upper floor provides loft/office with many built-ins and a generous sized second bedroom. Plenty of room for expansion either over a two car carport or into a first-floor storage room. An excellent location within 5 minutes to either exit 15 or 16 off of 84 and only a 5-minute drive to all schools and Southbury Town center. One of the few affordable contemporary homes in the area and located in sought after Long Meadow School district!
❮❯Closed$269,900 Closed- 2 bds
- 2 ba
- 2032 sqft
617 Bucks Hill Road
Southbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
Cool brand new contemporary home on quiet cul de sac drive abutting acres of open space. Gorgeous open floor plan with 2 story cathedral ceiling, large spans and fabulous kitchen opening to great room. Kitchen features stone backsplash, room for three chairs at the center island, and granite counter-tops. Plenty of private outdoor entertaining space including a back patio out of the walkout lower level, upper deck off the great room and open wraparound front porch. The upper level offers a master suite with luxurious master bath and large closet/dressing area, 3 bedrooms with two full baths, a balcony overlooking great room and a laundry room. The lower level has plenty of headroom to make a play or game room and a french door opening to a large patio. Many extras including first-floor study with fireplace, cobblestone lined driveway and walkway, stone veneer and massive mahogany front door. Room for a pool on just over an acre and a half but hundreds of acres of open space out your back window!
❮❯Closed$679,900 Closed- 4 bds
- 4 ba
- 3634 sqft
138 Quanopaug Trail
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT for Rent
Gentlemen's farm using every ounce of the 2.57 acres of meadow with 6 outbuildings including cow barn, chicken coop, work barn, wood shed, and storage shed. Many of the outbuildings include water/electric or both. Enjoy this small farm and peaceful setting from the wraparound mahogany front porch overlooking the beautiful grounds. The first floor provides a wonderful open floor plan including a living room with stone fireplace and built-ins, kitchen with breakfast bar and French doors leading to a brick patio with awning, and a cozy family room. The light-filled family room with vaulted ceiling and exposed hand-hewn beams open to the front porch, while the master bedroom suite includes full bath, a large walk-in closet, and private screened in porch. The second floor offers three bedrooms, an office, full bath and plenty of closet space. Two barns and four sheds offers many possibilities for the farming enthusiast.
❮❯Closed$2,400 Closed- 5 bds
- 3 ba
- 2093 sqft
760 Washington Road
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Southbury CT Home for Sale
New Construction. To be built. Home finishes will be similar to photos. Very desirable location in the Long Meadow school district. New Craftsmen style cape with first-floor master suite, kitchen/great room, 9-foot ceilings, exposed beams, extensive trim package, and attached two-car garage. The upper level provides two additional bedrooms, an office, and a possible bonus room over the garage.
❮❯Closed$699,900 Closed- 3 bds
- 3 ba
- 2300 sqft
136 Lum Lot Road
Southbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Middlebury CT Home for Sale
Custom built and meticulously maintained by the original owners, this cottage-style colonial is located in one of Middlebury's most sought-after cul de sacs. A Warm and inviting home that is a few just minutes from golf, restaurants, three town centers, major routes, and a fantastic educational system. Built with all the best quality, this home can't be reproduced in today's construction climate at its current value. This impeccably maintained home checks all the boxes; light-filled eat-in kitchen with bay window open to a family room with fireplace, formal living room with fireplace, cozy first-floor study, formal dining room, gorgeous first-floor primary bedroom suite, upper-level playroom, and four second-floor bedrooms with en-suite baths. Conveniently located towards the end of Burr Hall, this home is tucked away to offer total privacy, abutting some open space and a small brook preventing any future development within sight. The exterior includes a circular driveway lined with cobblestone, many gorgeous plantings that have been lovingly cared for, a back deck off the living room along with a back patio out the lower-level walkout, and room for a pool! An ideal home for generational living with room for expansion in the lower level or just keep the full-sized gym that exists now. Move-in ready for a new owner that is looking to upgrade and not worry about work for years to come.
❮❯Closed$1,299,900 Closed- 5 bds
- 7 ba
- 5465 sqft
305 Burr Hall Road
Middlebury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Watertown CT Home for Sale
Built to last! Solidly built brick ranch done in an era when homes were meant to last. Efficient floor plan with an eat in kitchen with new appliances, three bedrooms, a good sized front living room and a formal dining room, both with hardwood floors. A full basement provides access to the exterior, room for expansion and your very own shelter room. The exterior provides plenty of private yard space, a covered front porch to watch the day go by, and a back patio to soak up all the sun. Centrally located, this home is a short ride to all that Watertown has to offer and within a 5 minute ride to all major routes. A tough to find single level home in the heart of Watertown!
❮❯Closed$269,900 Closed- 3 bds
- 1 ba
- 1260 sqft
231 Straits Turnpike
Watertown, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Middlebury CT Home for Sale
Exquisite Country Cape situated along one of Middlebury's most picturesque roads. This 5800 sq.ft. Cape is a true gem, boasting a gunite pool, acres of open meadow bounded by stone walls, distant city views & beautiful backyard w/ patio, perfect for hosting summer soirees. Recently renovated, this sprawling home offers a fabulous eat-in kitchen w/ spacious island and a generous dining area featuring a vaulted ceiling w/ exposed hand-hewn beams & FP. A cased opening leads to a sun porch with 3 walls of glass offering seamless access to a private patio.The main level is a showcase of elegance & functionality featuring a formal LR w/ FP & built-ins, a gracious DR w/ corner built-ins, a paneled 1st floor office complete w/ FP & wet bar & a sumptuous primary BR suite. Almost every room treats you to breathtaking distant views of the patio & inviting in-ground pool. The upper level offers a quaint loft area & 3 beautifully appointed BRs, two of which have en suite baths, resulting in a total of 3 full baths on this floor. The pristine exterior boasts the hallmark Middlebury stone walls adorning the front, fencing, terraced patios, in-ground pool, practice golf range for enthusiasts & acres of lush meadow for your enjoyment. Additional amenities include a 2nd first-floor BR suite, an attached 3 car garage & a drive-under garage that provides multi-car storage space in the basement. Situated in the highly sought-after South Street location, this property is an exceptional find.
❮❯Closed$1,999,900 Closed- 5 bds
- 7 ba
- 5811 sqft
700 South Street
Middlebury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
In town cottage on almost 5 acres of all that nature has to offer. Don't miss out on this location or lot that has plenty of room for a barn, pool, or addition and the potential for a big pond site in the rear of the property. A quick walk to town and all the schools from this convenient location that is just a few minutes off of Main Street North Woodbury. This cozy three-bedroom home features hardwood floors throughout most of the home, a large primary bedroom on the main floor, and two upper-level bedrooms. Other amenities provide a front living room with a fireplace, a dining area, an open staircase, and a greenhouse just off the kitchen. The exterior offers plenty of level ground, a detached rebuilt two-car garage, and room for a barn, pool, or both. A perfect home for those starting out or downsizing.
❮❯Closed$389,900 Closed- 3 bds
- 2 ba
- 1852 sqft
35 Ash Swamp Road
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
Wonderful center hall colonial ideally located in Southern Woodbury for quick access to major routes and a short drive to Woodbury historic downtown! The main level provides a generous sized eat in kitchen opening up to fabulous family room with cathedral ceiling, hardwood floors, and masonry brick fireplace. A formal dining room, living room and office, all with hardwood floors, round out the first floor. The upper level includes three good sized bedrooms, and a primary suite with hardwood floors, a vaulted ceiling, walk in closet, and full bath. Located on a 2.45 private acres, this home is barely visible from the road. Priced to sell, this home offers a two car attached garage with a second stairway to the basement, plenty of yard space to picnic, and a stone patio located just off the kitchen/great room.
❮❯Closed$599,900 Closed- 4 bds
- 3 ba
- 3162 sqft
167 Transylvania Road
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Land for Sale
Gorgeous hilltop location for the next buyer to build their dream house and get away from the hustle and bustle of everyday life. This 31 acre lot has the potential for beautiful 240-degree views with some clearing. A pristine parcel with mature trees that offers privacy, a level home site, limited wetlands, and no restrictions allowing one the freedom to do as one wishes. The driveway is roughed in allowing for easy viewing either by foot or with a four-wheel drive vehicle. This convenient location is just 10 minutes from four different town centers and close proximity to several public and private schools.
❮❯Closed$399,900 Closed- bds
- 0 ba
- sqft
0 Minortown Road
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Land for Sale
Hard to find 11 plus acre lot surrounded by beautiful homes on Upper Grassy Hill Road. This subdividable parcel is ideal for two or maybe three lots or keep the entire property for seclusion and privacy. No restrictions allows the next owner to hunt, ride quads and motorcycles, build a barn, have animals, or enjoy all that nature has to offer.
❮❯Closed$299,900 Closed- bds
- 0 ba
- sqft
0 Upper Grassy Hill Road
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
Hard to find Putnam Loft style unit in well-maintained Woodbury Hill Condominium Association. Located just minutes from town, this spacious unit provides a first-floor master suite, a cozy living room with a cathedral ceiling and brick fireplace, a formal dining room, and an efficient eat-in kitchen. The upper floor includes a loft area overlooking the living room, a second full bath, and a good-sized guest bedroom. A full walkout lower level features a finished family room, an office/bedroom, and a half-bath laundry area. Centrally located in the Woodbury Hill Complex and right across from the community in-ground pool and tennis court, this unit has beautiful distant views off the back deck. Other amenities include a two-car attached garage, a slider off the kitchen to an expansive deck, a walkout lower level, and plenty of storage. Don't miss this opportunity to own in Woodbury Hill.
❮❯Closed$399,900 Closed- 2 bds
- 3 ba
- 2404 sqft
42 Woodbury Hill 42
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Middlebury CT Home for Sale
Cute as a Button! Well cared for and recently remodeled 2 to 3 bedroom cape home with 2 full baths, a covered side porch, main floor bedroom or office, and a detached two car garage. Recent updates provide a brand new main level bath, a new roof & doors on the 2-car garage, and newer mechanicals throughout. This 1940s cape was built to last with hardwood floors throughout most of the home, a full basement for storage, and two good-sized second-floor bedrooms with a full bath and built-ins. An ideal location to live as you are less than 10 minutes to a couple of different exits off of I84, a 2-minute walk to the trolley bed walking trail, and within 5 minutes to multiple town centers, restaurants, breweries, town parks, and shopping.
❮❯Closed$339,900 Closed- 3 bds
- 2 ba
- 1306 sqft
60 Christian Road
Middlebury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
Built in 2006, this home offers over 3900 square feet with a large master bedroom suite on the first floor. Huge open Family room-kitchen with granite counters and island. Many original features still in decent shape. Open from the kitchen is a large Family Room with vaulted ceilings and fireplace with sliders out to a private back deck and grounds. Formal Living room and dining room with a 2nd floor media room & a finished bonus room over the garage. A Luxurious Sub-division of similar style homes. Over 2 and a half acres of mostly level grounds with mature plantings & stone pillars at entranceMinutes to exit 14, I-84 in Southbury via Route 172. This home has a huge upside of potential. Many possibilities. REO Addendum.
❮❯Closed$545,900 Closed- 4 bds
- 4 ba
- 3954 sqft
44 Old Meadow Road
Woodbury, CT
Listing by: Rob Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Land for Sale
A private residential lot just past Flanders Nature center. An approved 2.9-acre lot that sits in the Woodbury/Bethlehem/Watertown corner of Woodbury. Easy access to all three town centers and walking distance to acres and acres of Flanders nature preserve. The gradual slope of the parcel lends itself to a level house site or walkout lower level.
❮❯Closed$129,900 Closed- bds
- 0 ba
- sqft
0 Church Hill Road
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Land Lot for Sale
A lot of record in Woodbury that abuts Sprain Brook. Town assessors map 56 lot 18 Washington Road has over 1300 feet of water frontage along Sprain Brook. This level parcel has great soils and is an ideal spot for farming. The seller has no soil testing and a buyer will need to conduct their own due diligence for building lot possibilities. Come farm with the fertile soils or just have a picnic along Sprain Brook.
❮❯Closed$49,900 Closed- 0 bds
- 0 ba
- 0 sqft
lot 18 Washington Road
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT for Rent
Recently renovated barn apartment with cathedral ceilings, hardwood floors throughout, and new tile shower and glass surround. Cozy apartment with exposed beams, antique floors, new granite counters, and w/d inside this efficient unit. Rent includes utilities and apartment can be rented furnished for $3000 per month.
❮❯Closed$2,100 Closed- 1 bds
- 1 ba
- 700 sqft
256 Main Street South
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
Welcome to this charming 4 bedroom 3 bath farmhouse colonial perfectly situated on lovely 1.6 acre lot. New driveway and a stamped concrete walkway that leads to a gorgeous patio. All new trex decking both front porch and rear deck. A finished basement adds square footage and storage with multiple closet space. Generator hook up available. 32 acres of open space in rear of property. Dont miss your chance to own your dream home!
❮❯Closed$675,000 Closed- 4 bds
- 3 ba
- 2614 sqft
560 Upper Grassy Hill Road
Woodbury, CT
Listing by: Matt Conley - Coldwell Banker Realty -
Woodbury CT Commercial Sale for Sale
Great opportunity to own commercial or residential space on Main Street! Entire building with over 10,500 square feet of usable space that includes 30-plus spaces for parking on the main and upper levels. 5200 hundred sq feet of former Woodbury Telephone office space on each floor. Converted to office space in the late '80s, this building has zoning approval for 10 residential apartments. All engineering and approvals are attached online. Build out the apartments or go back to zoning and convert to a mixed use of residential apartments and commercial office/retail space. New roof in 2021. This Property will include 2 acres at closing and taxes and town assessment is estimated. One of the best locations in all of Woodbury! Walk to everything - library, town offices, restaurants, senior center, parks, grocery store, and schools. Easy access to sidewalks and acres of trails and open space.
❮❯Closed$599,900 Closed- bds
- 0 ba
- 10560 sqft
297 Main Street South
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
Quiet and private contemporary home located North of RT 67 near to Transylvania Pond and Radey Pond. Perfect get-away or condo-alternative. Large natural stone fireplace is a central feature in the great living room. Home office/den setup, cathedral ceiling in living and dining room, open floor plan. Great yard for gardening and entertaining. Stately stone walls appear in yard and offer sitting areas and natural barriers. Some TLC will make this shine! Bring your ideas and offer today :-)
❮❯Closed$225,000 Closed- 2 bds
- 1 ba
- 1212 sqft
406 Transylvania Road
Woodbury, CT
Listing by: Steven W. Rivkin - Planet Realty, LLC -
Woodbury CT Land for Sale
Secluded yet close to town center. Possible 2-4 lots or one 23 acres house site! Some wetlands, outcroppings and several house sites. Come build your dream home!
❮❯Closed$198,500 Closed- bds
- 0 ba
- sqft
LOT 16 Stone Pit Road
Woodbury, CT
Listing by: Sindy Butkus - Klemm Real Estate Inc -
Watertown CT Home for Sale
Adorable renovated starter home in sought after neighborhood with a fantastic yard for fun and games. This bright and sunny single level home is located on quiet Judson Street just outside of the town center. A two minute ride to the town, the Taft School, golfing, and all major routes this home boasts recently refinished hardwood floors, interior paint, and a brand new deck overlooking the level yard. Other amenities offer a kitchen great room with refinished hardwood floors, breakfast bar, a masonry brick fireplace, a full basement with two car garage and plenty of room for storage. A terrific home to start out or downsize.
❮❯Closed$264,900 Closed- 2 bds
- 1 ba
- 1040 sqft
25 Judson Street
Watertown, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Southbury CT for Rent
Great location to operate your small business! A total of 983sf in the lower level of the award-winning Heritage Center, mixed-use development. Accessed by elevator or no step entry, this unit features tile flooring, plenty of windows, and two separate rooms to be utilized for whatever your needs may be. Possible uses include but are not limited to - retail shop, massage therapy, computer repair, or attorney's office. The office building has secure building access, ample parking, operable windows, on-site owner, and one-mile access to the I-84 corridor. Great additional exposure due to the proximity of the Heritage Hotel, 18 hole golf Heritage Village Country Club, shops, dining and sports bar in Heritage Village. Triple net lease: tenant responsible for common area maintenance fees, taxes, and insurance in addition to monthly utilities.
Other space available from 983 to 9400 sq ft. Bring your clients and find the size that fits!
❮❯Closed$1,475 Closed- 0 bds
- 0 ba
- 983 sqft
466 Heritage Road #1
Southbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Southbury CT for Rent
Great location to operate your corporate business! A total of 9,441sf on the second floor of the award-winning Heritage Center, mixed-use development. Accessed by the elevator from the main entrance, this unit features partial tile flooring, mostly wall to wall carpet, plenty of windows, two separate entrances, along with large kitchenette and staff room, storage area, multiple large conference rooms, ensuite bathrooms, and 15 separate private offices to be utilized for whatever your needs may be. Entire space can be rented as one or split up. The office building has secure building access, ample parking, operable windows, on-site owner and one mile access to I-84 corridor. Great additional exposure due to proximity of the Heritage Hotel, 18 hole golf Heritage Village Country Club, shops, dining and sports bar in Heritage Village. Triple net lease: tenant responsible for common area maintenance fees, taxes and insurance in addition to monthly utilities.
❮❯Closed$14,162 Closed- 0 bds
- 0 ba
- 9441 sqft
466 Heritage Road #4
Southbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Southbury CT for Rent
Great location to operate your business! A total of 4,064sf in the main level of the award-winning Heritage Center, mixed-use development. Accessed by a few steps from the main entrance, this unit features partial tile flooring, mostly wall to wall carpet, plenty of windows, two separate entrances, along with small kitchenette, storage area, large common area, and 10 separate private offices be utilized for whatever your needs may be. The office building has secure building access, ample parking, operable windows, on-site owner and one mile access to I-84 corridor. Great additional exposure due to proximity of the Heritage Hotel, 18 hole golf Heritage Village Country Club, shops, dining and sports bar in Heritage Village. Triple net lease: tenant responsible for common area maintenance fees, taxes and insurance in addition to monthly utilities.
❮❯Closed$6,096 Closed- bds
- 0 ba
- 4064 sqft
466 Heritage Road 3
Southbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Southbury CT for Rent
Great location to operate your business! A total of 5007sf on the main level of the award-winning Heritage Center, mixed-use development. The office building has secure building access, ample parking, operable windows, on-site owner and one mile access to I-84 corridor. Great additional exposure due to proximity of the Heritage Hotel, 18 hole golf Heritage Village Country Club, shops, dining and sports bar in Heritage Village. Triple net lease: tenant responsible for common area maintenance fees, taxes and insurance in addition to monthly utilities.
❮❯Closed$6,500 Closed- bds
- 0 ba
- 5007 sqft
466 Heritage Road A/B
Southbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT for Rent
Tastefully renovated in 2022, this Saltbox is beautifully furnished and ready for immediate occupancy. Come and enjoy the weekends or live year-round at this private colonial home that has been impeccably improved over the past year. New or updated bathrooms and kitchen, gorgeous wallpaper in selected areas, cozy rooms, two fireplaces, and lots of light. The lower level provides a mud area with new built-ins, a new full bath, a rec room, and access to an oversized two-car garage. The main level features an eat-in kitchen with a fireplace and center island, a family room with a beamed vaulted ceiling, a formal dining room, and a formal living room/office with a second fireplace. The upper floor offers two bedrooms with vaulted ceilings, two full baths, and a luxurious primary suite. Set perfectly overlooking three acres, this furnished home is just a few minutes from the town center and all the fabulous restaurants Woodbury has to offer!
❮❯Closed$5,500 Closed- 4 bds
- 3 ba
- 2967 sqft
172 Good Hill Road
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
To be built Modern style home with gorgeous southern views and privacy from your neighbors. Enjoy the wall of glass overlooking a bluestone patio, gunite pool, and beautiful views above Main Street North! Just a few minutes from Woodbury's town center, this home provides an open floor with a kitchen/great room, a cathedral ceiling, and a floor-to-ceiling masonry fireplace. The first floor includes a primary suite and two other bedrooms while the upper level offers an office and a loft, both with a cathedral ceiling and views to the outside.
❮❯Closed$1,250,000 Closed- 3 bds
- 2 ba
- 2300 sqft
535 Main North Street
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Watertown CT Residential Income for Sale
Legal 2-family home situated on a level half-acre lot located within minutes from all major routes, schools, and restaurants. The first floor has 5 rooms, 2 bedrooms, and a full bathroom. The upper-level apartment has four rooms and two bedrooms. There is a common laundry hookups in the lower level, three garages, and updated utilities.
❮❯Closed$269,900 Closed- 4 bds
- 2 ba
- 1747 sqft
20 Charlotte Street
Watertown, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Middlebury CT Home for Sale
Impeccably built and maintained custom home that checks all the boxes; light-filled eat-in kitchen with bay window open to a family room with fireplace, formal living room with fireplace, cozy first-floor study, formal dining room, gorgeous first-floor primary bedroom suite, upper-level playroom, and four second-floor bedrooms with en-suite baths. Built with the best qualities this cottage-style colonial is built to last and is ideally located in a quiet cul de sac within 5 minutes to the town center, award-winning schools, golf, and all major routes.
❮❯Closed$1,299,900 Closed- 5 bds
- 7 ba
- 5465 sqft
305 Burr Hall Road
Middlebury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Land for Sale
One of the last in town subdivisions available in Woodbury! A short walk to Main Street, Town Parks, New Morning Store, and Schools. Open meadow lot, gas available, and simple site costs. Fifth lot on the right, on the cul-de-sac!
❮❯Closed$199,900 Closed- bds
- 0 ba
- sqft
lot 8 Strong Field Road
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Bethlehem CT Land for Sale
Tough to find 32.8-acre plot off of Main Street South (Route 61) with over 1000 feet of road frontage, some meadows, some wetlands, and the possibility of subdividing into a few lots. Located on the southern end of Bethlehem this lot is ideal for easy access to 8 and 84 via route 6 through Watertown or Woodbury. A private tract with good visibility in either direction. Many possibilities, including a single home site, multiple home sites through a subdivision, a business location with privacy and exposure, or building some barns and bringing the animals! Bethlehem's no zoning allows for many uses for this large tract of land.
❮❯Closed$549,900 Closed- bds
- 0 ba
- sqft
38A Main Street South
Bethlehem, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Washington CT for Rent
Fabulously furnished and tastefully decorated, this rental home is ready for immediate occupancy. Located in one of Washington's finest locations this completely renovated Victorian is nestled just around the corner from the Frederick Gunn School and Mayflower Inn and just a short walk down to the Washington Depot. This yearly furnished rental has been recently taken down to the studs, and preserved for the next century. Completely renovated in 21/22, this Queen Anne Shingle home was built circa the 1880s and has been restored with its architectural integrity intact. Impeccably furnished for luxury living in Washington's finest address.
❮❯Closed$7,900 Closed- 4 bds
- 4 ba
- 3901 sqft
75 Green Hill Road
Washington, CT
Listing by: Shelley Drakeley - Drakeley Real Estate, Inc. -
Middlebury CT Home for Sale
Custom built and meticulously maintained by the original owners, this cottage-style colonial is located in one of Middlebury's most sought-after cul de sacs. A Warm and inviting home that is a few just minutes from golf, restaurants, three town centers, major routes, and a fantastic educational system. Built with all the best quality, this home can't be reproduced in today's construction climate at its current value. This impeccably maintained home checks all the boxes; light-filled eat-in kitchen with bay window open to a family room with fireplace, formal living room with fireplace, cozy first-floor study, formal dining room, gorgeous first-floor primary bedroom suite, upper-level playroom, and four second-floor bedrooms with en-suite baths. Conveniently located towards the end of Burr Hall, this home is tucked away to offer total privacy, abutting some open space and a small brook preventing any future development within sight. The exterior includes a circular driveway lined with cobblestone, many gorgeous plantings that have been lovingly cared for, a back deck off the living room along with a back patio out the lower-level walkout, and room for a pool! An ideal home for generational living with room for expansion in the lower level or just keep the full-sized gym that exists now. Move-in ready for a new owner that is looking to upgrade and not worry about work for years to come.
❮❯Closed$1,299,900 Closed- 5 bds
- 7 ba
- 5465 sqft
305 Burr Hall Road
Middlebury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Land Lot for Sale
Gorgeous Westerly views towards Roxbury from this 24 acre parcel with open meadow, stone walls, and woods. A beautiful multi-site parcel with room for outbuildings, a pool, horses, farming, and much more. No restrictions allowing the next buyer to hunt, ride their toys, or just enjoy the beauty of nature!
❮❯Closed$369,900 Closed- 0 bds
- 0 ba
- 0 sqft
Lot 6 Upper Grassy Hill Road
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Plymouth CT Land Lot for Sale
50 acres with subdivision potential. A residentially zoned parcel with mostly dry land makes this ideal for a subdivision in the r 40 residential zone. Conveniently located close to route 8 yet tucked away from all the craziness of everyday life. Many possibilities include building your dream home or a multi-home compound for all who are close. A perfect location for hunters or those that want to ride dirtbikes and quads and have at it on this secluded parcel.
❮❯Closed$299,900 Closed- 0 bds
- 0 ba
- 0 sqft
65 Meyers Road
Plymouth, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Bethlehem CT Land Lot for Sale
71 tract of land in Southern Bethlehem with two outbuildings and an approved and renovated two-family home. Located on the southern portion of route 61, this parcel allows for easy access to routes 8 and 84 over state roads. This 71-acre parcel is comprised of two lots of record (66 acres & 5 acres) and has been partially cleared and ready for residential or commercial development. Several improvements including a survey, soil testing, a renovated two-family home, a large barn, a gravel road from street to the back, and open meadow.
❮❯Closed$995,000 Closed- 0 bds
- 0 ba
- 0 sqft
351 Main Street S
Bethlehem, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Bethlehem CT Home for Sale
71 tract of land in Southern Bethlehem with two outbuildings and an approved and renovated two-family home. Located on the southern portion of route 61, this parcel allows for easy access to routes 8 and 84 over state roads. This 71-acre parcel is comprised of two lots of record (66 acres & 5 acres) and has been partially cleared and ready for residential or commercial development. Several improvements including a survey, soil testing, a renovated two-family home, a large barn, a gravel road from the street to the back, and an open meadow.
❮❯Closed$995,000 Closed- 3 bds
- 2 ba
- 847 sqft
351 Main Street S
Bethlehem, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Bethlehem CT Home for Sale
Recently renovated two-family home located on the southern portion of route 61, allowing for easy access to routes 8 and 84 over state roads. Renovated in 2022, this two family sits on 5 acres of level, lightly wooded property with plenty of room for expansion to the house or the addition of multiple barns. An ideal location for an in-home business with plenty of exposure from Main Street South. The two-family was renovated in 2022 with a four-room 1/2 bedroom apartment on the first floor with a good-sized living room and kitchen, full bath, office/bedroom, and laundry hook up. The upper-level apartment has its own private entrance, small deck, eat-in kitchen, living room, and a bedroom. A terrific location with plenty of opportunities for expansion.
❮❯Closed$549,900 Closed- 2 bds
- 2 ba
- 847 sqft
351 Main Street S
Bethlehem, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Southbury CT Land for Sale
Approved building lot on 2.23 acres, with plenty of privacy. Convenient to the center of town and major highways. Great opportunity to build your dream home in Southbury!
❮❯Closed$179,900 Closed- bds
- 0 ba
- sqft
136 Lum Lot Road
Southbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Southbury CT Land for Sale
Approved building lot on 1.5 acres, surrounded by nature. Convenient to the center of town and major highways. Great opportunity to build your dream home!
❮❯Closed$179,900 Closed- bds
- 0 ba
- sqft
120 Lum Lot Road
Southbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Bethlehem CT Commercial for Sale
A 66-acre tract of land in Southern Bethlehem with a gambrel-style barn located off Main Street South. This convenient location allows for easy access to routes 8 and 84 over state roads. This large plot has been partially cleared and is ready for residential or commercial development with several improvements including a survey, soil testing, a road to the back portion of the property, and an open meadow.
❮❯Closed$699,900 Closed- 0 bds
- 0 ba
- 0 sqft
Lot 28 Main Street S
Bethlehem, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Middlebury CT Home for Sale
Torn between a house and a condo? This freestanding home in Benson Woods is your answer! Enjoy all the benefits of active adult community within minutes to town, highway & shopping while avoiding most of the hassles of maintaining a home. Quaint New England charm surrounds this 2476 sq. ft home with mostly main level living and only a step or two from parking to bedroom. The first floor provides a primary bedroom suite, a living room/dining room with cathedral ceiling & gas fireplace, a guest bedroom, and a laundry room. There is plenty of room for guests on the upper floor that offers a office/third bedroom, a family room, and a second full bath. If more space is needed, the huge walkout lower level can be easily converted to finished space with much needed light from the outside. Ideally situated on a level parcel and located close to entry of Benson Woods with ample community parking close by. All conveniently located in the Woodbury, Southbury, Middlebury corner allowing quick access to 84 and an easy 5 minute drive to many fantastic restaurants, golf courses and shopping.
❮❯Closed$559,900 Closed- 2 bds
- 3 ba
- 2476 sqft
305 Hemlock Lane 305
Middlebury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Land for Sale
One of the last in-town subdivisions available in Woodbury! A short walk to Main Street, Town Parks, New Morning Store, and Schools. Open meadow lot, gas available, and simple site costs. Fifth lot on the right, on the cul-de-sac!
❮❯Closed$179,900 Closed- bds
- 0 ba
- sqft
7 Strong Field Road
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Goshen CT Land for Sale
Affordable building lot in the heart of Goshen. A lightly wooded lot on Sharon Turnpike, just minutes from Tyler Lake and Mohawk Mountain. A relatively level parcel with a babbling brook that runs along the back property line. An easy entry off of route 4 and over 370 feet of frontage, allowing for excellent visibility from both directions.
❮❯Closed$69,900 Closed- bds
- 0 ba
- sqft
Lot 2 Sharon Turnpike
Goshen, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Land for Sale
One of the last in-town lots in all of Woodbury. Located on Stonefield Road, this level lightly wooded parcel is the last lot available in this quiet subdivision. Just a 10-minute walk or a two-minute drive to downtown Woodbury, this plot is surrounded by stately homes and is an approved lot in the town of Woodbury. An ideal place to walk and bike with no worries as this location is either connected to or close to four other cul de sac streets. Get a jump start on the building season with this 1 plus-acre lot that sits across from open space that is owned by the Stonefield Hollow homeowners association.
❮❯Closed$169,900 Closed- bds
- 0 ba
- sqft
52 Stonefield Road
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
Close to town three bedroom contemporary cape style home with first floor master bedroom, generous sized kitchen open to large living room with fireplace & cathedral ceiling and two second floor bedrooms. All the necessities for easy living including full house generator, central air conditioning, main level living and attached garage. Located within a two minute drive and 10 minute walk to town center this open and airy home provides private ground level deck, full basement and good sized family room just off the kitchen/dining area. A great place for those scaling down or just starting out!
❮❯Closed$439,900 Closed- 3 bds
- 2 ba
- 2065 sqft
49 Sanford Road
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Land Lot for Sale
An amazing opportunity to revitalize a Litchfield County classic destination. All the bones are there waiting for your Vision. This property boasts multiple lots of record, structures, a residential two-bedroom apartment, and 20 acres of Amazing Hillside. Run the ski area, start a vineyard or a brewery. The options are endless. The main Adirondack-style lodge building offers an open concept with soaring ceilings and ample windows connecting to an expansive deck overlooking the property. The lower level has bathroom facilities and additional space. The property consists of four lots of record totaling 20.62 acres. and offers a great opportunity to build your own residential compound or continue with commercial grandfathered uses! Many permits have been renewed for the next buyer!
❮❯Closed$699,900 Closed- 0 bds
- 0 ba
- 0 sqft
785 Washington Road
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Southbury CT for Rent
Enjoy the amenities while renting in Heritage Village, an award-winning, peaceful, maintenance-free, 55+ active adult community. This one-level end unit, 1 bedroom, 1 full bath Carriage House model is located in desirable Krueger Circle with a short walk from garage, mailbox, and multiple guest parking. Lots of light, hardwood floors in the living room and dining room, carpet in bedroom, steps to washer and dryer. The community features activity buildings, a clubhouse, an art studio, woodworking, a fitness center, tennis, 4 pools, a library, 18 hole golf course (additional cost), gardening, and much more. Very close to shopping, town, medical facilities, movie theater, and highway access. The tenant pays quarterly water/sewer charges. Small pets are considered. Good credit, available immediately by 7/1/2023.
❮❯Closed$1,700 Closed- 1 bds
- 1 ba
- 928 sqft
302 Heritage Village A
Southbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Watertown CT Home for Sale
This home checks all the boxes; great location, quiet street, walk to restaurants, minutes to schools, and close to downtown. Cozy three-bedroom two bath Cape style home featuring an eat-in kitchen with vaulted ceiling, a living room with fireplace, a dining room with bays window, two main floor bedrooms, and an upper bedroom with a full bedroom and office area. Other amenities provide an attached two-car garage with a finished bonus room above, a level back yard with a patio and trellis for shade, and only a few steps from parking to the main living area. A perfect home for those starting out or scaling back.
❮❯Closed$339,900 Closed- 3 bds
- 2 ba
- 1700 sqft
45 Pleasantview Street
Watertown, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Southbury CT Home for Sale
Experience the tranquility of this Heritage unit nestled within Heritage Village, a vibrant 55+ community designed for active adults. Enjoy the several recent renovations including new sliders, six-panel doors, moldings, and upgrades to the bathrooms and flooring. Step outside onto the extended private patio, where outdoor living merges seamlessly with the picturesque backdrop of the 12th hole on the nearby golf course and overlooks the pond. Delight in Heritage Village's abundance of activities, including a community garden and inviting swimming pools to keep you engaged. Don't let this opportunity slip away. **Buyer will be responsible for a one-time equity fee of $2000 payable to the Heritage Village Foundation at the time of closing. The monthly HOA fee now encompasses cable and internet services for added convenience.
❮❯Closed$239,900 Closed- 2 bds
- 2 ba
- 1032 sqft
154 Heritage Village C
Southbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Southbury CT Home for Sale
Welcome to the Traditions in Historic Southbury! Prepare to be impressed by this impeccably maintained 3-bedroom, 2.5-bathroom home that awaits your personal touch. Revel in the splendor of single-family living without the burdens of maintenance. Indulge in the myriad amenities provided by the Traditions clubhouse, fitness area, and inviting in-ground pool, promising a memorable summer experience. Step into a sun-drenched two-story foyer with a staircase leading to the upper level. The first floor offers ample space, including an open-concept two-story family room with a cozy fireplace, seamlessly connected to a spacious eat-in kitchen complete with a center island, granite counters, and a generous pantry. Additionally, a formal dining room and living room, and convenient half bath grace the first floor. Ascend to the second floor, where two bedrooms and a loft/office share a well-appointed bathroom. Fall in love with the primary suite, showcasing a magnificent wall of windows, a corner jacuzzi for luxurious relaxation, and two expansive closets to cater to your storage needs. The sleek neutral finishes, freshly painted walls, and stunning hardwood floors are just a few of the many interior amenities. Lastly, savor precious moments on the spacious front porch or back deck, overlooking the serene forest as the sun sets. This prime location offers convenient access to exceptional restaurants, shopping areas, and major highways.
❮❯Closed$579,900 Closed- 3 bds
- 3 ba
- 2610 sqft
4 Washington Circle 4
Southbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Land for Sale
Non-conforming raw land on Fox Road in Woodbury. A lot of record in the town. Buyers will need to do all their own due diligence and testing to get building approval.
❮❯Closed$79,900 Closed- bds
- 0 ba
- sqft
8a Kimberly Lane
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Land Lot for Sale
Non-conforming raw land on Fox Road in Woodbury. A lot of record in the town. Buyers will need to do all their own due diligence and testing to get building approval.
❮❯Closed$49,900 Closed- 0 bds
- 0 ba
- 0 sqft
8c Fox Road
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Litchfield CT for Rent
Remarkable setting on the Shepaug River in historic Milton section of Litchfield. 5 bedrooms, 3 and half baths. Main floor primary suite, 2 beds and full bath upstairs, 2 beds and full bath lower level with full windows/walkout. Fabulous great room with kitchen island, dinning, fireplace and sitting area that leads to outdoor living room overlooking yard and river. The getaway you have been looking for! Close to Bantam, Litchfield Green, Washington, New Preston, Bantam Lake, Mohawk Mtn state park. Total privacy on 20+ acres. AVAILABLE 6/1/2023-6/30/2023 at 12,000 plus expenses and 7/1/2023-7/31/2023 at 15,000 plus expenses.
❮❯Closed$12,000 Closed- 5 bds
- 4 ba
- 4007 sqft
19 Saw Mill Road
Litchfield, CT
Listing by: Pels Matthews - W. Raveis Lifestyles Realty -
Warren CT Land for Sale
Location, Location - Discover an exquisite and serene 23.9-acre parcel nestled at the enchanting crossroads of Tanner Hill Road and Rabbit Hill. Meandering along a graceful accessway, you'll be guided to a secluded and perfectly level home site, hidden amidst the breathtaking woodlands. Enveloped by majestic residences, this meticulously maintained and meticulously groomed parcel offers a tranquil oasis for leisurely strolls and invigorating hikes.
❮❯Closed$395,000 Closed- bds
- 0 ba
- sqft
0 Rabbit Hill Road
Warren, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Bethlehem CT Home for Sale
A private oasis awaits in Litchfield county. Located in Bethlehem CT on a cul de sac, with easy access to NYC. Enjoy an expansive circular driveway with white limestone adorning either side of the inviting entry consisting of granite stairs. Marble pillars welcome all visitors at the entrance of the driveway. This home is one of a kind on a double lot of close to 7 acres of serenity. Mature English gardens with cork, dogwood, blueberry, redwood, and countless rose bushes. Two large wildflower beds welcome bees, butterflies, and hummingbirds. Walk out any of the 4 French doors to the expansive mahogany deck and see only the beautiful back yard. You will have complete privacy. Walk over a solar lit bridge with 2 koi ponds on either side to a gunite pool trimmed in slate with a large stone deck, that was recently re-leveled with polymeric sand for many years of durability, diving board, and multiple seating areas. The pool area is flanked with wild morning glories and Tiger Lillys that give bursts of color while relaxing or swimming. Four garages, a 2 bay and and extra long 2 bay allow for numerous spaces and can fit larger recreational vehicles or watercraft. Above the extra long is a full length high ceiling storage room. A breezeway with Doric styled columns and fan is a great place to enjoy the evening under cover.
❮❯Closed$999,900 Closed- 4 bds
- 4 ba
- 4525 sqft
87 Auncient Oak Road
Bethlehem, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Southbury CT Home for Sale
Welcome to this impressive four-bedroom colonial home located in a peaceful in-town cul-de-sac, ideal for commuters. This home offers everything you need for generational living, including an eat-in kitchen, family room with a vaulted ceiling and fireplace, formal dining room, main-level office, and bedroom. The upper floor provides four bedrooms, two full baths, a two-story foyer, and a small sitting area. The finished lower level accommodates long-term guests. The exterior features two wells, an irrigation system, accent lighting, a fenced level backyard, ground-level deck with a hot tub, pool house, and professional landscaping with masonry steps and retaining walls.
❮❯Closed$799,900 Closed- 4 bds
- 4 ba
- 3292 sqft
122 Elk Drive
Southbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
An amazing opportunity to revitalize a Litchfield County classic destination into your very own dream home. All the bones are there waiting for your Vision. This property boasts multiple lots of record, structures, a residential two-bedroom apartment, a single bedroom apartment and 20 acres of Amazing Hillside. The options are endless. The main Adirondack-style lodge building offers an open concept with soaring ceilings and ample windows connecting to an expansive deck overlooking the property. The original wood stove used to warm the skiers and snowboarders is waiting to be fired back up during the cold, snowy winter. The lower level has bathroom facilities and additional space. The property consists of four lots of record totaling 20.62 acres. and offers a great opportunity to build your own residential compound, build another structure or work off what is already built.
❮❯Closed$699,900 Closed- 3 bds
- 6 ba
- 8747 sqft
785 Washington Road
Woodbury, CT
Listing by: Jeffrey Boucher - Drakeley Real Estate, Inc. -
Bethlehem CT Home for Sale
Better than New! Completely Renovated Cottage in Kasson Grove. Experience the joy of fishing, canoeing, and beach activities while enjoying absolute comfort in this 2 to 3-bedroom home. It boasts new heating, kitchen, bathroom, electrical wiring, plumbing, windows, well, chimney, and more. The amenities include a cozy living room/dining room combination with a fireplace, a brand-new kitchen featuring granite countertops, a modern bathroom with a double vanity, a spacious basement for storage, and two bedrooms adorned with hardwood floors. Outside, you'll find a ground-level deck, ample yard space, and parking accessible from both Lakeview and Bethlehem roads.
❮❯Closed$374,900 Closed- 2 bds
- 1 ba
- 1016 sqft
32 Lakeview Drive
Bethlehem, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Southbury CT Home for Sale
Experience the Scatacook Shores beach community to the fullest, all while relishing the comfort of this expansive three-bedroom home. With over 2750 square feet of space, this traditional colonial residence offers an eat-in kitchen with a custom cherry design, a family room adorned with a fireplace and built-ins, formal living and dining rooms, and freshly refinished hardwood floors throughout. The upper level greets you with a generous foyer/sitting area, leading to three well-proportioned bedrooms, each boasting recently refinished hardwood floors. Outside, the home presents a spacious back deck, a newer screened-in porch complete with a built-in jacuzzi, and a sport court with ample room for a full-sized basketball hoop, a tennis setup, or even a pickleball court. Embrace life in this serene lLke Lillanoah community where you can conveniently dock your boat, revel in the beach, or simply savor the tranquility that this neighborhood offers.
❮❯Closed$629,900 Closed- 3 bds
- 3 ba
- 2788 sqft
367 Sachem Road
Southbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Land for Sale
Gorgeous, level, and lightly wooded parcel in desirable location nestled among stately homes. This 1.73 acre lot is a few minute drive to downtown, parks and schools and only 7 to 10 minutes to I84. Located on the southern side of Woodbury, this parcel is situated on a little traveled road, appears to be easy to build upon, and will provide privacy from neighbors. A fantastic lot!
❮❯Closed$164,900 Closed- bds
- 0 ba
- sqft
121 Sage Road
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Southbury CT for Rent
Great location to operate your small business! A total of 1801 sf in the lower level of the award-winning Heritage Center, mixed-use development. Accessed by elevator or no step entry, this unit features partial tile flooring, mostly wall to wall carpet, plenty of windows, two separate entrances, along with small kitchenette, storage area, large common area, two conference rooms and two private offices to be utilized for whatever your needs may be. Some photos show professional staging for similar space. The office building has secure building access, ample parking, operable windows, on-site owner, and one-mile access to the I-84 corridor. Great additional exposure due to the proximity of the Heritage Hotel, 18 hole golf Heritage Village Country Club, shops, dining and sports bar in Heritage Village. Triple net lease: tenant responsible for common area maintenance fees, taxes, and insurance in addition to monthly utilities. Other space available from 983 to 9400 sq ft. Bring your clients and find the size that fits!
❮❯Closed$2,702 Closed- bds
- 0 ba
- 1801 sqft
466 Heritage Road 2
Southbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Watertown CT Home for Sale
Nestled within the sought-after Taft School district, this charming three-bedroom ranch-style house offers the perfect blend of comfort and convenience. Recently revitalized, the home boasts six inviting rooms, including a well-appointed kitchen that seamlessly flows into the dining and living area adorned with a vaulted ceiling. With three cozy bedrooms, the residence provides ample space for relaxation. The expansive lower level unveils a generous family room and a convenient half bath-laundry area combination. Outside, a secluded backyard offers a private retreat, complemented by a delightful deck accessible from the dining space. The property also features a two-car garage for added convenience. Ideally positioned, this home is a mere five-minute drive from the town center, schools, and parks, making it a truly remarkable find in an excellent location.
❮❯Closed$349,900 Closed- 3 bds
- 2 ba
- 1772 sqft
213 Cherry Avenue
Watertown, CT
Listing by: Paige Porter - Drakeley Real Estate, Inc. -
Middlebury CT Commercial Sale for Sale
Fantastic business opportunity awaits you to own and operate a highly successful recreational club. Presenting the Edgewood Bath and Tennis Club, complete with a state-of-the-art fitness center, newly installed paddle courts, a playground, basketball courts, 5 tennis courts, 6 pickleball courts, and a beach volleyball area. Situated in the heart of Middlebury, just minutes away from exit 16 on I84, this pristine club spans over 10 acres of commercially zoned land, offering ample room for expansion and the potential for year-round operation. This is a rare chance to acquire a Swim and Tennis Club that boasts an impressive $4 million in capital improvements and has been impeccably maintained throughout the years. Enhance the building's square footage to accommodate additional recreational activities, introduce a seasonal bubble over the tennis courts for winter play, or consider adding a golf simulator to diversify revenue streams. Recent upgrades include resurfaced tennis and pickleball courts, a town permit for winterizing the back three tennis courts, enabling year-round usage, and the acquisition of a liquor license, simplifying event catering. The possibilities are endless for this turn-key business. Explore the option of a 2 to 5-year Lease-to-Buy arrangement with a substantial nonrefundable upfront deposit. Many more details available to make your dream of owning a thriving recreational club a reality.
❮❯Closed$1,450,000 Closed- bds
- 0 ba
- 5312 sqft
100 North Benson Road
Middlebury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Southbury CT Home for Sale
Explore this spacious three-bedroom raised ranch, perfect for accommodating everyone. The main level features three bedrooms, a cozy eat-in kitchen, a formal dining area, and a inviting living room with hardwood floors and a fireplace. The walk-out lower level offers a comfortable family room with its own fireplace, a small office, and a practical mud area with a full bath and laundry facilities. Embrace the outdoors with ample space including a two-level deck, an above-ground pool, and an expansive work area equipped for trucks and tractors with power and lighting. All of this conveniently situated just minutes away from major routes, schools, and restaurants in downtown Southbury, Woodbury, and Middlebury.
❮❯Closed$439,900 Closed- 3 bds
- 3 ba
- 1694 sqft
122 Strongtown Road
Southbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Bethlehem CT Home for Sale
Cozy Cape-style home situated on a tranquil four-acre parcel, just minutes away from Bethlehem Elementary School and the town center. This property, while brimming with potential, requires some TLC. Previously utilized for dog breeding, it features a fenced pen outside the walkout lower level and a spacious pen connected to a separate outbuilding. Alongside the main house, you'll find a three-car garage, a charming gazebo, and various outbuildings suitable for your storage or work-related needs. Inside the home, you'll find a quaint eat-in kitchen, welcoming dining and living rooms, and a newer full bath on the first floor. An office/enclosed porch with a hot tub offers a unique space for relaxation. Upstairs, three bedrooms await, with one having a private entry through the garage. With some renovation and care, this property has the potential to become a comfortable and charming retreat amidst its picturesque surroundings.
❮❯Closed$349,900 Closed- 3 bds
- 2 ba
- 1770 sqft
75 Green Hill Road
Bethlehem, CT
Listing by: Rhonda Stokes - Drakeley Real Estate, Inc. -
Oxford CT Land Lot for Sale
This enticing land deal in Oxford is a practical choice. Unrestricted, it allows you to design your dream home according to your preferences. Please be aware that conducting all necessary research before purchase falls on the buyer. Additionally, this wooded lot boasts a house site that offers an elevated position above the road, ensuring privacy. With flexible access options from Good Hill or Edwards Drive, it's a versatile investment opportunity for those seeking an affordable option for buying land and building.
❮❯Closed$59,900 Closed- 0 bds
- 0 ba
- 0 sqft
Lot26 Old Good Hill Road
Oxford, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Oxford CT Land for Sale
An affordable option in Oxford with the potential for distant views. This unrestricted lot allows one to design their own dream house. Prior to approval, a buyer will need to do their own due diligence. Easily accessed from the lower portion of Old Good Hill, this lot will provide plenty of privacy from all the neighbors. Buy and build versus overpaying for an existing home.
❮❯Closed$59,900 Closed- bds
- 0 ba
- sqft
Lot28 Old Good Hill Road
Oxford, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Oxford CT Home for Sale
Affordable, private, and well-maintained! This rare Contemporary/Cape home in Oxford, CT, is a hidden gem. 108 Old Good Hill boasts recent upgrades, including a new kitchen with an island, updated bathrooms, and a stunning great room with cathedral ceilings and a wall of windows to take in the distant views. The main level features the primary bedroom and full bath, while the upper level offers additional bedrooms, an office, full bath, and a versatile loft space. The full walkout lower level provides ample storage, a partially finished room, and a one-car garage. Enjoy a secluded yet convenient location close to all of Oxford's amenities. Come see it for yourself!
❮❯Closed$399,900 Closed- 3 bds
- 3 ba
- 2010 sqft
108 Old Good Hill Road
Oxford, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
Discover the perfect blend of affordability and luxury living at Woodbury. Nestled within the acclaimed Woodlake community boasting 400 units, this Country House style residence offers an inviting galley kitchen with a breakfast bar, a first-floor office space, and a combined dining and living area featuring hardwood floors and a cozy fireplace. Upstairs, two generously sized bedrooms and two full baths provide comfort and convenience. Entertain effortlessly in the semi-finished lower level and on the ground-level deck, offering ample space for gatherings. Enjoy the community amenities, including tennis courts and a picturesque pond, while benefiting from the prime location near I84, ideal for commuters. Experience the best of both worlds with a mere 7-minute drive to the bustling centers of Southbury and Woodbury. Welcome home to Woodburywhere comfort, convenience, and community converge.
❮❯Closed$224,900 Closed- 2 bds
- 2 ba
- 1182 sqft
31 Woods Way 31
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Torrington CT Home for Sale
Charming three-bedroom Cape on McKinley Street, just 5 minutes from downtown Torrington. This 1400 sq ft home offers a main level bedroom and bath, a sunny back porch, and a semi-finished shed with a deck, firepit, and vaulted ceiling. Recently updated with refinished hardwood floors and fresh paint, it features an open front porch, an eat-in kitchen overlooking a cozy living room with a fireplace, and a second-floor bedroom plus office.
❮❯Closed$269,900 Closed- 3 bds
- 2 ba
- 1393 sqft
121 Mckinley Street
Torrington, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Bethlehem CT Home for Sale
Newly revamped cape is nestled on serene Woodland Road, offering ample space for growth and accommodating horses. Experience the ease of a completely updated home featuring brand-new mechanicals, a modern kitchen, refreshed flooring, renovated baths, and recently redone roofing and siding. Simply move in and relish in the comforts of this residence, featuring a main-level bedroom and bath, a spacious family room boasting a vaulted ceiling, a charming living area with refinished hardwood floors, and a fireplace, along with two additional bedrooms on the second floor. Embrace the outdoors with an inviting open front porch, a ground-level back deck, a sprawling yard, and a fenced paddock tailored for animals.
❮❯Closed$484,900 Closed- 3 bds
- 3 ba
- 1708 sqft
34 Woodland Road
Bethlehem, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Middlebury CT Home for Sale
Escape to the charming shores of Lake Quassapaug and discover this cozy cottage retreat. Located in the Tyler Cove community, this adorable year-round lake property offers privacy, seasonal views, and a dock for your enjoyment. Recently updated with refinished floors and fresh paint, this two-bedroom home is the most affordable option on Lake Quassy. Just 90 miles from NYC, this is the perfect getaway. Don't miss out on this rare opportunity to experience the best of lakeside living!
❮❯Closed$339,900 Closed- 2 bds
- 1 ba
- 784 sqft
46 Sandy Beach Road 6
Middlebury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
New Construction! Cozy new cape to be built in 2024. The interior provides an open floor plan, a primary bedroom on the main level, two car attached garage, and 2/3 bedrooms/office on the upper level. Hardwood floors throughout the first floor, tile in the bathrooms, and a large family room. An excellent location within 10 minute to four town centers, 5 minutes to private and public golf courses, and 5 minutes to public and private schools.
❮❯Closed$599,900 Closed- 3 bds
- 3 ba
- 1800 sqft
174 Kimberly Lane
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
This beautiful antique Colonial close to the center of Woodbury sits on over 3 acres. This home includes new kitchen cabinets and a new half bath on the first floor. To complete the kitchen and the first floor laundry is a $5,000 credit towards appliances. Recently both the interior and exterior have been professionally repainted. Accentuating the history of this home are beautiful, refinished wide plank flooring, exposed hand hewn beams, 12 over 12 windows, two fireplaces including one with an iron crane and kettles. An amazing 900+ sq ft patio overlooks much of the property. Complementing this home is a 1,200 sq ft barn with lower-level stalls for your horses, running water, and hand hewn beams. For your smaller projects, there is also a 150 sq ft shed with electricity. A portion of the land is planted with year+/- old Christmas trees and could be yours to run as a business. Minutes to private and public schools, golf courses, public parks and riding trails, this property is a unique opportunity to own a part of Woodbury's history.
❮❯Closed$575,000 Closed- 4 bds
- 3 ba
- 2283 sqft
253 Bacon Pond Road
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Washington CT Home for Sale
Welcome to "ROOFTREE," a meticulously renovated Queen Anne Shingle home nestled in one of Washington's most prestigious locations. Conveniently situated near the Frederick Gunn School, The Mayflower Inn, and Washington Depot, this historic residence seamlessly blends timeless elegance with modern comfort. Step inside to discover over 4000 square feet of beautifully furnished living space, thoughtfully adorned with tasteful decorations and finishes. From the inviting front porch with views of the surroundings to the private back patio, this home offers serene outdoor spaces for relaxation and enjoyment. The interior boasts a stunning new kitchen, complete with quartz countertops, inviting culinary exploration. Three-and-a-half baths provide indulgent relaxation, while wide oak flooring throughout adds warmth and character. Versatile accommodations across three floors cater to various lifestyles, whether for home occupation or multi-generational living. With two staircases and multiple entries providing convenient access, "ROOFTREE" offers flexibility and functionality at every turn. Sold with all furnishings included, this exceptional home is ready for immediate occupancy, inviting you to experience the perfect blend of old-world charm and contemporary convenience.
❮❯Closed$1,799,000 Closed- 4 bds
- 4 ba
- 3901 sqft
75 Green Hill Road
Washington, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Land for Sale
Approved building lot in Woodbury ready for construction. All approvals are in place for the next owner to get their plans approved and build! Level lot tucked on cul de sac location in the Woodbury, Watertown, and Middlebury corner. Just 5 minutes to 4 town centers and 10 minutes to all major routes. The building site has just been cleared for easy viewing.
❮❯Closed$114,900 Closed- bds
- 0 ba
- sqft
174 Kimberly Lane
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Middlebury CT Home for Sale
Immerse yourself in the laid-back lifestyle of Tylers Cove community, nestled beside the picturesque Lake Quassapaug. This charming home, constructed in 2021, beckons with its tranquil water views and easy lake access via a shared dock. Accessed by a private driveway, this house is set back from the water, giving you all the perks of lakeside living without feeling cramped by neighbors. Step inside to discover three floors of inviting living space, featuring three bedrooms, two full baths, and two half baths. The main floor welcomes you with an airy layout, boasting a spacious kitchen and a cozy living room complete with a wood stove for added warmth and ambiance. Venture upstairs to find two bedrooms, a bathroom, and a master suite, complete with a full bathroom and a private deck overlooking the peaceful lake. Ascend to the top floor and enjoy a gathering room that features another half bathroom, a cathedral ceiling with exposed beams, hardwood floors, and a second deck offering sweeping distant views of the water. Outside, there is a cozy deck just off the kitchen for grilling, a patio with a fire pit for holiday gatherings, several mature plantings for privacy from neighbors, and two sheds for storage. Escape to this idyllic lakeside retreat, where tranquility meets comfort, and every day feels like a vacation.
❮❯Closed$899,900 Closed- 3 bds
- 3 ba
- 2016 sqft
34 Sandy Beach Road #34
Middlebury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
A rare find in Woodbury; a sprawling 5-bedroom home accompanied by a legal in-law apartment, designed for harmonious multi-generational living. Nestled at the end of a quiet dead-end road, this raised ranch is set upon a wooded 4-acre lot, offering picturesque seasonal views of a Reichenback Pond. The heart of the home boasts an inviting open floor plan, highlighted by a maple wood kitchen with an expansive center island that seamlessly connects to the spacious living and dining areas. With three bedrooms and two full baths, comfort is paramount. Meanwhile, the legal in-law apartment, with its separate ground-level entrance, provides a private sanctuary complete with its own kitchen, living space, and two cozy bedrooms. Each dwelling enjoys its own outdoor deck/patio, while sharing the convenience of a common laundry area. Ideally positioned within a mere 5-minute drive from four town centers and a quick 10-minute jaunt to major routes. This property promises exceptional value but also an abundance of living space tailored to modern family needs.
❮❯Closed$499,900 Closed- 5 bds
- 4 ba
- 2494 sqft
171 Kimberly Lane
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
Privacy abounds on this beautifully maintained 4.15 acre property situated at the end of a private cul-de-sac! The home features one level living at its finest complete with 3 bedrooms and 2.5 baths. The oversized living room's centerpiece is a stone fireplace with wood insert for efficient wood heating and custom beams across the ceiling. The kitchen features a large center island, Corian countertops, and an open concept to the dining room & office. The primary suite features three closets and a full bath with a soaking tub. The second and third bedrooms are oversized as well with a jack-and-jill bathroom between. The basement has potential to be fully finished, which would double the square footage of the home, and is already plumbed for an additional bathroom. Head outside to enjoy the massive 14x60 ft Mahogany deck, large backyard, and detached barn, which includes a space that may be converted into additional living space (consult with Town of Woodbury). Also features a 14,000W whole house generator.
❮❯Closed$799,999 Closed- 3 bds
- 3 ba
- 3224 sqft
42 Timber Lane
Woodbury, CT
Listing by: Lyndsay Judkins - Showcase Realty, Inc. -
Woodbury CT Home for Sale
This home was built in three stages over the years with some unique history. In 1780 it was one of the first stage coach stops in Woodbury, followed by the mid section added on in the 1800's to become a boarding house. In the 1900's a third section was added with a deck for additional living space. This Home property is nicely situated in an country setting of Woodbury on 2.39 acres, has 5 Bedrooms. Currently the home is set up with family using it as a 4 efficiency apartment home ,but this home is being sold "as is " as a single family home. There are currently three kitchens and 5 bedrooms. Along side this home is a two bay with large inside work area commercial garage. It was once a Kubota tractor sale and repair shop for the area. It has office space and a bathroom. Both are in need of some repair but the possibilities for your needs with both a home and business are endless. Both are being sold "as is" and are a package deal with the commercial garage being on an added 4.75 acres for a total of 7.14 acres in a picturesque country setting in desirable town of Woodbury. Total price for both properties together $ 399,900.00 Other listing is 170607828
❮❯Closed$399,900 Closed- 5 bds
- 4 ba
- 4246 sqft
35 Hazel Plain Road
Woodbury, CT
Listing by: Gary Stango - Coldwell Banker Realty 2000 -
Woodbury CT Commercial Sale for Sale
This commercial property nicely situated in Woodbury on 4.75 acres has a two bay garage with large inside work area. It was once a Kubota tractor sale and repair shop for the area. It has office space, parts inventory area, and a bathroom. It is in need of some repair but the possibilities for your needs are endless. It is being sold "As is" and is a PACKAGE DEAL with the adjacent home which has an added 2.39 acres for a total of 7.14 acres in a picturesque country setting. Total Price for both properties is $ 399,900.00. other listing is 170607834. MUST BE SOLD TOGHETHER.
❮❯Closed$399,900 Closed- bds
- 0 ba
- 2940 sqft
31 Hazel Plain Road
Woodbury, CT
Listing by: Gary Stango - Coldwell Banker Realty 2000 -
Bethlehem CT Home for Sale
Welcome to 544 Carmel Hill Rd N, Bethlehem, CT 06751! This charming saltbox house exudes warmth and tranquility, nestled in the heart of Bethlehem. With its picturesque surroundings and inviting ambiance, this residence offers a perfect blend of comfort and serenity. Boasting timeless saltbox architecture and featuring two wood-burning fireplaces, this home is sure to capture your heart. Come experience the allure of country living at its finest in this idyllic retreat.
❮❯Closed$449,000 Closed- 4 bds
- 2 ba
- 2604 sqft
544 Carmel Hill Road North
Bethlehem, CT
Listing by: Alper Toydemir - W. Raveis Lifestyles Realty -
Bethlehem CT Home for Sale
Experience year-round comfort in this charming, renovated cottage on Long Meadow Pond! Take advantage of all the recreational activities that the pond has to offer from your own private dock! This waterfront property boasts numerous recent upgrades both inside and out. The 2/3 bedroom home features abundant windows with water views, a spacious 16 x 20 front deck to enjoy sunsets, a loft area with a half bath, a modern kitchen and bathroom, and a full basement with updated mechanicals. Enjoy the amenities of Kasson Grove, including a private beach and playground areas. This fantastic retreat is conveniently located just an hour and 50 minutes from NYC and 20 minutes from the fabulous restaurants of Litchfield County.
❮❯Closed$449,900 Closed- 2 bds
- 2 ba
- 1140 sqft
43 Kasson Avenue
Bethlehem, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Watertown CT Commercial Sale for Sale
For sale in Watertown: a unique commercial property, featuring one of the oldest homes in the bustling commercial district. This property comprises two buildings on a single parcel, generating $3300 in monthly income. The leases for both buildings are set to expire in 2025. The first building is a historic cape boasting three fireplaces, wide board flooring, an enclosed porch, and three bedrooms. The second building provides ground level office space and was recently renovated by the current tenant. Ample parking and high visibility from Main Street make this property a prime investment opportunity. While both buildings are designated as commercial property, the charming antique cape has served as a residential home for many years.
❮❯Closed$399,900 Closed- bds
- 3 ba
- 2475 sqft
1290 & 1297 Main Street
Watertown, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
Experience the charm of this welcoming Frank Betz designed home, thoughtfully crafted to accommodate today's fast-paced lifestyles. Step into the contemporary open floor plan featuring 12' ceilings, elegant arched openings, and a stunning kitchen/great room boasting granite counters, stainless steel appliances, gas stove top, double wall oven, and a center island with seating for 4. With over 2800 square feet of space, the private master wing offers a tray ceiling, wood floors, his and her closets, and a luxurious whirlpool tub. The formal dining and living rooms showcase arched openings and wood floors, while the main level family room impresses with a cathedral ceiling, floor to ceiling stone fireplace, and french door leading to the front patio. The main floor is completed by two additional bedrooms and a full bath. This low-maintenance home includes a newly finished fourth bedroom on the upper level, with expansion possibilities in the walkout lower level that is already plumbed for an additional bath. Nestled on a private interior lot adjacent to open space, this home is conveniently located just a short distance from the town center and schools.
❮❯Closed$749,000 Closed- 4 bds
- 3 ba
- 2790 sqft
174 Minortown Road
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Southbury CT Home for Sale
Immerse yourself in the charm and coziness of this picturesque country farmhouse, complete with a welcoming front porch perfect for relaxing and soaking in the peaceful surroundings. Meticulously maintained and lovingly cared for, this Cape-style home boasts beautiful hardwood floors throughout, a front living room and study with views of the front yard, a formal dining room, a recently renovated kitchen, and two main level bedrooms. Upstairs, you'll find a third bedroom and potential for further expansion. The flat and spacious lot offers ample opportunities for gardening, picnics, and other outdoor activities, all while enjoying the tranquil sounds of your very own babbling brook. Nestled in a convenient location, this cozy home is just a 5-minute drive from major routes and a short distance from the charming town centers of Southbury, Woodbury, and Roxbury.
❮❯Closed$499,900 Closed- 3 bds
- 1 ba
- 1635 sqft
2223 South Britain Road
Southbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Bethlehem CT for Rent
Discover over 3,900 square feet of versatile industrial space available for lease in southern Bethlehem. This property features three to four offices, multiple storage rooms, two bathrooms, and a spacious heated workshop with soaring 20-foot ceilings. The workshop is equipped with three oversized garage doors, each 9-10 feet wide, and abundant built-in shelving. The level lot provides ample parking and accommodates large truck deliveries with ease. Additionally, the building provides 900 square feet on the second floor, including two expansive rooms and a full bathroom-ideal for office expansion or additional workspace. Formerly home to Eagle Electric, this property is now ready to support your business operations and growth.
❮❯Closed$2,600 Closed- bds
- 0 ba
- 3905 sqft
145 Flanders Road
Bethlehem, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
This beautifully renovated Saltbox, completed in 2022, comes fully furnished and ready for immediate move-in. The home features new or updated bathrooms and kitchen, elegant wallpaper accents, cozy rooms, two fireplaces, and abundant natural light. The lower level includes a mudroom with custom built-ins, a new full bath, a recreational room, and access to an oversized two-car garage. On the main level, you'll find an eat-in kitchen with a fireplace and center island, a family room with a beamed vaulted ceiling, a formal dining room, and a formal living room or office with a second fireplace. The upper floor boasts two bedrooms, two full baths, and a luxurious primary suite. Overlooking three acres, this furnished home is just minutes from the town center and Woodbury's fabulous restaurants!
❮❯Closed$849,900 Closed- 4 bds
- 3 ba
- 2467 sqft
172 Good Hill Road
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Southbury CT for Rent
Great location to operate your corporate business! A total of 9,441sf on the second floor of the award-winning Heritage Center, mixed-use development. Accessed by the elevator from the main entrance, this unit features partial tile flooring, mostly wall to wall carpet, plenty of windows, two separate entrances, along with large kitchenette and staff room, storage area, multiple large conference rooms, ensuite bathrooms, and 15 separate private offices to be utilized for whatever your needs may be. Entire space can be rented as one or split up. Last space remaining in this building! The office building has secure building access, ample parking, operable windows, on-site owner and one mile access to I-84 corridor. Great additional exposure due to proximity of the Heritage Hotel, 18 hole golf Heritage Village Country Club, shops, dining and sports bar in Heritage Village. Triple net lease: tenant responsible for common area maintenance fees, taxes and insurance in addition to monthly utilities.
❮❯Closed$18 Closed- bds
- 0 ba
- 9441 sqft
466 Heritage Road 4
Southbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Southbury CT for Rent
Great location to operate your small business! A total of 983sf in the lower level of the award-winning Heritage Center, mixed-use development. Accessed by elevator or no step entry, this unit features tile flooring, plenty of windows, and two separate rooms to be utilized for whatever your needs may be. Possible uses include but are not limited to - retail shop, massage therapy, computer repair, or attorney's office. The office building has secure building access, ample parking, operable windows, on-site owner, and one-mile access to the I-84 corridor. Great additional exposure due to the proximity of the Heritage Hotel, 18 hole golf Heritage Village Country Club, shops, dining and sports bar in Heritage Village. Triple net lease: tenant responsible for common area maintenance fees, taxes, and insurance in addition to monthly utilities. Other space available from 983 and a 9400 sq ft unit. Bring your clients and find the size that fits!
❮❯Closed$1,475 Closed- bds
- 0 ba
- 983 sqft
466 Heritage Road 1
Southbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Wolcott CT Home for Sale
Discover the potential of this charming single-level home, ideally located on a corner lot in a peaceful cul-de-sac. Just a short walk from Frisbie Elementary School, this property features a private backyard with a gazebo overlooking a babbling brook. Originally a three-bedroom home, the converted two-car garage now offers additional living space but can easily be restored to an oversized two-car garage. This home is perfect for those looking to downsize, first-time homebuyers, or investors seeking a secure asset with solid returns. Set on a level .34-acre lot, this hard-to-find single-level home offers convenient living within walking distance to schools and just five minutes from I-84. Don't miss this unique opportunity!
❮❯Closed$249,900 Closed- 3 bds
- 2 ba
- 1801 sqft
2 Frisbie Circle
Wolcott, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Commercial for Sale
One of Woodbury's most established restaurants, Constantines, is now available for sale. This beloved dining staple, located on Main Street South near the Woodbury/Southbury town line, offers excellent visibility on a heavily traveled road and a 75 seat capacity. The level site ensures easy access and comfortable seating. Both the business and the real estate are for sale, and the restaurant will continue to operate until a new owner takes over.
❮❯Closed$399,000 Closed- 0 bds
- 1 ba
- 2011 sqft
Main Street
Woodbury, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Watertown CT Home for Sale
For sale in Watertown: a unique commercial property, featuring one of the oldest homes in the bustling commercial district. This property comprises two buildings on a single parcel, generating $3300 in monthly income. The leases for both buildings are set to expire in 2025. The first building is a historic cape boasting three fireplaces, wide board flooring, an enclosed porch, and three bedrooms. The second building provides ground level office space and was recently renovated by the current tenant. Ample parking and high visibility from Main Street make this property a prime investment opportunity. Or, live in this charming antique cape that has served as a residential home for many years and collect much needed rent from the commercial office.
❮❯Closed$399,900 Closed- 3 bds
- 2 ba
- 1515 sqft
1297 Main Street
Watertown, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT for Rent
Come and explore this beautifully restored vintage home in the historic village of Woodbury. Nestled among other charming vintage homes in Hotchkissville, this residence exudes period charm with its wideboard flooring, exposed beams, and vaulted ceilings. The property also features a private pool area and a versatile pool house, perfect for various uses. Inside, you'll find two cozy fireplaces, including one in the master bedroom, and more storage space than you'd expect. Don't miss this great opportunity to live in a period home in the heart of historic Hotchkissville!
❮❯Closed$2,800 Closed- 3 bds
- 2 ba
- 1548 sqft
6 Weekeepeemee Road
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
New Milford CT Residential Income for Sale
Own a piece of history in the village district of New Milford. The main house currently operates as cafe/catering service with a storefront cafe and commercial kitchens. The upper level provides food storage and offices in what once were bedrooms. There is plenty of storage in the walk-up attic and the significantly upgraded lower level houses dry storage, supplies and has a convenient walkout to the rear parking area. The level parking area allows for 10 to 12 cars. Come and see all the charm that a well built Victorian home provides including 9+ foot ceilings, many moldings, two staircases, two porches and beautiful foyer. The back barn provides three apartments. There are two, two bedroom units and a one bedroom. Each unit has level parking, a private entrance, and washer/dryer hookups. An outstanding location in the village district allows for an easy walk to restaurants and shopping.
❮❯Closed$699,900 Closed- 5 bds
- 3 ba
- 4365 sqft
12 Elm Street
New Milford, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Bethlehem CT Home for Sale
Discover this meticulously maintained contemporary gem nestled on a quiet cul-de-sac in southern Bethlehem. This home boasts an array of special features, including an open floor plan, a stunning sunroom with two stories of windows for passive solar heating, an efficient kitchen with a spacious center island, and two main-floor bedrooms. Upstairs, you'll find a large primary suite and a cozy loft that overlooks the main living area. The professionally landscaped exterior offers multiple spaces for outdoor enjoyment, including a small patio off the sunroom, a ground-level deck adjacent to the all-season porch, and a series of walkways connecting all outdoor areas. Car enthusiasts will appreciate the attached three-car garage and a detached, oversized two-car garage, with one bay spacious enough to accommodate two cars. For those working from home, a charming outbuilding has been converted into a small office, providing the perfect workspace. Don't miss this opportunity to become the 2nd owner of this cherished home that is conveniently located within 5 minutes of four town centers and 10 minutes to major routes.
❮❯Closed$829,900 Closed- 3 bds
- 4 ba
- 3272 sqft
81 Deerwood Drive
Bethlehem, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Wolcott CT Home for Sale
Step into this beautifully renovated three to four bedroom ranch, where convenience meets modern comfort. With just two steps from your car to the living space, this home features easy access and practical living. Recent updates include brand-new kitchen and family room flooring, refinished oak floors in the bedrooms, new lighting fixtures, hardware, fresh interior paint, and extensive exterior landscaping. Originally a three-bedroom home, the converted two-car garage now provides additional living space but can easily be restored to an oversized two-car garage. This home is perfect for those looking to downsize or an ideal spot for first-time homebuyers looking for a maintenance-free home. Enjoy the serene setting on your new patio overlooking a peaceful babbling brook. All this is located on a quiet cul-de-sac, this home is just a five-minute walk to Wolcott schools and town parks and a quick drive to I84. Move right in and start living the good life!
❮❯Closed$289,900 Closed- 3 bds
- 2 ba
- 1801 sqft
2 Frisbie Circle
Wolcott, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT for Rent
Tastefully renovated in 2022, this Saltbox is beautifully furnished and ready for immediate occupancy. Come and enjoy the weekends or live year-round at this private colonial home that has been impeccably improved over the past year. New or updated bathrooms and kitchen, gorgeous wallpaper in selected areas, cozy rooms, two fireplaces, and lots of light. The lower level provides a mud area with new built-ins, a new full bath, a rec room, and access to an oversized two-car garage. The main level features an eat-in kitchen with a fireplace and center island, a family room with a beamed vaulted ceiling, a formal dining room, and a formal living room/office with a second fireplace. The upper floor includes two bedrooms with vaulted ceilings, two full baths, and a luxurious primary suite. Set perfectly overlooking three acres, this furnished home is just a few minutes from the town center and all the fabulous restaurants in historic Woodbury!
❮❯Closed$5,300 Closed- 3 bds
- 4 ba
- 2429 sqft
172 Good Hill Road
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Litchfield CT Commercial Sale for Sale
Own a signature part of Litchfield CT historic downtown commercial district. This historic 2/3 story building, located at the corner of West and South Street, includes twelve tenants, many of whom are long-term tenants. The property has been well maintained by the same owner over many years. Over 12,900 square feet of rentable space on the 1st, 2nd, and basement floors and the potential to expand the 3rd floor into other space. At one time the 3rd floor was a usable theater space. Fabulous exposure in Litchfields thriving downtown and ample street parking and sidewalks.
❮❯Closed$3,500,000 Closed- bds
- 2 ba
- 11356 sqft
3 West Street
Litchfield, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Bethlehem CT Home for Sale
Discover your very own piece of history in the heart of Bethlehem! This charming vintage home boasts five fireplaces, wideboard flooring, exposed beams, and a host of other delightful features, all just a two-minute stroll from downtown. Perfect for entrepreneurs, this property provides excellent visibility for an in-home business, along with a spacious workshop ideal for craftsmen looking to create right at home. Enjoy the beauty of stone walls, an open three-car shed, and three additional outbuildings, as well as inviting sidewalks and a cozy back patio. Transform this beautifully vintage residence into your private antique haven!
❮❯Closed$379,900 Closed- 4 bds
- 2 ba
- 2247 sqft
4 Green Hill Road
Bethlehem, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
Discover this highly sought-after Woodbury Hill unit, featuring the popular Putnams loft design. Ideal for those looking to downsize, this home provides a first-floor primary suite, a spacious living room with a vaulted ceiling and fireplace, a formal dining room, and an eat-in kitchen. The upper level is perfect for hosting guests, with an additional bedroom and a versatile loft space, ideal for an office or playroom. Plus, there's potential for expansion in the full, unfinished walk-out basement. Located in Woodbury's premier condominium community, residents can enjoy a pool, tennis court, and a short 5-minute walk to downtown Woodbury.
❮❯Closed$479,900 Closed- 2 bds
- 3 ba
- 1796 sqft
38 Woodbury Hill 38
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Land for Sale
Beautiful location, this privately situated lot is 2.37 acres with seasonal westerly views. Shared driveway with home at 92 Tuttle Rd. Please park either on the road at the top of the driveway or pull over on the grass above the rock so as not to block the driveway. The property starts a little above the rock and is to the north side.
❮❯Closed$109,900 Closed- bds
- 0 ba
- sqft
88 Tuttle Road
Woodbury, CT
Listing by: Wendy Brazauskas - Coldwell Banker Realty -
Southbury CT Home for Sale
Welcome to Traditions! This beautiful stand-alone condo includes a charming front porch and a private back patio overlooking a level yard. Inside, the family room boasts a cathedral ceiling, hardwood floors, and a cozy fireplace. The spacious eat-in kitchen features a center island, tile backsplash, and a large dining area. Hardwood floors extend through the living and dining rooms, while the first floor also includes a laundry room, main-level office, and powder room. Upstairs, the primary suite provides a walk-in closet and an ensuite bath with dual vanities, a jetted tub, and a stand-up shower. Three additional bedrooms share a full bath. The home comes with a two-car garage, fully finished basement, and strong mechanical systems, including natural gas and central air. The lower level adds even more living space, with a recreation room and a second office, perfect for remote work. Enjoy relaxing on the private back patio or the covered front porch, just a short walk from the shared community pool, playscape, clubhouse, and scenic walking trails.
❮❯Closed$599,900 Closed- 4 bds
- 3 ba
- 3288 sqft
16 Gettysburg Road 16
Southbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
Discover the charm of this beautiful antique home in the heart of Woodbury! Nestled on the serene Middle Quarter Road, this vintage gem in need of restoration is just a 2-minute stroll from coffee shops, top-notch restaurants, and the historic Main Street. The home could be meticulously updated from the ground up, featuring wide board antique flooring, a stunning great room with a cathedral ceiling and fireplace, and formal living and dining rooms, each with its own fireplace. Upstairs, the primary suite boasts a vaulted ceiling with exposed beams, accompanied by two additional bedrooms and a walk-up attic. The exterior could be equally impressive, offering two post-and-beam barns, and a beautifully landscaped level lot. The Middle Quarter zoning adds extra versatility, allowing you to run a business from home and even expand the living space into the barns. This is truly one of the best locations in Woodbury!
❮❯Closed$699,900 Closed- 3 bds
- 3 ba
- 2042 sqft
27 Middle Quarter Road
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
Charming ranch-style home provides convenient one-level living with 3 bedrooms, 2.5 baths and attached 2 car garage. The spacious living room features a cozy fireplace and a bay window overlooking the grounds, while a large dining room provides the perfect space for entertaining. The eat-in kitchen adds extra convenience with sliders to the backyard, and the finished lower level with a half bath could be potential for an in-law suite or additional living space. Situated on a level yard at the end of a cul-de-sac, this home promises privacy and a peaceful setting.
❮❯Closed$499,900 Closed- 3 bds
- 3 ba
- 2901 sqft
54 Barbara Lane
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Warren CT Home for Sale
Magical in every season, Reverie Farm is now available for sale. Located in Warren, CT, Reverie Farm embraces the historical beauty of Litchfield County with impeccable modern upgrades. This much coveted property is comprised of exquisite 7 BR main and guest houses, additional residences, a spectacular historic cow barn repurposed as an art studio along with a vast array of unique barn structures, established vegetable gardens and fruit trees, a pool and tennis court, playhouse, private walking trails, and fields across 100 spectacular acres, among other remarkable features.Previously the family home of artist Cleve Gray and writer Francine du Plessix, the property's cultural legacy is reflected in both the inspirational energy and serenity that abounds. This property has tremendous potential for further development, including for families, creative pursuits, equine or agricultural endeavors.
❮❯Closed$10,500,000 Closed- 7 bds
- 7 ba
- 6844 sqft
102 Melius Road
Warren, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT for Rent
Excellent opportunity to lease an iconic Woodbury storefront! Starting out as a feed and lumber store run by Nathan Burton, the business changed ownership many times. In 1905 it took the name C.L. Adams Company for Carl L. Adams, one of the store's owners. The store has continued as an animal feed, lawn care and hardware store. The building can be broken up in several ways to occupy multiple tenants if desired. Not included in the square footage is the 2nd floor office and loading dock. Triple net lease, tenant(s) responsible for utilities and heat. Landlord will maintain grounds and parking areas.
❮❯Closed$10 Closed- bds
- 0 ba
- 8134 sqft
47 Main Street South
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Norwalk CT Home for Sale
Charming and well-cared-for ranch home nestled in the desirable Spring Hill neighborhood, available for the first time ever! This single-level gem is ideal for first-time buyers, downsizers, or anyone seeking the ease of one-floor living. Highlights include three comfortable bedrooms, a spacious living room with a cozy fireplace, two full baths, and a bright eat-in kitchen. Beautiful hardwood floors flow through most of the main level, adding warmth and character. The full basement features a small workshop, a convenient half bath, and plenty of storage space, offering endless possibilities for your needs. Designed for low-maintenance living, this home is perfect for creating new memories and room to grow. Enjoy the convenience of walking to nearby schools and a quick drive to all the dining, shopping, and entertainment that vibrant Norwalk provides.
❮❯Closed$509,900 Closed- 3 bds
- 2 ba
- 1212 sqft
15 Nostrum Road
Norwalk, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
Enjoy life near the clouds with amazing mile-long views of the hilltops from your private getaway. This home, located on the Woodbury skyline, provides a comfortable and peaceful place to live. The single-story design features hardwood floors and three large bedrooms, including a primary suite with its own full bathroom. The open living and dining area includes a wood-burning fireplace, perfect for relaxing or spending time with family and friends. Downstairs, the finished lower level has a walkout door, a wood stove, and plenty of space for a cozy hangout or home office. The two-car garage provides extra storage and easy access. Outside, the two-tiered deck is a great spot to unwind, entertain, or simply enjoy the quiet surroundings. Set apart from the neighbors, this home enjoys privacy and beautiful views.
❮❯Closed$449,900 Closed- 3 bds
- 2 ba
- 1444 sqft
397 Railtree Hill Road
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Wolcott CT Home for Sale
Charming updated ranch in Hitchcock Lakes lake community. Hardwood floors in living room, dining room and primary bedroom. In the dining room, the arched doorway leading to living room is flanked by corner cabinets. Secondary bedrooms are separated at the other end of the house from the primary bedroom and share a full bath. Updated kitchen with stainless steel appliances and gas stove. Large living room leads to oversized primary bedroom with two closets and a full bath. Huge first floor laundry room. Trex deck with vinyl rails perfect for sitting by the firepit and relaxing. Paver walkway, manicured lawn with sprinkler system, fresh landscaping , manageable lot. Some of the features the make this house unique for Wolcott are the beach neighborhood with the optional access to the beach, city water and sewer (very rare in town), 5 minutes to 84, quiet area yet close access to stores. Upgrades include new roof (3 years) including a completely reframed roof line, the deck and patio, all new windows, new rear door, all new appliances within the past few years, interior painted in 2020, security camera system, underground sprinklers, ductless split systems, new hybrid hot water heater, propane heat added to the garage, and the new stone stairs and sidewall. Come and make this your next home!
❮❯Closed$319,000 Closed- 3 bds
- 2 ba
- 1407 sqft
6 Birch Street
Wolcott, CT
Listing by: Laureen G. Kennedy - Coldwell Banker Realty -
Woodbury CT Residential Income for Sale
7 Units in total. 5 two bedroom units in the main building and two one bedroom units in the side duplex. The duplex was built in 1980. One duplex has a washer and dryer , stove, refrigerator and a fireplace. The heat is included in the rent and also the electric in the duplex. None of the units are in a lease at this time. Located within walking distance to the town center, schools, library, stores, post office and town recreation park. Located in what Reader's Digest described as Best Small Town in Connecticut and New York Times referred to the charm of the town. Only minutes to major routes yet just down the road is plenty of shopping, movie theaters, health care providers, country concerts, firemen's fair, health clubs and hiking trails taking you to the tower overlooking the town. Beautiful open spaces and only 1 1/2 hr by car to NY city or 1/2 hr to the train.
❮❯Closed$680,000 Closed- 11 bds
- 7 ba
- 6977 sqft
64 White Deer Rocks Road
Woodbury, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Southbury CT Home for Sale
Escape to tranquility in this charming 1,500-square-foot 3 bedrooms, 2 full bathrooms chalet-Cape Cod home located at the end of a quiet cul-de-sac. Set on just over 2.5 acres of beautifully wooded land, in the highly ranked Region 15 school district, within a mile to 605-acre Kettletown State Park on Lake Zoar, and just minutes from the highway and shopping. This property is a rare gem for those seeking privacy, convenience, and charm. Eat-in kitchen with brand-new countertops and appliances is perfect for cooking and entertaining. Cozy up to the fireplace with a Jotul wood burning stove or enjoy over 1,200 square feet of wrap-around deck, overlooking garden beds and chicken coop for your homestead and green thumb aspirations. All new floors throughout, and basement with direct garage access. Whether you're fulfilling your dream of countryside living, or searching for the perfect weekend retreat, this unique home is ready for your next chapter. Multiple contracts have been received. Make your appointment today before it's too late!
❮❯Closed$449,000 Closed- 3 bds
- 2 ba
- 1512 sqft
240 Amos White Road
Southbury, CT
Listing by: Chris Dessureau - Coldwell Banker Realty 2000 -
Southbury CT for Rent
Welcome to Traditions! This beautiful stand-alone condo includes a charming front porch and a private back patio overlooking a level yard. Inside, the family room boasts a cathedral ceiling, hardwood floors, and a cozy fireplace. The spacious eat-in kitchen features a center island, tile backsplash, and a large dining area. Hardwood floors extend through the living and dining rooms, while the first floor also includes a laundry room, main-level office, and powder room. Upstairs, the primary suite provides a walk-in closet and an ensuite bath with dual vanities, a jetted tub, and a stand-up shower. Three additional bedrooms share a full bath. The home comes with a two-car garage, fully finished basement, and strong mechanical systems, including natural gas and central air. The lower level adds even more living space, with a recreation room and a second office, perfect for remote work. Enjoy relaxing on the private back patio or the covered front porch, just a short walk from the shared community pool, playscape, clubhouse, and scenic walking trails.Welcome to Traditions! This beautiful stand-alone condo includes a charming front porch and a private back patio overlooking a level yard. Inside, the family room boasts a cathedral ceiling, hardwood floors, and a cozy fireplace. The spacious eat-in kitchen features a center island, tile backsplash, and a large dining area. Hardwood floors extend through the living and dining rooms, while the first floor also includes a laundry room
❮❯Closed$3,700 Closed- 4 bds
- 3 ba
- 3288 sqft
16 Gettysburg Road Unit 16
Southbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Bethlehem CT Land Lot for Sale
Builders take notice of Tulip Tree Village Condominium Complex in Southern Bethlehem! 7 plots available for freestanding residential homes! Owner will sell as a package or staggered sales over time. Owner financing possible with qualified builder. Cul de sac community with existing homes and the 7 additional home sites that are currently for sale. Maps attached!
❮❯Closed$325,000 Closed- 0 bds
- 0 ba
- 0 sqft
6 Tulip Tree Lane S
Bethlehem, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
OWNER OCCUPANT BUYERS RECEIVE PRIORITY CONSIDERATION AND MAY PURCHASE THIS PROPERTY IMMEDIATELY BY SUBMITTING NAR STANDARD AS-IS/ WHERE-IS CONTRACT. REO PROPERTY BEING SOLD SUBJECT TO "FIRST LOOK" PERIOD IN COOPERATION WITH HUD HVLS PROGRAM. ELIGIBLE NON-PROFITS AND GOVERNMENT ENTITIES MAY SUBMIT "NOTICE OF INTEREST" FOR DUE DILIGENCE REQUEST AND "NOTICE OF INTENT TO PURCHASE" PRIOR TO SALES CONTRACT. SEE ADDITIONAL ADDENDUM ATTACHED. This charming ranch is located in a great area - atop of upper grassy on the Roxbury border. This brick Ranch offers a great layout with 4 bedrooms, 2 baths and tons of space. Walk out lower level. Detached 1 car garage with storage. Beautiful secluded property and excellent location.
❮❯Closed$379,000 Closed- 4 bds
- 2 ba
- 1620 sqft
220 Upper Grassy Hill Road
Woodbury, CT
Listing by: Cory Neumann - Houlihan Lawrence -
Woodbury CT Land for Sale
Residential lot of record on Main Street North, Woodbury. A private lot with the potential for distant views over the cornfields in the Nonnewaug Valley. An ideal location within a few minutes to Woodbury's historic downtown and 5 to 10 minutes to Bethlehem and Watertown town centers.
❮❯Closed$119,900 Closed- bds
- 0 ba
- sqft
Main Street North
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Land for Sale
56 acres in the heart of Woodbury. The perfect spot for a compound or subdivide and create an open space subdivision or a few large parcels. Potential for terrific views over the Nonnewaug Valley. Located a few minutes from downtown and 5 minutes from Nonnewaug High School. Build your dream house and enjoy the views!
❮❯Closed$399,900 Closed- bds
- 0 ba
- sqft
Main Street North
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Commercial Sale for Sale
An Antique home with two large barns that offers a unique opportunity for a mixed use development. The Middle Quarter zoning regulations provides versatility, allowing up to 25000 sq feet, 40 percent of which can be residential. This in town location is ideal for many business and the soil is ideal for development. The house is gutted and the seller will not start finishing until he has a client. This MQ commercial zone provides flexibility to run businesses, add square feet for more business opportunity, or develop this parcel into a mixed use property with a commercial and residential component. In town and 1000 feet off Main Street Woodbury. 27 Middle Quarter abuts Mix prime and West Chevrolet and is across the street from the town of Woodbury reservoir property which features walking trails and mountain biking. A cozy location that would make an ideal wine bar, bakery and some residential apartments or office space.
❮❯Closed$699,900 Closed- bds
- 1 ba
- 2042 sqft
27 Middle Quarter Road
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT for Rent
In town, cozy two-bedroom rental that is fully applianced and freshly painted. The apartment includes a large living room with hardwood floors and antique paneling, an eat-in kitchen with wide board hardwood flooring, and a 2nd bedroom with storage. Enjoy the convenience of living in town and walking to the library, shopping, and schools.
❮❯Closed$2,400 Closed- 2 bds
- 1 ba
- 1040 sqft
256 Main Street South
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Washington CT for Rent
Discover this exquisitely furnished and stylishly adorned rental home, primed for immediate move-in. Situated in one of Washington's most prestigious neighborhoods, this fully revitalized Victorian gem lies just steps away from the renowned Frederick Gunn School and Mayflower Inn, with the charming Washington Depot a brief stroll down the road. Available as a yearly furnished rental, this historic residence has undergone a meticulous stud-to-surface renovation, ensuring its grandeur endures for another century. Originally constructed in the 1880s, this Queen Anne Shingle masterpiece was thoughtfully restored in 2021-2022, preserving its architectural heritage. Lavishly appointed for upscale living, this home offers an unparalleled address in Washington's elite enclave.
❮❯Closed$6,500 Closed- 4 bds
- 4 ba
- 3901 sqft
75 Green Hill Road
Washington, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Southbury CT Home for Sale
Tucked away on 4 acres in the heart of Southbury, this well-cared-for hi ranch home is a quiet escape from the everyday hustle. Set back from the road, it offers two levels of cozy living space, three full bathrooms, and generous family and living rooms with crackling fireplaces and big, inviting windows. The eat-in kitchen sports Corian counters with a touch of style. Downstairs, the main level has walkout access and a convenient layout that's perfect for an in-law setup, complete with its own private entrance. Head upstairs to find three comfy bedrooms and two full baths featuring subway tile, a relaxing tub/shower combo, warm cherry vanities, and Corian tops. Just 5 minutes from Exit 16 or 17, this home shines with thoughtful details like a paved driveway edged with cobblestone, a bit of stone veneer flair, and expansive yard area. It's an energy-smart find, minutes away from town center and Region 15 schools.
❮❯Closed$499,900 Closed- 3 bds
- 3 ba
- 1634 sqft
1088 Old Waterbury Road
Southbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Bethlehem CT Land for Sale
Builders take notice of Tulip Tree Village Condominium Complex in Southern Bethlehem! 4 plots available for freestanding residential homes! Owner will sell as a package or staggered sales over time. Owner financing possible with qualified builder. Cul de sac community with existing homes and the 4 additional home sites that are currently for sale. This is a condo complex and Unit 7 is available for $39,900. Each is unit will have it's own septic and well. Common expense is only for road maintenance of road and insurance. The homeowner takes care of everything concerning their property and home.
❮❯Closed$39,900 Closed- bds
- 0 ba
- sqft
0 Tulip Tree Village
Bethlehem, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Bristol CT Residential Income for Sale
Attention investors! Don't miss this excellent opportunity-a well-maintained brick three-family home designed as a true three-family residence with a finished attic. Features include high-efficiency Navien gas boilers with on-demand hot water, modern breaker boxes, and a fire alarm system with safety measures in place. The remodeled kitchens boast upgraded mechanicals, and the entire third floor's electrical service has been replaced. Tenants enjoy a basement laundry room and a six-space parking lot. The property features an architectural-style roof, private front porches on the second and third floors, and all units have separate utilities with three water meters. Note: All apartments are similar. This is a fantastic investment opportunity!
❮❯Closed$399,900 Closed- 6 bds
- 3 ba
- 2745 sqft
45 Willis Street
Bristol, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT for Rent
Come and start your new business or restaurant in this old barn located at 27 Middle Quarter Road. Woodbury's Middle Quarter zoning adds extra versatility, allowing you to run a number of different business types and even expand your living space above the commercial. This post and bean barn has exposed beams, wideboard flooring and a second-floor loft for additional space. This is truly one of the best locations in Woodbury! The Middle Quarter zoning regulations provides versatility, allowing up to 25000 sq feet, 40 percent of which can be residential. This in town location is ideal for many business and the soil is ideal for development. This MQ commercial zone provides flexibility to run businesses, add square feet for more business opportunity, or develop this parcel into a mixed use property with a commercial and residential component. In town and 1000 feet off Main Street Woodbury. 27 Middle Quarter abuts Mix prime and West Chevrolet, and is across the street from the town of Woodbury reservoir property which features walking trails and mountain biking. A cozy location that would make an ideal wine bar, bakery and some residential apartments or office space.
❮❯Closed$12 Closed- bds
- 0 ba
- 2042 sqft
27 Middle Quarter Road
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Bethlehem CT Home for Sale
**Brand-New Construction Coming in 2025!** Be the first to own this charming, thoughtfully designed cape-style home. Featuring an open-concept layout, a convenient first-floor primary suite, and a spacious family room perfect for entertaining. Enjoy hardwood flooring throughout the main level, tiled bathrooms, and two versatile upstairs rooms ideal for bedrooms, a home office, or both. The attached two-car garage adds ease and functionality. Located in a southern Bethlehem - just 10 minutes from four vibrant town centers, and only 5 minutes from both public and private schools and golf courses. Though classified as a condominium, each homeowner enjoys full responsibility for their own home, parcel, septic, and well. The low monthly common fee covers only road maintenance and shared insurance, providing the feel of a single-family home with minimal shared costs.
❮❯Closed$499,900 Closed- 3 bds
- 3 ba
- 1800 sqft
13 Tulip Tree Lane 7
Bethlehem, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Land for Sale
Interior wooded lot off of Old Sherman Hill Road. A private lot suitable for one home site. Subject to seller completing land swap approved by the town of Woodbury.
❮❯Closed$399,900 Closed- bds
- 0 ba
- sqft
Old Sherman Hill Road
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Watertown CT Home for Sale
Introducing this classic 1930s home, now available for the first time on the market! Built to last, this charming residence boasts all the hallmarks of timeless architecture, including arched openings, beautiful hardwood floors throughout, a bay window, exquisite moldings, two staircases, covered porches, and much more. Situated just across the street from Taft School, this peaceful location is within walking distance of downtown, schools, parks, and only a short drive to several golf courses. The main level features a bright and cheerful eat-in kitchen with abundant cabinetry and a spacious pantry for ample storage. You'll also find a cozy den or TV room, a generously sized dining room adorned with a beamed ceiling-perfect for holiday gatherings-and a large living room complete with a bay window, a French door leading to the covered porch, and a fireplace. On the upper level, you will discover maid's quarters accessed via the back staircase, along with four additional bedrooms and three full baths. The fully walkout lower level offers plenty of storage and an updated heating system. All of this is set on a beautiful one-acre private lot. Don't miss your chance to own this stunning piece of history!
❮❯Closed$749,900 Closed- 5 bds
- 4 ba
- 4303 sqft
31 Woodbury Road
Watertown, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Bethlehem CT Residential Income for Sale
Private Two-Family Property with Barn on Over 5 Acres in Bethlehem. Discover the perfect blend of privacy, space, and income potential with this unique two-family property set on five plus scenic acres. Perched high above the road, this parcel offers seclusion from neighbors while remaining conveniently close to town centers. The main home features one-or possibly two-charming one-bedroom apartments, while a separate two-bedroom cottage provides additional rental income. Ideal for animal lovers, gardening enthusiasts, or anyone who enjoys wide open spaces, this property includes a barn and plenty of room for play, farming, or riding bikes. Live in the main house and let the cottage and apartment rentals help pay the mortgage-an exceptional opportunity for both lifestyle and investment.
❮❯Closed$529,900 Closed- 4 bds
- 2 ba
- 1418 sqft
90 Weekeepeemee Road
Bethlehem, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Southbury CT Home for Sale
Welcome home to a wonderful Lifestyle at Traditions. FIRST floor PRIMARY BEDROOM Well maintained with an open floor plan. Bathrooms are newly remodeled and gorgeous! Kitchen opens into the family room with a 2 story ceiling, built ins, custom stone front gas fireplace and sliders to a peaceful and quiet deck overlooking a quiet wooded back yard. Enjoy the sound of a running brook from your deck. There is hardwood floors and beautiful custom trim and crown molding throughout. The primary bedroom is a generous size with Trey Ceiling, ceiling fan and 2 walk in closets. Wait until you see the newly remodeled Primary Bathroom with dual sinks, lush, new cabinetry, elegant tub and gorgeous tiled shower. On the second level there are 2 generous bedrooms and a balcony perfect for an office, exercise area or a quiet place to sit down, relax and read a book. The lower level is so very nicely finished with a full bath, 4th bedroom and plenty of closet and storage room and sliders leading to a quiet, wooded back yard with a small running brook. Very nice location in this desirable development. Enjoy the pool in the summer, workout in the fitness center, meet your friends at the tot lot or relax in the gazebo. Convenient location to highway, schools, shopping areas, great restaurants, walking trails and so many conveniences. Only 75 minute drive into NYC. It's a wonderful life at Traditions.
❮❯Closed$630,000 Closed- 3 bds
- 4 ba
- 2305 sqft
13 Independence Circle 13
Southbury, CT
Listing by: Marian Van Egas - Berkshire Hathaway NE Prop. -
Bethlehem CT for Rent
This property offers a large two-car garage with approximately 600 square feet of professionally finished office space on the second floor, designed for small business owners or professionals seeking a dedicated workspace separate from their home. The oversized garage, spanning over two and a half standard spaces, provides ample room for vehicles, equipment, or storage, with a level site ensuring easy access for deliveries or clients. The second floor is thoughtfully designed, featuring a spacious office area with the potential to convert part of the space into a one-bedroom unit for full-time use or occasional overnight stays. Located in a convenient in-town setting, the property is easily accessible by car or foot, offering high visibility and accessibility for clients or customers. This versatile space is ideal for car enthusiasts, small machine operators, contractors, or anyone looking to move their business out of a home garage or basement into a professional, growth-oriented environment.
❮❯Closed$2,200 Closed- bds
- 0 ba
- 2784 sqft
31 A Harrison Lane
Bethlehem, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
Beautifully constructed and perched atop a scenic 3+ acre lot, this stately gambrel colonial is just a 5-minute drive from charming downtown Woodbury. Offering 4 to 5 bedrooms, this home features everything one would expect in almost 3400 square feet of living space; a formal dining room, a large front-to-back living room with a fireplace and hardwood floors, and a spacious eat-in kitchen with a center island. The generous family room is the heart of the home, boasting vaulted, beamed ceilings, a cozy fireplace, hardwood floors, and French doors leading to both the front and back yards. Upstairs, you'll find four bedrooms and two and a half bathrooms, along with a private au pair suite located above the garage-perfect for guests or extended family. Additional highlights include an oversized two-car garage, a walkout lower level with a third garage door, and enough space to accommodate three to four smaller vehicles. The exterior is impeccably maintained with expansive lawns, a pond with wild flowers, mature plantings, blue stone walkways and patios, classic stone walls, and a backyard pavilion- ideal for enjoying the outdoors while staying shaded from the sun.
❮❯Closed$779,000 Closed- 4 bds
- 4 ba
- 3326 sqft
181 Railtree Hill Road
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Middlebury CT Home for Sale
First Time on the Market - Classic 1930s Colonial in Prime In-Town Location Step into timeless elegance with this rare, stately 1930s Colonial, offered to the open market for the first time. Full of classic charm, the home features original moldings, custom built-ins, and enduring craftsmanship throughout. The main level offers a spacious front-to-back living room with a fireplace and gleaming hardwood floors, a formal dining room perfect for entertaining, a cozy eat-in kitchen, and a thoughtfully added family room providing extra space for everyday living. Upstairs, you'll find three generously sized bedrooms, two full baths, and a bright second-floor landing with additional built-ins. A walk-up attic offers abundant storage or potential future expansion. Set in a hidden gem of a neighborhood, this home sits along the historic trolley bed trail, offering direct access to local shops, restaurants, and all the amenities of in-town living.
❮❯Closed$524,900 Closed- 3 bds
- 3 ba
- 2248 sqft
1 Stevens Road
Middlebury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
Prime location for affordable living in Woodbury CT! Charming, updated 2-bedroom, 1-bath condo with an open-concept layout. The dining area features sliding doors to a patio, flooding the space with natural light. The living room boasts built-in bookcases flanking a cozy fireplace. Relax on the patio with views of the community's in-ground pool. The Town and Country complex is just 2 minute ride or 10 minute walk to all Woodbury has to offer; fantastic restaurants, parks, sidewalk access along Main Street, fantastic schools and much more.
❮❯Closed$174,900 Closed- 2 bds
- 1 ba
- 913 sqft
229 Bacon Pond Road APT 322
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Southbury CT for Rent
Great location to operate your corporate business! A total of 9,441sf on the second floor of the award-winning Heritage Center, mixed-use development. Willingness to split unit in half for 4500sf use. Accessed by the elevator from the main entrance, this unit features partial tile flooring, mostly wall to wall carpet, plenty of windows, two separate entrances, along with large kitchenette and staff room, storage area, multiple large conference rooms, ensuite bathrooms, and 15 separate private offices to be utilized for whatever your needs may be. Entire space can be rented as one or split up based on needs. The office building has secure building access, ample parking, operable windows, on-site owner and one mile access to I-84 corridor. Great additional exposure due to proximity of the Heritage Hotel, 18 hole golf Heritage Village Country Club, shops, dining and sports bar in Heritage Village. Triple net lease: tenant responsible for common area maintenance fees, taxes and insurance in addition to monthly utilities.
❮❯Closed$18 Closed- bds
- 0 ba
- 9441 sqft
466 Heritage Road 4
Southbury, CT
Listing by: Kat Parlato - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
Step into this charming end-unit townhouse in the inviting Woodlake Community. It boasts 2 bedrooms and 2 full bathrooms with an open floor plan tailored to your needs. Enjoy a convenient spot near I-84 for an easy commute and close to local shops and restaurants offering farm-to-table delights. The community welcomes you with scenic walking paths and a serene lake for swimming and kayaking. Inside, discover a cozy kitchen and a warm living room with a fireplace. The dining area flows seamlessly, and sliders lead to a delightful back deck with steps to level yard area. The master bedroom offers two closets and a private en-suite bathroom. You'll find a 1-car garage and an extra parking space included within close proximity to the unit. Recent improvements include new interior paint and new bedroom carpeting. Enjoy the easy laid back living the Woodlake way.
❮❯Closed$269,900 Closed- 2 bds
- 2 ba
- 1182 sqft
1 Summit Court 1
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Litchfield CT for Rent
A masterpiece of design and comfort awaits you in this modern, uber-chic newly constructed home nestled in Litchfield, CT in the tranquil hamlet of Milton. It was designed for those who appreciate privacy and natural beauty. The oversized windows frame the picturesque woodland views. The open-concept living with 10' ceilings has a gourmet kitchen, dining area and living room, and is bathed in natural light, perfect for entertaining or a quiet evening at home. There is a wooden deck off the living room for outdoor entertaining with views of the Marshepaug River. Follow the charming path to the river with morning coffee or for an evening stroll. There are 4 bedrooms including,2 primary suites, one with a sauna that provides the perfect setting for rest and rejuvenation. Seamless one-level living at its best. This property is a sanctuary for those who appreciate the beauty of area lakes, and hiking trails yet still desire proximity to excellent dining, shopping and cultural experiences. Take the opportunity to spend your summer in this Milton hideaway, a rare gem to experience. Available for the Summer at: $42,500 June-$14,000/mo. July $15,000/mo. or August-$16,000/mo. September- ( 1-15), $5000. December 1- April 30 at $10,000/month. Tenant pays $750.00/mo. for utilities. Wrap yourself in serenity and nature. You deserve it!
❮❯Closed$15,000 Closed- 4 bds
- 4 ba
- 3105 sqft
6 Kubish Road
Litchfield, CT
Listing by: Jane Hinkel - William Pitt Sotheby's Int'l -
Southbury CT Home for Sale
Rare opportunity in Southbury: Cape-style home on a private 11+ acre lot at the end of a mature cul-de-sac. Built in 1984, the home offers hardwood floors throughout, an updated kitchen that opens to the family room with a fireplace, a first-floor office or bedroom, and three bedrooms upstairs-including a primary bedroom suite. There's also a finished bonus room over the garage, ideal for a playroom, studio, or additional living space. A three-season porch and back deck with awning overlook the backyard and woods. The full, unfinished walk-out basement includes large doors-perfect for driving in a tractor or storing additional vehicles-and opens to a lower-level patio. A 32x48 barn with 12-foot ceilings offers flexible space for car storage, equipment, or hobbies. Located near I-84 (Exit 16), Long Meadow Elementary, Pomperaug High School, and local amenities. No deed restrictions-just over 11 acres of land with room to work or spread out.
❮❯Closed$749,900 Closed- 3 bds
- 3 ba
- 2716 sqft
159 Woods Way Drive
Southbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
This charming home has just been refreshed with recent updates, including a brand new full bathroom, reworked floor plan, fresh paint, and thoughtful touches throughout to enhance functionality and flow. It features a newer roof, beautiful cedar shingles, a generator, two separate storage sheds, and an attached 24x11 heated workshop. Don't be fooled by the square feet. There is additional living quarters in the cozy lower level family room. This walkout lower level room features wideboard flooring, a fireplace and exposed beamed ceiling. The 325 square foot workshop connected by a breezeway, could easily be converted to full time living space. A separate barn/garage and privacy fencing add even more appeal, while a wooded hill along the side boundary provides a natural buffer and seclusion. Located on a quiet street ending at the scenic Strong Preserve and bordered by a peaceful cornfield, this property offers the best of small-town living. Set in the heart of Woodbury village, it's within walking distance to schools, the library, coffee shops, restaurants, hiking trails, parks, playgrounds, and community events including outdoor concerts and theater. Named "Best Small Town in Connecticut" by Reader's Digest and praised by The New York Times for its charm, history, and beauty, Woodbury is only 10 minutes to I-84, 30 minutes to the train, and 1.5 hours from NYC.
❮❯Closed$399,900 Closed- 2 bds
- 1 ba
- 1134 sqft
27 Scratchville Road
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT for Rent
Charming In-Town Apartment in a Classic Vintage Home Nestled in the heart of Woodbury, this delightful second-floor apartment offers both comfort and character, just moments from all the town's shops, restaurants, and amenities. Set within a beautifully maintained vintage home, the residence features wideboard hardwood floors throughout and a cozy living room complete with a wood-burning fireplace. The apartment includes a generously sized bedroom, a separate study perfect for remote work or reading, and a charming eat-in kitchen with exposed beams and a vaulted ceiling that adds warmth and visual appeal. Enjoy outdoor living with a private screened porch ideal for summer evenings, a secluded back deck, and convenient level parking just outside. A rare opportunity for in-town living with classic charm and peaceful outdoor spaces.
❮❯Closed$1,900 Closed- 1 bds
- 1 ba
- 800 sqft
100 main Street North B
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Waterbury CT Home for Sale
Located in the desirable Oronoke Ridge community of Waterbury's Town Plot neighborhood, this inviting 2-bedroom home offers both comfort and convenience. Enjoy easy access to local restaurants just steps from your door. Inside, the main bedroom upstairs features a walk-in closet, large windows with natural light, and a private full bathroom. The second bedroom has a spacious closet and a pleasant front-facing view. Downstairs, the open living room flows into a bright kitchen with plenty of cabinets and counter space-ideal for cooking and entertaining. A half-bath near the stairs adds extra convenience for guests. Just minutes from highways, schools, and a peaceful lake, this home is perfect for families or professionals looking for a well-connected and welcoming place to live.
❮❯Closed$184,900 Closed- 2 bds
- 2 ba
- 1042 sqft
925 Oronoke Road 100H
Waterbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
Experience the charm of Woodbury's most desirable condominium community at 18 Woodbury Hill. This beautifully updated Putnam's Loft model offers an open and inviting floor plan perfect for both everyday living and entertaining. The main level features a spacious living room with oak floors, vaulted ceiling, fireplace, and abundant natural light, flowing seamlessly into the dining room. The renovated kitchen opens to an expansive private deck, complete with stairs to the landscaped rear yard and lush plantings. The first-floor primary suite includes a walk-in closet and a stylishly updated bath, providing the ease of one-level living. Upstairs, a versatile loft with built-ins, a second bedroom, and a full bath create the ideal space for guests, a home office, or a playroom. Additional highlights include a huge finished closet over the two-car garage, a full basement with two cedar closets and extensive shelving, and plenty of storage throughout. Residents of Woodbury Hill enjoy exceptional amenities, including a pool, tennis courts, and a prime location just minutes from downtown shops, dining, and major routes. This special unit combines modern updates, thoughtful storage, and serene outdoor living-making it a wonderful place to call home.
❮❯Closed$559,900 Closed- 2 bds
- 3 ba
- 1796 sqft
18 Woodbury Hill 18
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Watertown CT Home for Sale
Beautifully Maintained 2012 Colonial in Pindridge Nestled in the peaceful Pindridge cul-de-sac, this impeccably maintained 2012 Colonial is surrounded by similar high-quality homes. The residence feels like new, offering a main-level living room with a cozy fireplace, a formal dining room accented by decorative posts, paneling, and crown molding, and a welcoming kitchen. The kitchen amenities provide a center island, granite countertops, and sliders that open to a two-tiered deck-perfect for sunset views. Upstairs, you'll find three to four bedrooms, two full bathrooms, and a convenient laundry room. The expansive walkout lower level features nearly 10-foot ceilings, providing exceptional potential for customization, and opens to a level patio and sprawling lawn. The landscaped lot is equipped with an irrigation system to ensure year-round vibrance. A two-car garage, upgraded with an epoxy floor, wood paneling, a TV, and a heater, doubles as an ideal workshop or retreat. With sidewalk-lined streets and minimal traffic, Pindridge offers a true sense of community.
❮❯Closed$599,900 Closed- 3 bds
- 3 ba
- 2619 sqft
76 Pineridge Dr Extension
Watertown, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Southbury CT Land for Sale
Great opportunity to build your dream home! This property features a peaceful brook running through it, adding natural charm and privacy to the setting. Plans for a bridge have already been created, making it easier to move forward with access and construction. The location couldn't be more convenient-just minutes from schools, highways, shopping, dining, and local parks. Nestled within the highly regarded Region 15 school district, this is an ideal spot to create the home you've always envisioned. Approvals are in place for the brook crossing and septic installation.
❮❯Closed$139,900 Closed- bds
- 0 ba
- sqft
280 Jeremy Swamp Road
Southbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Southbury CT Home for Sale
Turn-key Colonial home in One of Southbury's Premier Subdivisions Impeccably maintained by the original owners since construction, this beautifully updated Colonial offers true move-in-ready living. Every major system has been thoughtfully upgraded, including new windows, mechanicals, and more. Outside, enjoy a stunning in-ground pool surrounded by stamped concrete patio, plus a three-season sunroom with a cozy fireplace that opens to a ground-level deck-perfect for entertaining or relaxing in your private backyard oasis. The main level features inviting formal living and dining rooms, a spacious eat-in kitchen with modern updates, and a warm, welcoming family room complete with a fireplace and built-ins. Upstairs, you'll find four generously sized bedrooms, all with hardwood flooring. The luxurious primary suite includes a fully renovated bathroom with heated tile floors. Need more space? The finished lower level offers a large playroom with custom built-ins-ideal for a game room, home theater, or casual hangout space. Nestled on a quiet cul-de-sac, this home provides a peaceful retreat while still being close to everything Southbury has to offer.
❮❯Closed$799,900 Closed- 4 bds
- 3 ba
- 2420 sqft
128 Patriot Road
Southbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
Two Homes on One Parcel with Subdivision Potential. Discover a rare opportunity to own a family compound in North Woodbury. This unique property features two separate homes on one parcel, each with its own well and septic, and offers the possibility for subdivision. The front home is a small expanded ranch that has been gutted and is ready for your finishing touches. It offers a welcoming front porch, side patio, kitchen, living room, full basement, and 2-3 bedrooms, along with a full floored attic for storage. The second home, located at #1223, has long served as a rental. This cozy one-bedroom residence includes a living room, eat-in kitchen, and full bath-perfect for generating rental income, housing extended family, or creating a private guest space. With flexibility, charm, and multiple possibilities, this property is an excellent investment and a chance to create something truly special.
❮❯Closed$469,900 Closed- 2 bds
- 1 ba
- 1167 sqft
1217 Main Street North
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
Beautifully Spacious Colonial in the Heart of Woodbury. This inviting in-town colonial offers the perfect balance of charm and convenience-just 5 minutes from town parks, top-rated Woodbury schools, shopping, and restaurants. Freshly refinished hardwood floors bring a warm glow throughout the home's 3,200 sq. ft. of well-crafted living space. The main level features a sun-filled kitchen and great room with 9-foot ceilings, a center island, eat-in area, and a cozy fireplace. A welcoming living and dining room, a practical mud/laundry room, and a private office with elegant French doors complete the first floor. Upstairs, you'll find three generously sized bedrooms, along with a primary suite with a walk-in closet and luxurious bath. A versatile recreation room with built-in bookshelves-accessible from both the main hall and the primary suite-offers the perfect space for a library, playroom, or studio. Set on a level lot, the home invites outdoor enjoyment with a private back deck, a charming front porch, and ample room for weekend gatherings.
❮❯Closed$769,900 Closed- 4 bds
- 3 ba
- 3196 sqft
118 Good Hill Road
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Bethlehem CT Home for Sale
Welcome to this inviting contemporary Cape-style home, ready for its next chapter. With solid construction and wonderful architectural features, this three- to four-bedroom residence is ideally located just two miles from the town center. The main level offers a spacious living room with a cathedral ceiling and fireplace, a versatile first-floor bedroom or study with custom built-in bookshelves, a dining room, and an eat-in kitchen that opens to a covered side porch. An attached two-bedroom in-law apartment provides excellent flexibility, featuring its own private entrance, sliders to a back deck, and access to the basement. Upstairs, you'll find a comfortable bedroom, a full bath, and a bright loft overlooking the living room below. The exterior includes a circular driveway, a welcoming front porch, and a storage shed. With its great layout and timeless charm, this home is ready to be restored to its full beauty - bring your vision and make it shine!
❮❯Closed$399,900 Closed- 4 bds
- 3 ba
- 2498 sqft
159 Main Street North
Bethlehem, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
Experience elevated New England living at 6 Strong Field Road, an exceptional 2024 custom-built Cape Cod residence set on a private, manicured 1-acre lot in one of Woodbury's most desirable enclaves. Designed for discerning buyers, this 4-bedroom, 2.5-bath masterpiece blends architectural sophistication with everyday comfort. Inside, you're welcomed by an airy open-concept floor plan, enhanced by dramatic vaulted ceilings, expansive windows, and finely crafted wide-plank hardwood flooring throughout. At the heart of the home is a designer gourmet kitchen-a showcase of form and function-featuring premium quartz countertops, custom cabinetry, a professional-grade appliance suite, and an oversized island perfect for hosting or gathering. The adjoining great room offers a warm, elegant atmosphere anchored by serene views and refined finishes. The first-floor primary suite is a luxurious retreat with a spa-style bath, dual vanities, walk-in glass shower, and a generous walk-in closet. A main level office is idle for work-from-home living. Upstairs, three additional bedrooms and a full bath accompany a spacious loft, perfect for a media lounge or reading retreat. Tucked at the end of a quiet cul-de-sac, just minutes from historic Woodbury's shops, dining, nature preserves, and top-rated schools, this home is a rare opportunity to enjoy elevated country living with modern convenience. Unmatched style, craftsmanship, and comfort-schedule your private showing at 6 Strong Field
❮❯Closed$799,900 Closed- 4 bds
- 3 ba
- 2360 sqft
6 Strong Field Road
Woodbury, CT
Listing by: Mary Ann Bennett - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
Rarely available ranch-style home just minutes from the town center. This solidly built brick residence sits on a private, level lot of over three acres and includes a separate guest suite plus an attached two-car garage. A comfortable and secluded property with the convenience of being close to everything.
❮❯Closed$699,900 Closed- 3 bds
- 2 ba
- 2100 sqft
427 Main Street North
Woodbury, CT
Listing by: Timothy Drakeley - Drakeley Real Estate, Inc. -
Waterbury CT Home for Sale
Welcome to single-level living in the desirable Town Plot neighborhood. This 2-bedroom, 1-bath ranch-style condominium offers a practical open floor plan with the added privacy and natural light. The living room flows into the dining area and kitchen, complemented by a neutral color palette ready for personalization. Both bedrooms provide generous space and ample closet storage, paired with a functional full bathroom. This low-maintenance condo eliminates exterior upkeep, providing a solid foundation that allows for cosmetic updates and personal touches. Conveniently located near shops, restaurants, parks, and major highways, it is well-suited for first-time buyers, downsizers, or anyone seeking the simplicity of single-level living.
❮❯Closed$169,900 Closed- 2 bds
- 1 ba
- 924 sqft
925 Oronoke Road 34G
Waterbury, CT
Listing by: Charles Cosgriff - Drakeley Real Estate, Inc. -
Torrington CT for Rent
Totally renovated one bedroom apartment, brand-new kitchen, new appliances, brand-new bathroom and finished floor throughout. The apartment is well located downtown of the city Torrington, CT and close to shopping, restaurants, local and major transportation. Ready to move-in on 12/01/25, it won't last!
❮❯Closed$1,300 Closed- 1 bds
- 1 ba
- 9876 sqft
63 Water Street 22
Torrington, CT
Listing by: Geni Silva - Ethos Rlty, LLC -
Woodbury CT Home for Sale
Charm and modern comfort come together in this beautifully renovated 3BR, 2BA home set on nearly an acre along a quiet country road in Woodbury. The inviting main level features a cozy living room with a fireplace, a spacious first-floor bedroom, and a full bath-perfect for guests or one-level living. A newly updated kitchen opens to the dining area and leads directly to a brand-new deck overlooking a private, level backyard with distant pond and mountain views. The yard has been cleared, seeded, and extends to a peaceful meadow that backs to a wooded preserve. The recent expansion includes an oversized two-car garage, extra deep with high ceilings offering loft or workshop potential. The full basement offers tall ceilings, ample storage, and rear exterior access to the leveled backyard. Adjacent to the basement door is an additional versatile room ideal for outdoor storage, tools, or a creative workspace. Move-in ready and turn-key, this home blends New England charm with thoughtful updates and serene surroundings that will certainly delight everyone who walks through the door of this one of a kind home situated on an extremely private lot. Come see it and don't miss this opportunity to own an oasis in Woodbury. Added highlights include a new furnace (2025), new septic tank (2025), newer whole-house propane generator, and a roof approximately 10 years old.
❮❯Closed$569,000 Closed- 3 bds
- 2 ba
- 1470 sqft
2 Judd Hill Road
Woodbury, CT
Listing by: Meg George - Higgins Group Bedford Square
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