Joyce Drakeley
A broker since 1974, Joyce is a life long Woodbury resident. She and her family are involved in many community affairs. She has built, renovated and converted many properties and offers this experience to all of her customers. Prior to opening her office in 1986, Joyce ran Sand Dunes Swim & Tennis Club for over twenty five years. While running the club she built forty four apartments as well as several residential renovation projects. Her current home was featured in Country Home magazine in December of 1991. Joyce is a volunteer and financial sponsor for many area organizations, such as "A Day at the Met" for local high school students. She received the prestigious Paul Harris Fellowship Award from the Tribury Rotary(Woodbury-Southbury-Middlebury)-rarely given to a non-rotarian in recognition of service to the community. Trust and Integrity has kept her agency #1 in the area.
160
Closed Sales
$54.5M
Total Value
$875 - $1.4M
Price Range
$340.3K
Average Price
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FEATURED LISTINGS
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Bethlehem CT Home for Sale
This wonderful 4 bedroom cape with a master on the first floor and the second if preferred has been updated, located on a cul-de-sac, open floor plan, 2 fireplaces, gorgeous level backyard with a small storage building, wrap around porch, deeded access to long meadow pond, beautiful family room in the lower level with a fireplace with approximately 1164 additional sq. feet. Plenty of privacy. Occupancy is not available until June.
❮❯Active Under Contract$595,000 Active Under Contract- 4 bds
- 3 ba
- 1839 sqft
21 Long Meadow Road
Bethlehem, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Beacon Falls CT Home for Sale
Welcome to Chatfield Farms, a sought-after 55+ community in Beacon Falls, CT! This spacious 2 bedroom, 2.5 bath home / condo located with lovely grounds including a sprinkler system has a new air conditioning and heating system and a new hot water heater. The office on the main floor could be a third bedroom. The chef's kitchen includes viking appliances, beautiful granite island and flows right into the spacious family room with hardwood floors throughout and sliders to the outside oversized deck. The primary suite, located on the main level, is a true retreat, featuring a walk-in closet, bathroom with marble vanity and heated floors. A well-appointed bedroom, full bath and loft area on the upper level provide flexibility and privacy for family and guests. The home also has a well-maintained basement for extra storage and a double car garage. Chatfield Farms is situated on 140 acres with nature trails and offers access for unit owners and their guests to the Fieldstone Clubhouse. The two-story Clubhouse has a library, gathering room, state-of-the-art fitness center, pickleball courts, inground heated pool and so much more. Come and enjoy this beautiful well thought out lifestyle living!
❮❯Pending$599,000 Pending- 2 bds
- 3 ba
- 2719 sqft
18 Fieldstone Lane 18
Beacon Falls, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Bethlehem CT Home for Sale
This beautiful meticulous cape built in 2001 looks brand new with 5 bedrooms-the master is on the first floor with master bath-and 4 bedrooms on the second floor. All the rooms have hardwood floors and the large eat-in kitchen was just remodeled. Enjoy the oversized front porch securely hidden from the road as well as the back deck overlooking the large, level grounds with plenty of privacy. This unique cape style home is ideal for entertaining or enjoying a peaceful lifestyle, all while being centrally located with easy access to NYC (1.5) Boston (3hrs.) and close to private schools, fine dining and shopping in Litchfield, Washington, Kent or Woodbury).
❮❯Active$850,000 Active- 5 bds
- 4 ba
- 3033 sqft
20 Cowles Road
Bethlehem, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Roxbury CT Home for Sale
This is a wonderful well cared for country home in the beautiful small town of Roxbury. Situated on this dead end road you are minutes to local amenities. Take advantage of nearby hiking trails, parks and open space with Southbury, Bridgewater, Washington and Woodbury town centers just a short drive away. Only 90 minutes from NYC. The first floor has two fireplaces and is open and spacious with French doors from two locations out onto private patios. There are three bedrooms on the second floor with lots of light and charm. Owned by the same owners since construction you can see the care. The first floor has beautiful hardwood floors, a well thought out country kitchen with a nearby den and a large living room-dining room with fireplace. Come and enjoy the view of the spacious hills beyond. The owner is a wonderful gardener and her grounds are so enjoyable!
❮❯Active$995,000 Active- 3 bds
- 3 ba
- 2028 sqft
16 Jonathan Drive
Roxbury, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc.
FEATURED MARKETS
SOLD/OFF MARKET LISTINGS
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Woodbury CT Home for Sale
Welcome to the historic district on Main Street South, Woodbury, Ct. Rated as the best small town in Connecticut by Reader's Digest and featured recently in The New York Times as a great place to live--this colonial home located behind the cannons on the beautiful Green is a wonderful place to live and run your business. The second floor is presently rented but available for the new owner and the first floor was a dentist office and would make a welcoming business location or be converted to a residential use. There are plenty of great sites including the historic Glebe House, Hurd House, Hollow Park, hiking trails, art galleries, re known restaurants, nearby ski resorts, a local tubing site, the tower that overlooks the town of Woodbury and so much more. Only 1/2 hr to the train station and 1 1/2 hr by car to NYC. Come take a look at this wonderful business or home location!
❮❯Closed$399,900 Closed- 2 bds
- 2 ba
- 2434 sqft
387 Main South Street
Woodbury, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
Beautiful tasteful condition! Move right in to this free standing Woodbury Hill Condo w/2 car att garage, first floor MBR, new kitchen, hardwood floors, open & spacious floor plan w/fireplace. The 2nd floor includes a private study & second MBR suite. A part of the lower level is heated & finished for working on hobbies! This is the only condo that is heated by oil & there is a hatchway to outside. Plenty of storage is available in the basement plus in the 2 attic areas some of which is walk-in. Enjoy the wine cellar & perfect taste in decor. The views out the back are perfect overlooking from the deck a large private lawn & wooded area into a large field. Most likely the most privacy of any condo there. Many upgrades have been done including new windows, paint, refinishing floors, kitchen, appliances & more! Woodbury Hill is a wonderful place to live w/a pool, tennis court, gazebo & sound financials. All outside maintenance is included such as lawn, shrubs, painting, roofs, snow plowing, garage doors, clapboards and more. Enjoy your pet as you walk the grounds. All located within walking distance to library, post office, stores, community theater, community center w/exercise classes, music and lectures. Major routes are nearby plus golf, tennis clubs, private schools, parks, hiking trails, nature centers and yet you are only 1/2 hr to trains to NYC or 1 1/2 hr to NYC by car to theaters & museums! Woodbury Hill has only a few free standing condos & rarely is one available.
❮❯Closed$289,000 Closed- 2 bds
- 3 ba
- 1796 sqft
22 Woodbury Hill 22
Woodbury, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Southbury CT Home for Sale
Enjoy the gorgeous view of the hillside as you enjoy your morning coffee from your large kitchen window. This is a beautiful condo recently painted and has wonderful hardwood floors throughout. The bathrooms were remodeled and all you need to do is move in. Enjoy Heritage Village with all its amenities and marvel at the beautiful landscaping,ponds and scenery as you walk the grounds. The oversized two car garage under extra storage and convenience. All new insulated windows with screens and insulated attic provide options for year round comfort and heating and cooling efficiency. This condo is easy to show.
❮❯Closed$214,000 Closed- 3 bds
- 2 ba
- 1716 sqft
370 Heritage Village A
Southbury, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Southbury CT Home for Sale
This well maintained condo complex looks new and is not age restricted. Enjoy the convenience of the elevator from your garage to your second floor condo. A beautiful foyer greets your guests as they approach the elevator. This home is open and spacious with plenty of windows and sunlight everywhere! The upgraded kitchen has beautiful cabinets and granite and looks into the dining-living room with a welcoming gas fireplace. Everywhere you look you see green grass, beautiful trees, ponds and a gorgeous golf course. All this within walking distance to the pool, exercise building ,restaurants, library and minutes by car to shopping, medical offices, schools, movie theaters and bus to NYC for theater and museums. The train is 1/2 hr by car to NYC for your convenience. So come and enjoy this well managed and maintained community of condos as it is easy to view with just one phone call.
❮❯Closed$299,000 Closed- 2 bds
- 2 ba
- 1885 sqft
458 Heritage Road 201
Southbury, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
Terrific three bedroom townhouse in southern Woodbury providing quick access to I84 and minutes to many fine restaurants. Fabulous living room with vaulted ceiling, fireplace, sliders to private bluestone patio and an open staircase to second-floor master suite. Other amenities offer two first floor bedrooms, hardwood flooring throughout the main level, detached two car garage and a cozy galley kitchen. Easy worry free living in the small Woodbury Place complex and a fantastic commuting location on the Woodbury/Southbury border!!
❮❯Closed$165,000 Closed- 3 bds
- 2 ba
- 1210 sqft
22 Woodbury Place 22
Woodbury, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
This true traditional colonial has a large living room, adjoining dining room, sunny and spacious kitchen, welcoming foyer to large family room with fireplace. It includes 2 1/2 baths, walk in closets, oversized rec room in lower level and the best is the enclosed heated sunny porch leading to an oversized deck. Enjoy the large level backyard with a shed to hold all the sports equipment, It appears there is a good possibility of hardwood floors under all the carpet. Located within walking distance to the town shopping area, coffee shops, library, community center and parks. Additional shopping, golf clubs and movie theaters are 10 minutes down the road. Only 1/2 hr to trains to NYC for museums and Broadway shows! Yet only 1 1/2 hrs by car! Major interstate highway is only 5 minutes away. The lower level has an additional 400 sq. ft used as a finished rec. room. A new engineered septic system is being installed. This home is easy to show.
❮❯Closed$289,000 Closed- 4 bds
- 3 ba
- 2864 sqft
190 Sherman Hill Road
Woodbury, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
West Hartford CT Home for Sale
West Hartford center living at it's best! Turn key home is loaded with charm & character and is only 1 block from Blue Back Square. This 3 bedroom cape is completely remodeled and features a spacious kitchen w/new white cabinets, black leathered granite counters, new SS appliances and beautiful hard wood floors. Nice flow to entertain family & friends from the kitchen to the family room and also the formal dining room into the living room. The arched door ways, storage nooks, built-ins & fresh paint in classic colors make this home truly special. The first floor has a bedroom with a full updated bathroom. The upper level has 2 bedrooms and a remodeled full bathroom. There are plenty of closets and extra nooks for storage. Other highlights of this home are new washer & dryer, gas heat, level fenced in back yard w/ covered patio area and a one car garage. Come preview this home today...you will fall in love!
❮❯Closed$339,900 Closed- 3 bds
- 2 ba
- 1947 sqft
638 Park Road
West Hartford, CT
Listing by: Veronica Marshall - William Raveis Real Estate -
Middlebury CT for Rent
Cute maintained ranch that sits on a corner level.50 acre lot in town of Middlebury. Conveniently located close to I-84. Danbury and & Waterbury on 20 minutes away. House features 3 bedrooms, cozy living room with fireplace. Extra large family room lots of windows & light with sliders to patio in bank yard. L shaped kitchen with refrigerator, wall oven, stove top, washer & dryer. Good size master bedroom with full bath, hardwood under carpet, ceiling fans throughout. Great small town of under 8.000 population, lots of trails, parks, Quassy Amusement park, nature center, colleges, Black Rock state Park, and more.Also for sale mls 170157223I Hardwood floors were just refinished. Do not enter until next Wednesday, March 20th.
❮❯Closed$1,800 Closed- 3 bds
- 3 ba
- 1436 sqft
105 Three Mile Hill Road
Middlebury, CT
Listing by: Donna Kuehn - Coldwell Banker Realty -
Woodbury CT for Rent
Woodbury Condo- Heritage Hill- 2 bedrooms, heat included, pool, remodeled- nice!!Unit to be painted throughout. Available April 1- non smoker $1600/month
❮❯Closed$1,500 Closed- 2 bds
- 1 ba
- 1150 sqft
126 Sherman Hill Road B2
Woodbury, CT
Listing by: Joyce 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
The beautiful Town in Country Condominium Complex. Enjoy swimming in the beautiful outdoor pool. New laminate floors and tile throughout. Very quiet/peaceful complex. Enjoy fireplace and private patio. There is a storage area in the laundry room for the tenants use. New water heater. Assigned parking spaces. Close to all of the great restaurants and shops in Woodbury. Purchaser must be resident for one year before applying to rent condo.(Waiting list to rent Condo).Very affordable way to get into the Woodbury community.
❮❯Closed$69,900 Closed- 2 bds
- 1 ba
- 913 sqft
229 Bacon Pond Road 222
Woodbury, CT
Listing by: Charles Forish - Coldwell Banker Realty 2000 -
Woodbury CT for Rent
2 bedroom ranch close to town with one full bath.
❮❯Closed$1,500 Closed- 2 bds
- 1 ba
- 1094 sqft
111 Park Road
Woodbury, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
Well cared for unit! Light and bright unit on upper level with large windows, white paint throughout. Easy walk to coffee, shops, and stores.
❮❯Closed$70,000 Closed- 2 bds
- 1 ba
- 913 sqft
229 Bacon Pond Road 234
Woodbury, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
New Milford CT for Rent
Nice and neat 5 room ranch with hardwood floors and ready for occupancy! Located next to entrance to quarry so visible trucks 7am until 3pm, some exceptions.
❮❯Closed$1,200 Closed- 2 bds
- 1 ba
- 1104 sqft
10 River Road
New Milford, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Southbury CT Home for Sale
Heritage Crest is not age restricted and it is beautifully sited with mature landscaping, privacy, pool and tennis court yet only minutes to Main Street, Southbury and major routes. This ranch includes a remodeled kitchen, remodeled bathrooms, second bedroom with built ins, oversized living room with new gas fireplace, lots of windows looking out to private backyard. The dining room has sliders to an oversized deck with steps to the patio-again all looking out to the private woods. Enjoy the convenience of the one car attached garage. Everything in this condo is welcoming and the outside sounds of birds and nature make you want to live here. Only 1/2 hr to train to NYC for museums and theater or 1 1/2 hr by car. You are surrounded by golf courses, health clubs, fine dining, excellent medical services and so much more. This condo is easy to show.
❮❯Closed$229,000 Closed- 2 bds
- 2 ba
- 1447 sqft
25 Heritage Crest C
Southbury, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
This well designed colonial is at the end of a cul de sac with plenty of privacy. The master bedroom is on the first floor with oversized master bath. Enjoy the two story family room with fireplace with plenty of windows and doors to the wrap around deck overlooking the quiet and private grounds. The large walkout basement includes a bathroom. It is only minutes to the town center and community theater, health clubs, golf and shopping. In 10 minutes you have access to major routes and 1/2 hr to train to NYC for theater and museums.
❮❯Closed$389,000 Closed- 3 bds
- 4 ba
- 2765 sqft
38 Saxony Lane
Woodbury, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Southbury CT Home for Sale
Level entry, attached garage, ample guest parking close by, and a beautiful landscaped setting--you can have it all in 6D Heritage Crest. The Crest, as it is familiarly known, is a non-age restricted community of 110 homes surrounded by 100-acre Platt Park with hiking trails. The patio area of 6D is adjacent to the Park giving enormous privacy. No headlights or traffic sounds here. Renovated kitchen and both baths, elegant living room framed with windows and sliders giving abundant natural light, and L-shaped dining area can be used as such or as a music room or office. Adjacent eat-in kitchen offers beautiful view of the charming courtyard setting in front of the home. The large master bedroom with full bath ensuite and loads of closet space overlooks the patio through a large double window. The stunning second bedroom, used here as a combination office, den and guest room, overlooks the neighborhood. The one-car attached garage houses built-ins and a cedar closet! Come home to the Crest. Come home to 6D!
❮❯Closed$250,000 Closed- 2 bds
- 2 ba
- 1447 sqft
6D Heritage Crest 6D
Southbury, CT
Listing by: Joan King - William Raveis Real Estate -
Woodbury CT Home for Sale
As you drive or walk by in this historic town of Woodbury in Litchfield County this home is a head turner! The home has been carefully maintained with beautiful hardwood floors, remodeled kitchen, gorgeous sunlit rooms, fp, three season sunroom adjoining 2 car garage, tasteful decor throughout and plenty of outside entertainment space with gardens and patio. The owners enjoy the beautiful view of the adjacent spring fed pond, fields and rock outcroppings. Walk to the community theater, library, stores, coffee shops and renown restaurants. Only 1/2 hr to train to NYC or 1 1/2 hr by car for museums and theater. This home is easy to show!
❮❯Closed$349,000 Closed- 3 bds
- 2 ba
- 1728 sqft
529 Main Street South
Woodbury, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
This approximately 2500 sq. ft. home overlooks a beautiful pond and privacy yet is located minutes to the town center, library, community center, post office, parks and stores. Completely repainted with new windows, gorgeous hardwood floors, spectacular kitchen with new appliances, 2 fireplaces, 3 full baths, large rooms, 2 patios and attached 2 car garage. The living room and bedrooms are on the main floor with the kitchen, family room, dining area and office on the lower walkout area overlooking and just steps to the pond and outside large shed. This home shows well and is easy to view.
❮❯Closed$349,000 Closed- 3 bds
- 3 ba
- 2664 sqft
99 Flanders Road
Woodbury, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Watertown CT Home for Sale
Just when you thought a gorgeous colonial in a beautiful subdivision was not available in wonderful Watertown, it appears! New roof, new paint, new air condensers, new hot water heater! You can tell that these owners are meticulous. The four bedroom colonial has a cozy office on the first floor looking out of the expansive window to the professional landscaping. Hardwood floors and great interior colors adds to the charm. There are two attics one of which includes about 800 sqft for expansion with its separate staircase and public sewer. A stonewall surrounds the level backyard with plenty of privacy. The attached garage and walkout basement add to easy access all around. Located minutes to the Taft School, shopping, library, golf clubs, country clubs and minutes to major routes. Easy access to train to NYC for theater and museums. This home is easy to show and remember the neighborhood is beautiful!
❮❯Closed$439,000 Closed- 4 bds
- 3 ba
- 3360 sqft
105 Winding Brook Farm Road
Watertown, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
This beautiful custom built home was carefully thought out and it shows! Privacy is everywhere surrounded by stonewalls and trees yet set back from the road and abuts acres of treed open space with a brook. The home has custom woodwork, Viking, Bosch, granite, marble, great window coverings, security system, generator and is open and spacious for wonderful living. Enjoy the two propane fireplaces, private patios, large level yard and a few steps onto the 26 acre private preserve with brook located behind the home. The master bedroom and beautiful bath are on the first floor with 3 bedrooms and a bonus room on the second. This home is located off a quiet country road only minutes from the town center with community theater, concerts in the park, library, community center with exercise, history lectures and art galleries, shopping, parks, hiking trails and a short drive to golf clubs, swim clubs and tennis clubs. Only 1 1/2 hr to NYC and museums and theater or 1/2 hr to the train. Please review the list of upgrades attached.
❮❯Closed$495,000 Closed- 4 bds
- 3 ba
- 3313 sqft
171 Minortown Road
Woodbury, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Watertown CT Home for Sale
Two bedroom, 2 1/2 bath Townhouse in sought after complex. Close to Town. Wood burning fireplace, deck with retractable awning, city gas. Lower level desirable for finishing, no walkout but there are windows. Affordable unit with lots of potential.
❮❯Closed$149,900 Closed- 2 bds
- 3 ba
- 1224 sqft
319 Thomaston Road 51
Watertown, CT
Listing by: Margaret Durkee - West View Properties, LLC -
Woodbury CT for Rent
First floor of a two family home with porch and patio. Just painted and floors redone. Beautiful spacious condition located on Main Street walking distance to stores, library, churches, schools, parks and playground. Tenant will receive oil tank full and must leave full upon vacating. Tenant responsible to shovel his sidewalk but landlord will plow driveway. Washer and dryer are available for use in the apartment laundry room but landlord will not replace nor repair. Enjoy the front porch and this meticulous apartment.
❮❯Closed$1,400 Closed- 2 bds
- 1 ba
- 1000 sqft
77 Main Street North
Woodbury, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Southbury CT Home for Sale
The Courtyard is a beautiful condo complex of only 42 units. This one is on the top floor overlooking the pool, golf course, ponds and grounds from the deck outside the great room. The great room features the kitchen to the far right and the spacious living room and dining room with views out all the windows while enjoying the gas fireplace. A spacious foyer separates this area from the bedrooms of which the master has a separate sitting area and/or office plus another deck overlooking the front view of the other condos and beautiful grounds. There is an elevator from the parking garage and storage unit to the condo. Enjoy the surroundings with a spacious exercise room and clubhouse plus outside pool. Walk to coffee shops, restaurants and beautiful grounds. Only minutes by car to shopping, medical buildings, tennis, golf and exercise clubs. Easy access to NYC for museums, theater and shopping- 1 1/2 hr by car or 1/2 to train station yet just down the road for community theater, renown restaurants, gorgeous public libraries, public transportation and so much more. This condo is easy to show and shows beautifully!
❮❯Closed$339,000 Closed- 2 bds
- 2 ba
- 1720 sqft
452 Heritage Road 301
Southbury, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Watertown CT Home for Sale
This ranch home needs to be totally redone or most likely is a tear down. Beautiful location across from Young Farm which is acres of open space.
❮❯Closed$79,000 Closed- 2 bds
- 1 ba
- 1250 sqft
821 Woodbury Road
Watertown, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Residential Income for Sale
Wonderful victorian-walk into town. High Ceilings, wide bd floors, dramatic curved staircase in foyer. 2 furnaces and 2 hot water heaters, updated electric. Tenant on first floor does not have a lease but they have a 60 day notice and they pay $950. Landlord pays electric and includes in monthly rent-there is one meter.
❮❯Closed$269,000 Closed- bds
- 3 ba
- 3050 sqft
31 Washington Road
Woodbury, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
Woodbury Hill is highly desirable with only 70 condos and located within walking distance to the town center with beautiful library, community center, community theater, shopping, coffee shops and renown restaurants. Rarely is a free standing condo available with the master bedroom on the first floor. Enjoy the stunning remodeled kitchen with high end appliances and convenient breakfast nook looking out through sliders to the gorgeous oversized private deck. The lower level is finished with built ins and serves as an office or second family room with sliders to a private cozy patio. The windows have been replaced and there is nothing to do but move in as this condo is tasteful and well cared for! A well thought out and planned condo complex features the gazebo, pool and tennis court yet with plenty of plantings, privacy and nature. Only 1/2 hr to train station to NYC for theater and museums or 1 1/2hr by car. Do not miss seeing this beautiful condo-easy to show!
❮❯Closed$259,000 Closed- 2 bds
- 2 ba
- 2571 sqft
40 Woodbury Hill 40
Woodbury, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
Just a sweetheart of a house! One level living with attached two car garage, private large deck and two patios! Plus a remodeled gorgeous kitchen, updated bathrooms, hardwood floors and a newer cathedral sunroom. The sunroom is surrounded by all windows and a slider to the deck onto the large level private back yard. Enjoy the cozy propane fireplace there plus wood fireplace in the living room. Plenty of storage in the full basement. This home is located minutes to local restaurants and coffee shops, libraries, medical facilities, community theater, movie theaters, golf courses and 1 1/2 hours to NYC by car or 1/2 to the train for museums and Broadway shows. Nothing to do but move in! Easy to show.
❮❯Closed$319,000 Closed- 2 bds
- 2 ba
- 2210 sqft
1156 Main Street South
Woodbury, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
Enjoy living in this beautiful redecorated and remodeled home located at South Brook -consisting of 20 colonial reproduction homes in a planned urban development completely built out and surrounded by 100 acres of conservation land and walking trails. The home is located within walking distance to coffee shops, library, stores, community theater, schools-all accessed by sidewalks. Inside has all high end construction with its gorgeous kitchen, baths, flooring and details. The remodeled kitchen with great room and fireplace make for comfortable entertaining with easy access to sliders to the level outdoors and private patio. The living room and dining room add to the desirability. The newly decorated first floor master bedroom with the totally new walk in shower and large walk in closet makes first floor living complete. Enjoy the crown moldings, raised paneling, beautiful hardwood floors and lots of windows making it light and bright. There is a full basement plus the attached two car garage. All lawn, rubbish and snow are in the monthly fee. Located only 1 1/2 hr from NYC for theater and museums or 1/2 to train station. So come-come to Woodbury recently known as "The Most Charming Small Town" by Reader's Digest.
❮❯Closed$415,000 Closed- 2 bds
- 3 ba
- 2773 sqft
13 Hillview Lane
Woodbury, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Southbury CT Home for Sale
Completely renovated 4 bedroom, 2 bath farmhouse with refinished hardwood floors, granite countertop in kitchen and fully applianced, new carpeted bedroom, new paint in and out plus a possible one car garage in the nearby shed. Enjoy the beautiful grounds with a barn, sheds and spacious yard with stonewalls, fence and paved parking. From the French doors in the dining room you can access a private patio or on the other side dine on your covered porch. Located just minutes to I-84 make for easy access. Southbury enjoys medical facilities, region 15 schools, shopping, gorgeous library, restaurants, golf courses, gyms and so much more. Only 1 1/2 hr to NYC by car or 1/2 hr to the train to enjoy theater, museums and so much more in NYC. This home is easy to show.
❮❯Closed$297,000 Closed- 4 bds
- 2 ba
- 1312 sqft
647 Jeremy Swamp Road
Southbury, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Watertown CT Home for Sale
Every now and then a beautifully well cared for condo comes on the market and this is the one. The owner just repainted the interior and he has carefully maintained the interior. The laminated dark floors in the living/dining room look great together with the fireplace and sliders to the patio. The attached garage makes for easy living as it is just seconds from the kitchen. This condo is due for painting on the outside according to the management company and its location is terrific. While you can use the pool and tennis court there you are only minutes to golf courses, country clubs, shopping, major highways for easy commutes, movie theaters, private schools and so much more. This condo is easy to show.
❮❯Closed$169,500 Closed- 3 bds
- 3 ba
- 1533 sqft
110 Cannon Ridge Drive 110
Watertown, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT for Rent
Nice 2 BR Rental located in Flanders Nature Center Land. Home is in nice shape - freshly painted inside. Outside will be painted. No dogs allowed. Fireplace in living room may not be used. Backyard is fenced.
❮❯Closed$1,300 Closed- 2 bds
- 1 ba
- 1248 sqft
644 Flanders Road
Woodbury, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Southbury CT Home for Sale
Every now and then a most remarkable home comes on the market and this is it. Custom built by this one owner it includes all the extras such as a mahogany deck, stonewalls, beautiful landscaping, gourmet kitchen with Viking, Bosch,granite, pantry, islands and views of the grounds. Large windows are everywhere bringing the outside in to enjoy. You can tell a lot of thought went into the planning of this home as every bedroom has a bathroom, the master bedroom on the first floor has a large bath, gas fireplace, an oversized walk in closet and a cozy sitting area. There are hardwood floors throughout, central air, generator, 2 story great room, a media/playroom, plus a space for a second office. Enjoy the columns, paneling, tray ceiling and more. The lower level has a finished unheated walkout recreational room with sliders to the fire pit. This subdivision is loved by many! Located close to major highways, schools, recreation facilities, shopping, medical facilities and only 1/2hr to the train to NYC or 1 1/2 by car for theater and museums. This home is convenient to show and will surpass your expectations for sure!
❮❯Closed$799,000 Closed- 4 bds
- 6 ba
- 5041 sqft
175 Saddle Ridge Lane
Southbury, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
Located close to the town center this cape sits back from the road behind the stonewall with plenty of level land. The subdivision is well maintained and a wonderful place to live! Hardwood floors are throughout with two fireplaces and a wonderful sunroom right off the cathedral beamed kitchen. There is plenty of light with the large bay window overlooking the front lawn and stonewalls. One bedroom is on the first floor near a full bath but could be a private office. The home needs some updating but the grounds and location make it a terrific opportunity for the buyer.
❮❯Closed$293,000 Closed- 3 bds
- 2 ba
- 2170 sqft
15 Old Flanders Road
Woodbury, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
Welcome to Fawn Meadow Estates! Impressive NEW HOME being built by Trofa Construction; a reputable builder with impeccable attention to custom details, is scheduled to be ready to move in by the end of November! This 4 Bedroom / 3.5 bathroom Colonial with beautiful views includes an open-concept floor plan with a large kitchen and dining area looking into the great room with a grand fireplace; hardwood floors throughout the main level. The upper level offers a master suite with a luxurious bathroom including a double granite vanity, tile floor & shower and double walk-in closets. Three additional bedrooms; guest suite with separate full bathroom and walk-in closet, two large bedrooms and full bath with shared hallway access next to the upper-level laundry room and walk-up attic. This lot (Lot #1) is designed to accommodate a swimming pool. Fawn Meadow offers a convenient commuter location within a lightly wooded neighborhood bordered by flowering meadows, with yearly views! Call for detailed home specifications and set up a time to meet the builder! Just 30 miles to Southeast Station, and less than 90 miles to NYC! No deed restrictions. (Fawn Meadow is not recognizable with GPS, type in 166 Orchard Ave, Woodbury - subdivision entrance is directly across the street!)
❮❯Closed$569,900 Closed- 4 bds
- 4 ba
- 2663 sqft
21 Fawn Meadow Lane
Woodbury, CT
Listing by: Taylor M. O'keefe - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
If you love nature you will love this small home. The sellers believe it was converted to a home about 1970 as they lived next door. The home was a two bedroom as the septic is 1000 gallons according to their septic contractor and the owners converted the little bedroom to a laundry room and office. The home is open and spacious and the covered porch overlooks the river and large field. The bathroom was just remodeled and the home shows beautifully. Set way back from the road the land is level and within walking distance to schools, stores, library,churches, parks and main street. So when you want a nice well maintained small home and you don't want a condo come see this beauty. The view alone is worth it!
❮❯Closed$219,000 Closed- 2 bds
- 1 ba
- 947 sqft
44 White Oak Road
Woodbury, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
Woodbury Hill is a condominium association located within walking distance to Main Street. Beautifully maintained and thoughtfully planned this complex is a joy to live in. The condo has hardwood floors, gorgeous living room with fireplace, bay window and lots of light. Enjoy the expanded deck off the kitchen which gives much privacy and a large lawn area. The kitchen has been remodeled and includes a pantry, skylight, breakfast bar and tile floor. The second bedroom has a large cedar closet in addition to a full bath and additional closet space. Located just minutes to the town library, community center, churches, schools, medical offices, store, parks, playgrounds, community theater and famous restaurants. One half hour to the train to NYC for shows and museums or 1 1/2 hr by car. Easy to Show!
❮❯Closed$239,000 Closed- 2 bds
- 3 ba
- 1577 sqft
26 Woodbury Hill
Woodbury, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT for Rent
Pristine first floor apartment with plenty of Antique charm! Hardwood floors throughout, one bedroom on the first floor with full bath, kitchen nook and access to back deck. Another loft bedroom on upper level with full bath. Charming apartment. Utilities extra, one month's security and first month's rent. Available May 15th, no pets no smoking.
❮❯Closed$1,300 Closed- 2 bds
- 2 ba
- 1000 sqft
163 Washington Road
Woodbury, CT
Listing by: Katherine Parlato - Drakeley Real Estate, Inc. -
Southbury CT Home for Sale
Priced to sell 2 bedroom unit in desirable Heritage Village. Unit features beautiful views from the patio, two spacious bedrooms and two full baths. Great open concept living and dining area. Unit is being sold as-is, all buyers pay a one-time equity fee of $1500 to the Heritage Village Foundation at closing. Very popular community with all the best amenities available including but not limited to: golf course, tennis courts, pool, fitness center and as well as organized bus trips and social clubs. Lots of potential to make this unit your own and minutes from shopping areas, library, medical facilities and major routes! This unit needs total upgrade.
❮❯Closed$80,000 Closed- 2 bds
- 2 ba
- 1032 sqft
441 Heritage Village B
Southbury, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
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. -
Middlebury CT Home for Sale
One-level living at its best! Cute three bedroom ranch that has been well-maintained. Sitting on a corner, level lot of a half an acre, this home offers a cozy living room with fireplace, spacious eat-in kitchen, hardwood floors through the bedrooms and entertaining areas and provides great natural light by its many windows. Master bedroom is a nice size with full master bath. Excellent opportunity for a starter home or scaling back, Middlebury is a desirable town located close to major commuting highways and routes!
❮❯Closed$239,900 Closed- 3 bds
- 3 ba
- 1436 sqft
105 Three Mile Hill Road
Middlebury, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
Wonderful 5 bedroom with 3 1/2 baths, separate in-law apartment with kitchen area, bedroom, full bath, electric fireplace, walk out with patio and storage area. Beautiful gardens with white fencing, flowers galore and sited just right on this private backyard. Enjoy the separate heated outbuilding as a workshop or for storage. Throughout the home are hardwood floors, many windows to make it bright and sunny, a large back deck overlooking the gardens and grounds. This is a terrific well cared for home! Located minutes to schools, shopping, library, movie theaters and community theater. Easy to show!
❮❯Closed$349,000 Closed- 5 bds
- 4 ba
- 2728 sqft
65 Hard Hill Road
Woodbury, CT
Listing by: Joyce 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. -
Middlebury CT Home for Sale
On this beautiful scenic road within walking distance to the lake sits this custom gorgeous 15 room home with a large master bedroom on the first floor. Many details went into this one owner home and the large rooms, fireplaces and spacious views from many windows makes it perfect. Privacy is everywhere yet you are minutes to major routes, shopping, library and schools. The oversized media room on the second floor could serve additional company for lodging or serve as a playroom or office. The kitchen has a wonderful sitting area by the many windows overlooking the gardens and tranquility. Located only 1 1/2 to NYC by car or 1/2 hr to the train.
❮❯Closed$560,000 Closed- 4 bds
- 4 ba
- 5000 sqft
479 Tranquility Road
Middlebury, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
Every now and then you stop and something takes your breath away! Is it the old massive beech tree in the front of this stately Victorian or the beautiful grounds where passerby's look up from the historic district sidewalks? Come see this beautiful well cared for home with hardwood floors, great bathrooms, several extra rooms for possible in-law or office, front porch, enclosed back porch with fireplace, 3 patios and well cared for gardens and a 3 car garage with storage--all hidden from the street. Reader's Digest named Woodbury "Best Small Town in Connecticut" and you will find award winning restaurants , established antique trail, hiking trails, private schools and located 1/2 hr to train station or 1 1/2 hr to NYC.
❮❯Closed$419,000 Closed- 3 bds
- 4 ba
- 3714 sqft
42 Main Street South
Woodbury, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Southbury CT Home for Sale
Enjoy a short level walk to this well-appointed Sherman with an outstanding two-tier blue stone patio. The combination living room/dining features hardwood floors, wood-burning fireplace, sliders to the patio and a custom built-in wall unit. The kitchen offers granite counters, stainless steel appliances and an extra built-in glass front cabinet for added convenience and storage. The home is heated by forced air, with supplemental baseboard heat in the bedrooms. Ceiling fans in the kitchen, living room and bedrooms, along with central air, keep the home cool in summer. Extra insulation in the attic adds to the energy efficiency. Both bathrooms have been updated with full-height vanities, and the master bath features hardwood floors. The oversized blue-stone patio is shaded with a powered retractable awning. Pull-down stairs provide access to the attic. The condo is located in the Woodvale section with plenty of guest parking and easy access with a short walk to the garage.
❮❯Closed$219,000 Closed- 2 bds
- 2 ba
- 1432 sqft
150 A Heritage Village
Southbury, CT
Listing by: Tom Greto - William Raveis Real Estate -
Woodbury CT Home for Sale
No better time than now to jump into this glorious pool surrounded by the private gazebo and the adorable shed for hours of playtime. T he gazebo overlooks the pond and wildlife. The large kitchen with dining area and oversized island make gatherings easy especially when the French doors lead to a large patio. The living room with a great fireplace and hardwood floors also leads to an oversized deck. The grounds are gorgeous with beautiful flowers and another patio. The lower walkout family room with a fireplace and French doors lead directly to the backyard. This property is adjoining Pond Valley Subdivision for bike riding and walking. The Town of Woodbury was voted Best Small Town in Connecticut by Reader's Digest. Located only 1/2 hr to the train and minutes to community theater, shopping, medical, playground, schools, library and so much more. This home is easy to show.
❮❯Closed$384,900 Closed- 4 bds
- 2 ba
- 1872 sqft
610 Middle Road Turnpike
Woodbury, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Litchfield CT Land for Sale
37.87 acres approved lot in Bantam with driveway installed with underground utilities. Build your compound or a single house on this private country road maintained by the town. Bring the quads, motorcycles, and all your hunting gear to thoroughly enjoy all the outdoors. Taxes are cheap since the owner has the land assessed as forestry. Over 590 feet of frontage allowing for some lot split potential. With 37 acres one can farm, have horses or just build with total seclusion. Many possibilities!
❮❯Closed$229,000 Closed- bds
- 0 ba
- sqft
00 Donohue Rd Extension
Litchfield, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
New Hartford CT Home for Sale
This is a true timber frame home. Custom designed and constructed with timbers from Ted Benson Woodworking out of New Hampshire. Every detail of the home displays the solid construction. With over 13 Anderson skylights this home is flooded with natural light. Red oak beams give a warm feel to every room, large interior windows put light into the great room. The modern kitchen layout with a huge center granite island accommodates large groups for entertaining. Wrap around granite counters along with a built in office nook make for efficient kitchen workflow. Eat in dining area is bright and informal. Centrally located wood stove provides a warmth for the first & second floor. Hardwood floors cover the entire first floor including the cozy office/den. Upstairs you will find a master suite with a recently remodeled bath which has radiant floor heat. The second bedroom upstairs has french doors to an interior balcony. The 3 bedroom has a skylight and is directly across from a full bath. Above 2 of the bedrooms is open attic space for possible storage. The full basement makes for a great workspace and walks out to a covered walkway to the 2 car oversized garage. More storage space in the walk up attic and a great 4 cord wood shed attached to outside makes the garage very functional. Located in a very special area of New Hartford just a few minutes from the Historic center of town yet very private.
❮❯Closed$390,000 Closed- 3 bds
- 3 ba
- 2259 sqft
190 Beeney Road
New Hartford, CT
Listing by: Scott Holmes - William Pitt Sotheby's Int'l -
Bethlehem CT Home for Sale
Four BR Colonial on 1.5 Acres of private land close to the Woodbury-Bethlehem town line. 2 car attached garage with new doors, open floor plan with large kitchen that includes an eat-in area and breakfast bar with sliders out to back and wood pellet stove. Gas FP in living room, dining room and family room/den all on first floor with four bedrooms on 2nd level. New well drilled over the last year. Located on a dead end road close to major routes and three town centers of Woodbury, Bethlehem and Litchfield!
❮❯Closed$349,900 Closed- 4 bds
- 3 ba
- 1872 sqft
195 Crane Hollow Road
Bethlehem, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Bethlehem CT Commercial Sale for Sale
Hemlock Kennels was an active kennel. Occupancy for 60 or more dogs and cats. Enjoy the beautiful 8 acres in wonderful Bethlehem with the main contemporary home plus a separate guest house of 744 sq. ft. with kitchen/living room and a total of 4 rooms plus large deck. Kennel No 1 is 1976 sq. ft, kennel No 2 is 744 sq, ft built in 2016. There are several sheds and an office area. This property could be great horse property or a private residence with the guest home. Central air, garage for 3 cars, a generator and contemporary homes make this an ideal investment, Property also listed as Residential for Sale MLS #17052
❮❯Closed$495,000 Closed- bds
- 0 ba
- 1876 sqft
202 Crane Hollow Road
Bethlehem, CT
Listing by: Joyce 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
Wow - this is one gorgeous home! Unbelievable how private and spacious this home is with a large patio off the great room/living room with a wall of palladium windows, columns, fireplace and hardwood floors plus a small porch on the other side, then you have the open and spacious dining room with fireplace looking into the living room. The beautiful kitchen with light filled eating area walking out to an oversized deck overseeing the gorgeous grounds. The master bedroom is on the first floor wing with full bath, two walkin closets, hardwood floors plus a private deck. The 22x17 screened porch is so welcoming! Upstairs you have two bedrooms with one bath and then on the other side you have a large bedroom suite with sitting area, oversized deck and private entrance. The approach and landscaping is wonderful as you enter through a long private driveway and sweep around to the attached 3 car garage with the additional carport. Surrounded by land of Flanders Nature Center in the back and front and yet you are only minutes to town center of Woodbury known as" best little town in Ct." Only 1 1/2 hr to NYC and 1/2 hr to trains. Enjoy the library, community center, hiking trails and health clubs nearby.
❮❯Closed$649,000 Closed- 4 bds
- 5 ba
- 3891 sqft
42 Cowles Road
Woodbury, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
This charming New England colonial is located on Main Street South near the town green, gazebo, churches, library, community center and parks. Enjoy the town sidewalk as you walk to grocery stores, schools, banks and so much more. The owners spend hours reading on their cozy side porch overlooking this town named "best small town in Connecticut." The spacious first floor family room with fireplace and book cases is open to the dining room and adjacent to the 3 season side porch. The nearby living room offers privacy to be used as a study or office. Upstairs are the three bedrooms and two full baths and then you can go to the third floor which is fully finished with 334 sq. ft. hardwood floors and would make a great playroom or guest bedroom. Outside is a private patio and large level lawn for years of play. This home has been cared for over the many years this family has owned it so come see what living in historic Woodbury looks like especially in a carefully maintained and well loved home.
❮❯Closed$389,000 Closed- 3 bds
- 3 ba
- 1909 sqft
36 Main Street South
Woodbury, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Waterbury CT Home for Sale
Owner Motivated. All offers considered!!
❮❯Closed$129,900 Closed- 3 bds
- 1 ba
- 975 sqft
103 Whitewood Road
Waterbury, CT
Listing by: Daniel Zandvliet - Coldwell Banker Realty 2000 -
Woodbury CT Home for Sale
Beautiful beautiful property with stonewalls, oversized back patio, separate garden, manicured acres and open and spacious deck off the family room overseeing the private gorgeous property. Enjoy this unique 4 bedroom home and the open living area with the circular open fireplace and balcony surrounding it. The hardwood floors and newer windows make this home magical. The kitchen is well planned with plenty of storage, granite and breakfast bar plus a lovely dining area looking out into the great space. The separate 900 sq. ft home is attached by a side deck and has a one car garage plus large unheated room for storage. The main level has 2 bedrooms, 1 bath and a living room/kitchen combo with wood laminated flooring. It has its own propane heating, a separate deck and is a great asset to this property. If you are looking for something different but warm and cozy with plenty of windows and light you will love the main home. You are located only minutes to the town center, library, community center, community theater, stores, schools, parks and playground. Only 1 1/2 hr to NYC by car or 1/2 to the train. Woodbury was named "best small town in Connecticut" so come and enjoy!!
❮❯Closed$489,900 Closed- 4 bds
- 5 ba
- 2166 sqft
39 Grey Fox Trail
Woodbury, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Southbury CT Home for Sale
This beautiful unit has been renovated throughout with new paint, carpet, crown molding, all new appliances in 2014. Still looks brand new and buyer added gorgeous see through drapes that remotely close for privacy and a new air-conditioning system. Enjoy the two patios, large windows with private views and the attached two car garage. This is a self managed community and accepts all ages. It borders a 100 acre town reserve and has a heated pool and tennis court. Located in the beautiful town of Southbury with convenient shopping, ponds, parks, theaters and great walking sites!
❮❯Closed$269,000 Closed- 2 bds
- 2 ba
- 1420 sqft
17 D Heritage Crest D
Southbury, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
Don't miss out on this in town colonial set back on a beautiful level lot with plenty of privacy and yet walking distance on a nice country road into the town center. One owner has owned it since 2015 and it has been wonderfully maintained with extra features including water manifold and central vac in the 3 car garage with installed cabinets and the floor slanted for washing the car in the winter, main floor with 9' ceilings and oversized windows all across the back, stately columns as you enter the front foyer separating the dining and living room, a well thought out study with built ins and great hardwood floors throughout the first floor. In addition the bedrooms all have walk in closets and the laundry room is conveniently located on the second floor. Located in the town of Woodbury voted "best small town in Connecticut." Enjoy the community theater, Hollow Park and playground, the historic Glebe House, community center, library, nearby schools, shopping, wineries, renown restaurants and so much more. Major highways are only 10 minutes away and NYC is 1 1/2 drive or 1/2 hr to trains. Come and enjoy this beautiful town!
❮❯Closed$499,500 Closed- 4 bds
- 3 ba
- 3292 sqft
151 Quassuk Road
Woodbury, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Southbury CT Land for Sale
Perfect opportunity to build or expand in an established, residential neighborhood on a quiet country road in Southbury! 3.39 Acres, with 245 ft of road frontage and 700 ft deep! Conveniently located on the Southbury/Woodbury line, only 5 minutes to both town centers, award-winning schools, and I84. On the opposite side of the quiet road there are 100+ acres of town of Woodbury owned land convenient for long nature walks!
❮❯Closed$115,000 Closed- bds
- 0 ba
- sqft
571 Old Woodbury Road
Southbury, CT
Listing by: Taylor M. O'keefe - Drakeley Real Estate, Inc. -
Woodbury CT for Rent
Woodbury Condo- Heritage Hill- 2 bedrooms, heat included, pool, remodeled- nice!!No smoking,$1600/month
❮❯Closed$1,600 Closed- 2 bds
- 1 ba
- 1150 sqft
126 Sherman Hill Road B2
Woodbury, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Watertown CT Home for Sale
This beautiful home has two master bedroom suites with one on the first floor and two adjacent bedrooms nearby. The second floor has the second master bedroom suite. Enjoy the open floor plan and many windows overlooking the well thought out landscaping. The owners are presently installing a new propane heating system and the tank is already in the ground plus a new air conditioning system and a tankless on demand water heater. The roof is only 10 years old, the well pump is 2019 and it has a generator hookup.The hardwood floors and two fireplaces surrounded by beautiful rooms make this home extremely cozy and charming. The open and spacious kitchen walks out to a large deck overlooking the level yard. Located near Taft School and only minutes to major routes, golf courses, shopping, parks, schools and library. This home is easy to show.
❮❯Closed$419,000 Closed- 4 bds
- 3 ba
- 3190 sqft
596 Winding Brook Farm Road
Watertown, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
It is more economical to own this well laid out ranch style condo than to rent. Situated in private wooded setting in the well maintained Town in Country Complex. Very spacious living room with fireplace, laminate flooring and sliders to patio in rear. Galley kitchen has lots of cabinets and a separate dining room area. The 2 good size bedrooms have ample closet space. Heating system and central air are newer installed. Each unit has their own assigned parking. The community pool is another reason to jump on this one. Call now for an appointment. Purchaser must be resident for one year before applying to rent condo. Masks need to be worn everywhere in the building, including the hallways and stairs.
❮❯Closed$81,900 Closed- 2 bds
- 1 ba
- 913 sqft
229 Bacon Pond Road 131
Woodbury, CT
Listing by: Barry C. Mackiewicz - A-Gold Action Realty -
Woodbury CT Home for Sale
This custom built saltbox colonial has a beautiful layout and large rooms. The town calls it a 3 bedroom colonial but the septic system is for a 4 bedroom and the 18x11 first floor library would be the 4th bedroom with full bath. The air conditioning is on the second floor only.There are gorgeous hardwood floors throughout, many rooms with beams and moldings, large windows everywhere bringing all the light and outside in! The family room adjoins the oversized enclosed porch which attaches to the large deck off of the kitchen. With two staircases the home is uniquely laid out giving plenty of privacy and space. Enjoy the 2.45 acre lot with a brook in the back making it a terrific property for a horse and/or playground equipment. The full walkout basement and oversized attached heated garage make every inch worth using. Located only minutes from Main Street and the schools, library, community center, community theater, summer concerts, antique shops, grocery and drug stores, hiking trails and parks recently made Woodbury the "Best Small Town in Connecticut." Only minutes to major routes yet just 10 minutes away are major shopping, health clubs and medical offices. 1 1/2 hr to NYC and 1/2 hr to train. Home is easy to show!
❮❯Closed$520,000 Closed- 4 bds
- 3 ba
- 3288 sqft
48 Railtree Hill Road
Woodbury, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
This wonderful 3000 sq ft cape has three finished levels with the main floor having an inviting foyer and open kitchen and breakfast bar, pantry, large living room with fireplace and dining area, moldings and hardwood floors, two full baths and two bedrooms. The upper level master bedroom suite includes the full bath, closets plus a large office previously used as a walkin closet. The lower level is sunny and bright with beautiful views and a family room with hardwood floors, fireplace, bookcases and study area and access to a patio and separate workshop. In addition there is an exercise room and an office with outside access. This homeowner has installed a new furnace, hot water heater, air-conditioning and took possession with electrical upgrades. Located within walking distance to the town center and just around the corner is a small cul-de-sac for bike riding. The home is minutes to the schools, library, community center, churches, shopping, playgrounds and hiking trails. Flanders Nature Center is just up the road and major routes are again minutes away. Only 1 1/2 hr by car to NYC and 1/2 hr to the train. Woodbury was voted Best Small Town in Connecticut! Come and enjoy it here!!
❮❯Closed$419,000 Closed- 3 bds
- 3 ba
- 3078 sqft
91 Flanders Road
Woodbury, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Wilton CT Home for Sale
Welcome to the lovely condo community of Lambert Common. This spacious 2 bedroom, 2 1/2 bath condo is gorgeous with designer taste , hardwood floors, fireplace, spacious kitchen and in wonderful condition located minutes to the town center. Large welcoming private patio with sliders right off the beautiful living room to enjoy your days outside. Upgrades include updated kitchen with new granite countertops, sink/hardwear and appliances, the first floor guest bathroom has been updated with new Kohler fixtures and decorative plumbing, new wood floors in the entry replaced a tile floor, all wood floors throughout have been refurnished, new 10 year fire and carbon monoxide throughout, new whole house surge protection device installed into main electrical panel, Stark carpeting on stairs to second floor and Philip Jeffries grass cloth on dining rooms walls. A one car attached garage makes access so easy and you will love every minute here! Well located close to town, schools, amenities and transportation.
❮❯Closed$540,000 Closed- 2 bds
- 3 ba
- 1762 sqft
1 Lambert Common 1
Wilton, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
A meticulously maintained, move-in ready 2800 Sq Ft home on a level 2.47 acre, sunny and professionally landscaped homesite with mature plantings and distant views on a neighborhood cul de sac. 9' Ceiings, gleaming hardwood floors, custom trim throughout - crown molding, wainscoting, Windsor casing, and more! Open floor plan includes a formal living room with marble fireplace, formal dining room with walkout bay area, and large eat-in kitchen with granite countertops and stainless steel appliances. Family room open to the kitchen, beautiful office/library/den space with French doors, power room and laundry/mudroom all on the main level. Second level includes a gorgeous master suite with walk-in closet and newly redone master bath with double vanities, whirlpool tub, and large walk in shower. Three auxiliary guest bedrooms, full guest bath, and a large upstairs foyer. Heated, inground pool, brick walkways, large level brick patio, shed for garden tools, and a playhouse perfect for children, only one mile from town center, schools, and Hollow Park. Located in Woodbury, a wonderful quintessential New England Town - voted Reader's Digest "Most Charming Small Town in Connecticut."
❮❯Closed$589,000 Closed- 4 bds
- 3 ba
- 2662 sqft
18 Meadowbrook Lane
Woodbury, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
Located in the beautiful Plumb Brook Subdivision filled with gorgeous homes sits this immaculate privately sited home in move in condition. Many upgrades have been done in keeping with the quality of the home. The yard and the patio are extremely private and the view from the spacious sunny family room is wonderful. The master bedroom suite includes an oversized bathroom and adjacent room for an office or tv viewing. The hardwood floors look terrific as does the whole condition of the home. On the lower level are 3 finished rooms-one tv room, one exercise room and a third rec room with bar. The garage has a workshop area and you can access the basement from the garage also. Woodbury has been named "The Best Small Town in Connecticut" and you will enjoy the many sidewalks, parks, nature trails, historic tower for hiking, art galleries, highly rated restaurants, antique shops and so much more. Only 1 1/2 hr by car to NYC or 1/2 hr to the train. Minutes to major routes. You will love this beautiful home!
❮❯Closed$639,000 Closed- 4 bds
- 3 ba
- 2918 sqft
137 Plumb Brook Road
Woodbury, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Southbury CT Home for Sale
This well established subdivision with gorgeous homes and settings rarely has a home available but this one is now!! Built by the highly respected area builder Wayne Muratori it has over 5000 sq ft of living space, fabulous design kitchen, beautiful trim package with coffered ceiling in the family room, 4" cherry floors, 4 fireplaces, 4 and 1/2 baths, front and back staircases, oversized lower level walkout family room with fireplace, full bath and partial kitchen making it a possible in-law or au-pair setting. Several rooms for offices while working from home including the den on the main floor and the separate smaller room on the lower level. Enjoy the beautiful sunsets from the back rooms of the home and the oversized deck. Well sited with the stonewalls, landscaping, level grounds and circular driveway this is one home you do not want to miss. It is located minutes to major routes, shopping, schools, recreation, medical facilities and only `1/2 hr to the train or 1 1/2 by car to NYC. The owners have taken beautiful care of this home and it shows!!
❮❯Closed$889,000 Closed- 4 bds
- 5 ba
- 5257 sqft
7 Fieldstone Way
Southbury, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
Wonderful Woodbury Hill Condominiums consists of 75 well cared for units and terrific landscaping. The residents enjoy the gazebo gatherings, the salt water inground pool and tennis court. Plenty of space for walking especially walking to the town center, library, grocery store, community center, community theater, restaurants, schools, summer outdoor concerts in the town park with ballfields, volleyball nets, picnic tables and river strolling. Nearby are hiking trails, vineyards, breweries, movie theaters and a hiking tower overlooking the whole town. Rarely is there a Woodbury hill expanded Trumbull cape condo available and this one has everything--hardwood floors on the first and second floor, newer windows, nicely painted, den, dining-living room with fireplace, spacious kitchen with pantry and large deck with awning and plenty of privacy. The second floor has two bedrooms and two full baths. Enjoy the lower walkout level with a full bath, carpeting, sliders, closets and plenty of finished space plus there is a small workshop area. Located only 1 1/2 hr to NYC and 1/2 hr to the train station. This condo is easy to show!! Woodbury was voted Best Small Town in Connecticut.
❮❯Closed$344,900 Closed- 2 bds
- 4 ba
- 1673 sqft
34 Woodbury Hill 34
Woodbury, CT
Listing by: Rob Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
Every now and then a perfect home comes along with all the extras like a circular driveway, attached two car garage plus a separate barn for 2 extra cars, large front porch, high end trim and many many windows throughout the home. The large kitchen with gas fireplace and sitting area makes everyday the place to be with sliders out to the private patio overlooking the acres and acres of land belonging to Flanders Nature Center!! One of the best things is the often requested first floor master bedroom and bath with plenty of closet space. As you enter the home you see straight into the living room with large fireplace and again windows everywhere. The unfinished large basement has a walkout slider and roughed in bathroom plumbing. Flanders Woods subdivision is well established with beautiful homes and only minutes to the center of Woodbury - recently voted Best Small Town in Connecticut! Nearby are the schools, library, community center, community theater, Hollow Park with summer concerts and sporting events, post office, grocery and drug stores, medical offices, hiking trails throughout plus the great tower overlooking the whole town and yet only `1/2 hr. to train station and 1 1/2 hr by car to NYC. This home is easy to show!
❮❯Closed$749,000 Closed- 4 bds
- 4 ba
- 3374 sqft
23 Silver Brook Lane
Woodbury, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Litchfield CT Home for Sale
Situated in the Northwest Hills just minutes to the historic Litchfield Green sits a classic four bedroom cottage on .9 acre. Features of this circa 1900 home include a spacious eating space kitchen with faux beams and access to the deck for outdoor entertaining; den with wood burning stove and wood flooring; spacious, sun-filled living room with wood burning fireplace and wall to wall carpeting; office/den and full bath complete the main level. The upper level features a primary bedroom with two closets and wall to wall carpeting; three guest bedrooms with carpeting; a full bath and laundry room. Bring your creativity and updating ideas or embrace this well maintained, vintage home the way that it is. This unique property is surrounded by state land. Enjoy all the amenities that the Litchfield area has to offer including horseback riding (next door), private schools, hiking, golfing and tennis. Easy access to Routes 118, 254 and 8 for easy commuting.
❮❯Closed$300,000 Closed- 4 bds
- 2 ba
- 1790 sqft
85 East Litchfield Road
Litchfield, CT
Listing by: Kim D'andrea - William Pitt Sotheby's Int'l -
Southbury CT Home for Sale
Heritage Crest is a wonderful place to live with only 100 units, large pond, tennis court and pool. Having a two car attached garage makes it really desirable plus this condo is a show piece!! The kitchen was totally remodeled with plenty of storage and eating space and the decor is exceptional and reflects the beautiful taste of the homeowner. Being an end unit it has a pathway into a large private level patio surrounded by a stonewall-now that is a real plus if you have a dog! Located just minutes to stores, medical facilities, golf courses, schools, movie theaters, gyms, hiking trails and so much more. Only 1/2 hr to trains and 1 1/2 hr by car to NYC.
❮❯Closed$359,000 Closed- 2 bds
- 2 ba
- 1402 sqft
28 Heritage Crest A
Southbury, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Southbury CT Home for Sale
This is a great 3 bedroom condo with a nice entrance and in wonderful condition. The kitchen has been remodeled and looks out on lovely plantings as does the living room with slider. The back patio is private yet surrounded by a well landscaped design. Enjoy the large living room adjacent to the dining area while watching the fireplace, tv and beautiful outdoors! The 3 bedrooms and 2 full bathrooms gives plenty of space especially for a separate study. Come and enjoy all Heritage Village has to offer. The one car garage is separate from the condo but is just steps away. All buyers pay 1 time Equity fee of $2000 to HV Foundation at the closing. This condo is easy to show.
❮❯Closed$329,900 Closed- 3 bds
- 2 ba
- 1716 sqft
275 Heritage Village B
Southbury, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
Unbelievable beautiful setting high above the river which surrounds the exterior of the property. As you enter this interior site the land is level and beautiful and above all - private. The large backyard is perfect for a garden and playing! The homeowners have replaced the roof and gutters, all the windows and doors including the garage doors, new hot water heater, upgrades to the bathrooms and so much more! The 22 x 12 porch off the family room leads to the patio and has beautiful views!!Over the two car garage is a large unfinished bonus room accessible from the inside of the home near the half bath and laundry room area right inside the front side entrance. From this property looking across the river you can view Three Rivers Park so your views are perfect. This home is located minutes to Main Street, schools, library, community center, community theater, post office, grocery and drug stores, Hollow Park and hiking to Orenaug Park with the tower overlooking the town of Woodbury. Many highly rated restaurants in addition to Flanders Nature Center and the Trolley Bed Trail. Woodbury was voted Best Small Town in Connecticut and it shows!!
❮❯Closed$549,000 Closed- 4 bds
- 4 ba
- 2826 sqft
10 Orton Lane
Woodbury, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
This beautiful South Brook single family historically designed home is one of 21 homes. All were built to look historic and include moldings, wood floors, fireplaces, attached garages, beautiful kitchens and so much more., You own and maintain your own home and it is a planned urban development. The outside property is maintained by the association and your water is metered. Located just off Main Street and surrounded by the Trolley Bed Trail and well protected. Enjoy walking to nearby coffee shops, restaurants, stores, health clubs, community center, community theater, library, ice cream shop and so much more! Woodbury was voted Best Small Town in Connecticut and it shows!! Located 1/2 hr to the train and 1 1/2hr by car to NYC. Just minutes to major routes.
❮❯Closed$429,000 Closed- 2 bds
- 3 ba
- 2662 sqft
5 Hill View Lane
Woodbury, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
If you love nature you will love this small home. The sellers believe it was converted to a home about 1970 as they lived next door. The home was a two bedroom as the septic is 1000 gallons according to their septic contractor and septic inspection. The home is open and spacious and the covered porch overlooks the river and large field. The bathroom was just remodeled and the home shows beautifully. Set way back from the road the land is level and within walking distance to schools, stores, library,churches, parks and main street. So when you want a nice well maintained small home and you don't want a condo come see this beauty. The view alone is worth it!
❮❯Closed$325,000 Closed- 2 bds
- 1 ba
- 947 sqft
44 White Oak Road
Woodbury, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT for Rent
NEW RENTAL IN TOWN, 2 BR'S & 1 BATH - 4 ROOM RENTAL. HEAT AND HOT WATER INCLUDED. NO PETS, NO SMOKERS. COIN OPERATED WASHER AND DRYER. NEWLY PAINTED WITH NEW LAMINATE FLOORING.
❮❯Closed$1,275 Closed- 2 bds
- 1 ba
- 600 sqft
64 White Deer Rocks Road 1A
Woodbury, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
This welcoming country home has had many upgrades and includes a 24 x 24 ft deck overlooking the beautiful grounds. The hardwood floors, upgraded kitchen and many windows, sliders and French doors make this one sunny home!! The walk up attic provides plenty of storage and the lower level has a wonderful family room plus an extra room for guests or as a private office with fireplace. Located on a quiet street in Woodbury - named Best Small Town in Connecticut and just featured in the New York Times!!! Enjoy the playgrounds, parks, hiking trails, 3 rivers, tower overlooking the town, library, community theater, community center, Flanders Nature Center and walking along our many sidewalks and renown restaurants. Located only minutes to major routes and 1/2 hr to the train to NYC or 1 1/2 hr by car.
❮❯Closed$359,000 Closed- 3 bds
- 3 ba
- 1799 sqft
17 Hyland Avenue
Woodbury, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
This beautiful Woodbury Hill Condo includes a master bedroom on the first floor, gorgeous remodeled kitchen with sliders to an oversized deck with a couple of steps to the level lawn looking over the stone wall to the wonderful horse farm. The second level includes another bedroom, full bath, plenty of closets and storage space plus a family room overlooking the cathedral formal living room with hardwood floors and fireplace. The May 16, 2021, New York Times Living In section called Woodbury, Ct." Peace, Quaint Beauty and a Sense of History." In addition Reader's Digest named Woodbury "Best Small Town in Connecticut." Famous for its great restaurants and lovely Main Street including art galleries, antique shops, community center, schools, summer outdoor concerts in the town park with picnic tables, volleyball, baseball and river strolling plus hiking trails with a tower overlooking the town and other historic sites. Golf courses, tennis courts, library, community theater and wonderful library events make this a terrific place to live. Located within minutes to major routes and only 1/2 hr to the train to NYC or 1 1/2 hr by car.
❮❯Closed$360,000 Closed- 2 bds
- 3 ba
- 1796 sqft
74 Woodbury Hill 74
Woodbury, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Southbury CT Home for Sale
This well built ranch was built by the owner and the workmanship shows!! The large rear yard offers plenty of privacy and the front sets way back from the road while allowing just minutes to get to major routes like I-84 or Rt. 8 for easy commutes. The hardwood floors are gorgeous and the one level living makes this the ideal home. The full walk out basement and large attic make for plenty of storage in addition to the 2 car attached garage. Enjoy the flower gardens and the nearby parks, shopping, movie theaters, medical facilities and great restaurants nearby. The 169 acre Southford Falls State Park is right nearby for your enjoyment. This home is easy to view.
❮❯Closed$275,000 Closed- 3 bds
- 1 ba
- 1232 sqft
1252 Southford Road
Southbury, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
Every now and then a beautiful private country home comes on the market located in historic Woodbury which the May, 2021 New York Times praised as "Peace, Quaint Beauty and a Sense of History" in their Living In section! The Reader's Digest named it the best small town in Ct. Located only 7 minutes to I-84 exit 14 this home offers generous living space and many upgrades with hardwood floors, updated bathrooms, spacious kitchen, formal dining room with sliders to the large deck overlooking the peaceful landscaped grounds. The large heated porch of an additional 200 sq, ft. off the family room lends to a terrific view of a gorgeous year around setting. The home is just minutes to the center of Woodbury, Southbury and Roxbury and nearby schools, libraries, golf courses, private clubs, public golf courses, renown restaurants in addition to Orenaug Park with hiking to the tower overlooking the town of Woodbury, concerts in Hollow Park, community theater, antique shops, art galleries and only 1 1/2 hr by car to New York City and 1/2 hr to the train.
❮❯Closed$439,000 Closed- 4 bds
- 3 ba
- 2160 sqft
20 Roxbury Road
Woodbury, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
This home sits on over 2 beautiful acres and has great hardwood floors, plenty of light and another 240 sq ft of a finished 3 season porch with plenty of windows overlooking the grounds and the large barn in back. The 4 stall horse barn is large and has a second loft.This is where cars could be parked. This square footage is not in the listed square footage. The living/dining room has plenty of light and hardwood floors plus the 2 bedrooms have hardwood floors. The kitchen includes a panty and breakfast bar with a slider to the 3 season heated porch that is a wonderful addition. There are two additional small sheds on the property one of which should be removed. There is parking next to the home on the paved driveway and extra space. Woodbury was featured in the New York Times May, 2021 edition of great places to live and Reader's Digest called it the Best Small Town in Connecticut. Come and enjoy the community theater, community center, library, concerts at Hollow Park, tennis courts, playgrounds, hiking trails and parks including Orenaug Park which includes a tower overlooking the town. Only 1/2 hr to trains or 1 1/2 hr by car to NYC. This property is being sold "as is."
❮❯Closed$245,000 Closed- 2 bds
- 1 ba
- 952 sqft
214 Railtree Hill Road
Woodbury, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Southbury CT for Rent
Beautiful two story condo for rent with all appliances, new Trane air conditioning system, beautiful hardwood floors up and down, remodeled bathrooms and two patios with new sliders with blind inserts. Master bedroom has a slider leading to a deck. Pella windows, wood burning fireplace, Kohler fixtures, digital heat thermostat, end unit and beautiful views of the large field, pond out onto the pool. A one year lease is $2300/month. A 2-3 year lease is $2200/mo. This is an end unit with lots of privacy and is easy to show.
❮❯Closed$2,300 Closed- 2 bds
- 2 ba
- 1308 sqft
29 Heritage Village C
Southbury, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Southbury CT Home for Sale
Carriage house NO STAIRS private patio and deck with electric awning. Close proximity to walking paths and ponds. Recently renovated new paint, new floors wall to wall carpet, and new appliances. Turn key and move in ready.
❮❯Closed$189,000 Closed- 1 bds
- 1 ba
- 928 sqft
362 Heritage Village B
Southbury, CT
Listing by: Emily Fritz - Real Estate By Teresa LLC -
Woodbury CT Home for Sale
The Henry Minor House is a beautiful 1845 Greek Revival-style home in the historic town of Woodbury and is listed in the National Register of Historic homes. Remodeled by a local craftsman to create an open concept kitchen with exposed beams, custom cabinetry, center island, two sinks, wood counters with marble pastry slab, breakfast area, laundry room and french doors. These doors lead out to a private stone patio overlooking the perennial gardens and level grounds. The master bedroom has a private staircase in addition to the front hall open staircase. The wide board floors throughout look beautiful and the rooms are bright and airy. The May, 2021 New York Times featured Woodbury as "Peace, Quaint Beauty and a Sense of History!" Readers Digest rated Woodbury, Ct. as the best small town in Ct. Come and enjoy our noted restaurants, community theater, music concerts in Hollow Park, hiking trails, open spaces, Orenaug Park with hiking trail to the tower overlooking the town, art galleries, library, tennis courts, workout sites and nearby golf courses, swim clubs, country clubs, shopping, medical complexes and so much more! Only 1 1/2 hr by car to NYC or 1/2 hr to the train.
❮❯Closed$359,000 Closed- 4 bds
- 3 ba
- 2094 sqft
262 Washington Road
Woodbury, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Litchfield CT Land Lot for Sale
This is a rare find. Your own Cabin in the woods. A 1.3 acre parcel of land in a nice Residential area that has quick access to major routes, also features your very own cabin, with electric and 120 square feet of living space, with basement, loft and wrap-around deck. Out door fire-pit, stone walls and picnic area.
❮❯Closed$99,000 Closed- 0 bds
- 0 ba
- 0 sqft
452 East Litchfield Road
Litchfield, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
This vintage home in a highly desirable location includes 4 bedrooms with one on the third floor that is spacious and has plenty of storage. The wide board floors throughout the home together with some oversized windows makes it sunny and bright. Enjoy the covered porch and extra large patio looking out onto the long deep lot with an "as is" vinyl pool. This home is located seconds from Main Street and walking distance to the library, stores, community theater, community center, schools and playgrounds. Enjoy the parks and hiking trails and keep in mind that Woodbury was featured in the May, 2021 New York Times as "peace, quaint beauty and a sense of history." The Reader's Digest named it "Best Small Town in Ct." Located 1 1/2 hr by car to NYC and 1/2 hr by train. Major routes are close by as are private schools, golf courses, country clubs and great restaurants. Enjoy concerts in the park and hiking trails to a tower overlooking the town!! This antique home, while ready for occupancy would benefit greatly from updating. Offered as a "fixer upper" in "as is" condition.
❮❯Closed$259,000 Closed- 4 bds
- 2 ba
- 2085 sqft
13 Washington Road
Woodbury, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT for Rent
One bedroom one full bath apartment available to rent immediately! Apartment provides two large closets for storage, a jacuzzi tub, and tenant has access to deck and large yard. Rental amount includes heat, hot water, electricity, trash removal and two parking spots. Landlord must have access to utility closet upon notice to tenant. No pets and no smoking, good credit a must, one month's security required.
❮❯Closed$1,500 Closed- 1 bds
- 2 ba
- 1120 sqft
64 White Deer Rocks Road C
Woodbury, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Southbury CT Home for Sale
This great 2 bedroom two bath ranch style level condo is in a cozy non-age restricted community. The eat-in kitchen has been renovated and the unit has all new carpet and new paint. There is a large private patio right off the living room. Enjoy the pool and tennis court and plenty of areas for your morning walks! A one car detached garage is close to this condo and guest parking is close by. Enjoy area summer concerts, community theater, nature centers, hiking trails, golf courses and rivers galore! Located minutes to restaurants, shopping, movie theaters, gyms and so much more. Only 1 1/2 hrs by car to NYC and 1/2 to the train to NYC. Please wear shoe coverings or remove your shoes and follow covid procedures.
❮❯Closed$230,000 Closed- 2 bds
- 2 ba
- 1000 sqft
20 Heritage Circle B
Southbury, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Southbury CT Home for Sale
located on a level 3 1/2 acre building lot this gorgeous spacious home includes 4 bedrooms and an open floor plan. Enjoy the beautiful family room walking out to the long deck and views of the grounds. The kitchen is well laid out and looks into the family room. As you enter the area you will notice many homes in the nearby neighborhoods which is great for walking, bike riding and so forth. Located in Southbury which has great school test results plus parks, pools, tennis courts, movie theaters, restaurants, golf courses, shopping, medical facilities and easy access to major routes. Located nearby includes summer concerts, community theater, hiking trails, ski resorts, nature center, libraries, art galleries and so much more. Only 1/2 hr to trains and 1 1/2 hr by car to nyc.
❮❯Closed$575,000 Closed- 4 bds
- 3 ba
- 2794 sqft
267 Carriage Drive
Southbury, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
This two bedroom cape has hardwood floors, remodeled kitchen, living room with a fireplace, attached garage, 2 bedrooms and a half bath on the second floor, full bath and family room on the first floor. Located just off of Main Street and within walking distance to the schools, stores and churches.
❮❯Closed$350,000 Closed- 2 bds
- 2 ba
- 1386 sqft
46 Church Street
Woodbury, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Southbury CT Home for Sale
Rarely on the market will you find this Roxbury Style 3 Bedroom, 2 Bathroom, 2 Car Garage model in the very desirable community of Heritage Crest. This home offers, in addition to the standard features, a large pleasant Master Bedroom Suite with Master Bath, a large open interior, a spacious eat-in kitchen and a casual screened-in porch. Off of the porch is a patio with stone wall for your outdoor enjoyment which can be sheltered by the motorized awning. There is plenty of storage between all of the closets and the large storage room attached to the garage. This is a non age restricted community with a heated swimming pool and tennis courts. Enjoy nature while out for walks around the pond or on the many nearby walking trails.
❮❯Closed$365,900 Closed- 3 bds
- 2 ba
- 1735 sqft
1 Heritage Crest B
Southbury, CT
Listing by: Wendy Brazauskas - Berkshire Hathaway NE Prop. -
Southbury CT for Rent
This great 2 bedroom two bath ranch style level condo is in a cozy non-age restricted community. The eat-in kitchen has been renovated plus has new appliances and the unit has all new carpet and new paint. There is a large private patio right off the living room. Enjoy the pool and tennis court and plenty of areas for your morning walks! The master bedroom is having the wallpaper removed and will be painted. A one car detached garage is close to this condo and guest parking is close by. Enjoy area summer concerts, community theater, nature centers, hiking trails, golf courses and rivers galore! Located minutes to restaurants, shopping, movie theaters, gyms and so much more. Only 1 1/2 hrs by car to NYC and 1/2 to the train to NYC. Please wear shoe coverings or remove your shoes.
❮❯Closed$2,200 Closed- 2 bds
- 2 ba
- 1000 sqft
20 Heritage Circle B
Southbury, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Southbury CT Home for Sale
This 55+ community called Heritage Village is a beautiful place to live with 4 pools, a gym, activities galore, tennis, pickleball and so much more. Plenty of places to walk and view the serene ponds and nature. This Berkshire is in the Hilltop section of the village and has plenty of guest parking right across the driveway. Not only do you have a private fenced patio but a large deck off the dining room. The convenience of the 2 car garage with a separate craft room and finished foyer entry to the upstairs make this unit exceptional. Just recently painted and re-carpeted this 3 bedroom condo has 2 full renovated bathrooms and a beautiful kitchen. This area of the village is scheduled to be repainted shortly as you can see some prep work has already been done. The owners added a new 3 unit energy efficient ductless heating and air conditioning system and those costs are greatly reduced. There are new blinds on all windows, custom made barn door for oversized door in master bedroom, new washer and dryer, new dishwasher, new overhead light fixtures, wood accent chair rail in dining room and foyer walls and so much more! Come view this immaculate Berkshire condo with the 3 bedrooms, 2 car garage and craft room in addition to the private wonderful outdoor spaces.
❮❯Closed$389,000 Closed- 3 bds
- 2 ba
- 1716 sqft
899 Heritage Village B
Southbury, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Commercial Sale for Sale
This building is as you enter Woodbury next to Constantines Restaurant from Southbury and only minutes to I-84. Woodbury was named "The Best Small Town in Connecticut" by Reader's Digest and includes beautiful hiking trails, Hollow Park with its pond, sport fields, playgrounds and picnic areas. The famous and historic Glebe House is located in the Hollow with gorgeous vintage homes. The town includes re known restaurants and antique shops and the sidewalks are always in full use! This is a great location to have your business and reside on the second floor. Come!! Join us in Woodbury!! Selling as is.
❮❯Closed$219,000 Closed- bds
- 0 ba
- 2021 sqft
1153 Main Street South
Woodbury, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Commercial Sale for Sale
Welcome to the historic district on Main Street South, Woodbury, Ct. Rated as the best small town in Connecticut by Reader's Digest and featured recently in The New York Times as a great place to live--this colonial home located behind the cannons on the beautiful Green is a wonderful place to live and run your business. The second floor is presently rented but available for the new owner and the first floor was a dentist office and would make a welcoming business location or be converted to a residential use. There are plenty of great sites including the historic Glebe House, Hurd House, Hollow Park, hiking trails, art galleries, re known restaurants, nearby ski resorts, a local tubing site, the tower that overlooks the town of Woodbury and so much more. Only 1/2 hr to the train station and 1 1/2 hr by car to NYC. Come take a look at this wonderful business or home location!
❮❯Closed$399,900 Closed- bds
- 0 ba
- 2434 sqft
387 Main Street South
Woodbury, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Winchester CT Home for Sale
Beautifully kept home on almost 3 acres, located on a on a very quiet street in Winchester CT! The house includes 2 and a 1/2 bathrooms (both full baths attached to bedrooms), Central Air, Fire Place, In Ground Pool, Large Laundry Room, and an Over Sized Basement perfect for a new buyer to finish for additional livable space. Don't miss the opportunity to see this while its available!
❮❯Closed$399,900 Closed- 2 bds
- 3 ba
- 1804 sqft
452 Platt Hill Road
Winchester, CT
Listing by: Austin Brochu - Sullivan Real Estate Inc -
Southbury CT for Rent
Beautiful two story condo for rent with all appliances, new Trane air conditioning system, beautiful hardwood floors up and down, remodeled bathrooms and two patios with new sliders with blind inserts. Master bedroom has a slider leading to a deck. Pella windows, wood burning fireplace, Kohler fixtures, digital heat thermostat, end unit and beautiful views of the large field, pond out onto the pool. A one year lease is $2600/month. A 2-3 year lease is available. This is an end unit with lots of privacy and is easy to show.
❮❯Closed$2,600 Closed- 2 bds
- 2 ba
- 1308 sqft
29 Heritage Village C
Southbury, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Southbury CT Home for Sale
Move right in to this award winning 55+ community. Similar to photo's. Showings available FaceTime/Hilltop East location. You will not find a better one! This completely redesigned floor plan, fully gutted and completely renovated Sherman will impress the most distinguished buyers. After a short walk from the garage to your brand new home, you will have beautiful views from everywhere inside the unit. The craftsmanship is top notch with the most meticulous details fully incorporated throughout the home. The entire unit has brand new REEB interior and Feather River exterior doors, Anderson windows and slider, panel board trim, crown molding, high end square LED lighting, stunning fixtures and of course a fully renovated brand new high efficiency heat pump system which properly warms the entire unit at half the price. The kitchen is a dream come true for foodies who love to entertain, Samsung appliances, plenty of work space, and gorgeous full overlay American Woodmark cabinets. The exquisite quartz countertops span into the dining room allowing additional seating and room for a large party. Master bedroom fully renovated with added closet space and new lighting. The oversized master bath is breathtaking, the 5' shower is finished with designer tile and quartz countertop is some of most costly stone on the market. Designer subway tile & quartz in 2nd bath with shiplap ceiling.
❮❯Closed$414,900 Closed- 2 bds
- 2 ba
- 1432 sqft
859 Heritage Village A
Southbury, CT
Listing by: Deborah Snopkowski - Coldwell Banker Realty -
Woodbury CT Home for Sale
Located in beautiful historic Woodbury, Connecticut called by the New York Times as a wonderful place to live and by Reader's Digest as "the best small town in Connecticut." Only minutes from Main Street the home is located at the end of a well cared for subdivision. This saltbox has 2.90 acres and offers plenty of privacy with an oversized deck overlooking the gorgeous grounds. The master bedroom is on the first floor while the second floor has three more bedrooms plus an oversized playroom. The owners have upgraded bathrooms, kitchen and so much more plus you have a 3 car garage and plenty of parking. There is easy access to the schools, grocery store, banks, library, award winning restaurants, doctors offices, Hollow Park with concerts and ballfields, community center and community theater, hiking trails and river fishing. Nearby there is additional shopping, movie theaters, golf courses, more hiking trails and just minutes to major highways. Only 1 1/2 hr by car to NYC or 1/2 hr to the train. See the list of upgrades.
❮❯Closed$589,000 Closed- 4 bds
- 3 ba
- 3060 sqft
107 Stagecoach Road
Woodbury, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
Impeccably maintained contemporary colonial with spacious open concept. Sitting on 2.5 level acres on a cul-de-sac in one of Woodbury's finest areas. Perfect setting for this stone and cedar professionally landscaped custom built home. Chefs style kitchen with gourmet appliances surrounded by granite counters and large island with abundant seating. Exceptional detail above as well with a coffered ceiling. Bright master bedroom with twin walk in closets and luxurious master bath. Large formal dining room, mud room laundry room, 3 more bedrooms & baths plus a 2 story entrance add to this homes dramatic appeal.
❮❯Closed$624,900 Closed- 4 bds
- 4 ba
- 3633 sqft
99 Owl Ridge Road
Woodbury, CT
Listing by: William Piccirillo - Keller Williams Realty -
Woodbury CT Home for Sale
Plenty of detail is found in this architects own custom designed home with unique arched entries and details, gourmet kitchen, full walkin large room closet , hardwood floors throughout, beautiful well placed trim, MBR with fireplace, family room with fireplace, tray ceilings, large porch overlooking spacious private grounds and all the extras one would expect in an architects home. Located minutes from Main Street, library, stores, schools, parks, trails, tennis, swimming, health clubs, community theater, Waterbury symphony summer concert at Hollow Park, ski area, major routes and much more. Easy to show.
❮❯Closed$424,000 Closed- 4 bds
- 3 ba
- 3436 sqft
167 White Deer Rocks Road
Woodbury, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Commercial Sale for Sale
Property is called The Split Rail Restaurant. The Owner says it sits 50 patrons in the restaurant and he has run a successful operation for close to 40 years. Upstairs is a separate one bedroom apartment rented on a monthly basis. The Building, contents, and business are both for sale. The restaurant has central air and is a very busy place. Located in the heart of Woodbury with parking in the shopping plaza. Owner leases 15 parking spots for $350 per month from the owners of the adjacent plaza. Easy to show in evening or after 3 p.m. The Split Rail has a long history of Success in Woodbury!!
❮❯Closed$199,900 Closed- bds
- 0 ba
- 2387 sqft
230 Main Street South
Woodbury, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Southbury CT Home for Sale
Saddle Ridge location is always in high demand due to the gracious and beautiful homes with close access to major routes, theaters, stores, library and schools. This 2006 custom built home is timeless yet current and has a magnificent master bedroom suite with balcony overlooking spectacular views! 5630 sq ft includes finished lower level which includes a 5th bedroom, piano room and activity area which walks out to a patio and the spacious yard. Exquisite architectural mill-work throughout the exceptional floor plan including coffered ceilings, excellent interior millwork and spacious high end master bathroom, gleaming hardwood floors and gas fireplaces. Features include a 2-story entry foyer and family room, state of the art, high-end gourmet kitchen with expansive center island and walk in pantry, Wolf and Sub Zero and granite! The beauty of the setting with the level circular driveway and gorgeous landscaping make it so welcoming. All located minutes to golf, private clubs, tennis, pool, private schools and 1/2 hour to train station. Only 1 1/2 hours to NYC with theatre and art galleries.
❮❯Closed$820,000 Closed- 4 bds
- 6 ba
- 6009 sqft
128 Saddle Ridge Road
Southbury, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
Woodbury Hill is a popular condo complex with only this one unit available. Although the owner did not update the bathrooms and kitchen it is in wonderful condition, move in ready, sold as is. The unit has just been completely painted so it is light and bright. The location is especially attractive as it sets in a nice inner circle and overlooks the beautiful well manicured lawns. Enjoy your deck or walk down the stairs to your private patio. The full lower level is unfinished but has several windows looking out onto the lawns. Only two style condos have master bedrooms on the main floor and this is one called the Putnam Loft. Enjoy the pool and tennis court and friendly gatherings around the gazebo on Friday nights. You can walk to the town center, post office, stores, library and community theater and center. Just minutes to major routes and only 1/2 hr to train station to NYC art galleries and shows! Just down the road are new movie theaters, shopping, open spaces, hiking trails, golf clubs, churches and so much more. This is easy to view and so worth it!!
❮❯Closed$200,000 Closed- 2 bds
- 3 ba
- 1796 sqft
11 Woodbury Hill 11
Woodbury, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
Charming Custom Built 4000+SF Colonial with 4BD/4BA. Beautiful Front Porch Creates Perfect Entry Way to Home. Entertainer's Delight. This Home Has It All - Formal Living Room and Dining Room with Custom Molding throughout, Family Room/Great Room with 20+ft Ceiling, Fireplace and Built-Ins. Great Room Open to Gourmet Eat-In Kitchen with Island, Granite Counters, Stainless Steel Appliances, Nook for Kitchen Table, Beautiful Deck Out Back with Quiet Park Like Setting. Study/Library with Custom Built-Ins. Upper Level has Master Bedroom Suite with Large Custom Built Walk-In Closet. Master Bathroom with Double Vanity, Jacuzzi Tub & Separate Shower. 2nd Bedroom has Walk-In Closet & Full Bathroom. 3rd & 4th Bedrooms share Jack & Jill Bathroom. Fully Finished Basement with Tons of Storage - Perfect Media Room or Play Room. Close to All Woobury & Southbury have to offer. Convenient to I84.
❮❯Closed$579,000 Closed- 4 bds
- 4 ba
- 4011 sqft
9 Birchwood Lane
Woodbury, CT
Listing by: Michael V. Dusiewicz - Redfin Corporation -
Woodbury CT Home for Sale
Woodbury Hill Condo in very nice condition, living room that includes a fireplace, dining room with slider to deck, large kitchen and family room. Two bedrooms and two and a half baths, full basement and one car garage. Enjoy private level lawn, pool and tennis court and friendly gatherings around the gazebo on Friday nights. You can walk to the town center, post office, stores, library and community theater and center. Just minutes to major routes and only 1/2 hr to train station to NYC art galleries and shows! Just down the road are new movie theaters, shopping, open spaces, hiking trails, golf clubs, churches and so much more. This unit was just painted! This is easy to view and so worth it!!
❮❯Closed$200,000 Closed- 2 bds
- 3 ba
- 1502 sqft
19 Woodbury Hill 19
Woodbury, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Southbury CT Home for Sale
This is a wonderful cape located on a beautiful private lot edged with trees yet located near school and golf course. Only minutes to library, stores, movie theater, restaurants, pool, tennis and shopping plus seconds to major highways. The home was remodeled with a beautiful kitchen with granite, new cabinets, new bathrooms, new floors, windows and so much more. A large family room is in the lower level and an oversized fenced patio was recently added. Two bedrooms are on the first floor. This is a 4 bedroom home. Only 1 1/2 hr to NYC for museums and theater by car and 1/2 hr to train station. Owner has dogs so 24 hr notice is necessary to show.
❮❯Closed$339,000 Closed- 4 bds
- 2 ba
- 2072 sqft
290 Old Field Road
Southbury, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Southbury CT Home for Sale
Rarely does this beautiful subdivision have a home for sale and when it does it goes under deposit quickly. Located within easy access to I-84 all the homes are gorgeous with beautiful landscaping throughout. This home has many windows with plenty of light in addition to hardwood floors, crown moldings, trey ceilings, coffered office on the first floor, welcoming sun room, oversized kitchen leading into large family room with fireplace and sliders to covered porch then to open deck. All this looks out to the large level private yard with its own oversized shed. The circular driveway gives a beautiful entrance feel to the gorgeous home. Enjoy the music wired throughout the home and porch and the hot tub. The master bedroom has a cozy sitting room in addition to the oversized bathroom and walk in closet. There is so much to see and enjoy in this well thought out home! Easy access to schools, library, 1/2 hr to train station to NYC for theater and art galleries, shopping, tennis, pool, golf clubs, private schools and so much more. Need 24 hr notice so owner may remove dog from home.
❮❯Closed$649,000 Closed- 4 bds
- 4 ba
- 4697 sqft
24 Saddle Ridge Road
Southbury, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Watertown CT Home for Sale
Every now and then a beautifully remodeled and cared for condo comes on the market and this is the one! New kitchen cabinets and granite countertops, hardwood Brazilian cherry wood floors in the living room and dining room combo plus the two main floor bedrooms, remodeled bathrooms, new wainscoting and trim in the dining room, all walls tastefully repainted, new stone paver patio located off the private deck and so much more. With all the windows and slider overlooking the lovely large trees for privacy and the sweeping lawns this condo is welcoming to come home to. Enjoy the fireplace and coziness of it all! This section of the complex is due for repainting and refurnishing in 2019 per the management company. While you can use the pool and tennis courts there you are only minutes to golf courses, country clubs, shopping, major highways for easy commute, movie theaters, private schools and so much more. This condo is easy to show.
❮❯Closed$218,000 Closed- 3 bds
- 3 ba
- 1533 sqft
114 Cannon Ridge Drive 114
Watertown, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Southbury CT for Rent
This is one adorable little home with 2 bedrooms, bath, kitchen and living room. Owner will mow the lawn but tenant responsible to shovel walkway. Washer and dryer located in basement-access is outside through hatchway.
❮❯Closed$1,850 Closed- 2 bds
- 1 ba
- 864 sqft
256 Main Street North
Southbury, CT
Listing by: Joyce 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. -
Middlebury CT Home for Sale
In the beautiful small town of Middlebury, Ct. you will find lakes, parks, private schools, beautiful churches and amazing restaurants. A wonderful sidewalk takes you throughout the town past coffee shops, playing fields, flower and plant shops and so much more. Yale Avenue is a well cared for neighborhood and is located only minutes to I-84 and Rt. 8 plus welcoming schools! This home has hardwood floors and has been well cared for with central air conditioning and a large unfinished basement. It is easy to show and makes a great starter home. Home being sold "as is."
❮❯Closed$199,900 Closed- 2 bds
- 1 ba
- 884 sqft
40 Yale Avenue
Middlebury, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
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. -
Woodbury CT for Rent
This adorable home was built in 2017 and it has very efficient heating and air conditioning. There is a split system for heat and air. The landlord maintains the lawn and snow blowing. It includes all high end appliances including washer and dryer. Enjoy the several decks overlooking the beautiful grounds and privacy. The landlord would accept a one year lease but prefers a two year lease. There is a basement with access from the outside but the owner has stored items there. If definitely needed the landlord will vacate the basement. This home is located in Woodbury which Reader's Digest calls the Best Small Town in Ct. Enjoy the parks, hiking trails, tower overlooking the town, concerts in the park, library with art shows and so much more.
❮❯Closed$2,200 Closed- 1 bds
- 1 ba
- 1349 sqft
113 Lighthouse Road
Woodbury, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Southbury CT Home for Sale
The Courtyard at Heritage Green is a condominium community for all ages. This community was well planned with an open concept living area including living room, dining area and open kitchen all looking out onto the river, pond and the golf course with beautiful scenery of wildlife! The cozy gas fireplace in the living room will provide warmth and comfort during the chilly months. The primary bedroom with full bath has plenty of closet space and light. The outside balcony is a wonderful place to sit and view this picturesque setting! The Courtyard offers a fitness center, pool and club house. The kitchen has granite countertops and plenty of cabinets plus a large pantry. Located on the first floor it is just one floor elevator ride to this unit and garage parking off of the main foyer. Shopping, parks and I-84 are just down the road. Beautifully done!
❮❯Closed$329,000 Closed- 1 bds
- 1 ba
- 1110 sqft
458 Heritage Road 104
Southbury, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Southbury CT Home for Sale
The Courtyard is a beautiful place to call home. Convenient ground level garage with a locked storage room and access to the lobby elevator to your condo. Beautiful granite counter and fully applianced kitchen with a breakfast bar overlooking the living-dining room with a full wall of windows letting in plenty of light and sunshine plus access to the long deck make this condo feel like new! The master bedroom has a full bath and a large walk in closet. Another bedroom and bath is nearby plus enjoy the study area right off the living room. Your washer and dryer are in the condo. This is not a over 55 condo. The clubhouse is steps away with exercise equipment and entertaining area plus an outside heated pool. Nearby are golf courses, exercise facilities, shopping, medical facilities, the library, tennis courts and so much more. Located 1/2 hr to the train station and 1 1/2 hrs to NYC. Rarely does a Courtyard condo become available so come see 1645 sq ft condo,
❮❯Closed$375,000 Closed- 2 bds
- 2 ba
- 1645 sqft
460 Heritage Road 205
Southbury, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT for Rent
Cornerstone is a highly visible contemporary office park with 4 unique buildings and plenty of open parking. This first floor unit has 3 private offices and a large waiting room plus a half bath. You enter through a common space atrium and the condition and layout is welcoming. Located just minutes from coffee shops and restaurants plus the nearby sidewalks along Main Street. Offices presently in use so advance appointment is necessary.
❮❯Closed$875 Closed- bds
- 0 ba
- 886 sqft
43 Sherman Hill Road D103
Woodbury, CT
Listing by: Joyce 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 Home for Sale
Originally the Earl Munson home. This 18th Century antique home is situated in Woodbury's picturesque Historic District on the west side of Main Street and is exquisitely restored with recently painted white clapboard siding, new gutters, 12 over 12 windows, two chimneys and a new 50 year roof. This home offers many possibilities as it was a three family home and converted back to a one family and features 5 bedrooms, 5 fireplaces (3 functioning) and 3 full baths. Second kitchenette on second floor offers perfect opportunity for in law set up or Au pair quarters. Tastefully updated with fresh paint, remodeled kitchen featuring new appliances, spacious main living room with built ins and wood stove. This home features stunning wide board oak wood floors throughout, is connected to city water, has a newer septic- installed 2012 and a two car detached garage. This property is surrounded with beautiful plantings and brick patio. This vintage residence is walking distance to local businesses, fine dining and only 90 minutes to NYC. The Sunday New York Times Living In section said Woodbury was Peace, Quaint Beauty and a Sense of History (5/16/21) and Readers Digest called it the Best Small Town in Connecticut."
❮❯Closed$549,900 Closed- 5 bds
- 3 ba
- 2709 sqft
112 Main Street South
Woodbury, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
Built circa 1690 as one of the oldest homes in Woodbury. Beautifully sited it is a typical saltbox with plank walls, stone chimney, wide board floors, three large fireplaces with ovens at the back of two and much original wainscot. A new septic system is presently being installed. It seems to have been changed relatively little inside. The joiner's shop is still standing on the property with a one car garage underneath easily accessible. Adjacent to the large field sits an oversized barn with 3 stalls in the lower level and plenty of space on the first and second floors of this barn. In the back is a large wood shed with an attached outhouse plus a spacious dog house and run. Located minutes and within walking distance to the town center and coffee shops, gourmet restaurants, shopping, gardens and sidewalks. The New York Times in the Living In page referred to Woodbury as Peace, Quaint Beauty and a Sense of History and the Reader's Digest called it the best small town in Connecticut. Located only 1 1/2 hrs by car to NYC and 1/2 hr to the train station. Nearby is the community theater, LeRoy Anderson museum, historic Glebe House, concerts in the churches and parks, library, gyms, medical facilities and so much more.
❮❯Closed$389,900 Closed- 2 bds
- 3 ba
- 2034 sqft
99 Old Sherman Hill Road
Woodbury, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Litchfield CT Land Lot for Sale
This is a rare find. Your own Cabin in the woods. A 1.3 acre parcel of land in a nice Residential area that has quick access to major routes, also features your very own cabin, which had a previous electric meter and 120 square feet of living space, with basement, loft and wrap-around deck. Out door fire-pit, stone walls and picnic area. There is no septic or water. Abandoned outhouse on property. Deed refers to right to water across the street but no additional knowledge is available.
❮❯Closed$50,000 Closed- 0 bds
- 0 ba
- 0 sqft
452 Litchfield Road
Litchfield, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
Private 3 bedroom ranch & large detached barn sit on 11 acres in historic Woodbury. The home is within walking distance to the town center and sidewalks. Nearby are the schools, library, playground and park, shopping, medical offices and hiking trails. The Reader's Digest named Woodbury the Best Small Town in Connecticut and the New York Times featured it in their Sunday Living In article. Enjoy the 4 season porch, open porch plus the patio and attached 2 car garage.
❮❯Closed$369,000 Closed- 3 bds
- 2 ba
- 1176 sqft
28 White Deer Rocks Road
Woodbury, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
Private Colonial on 9 plus wooded acres located close to the town center, schools, shopping, sidewalks, library and medical offices. Built in 1966 it is a wonderful home with a 2 car garage. The roof was replaced in 2021. Septic was pumped in 2022. Located in historic Woodbury recently called by the Reader's Digest "Best Small Town in Connecticut."
❮❯Closed$329,000 Closed- 3 bds
- 2 ba
- 1792 sqft
52 White Deer Rocks Road
Woodbury, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
This in town cape is kept really well and shows it! Located within walking distance to the town center and sidewalks to schools, churches, stores, library and so much more. It includes three bedrooms and a nice level lot. Enjoy the enclosed porch and the detached garage.
❮❯Closed$319,000 Closed- 4 bds
- 1 ba
- 1382 sqft
12 White Deer Rocks Road
Woodbury, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
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. -
Woodbury CT Home for Sale
Private 3 bedroom ranch situated on many acres of secluded land within a short walk to Main Street and restaurants, library, senior center, post office, schools and shopping. Beautiful hardwood floors and two bathrooms plus 2 fireplaces. There is a large enclosed porch plus an open porch to enjoy the beautiful grounds. The lower level is unfinished but has a fireplace. The attached two car garage and additional parking make this a convenient home. The Sunday New York Times Living In section did a spacious article on Woodbury saying "Peace, Quaint Beauty and a Sense of History." Reader's Digest called Woodbury "The Best Small Town in Connecticut." Come enjoy the beautiful town with hiking trails and a large tower overlooking the town.
❮❯Closed$385,000 Closed- 3 bds
- 2 ba
- 1610 sqft
22 White Deer Rocks Road
Woodbury, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Bethlehem CT Home for Sale
Welcome to this enchanting vintage home nestled in the heart of Litchfield County, surrounded by 22+ acres of natural beauty. As you approach the property, you'll be greeted by a circular drive, offering a sense of privacy and grandeur. The grounds are simply stunning, with meadows, stonewalls, cedar fencing, and a small pond, creating a picturesque setting for a peaceful retreat. Equestrian enthusiasts will be delighted to find a riding ring adding to the charm and functionality of this property. For car enthusiasts, a magnificent 3500 square foot barn awaits, boasting two stalls for horses and a workshop that holds 10 cars with an auto lift Whether you have a passion for horses or classic cars, this property caters to your every desire. The historic home, built in 1767, has been thoughtfully and completely renovated, preserving its original character while incorporating modern amenities. As you step inside, you'll be captivated by the original wide board floors and five charming fireplaces scattered throughout the house. The raised wood paneling adds an elegant touch and reflects the timeless craftsmanship of yesteryears. With four bedrooms and two and a half baths, this home offers ample space for family and guests. The gorgeous kitchen is a chef's dream, featuring a big center island with a window seat that overlooks the lush fields with grazing cows and a horse. The covered porch is the perfect spot to unwind and take in the natural splendor of the surroundings.
❮❯Closed$1,400,000 Closed- 4 bds
- 3 ba
- 3104 sqft
83 Thomson Road
Bethlehem, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Southbury CT Home for Sale
Wonderful two bedroom condo in Heritage Circle, a non-age restricted community! This model offers ranch style living in a private location. There you will find 9+ foot ceilings in the living and dining areas and this space features a wood burning fireplace and sliders to a wood deck overlooking a nature preserve. A short walk to your garage and guest parking makes this a convenient access to your condo. All new appliances and central air have just been added so just move in and enjoy!! You can enjoy the heated pool and tennis courts as part of your association. Southbury has everything for a wonderful life: nature, dog parks, golf, fine dining, coffee shops and retail and grocery stores. Located minutes to I-84 and 1/2 hr to the train station plus minutes to summer concerts, community theater, antique shops, hiking trails and so much more!
❮❯Closed$329,000 Closed- 2 bds
- 2 ba
- 1000 sqft
3 Heritage Circle B
Southbury, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
This circa 1769 Main Street North home is located on beautiful main street Woodbury and includes a barn with attached shed and a private level lawn. It is in the historic district which has 5 churches within one mile on the same side of the road and all access through the town. The sidewalk takes you to antique shops, art gallery, drug store, grocery store, library, grammar and middle schools, activity building, community theater, the Glebe House, veteran's park, the gazebo on the town green and easy access to the tower overlooking the town! Enjoy the LeRoy Anderson museum and the concerts in the town park and churches. Best of all are the terrific renown restaurants and coffee shops. This home has been in the same family for many many years and it includes beautiful wide board floors, 3 bedrooms, large living room with fireplace and a small family room that was once used as a commercial kitchen. The barn has a back shed that holds your car and the barn itself is two story. The New York Times in the Sunday Living In section referred to Woodbury as Peace, Quaint Beauty and a Sense of History, the Reader's Digest called it the best small town in Connecticut and The Connecticut Magazine just featured beautiful historic Woodbury. Located only 1 1/2 hrs to NYC and 1/2 hr to the train. I-84 is just 10 minutes away and hospitals, doctors, gyms, golf, hiking trails and playgrounds are close. This home needs much updating but sits near beautiful homes.
❮❯Closed$319,000 Closed- 3 bds
- 2 ba
- 1576 sqft
57 Main Street North
Woodbury, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
This wonderful home sits on a country road within walking distance to the town center. Enjoy the beautiful grounds with patios overlooking the large pond and your guests canoeing. The home has been completely redone with beautiful hardwood floors, gorgeous tile, an outstanding kitchen and two wonderful fireplaces. Woodbury has been featured in the New York Times, Reader's Digest and other publications as a wonderful place to live. Only minutes down the road is the library, public schools, parks, hiking trails, community center, community theater, shopping, drug store, coffee shops and reknown restaurants! Outdoor concerts in the summer and indoor concerts in the winter are terrific. The best is hiking the trail to a tower overlooking the town-what a treat! Located only 1/2 hr to the train station or 1 1/2 hrs by car to NYC.
❮❯Closed$420,000 Closed- 3 bds
- 3 ba
- 2664 sqft
99 Flanders Road
Woodbury, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
This beautiful colonial includes a large spacious kitchen with plenty of cabinets and storage and is just waiting for new owners. Not only does it have a large attic but includes an oversized room over the two car garage with 4 windows located by stairway from the family room which could be a private office or playroom. The oversized back private deck overlooks the large level lawn for outdoor activities. Woodbury was featured in the NY Times, Reader's Digest and other publications as a great place to live with hiking trails, parks, Orenaug tower overlooking the town, sidewalks, shopping, outdoor concerts, indoor concerts, community theater, community center and so much more. Only 1/2 hr. to train station and 1 1/2 hr by car to NYC.
❮❯Closed$580,000 Closed- 4 bds
- 3 ba
- 2564 sqft
8 Essex Lane
Woodbury, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Bethlehem CT Home for Sale
What a beautiful setting! Nestled at the end of a cul de sac on 4.46 scenic acres you can open the windows and listen to the sound of the river! Enjoy skating or fishing on your pond. Room to build a barn and bring your horse. Post and beam home with lots of light. Renovated kitchen features 6 burner range top, wall ovens, island, farmer sink and tasteful quartz counters. Main floor primary bedroom suite offers private bath, walk in closet and gas fireplace. Open concept living room, dining and kitchen and solarium. Family room on main level plus a finished media room in basement. An in law or auxiliary apartment over the garage has a separate entrance and separate laundry room. Solar panels are owned, not leased. So much to offer! The perfect home for weekenders or to enjoy staycation all year round.
❮❯Closed$585,000 Closed- 4 bds
- 3 ba
- 2353 sqft
108 Arrowhead Lane
Bethlehem, CT
Listing by: Mary Ann Hebert - BHGRE Bannon & Hebert -
Woodbury CT for Rent
This remodeled contemporary is located in the pastoral Grassy Hill section of Woodbury. The property features a large yard and additional open meadow space, allowing for great country views to be enjoyed from the expansive deck. A recently renovated main level consists of an open floor plan, highlighted by the oversized stone fireplace. The sunken living room has hardwood floors and a large projector screen for relaxation time. The kitchen features vaulted ceilings, soapstone counters, a chic natural stone slate floor, and access to the back deck and grill. Beautiful views are to be had from the master bedroom with hardwood floors, walk in closet, and a completely remodeled master bathroom. The opposite end of the home consists of two bedrooms and an additional full bath. Downstairs is a large open room for additional living space, a third full bath, and a smaller room which could be used for an at home office setup. Just 5 minutes to Main Street in Woodbury, and under 2 hours to Manhattan. Available Jan 1- Oct 1 at $4,000 per month. Full Year at $4,500 per month.
❮❯Closed$4,000 Closed- 3 bds
- 3 ba
- 1976 sqft
291 Grassy Hill Road
Woodbury, CT
Listing by: Matt McElhone - William Pitt Sotheby's Int'l -
Woodbury CT Home for Sale
This Greek Revival home in the heart of Woodbury's Historic District was built in 1829 as illustrated and described in Old Homes of Woodbury. It maintains original details and includes a breakfast room next to the kitchen 16x13. The charm throughout the home with its wide board floors, plenty of windows and light, Belgian Block courtyard together with its cozy side porch makes this a wonderful place to live. Enjoy the perennial plantings, vegetable and herb gardens plus a 3 season porch on the second floor. The two story oversized barn was once an antique shop and parking for at least two cars is convenient. The present owner has supplied a list of upgrades which illustrate the love they have for this home. In the Living In Sunday section of the New York Times dated may, 2021 it features Woodbury, Ct as Peace, Quaint Beauty and a Sense of History. The Reader's Digest again just called Woodbury "The Best Small Town in Ct." This convenient location makes walking a pleasure to stores, library, community center, schools, medical appointments, summer outdoor concerts, community theater, beautiful live music in Hollow Park plus hike to the tower overlooking the town and so much more! Come and enjoy this home and the wonderful small town with parks and open space, Flanders Nature Center, hiking trails, its roads meandering past three rivers--the Pomperaug, Weekeepeemee and Nonnewaug plus golf courses and private schools nearby.
❮❯Closed$595,000 Closed- 4 bds
- 2 ba
- 3068 sqft
60 Main Street South
Woodbury, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
Beautiful Litchfield County horse property boasting 9.88 open acres, a 47x37 4-stall barn and approximately 3000 running feet of post and rail fencing enclosing 4 large pastures for turnout. In addition there is a small barn which holds 2 cars. This contemporary cape features a separate area ideal for an in-law setup. Enjoy picturesque views from the 3-season screened porch overlooking the rushing brook, koi pond and the stunning Litchfield hills. The beautifully remodeled kitchen, complete with a fireplace, granite countertops and wood floors is spacious and filled with natural light. The present owner has supplied a list of upgrades which illustrate the love she has for this home. In the Living In Sunday section of New York Times dated May, 2021 it features Woodbury, Ct. as Peace, Quaint Beauty and a Sense of History. The Reader's Digest again just named Woodbury "The Best Small Town in Ct." This convenient location makes a quick ride to the town center where you can walk to stores, library, community center, schools, medical appointments, summer outdoor concerts, community theater, beautiful live music in Hollow Park plus hike to the tower overlooking the town and so much more! Come enjoy this home and the wonderful small town with parks and open spaces, Flanders Nature Center, hiking trails, its roads meandering past three rivers--the Pomperaug, Weekeepeemee and Nonnewaug plus golf courses and private schools. Bradley Airport is approx. 1 hr. away.
❮❯Closed$859,000 Closed- 3 bds
- 3 ba
- 2992 sqft
819 Main Street North
Woodbury, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
Every now and then a perfect home comes on the market where the homeowner has maintained and perfected items throughout their occupancy. Be certain to look at the attached list of the Home Amenities! Located in a beautiful subdivision just minutes to the town center this home has an exceptional kitchen with granite, Wolf cooktop, double Wolf electric convection ovens, subzero refrigerator and freezer and so much more. The primary bedroom with luxurious bath is on the main floor with two additional bedrooms on the second. The outstanding floor plan is generous with size and functionality and leads you to covered and open Trek decks. This cul-de-sac has a fifteen acre home owner association owned wooded conservation area. Woodbury was featured in the New York Times Living In section calling it Peace, Quaint Beauty and a Sense of History and again Reader's Digest named Woodbury Best Small Town in Connecticut with its hiking trails, parks, Orenaug Tower and park overlooking the town, sidewalks, shopping, outdoor summer concerts, indoor concerts, community theater, community center, Flanders Nature Center and wonderful library with artists and speakers. From our sidewalks you can walk to the schools, stores, library, coffee shops renown restaurants and hiking trails. Located only 1/2 hr to train station, 10 minutes to I-84, 1 1/2 hr by car to NYC and 1 hr. to an airport. Available for August 31.
❮❯Closed$860,000 Closed- 3 bds
- 3 ba
- 3179 sqft
40 Stonefield Road
Woodbury, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
Come and enjoy this wonderful four bedroom home located within walking distance to Main Street through the field and down a little road to the post office, grocery store, community theater, schools, library, community center, antique shops and so much more. With the shortest of drives to Main Street enjoy the great restaurants, hiking trails, Hollow Park, Orenaug Park with a tower overlooking the town, outdoor and indoor concerts, playgrounds and sidewalks throughout Main Street. This home has hardwood throughout the first floor with a welcoming combined kitchen and family room with fireplace leading out through double doors to an 40' Trex deck and hot tub. The level screened back yard includes an Amish cottage style storage shed with electricity and beautiful flowering bushes lining the property line. See the list of attached upgrades . The heated carpeted basement room is ideal as a playroom, exercise or craft room. The owner has maintained and upgraded this home. It is truly move in ready! Located only 10 minutes to I-84, 30 minutes to the train and 1 1/2 hr by car to NYC. Readers Digest again named Woodbury the best small town in Connecticut and the Sunday New York Times featured Woodbury in the Living In section as Peace, Quaint Beauty and a Sense of History.
❮❯Closed$650,000 Closed- 4 bds
- 3 ba
- 2775 sqft
68 Sycamore Avenue
Woodbury, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
While sitting high on the hill you can- almost- reach out to touch a star! What a marvel of a site. Enjoy this adorable well cared for home while observing sunset and morning views, sculptures from the famous Hog Pen Hill Farm, stonewalls, gardens, many flowering shrubs and of course the wild life! The owner replaced all the windows, heat and air conditioning systems, master bath and over $100,000 in new landscaping including new stone walls, resurfacing driveway, adding fencing, gardens and stairs. See the list of improvements. The home is light and bright with an abundance of windows, beautiful hardwood floors and a glorious interior. This home is a short drive to Main Street and the schools, community theater, community center, library, grocery and drug stores, recreation park, hiking trails, outdoor and indoor concerts plus the main street sidewalks that take you everywhere. Enjoy Flanders Nature Center and Orenaug Park where you can hike to the tower overlooking the town! Located only 10 minutes to I-84, 30 minutes to the train and 1 1/2 hr by car to NYC. Readers Digest again named Woodbury the best small town in Connecticut and the Sunday New York Times featured Woodbury in the Sunday Living In section as Peace, Quaint Beauty and a Sense of History.
❮❯Closed$419,000 Closed- 3 bds
- 3 ba
- 1759 sqft
227 Hoop Pole Hill Road
Woodbury, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Watertown CT Home for Sale
This charming 1868 vintage home located in the historic district across from the beautiful Taft School campus and Watertown Golf Club sits beautifully on .94 manicured acres with sweeping lawns and gorgeous flower gardens throughout! The two story barn with horse stall holds at least three cars with stairs to a loft. Enjoy the Tiki Bar off the slate patio which contents are included. All new windows except for the living room which are original. There are 5 bedrooms and 3 full bathrooms plus many upgrades to the kitchen and baths. Set up from the road enjoy the wrap around porch, the fenced yard and all the flowering trees. Outside hear the water fall from the fountain while you work in the nearby potting shed or relax on the covered patio. A special treat is the greenhouse addition with special windows, potting area and heated floor. This home has been on the Watertown house tour twice which illustrates the home is a well cared for updated gem! The dining room is gorgeous with its tin ceiling and layout. The fifth bedroom is on the third floor with an adjacent large room for a gym or office. Located between historic Woodbury and historic Litchfield it takes minutes from country roads or major routes. Be certain to see attachments and list of upgrades and inclusions.
❮❯Closed$725,000 Closed- 5 bds
- 3 ba
- 3285 sqft
241 Woodbury Road
Watertown, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
This wonderful little home needs complete renovation on the interior but it is ready to be a gem! It has a newer roof, separate barn/garage, wonderful cedar shingles, generator, 2 separate storage sheds, an attached 24x11 workshop, privacy fencing, wooded hill along the side boundary for great privacy and so much more! The Strong Preserve is located at the end of this short road and a large corn field is adjacent. This home is located in the village of Woodbury within walking distance to schools, library, coffee shops, restaurants, sidewalks, hiking trails, park and playgrounds, community theater, community outdoor concerts and so much more. Reader's Digest again named Woodbury Best Small Town in Connecticut and the Sunday New York Times Living In section called Woodbury "Peace, Quaint Beauty and a Sense of History." Located only 10 minutes to I-84, 1/2 hr to the train station and 1 1/2 hr by car to NYC.
❮❯Closed$280,000 Closed- 2 bds
- 1 ba
- 884 sqft
27 Scratchville Road
Woodbury, CT
Listing by: Joyce 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. -
Bethlehem CT for Rent
This vintage home is within walking distance to Bethlehem center and school. The grounds are beautiful and well kept and the home is well maintained. There is a barn on the property not for cars.
❮❯Closed$2,200 Closed- 3 bds
- 2 ba
- 1662 sqft
21 Munger Lane
Bethlehem, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
This raised ranch offers a lot of living space with access to the outside on both levels. The 4 stall pole barn on the 5.5 acres makes this a great horse property yet at this time it is housing 10 goats with plenty of fencing. The home overlooks the large pond and there are 3 garages and a storage shed. Enjoy the open porch, enclosed porch and open deck. Readers Digest again named Woodbury The Best Small Town in Connecticut and the New York Times Living In Section featured the beautiful town and Main Street. Come-enjoy the restaurants, parks, hiking trails, outdoor concerts, community theater, sidewalks throughout the town and so much more. Located only 10 minutes to I-84, 1 1/2 hr by car to NYC and 1/2 to the train.
❮❯Closed$495,000 Closed- 3 bds
- 3 ba
- 2288 sqft
391 Flanders Road
Woodbury, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
Charm meets convenience in this unique home in beautiful Woodbury, Connecticut. With hardwood floors throughout, the first floor is comprised of exceptionally attractive spaces for lounging and dining, in addition to an upgraded kitchen, master bath and a master bedroom. The back of the house affords exceptional views that slope downward to a portion of the Nonnewaug River that borders the property. An oversized family room with windows throughout and the adjoining deck gives you gorgeous seasonal views of nature's beauty. Ductless air conditioning and heating systems in every room provide substantial savings. Among the distinctive aspects of this home, it includes an outdoor shower.This home is located minutes to Main Street and the sidewalks that take you to the library, shopping, schools, playgrounds, hiking trails, river fishing, community theater, community concerts and the community center. Enjoy a hike to the tower overlooking the town or visit the historic Glebe House, Hurd House or Flanders Nature Center. Again the Reader's Digest named Woodbury "The Best Small Town in Ct." and the Sunday New York Times in 2021 Living In section called Woodbury "Peace, Quaint Beauty and a Sense of History." Please refer to the list of upgrades attached. Located 10 minutes to I-84, 1/2 hr to the train and 1 1/2 hr by car to NYC.
❮❯Closed$495,000 Closed- 3 bds
- 2 ba
- 1775 sqft
114 Old Town Farm Road
Woodbury, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT for Rent
Cornerstone is a highly visible contemporary office park with 4 unique buildings and plenty of open parking. This first floor unit has 3 private offices and a larger waiting room plus a half bath. You enter through a common space atrium and the condition and layout is welcoming. Located just minutes from coffee shops and restaurants plus nearby sidewalks along Main Street. Office presently in use so advance appointment is necessary.
❮❯Closed$875 Closed- bds
- 0 ba
- 886 sqft
43 Sherman Hill Road
Woodbury, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Oxford CT Home for Sale
This vintage treasure has been cherished by the same family for over 100 years and has now undergone a stunning, full renovation--from the studs up--transforming it into a modern masterpiece while preserving its timeless charm. Step inside to discover gleaming hardwood floors, a spacious and light-filled kitchen with breathtaking views of the rolling landscape and beautifully updated bathrooms. The first floor offers two bedrooms, one of which could double as a formal living room, along with a stately entry foyer, a full bath and a cozy playroom adjacent to the kitchen. The second floor has two bedrooms, a full bath plus access to the full attic, a back staircase and a private office. There's even a 26x15 unfinished space, perfect for a future exercise room or creative retreat. The walkout basement includes a charming potting shed, and the property boasts an adjacent two-car garage. The picturesque land features stunning views of a nearby Christmas tree farm and rolling hills, providing a serene and scenic backdrop. This home is essentially brand new, with every detail thoughtfully designed and expertly executed. Located in the delightful small town of Oxford you'll enjoy a vibrant shopping district , a public golf course and nearby schools. Don't miss the opportunity to call this beautifully renovated home your own.
❮❯Closed$749,000 Closed- 4 bds
- 2 ba
- 2481 sqft
214 Chestnut Tree Hill Road
Oxford, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
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
This two story condo has plenty of privacy with the back oversized patio looking up to a large treed hillside and the side patio offers a large level area for gatherings! The large windows give this unit an abundance of light and natural settings. Heritage Village is a unique, 55+ active adult community located in the beautiful town of Southbury surrounded by natural ponds, rivers and trails. Enjoy all the activities offered including the golf, pools, tennis courts and many clubs and activities. Just minutes from your condo is shopping, exercise clubs, banking, public library, medical services, movie theaters and so much more. Located only 1/2 hr to the train station to NYC and 1 1/2 hr by car. This condo is easy to show.
❮❯Closed$219,000 Closed- 2 bds
- 2 ba
- 1365 sqft
853 Heritage Village A
Southbury, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Southbury CT Home for Sale
This beautiful carriage house has No Stairs and has a private patio plus a deck off the living room with an electric awning. You can enjoy the walking paths and nearby pond. This condo has new paint, new carpet, newer appliances and was completely remodeled within last few years. The full beautiful bathroom has granite and looks sparkling new! Additional insulation was added in the attic and the garage making this a wonderful place to live. Also enjoy the cozy gas fireplace! This condo is easy to show! Heritage Village is a 55+ community and has 4 pools, many clubs, indoor gym, both tennis and Yes pickleball courts. Come see your new home which is perfect blend of elegance and warmth.
❮❯Closed$225,000 Closed- 1 bds
- 1 ba
- 928 sqft
362 Heritage Village B
Southbury, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Home for Sale
This spacious cape has three bedrooms and 2 1/2 baths and is located near the center of town. Enjoy the family room with adjoining kitchen and slider to the deck-all making entertaining in one location. Beautiful hardwood floors are throughout the living room, dining room, family room and bedrooms. It has a beautiful yard and a nice neighborhood for biking and playing. The convenience of the attached two car garage and nice level driveway make entering easy. Woodbury was recently named best small town in Connecticut and it shows--enjoy the playgrounds, outdoor concerts, community theater, beautiful library with its programs, hiking tower overlooking the town and abundant rivers and streams.Located only 1/2 hr to the train to NYC and 1 1/2 hr by car.
❮❯Closed$349,000 Closed- 3 bds
- 3 ba
- 1802 sqft
70 Arrowhead Way
Woodbury, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Southbury CT Home for Sale
Come and enjoy this wonderful two bedroom condo with many updates including living room/dining featuring hardwood floors, propane fireplace, sliders to the patio and a custom built-in wall unit. The kitchen offers granite counters, stainless steel appliances and an extra built-in glass front cabinet for added convenience and storage.Extra insulation in the attic adds to the energy efficiency. Both bathrooms have been updated with full-height vanities and show beautifully. This condo is just a short level walk from your garage and guest parking. The oversized blue stone patio is shaded with a powered retractable awning and the view is private. Pull-down stairs provide access to the attic. Come enjoy this 55 plus community with 4 pools, tennis courts, club house and so much more.
❮❯Closed$340,000 Closed- 2 bds
- 2 ba
- 1432 sqft
150 Heritage Village A
Southbury, CT
Listing by: Joyce 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. -
Middlebury CT Home for Sale
Wow-this is it! The original model home is back on the market for the first time, offering exceptional quality and design. This desirable Dickinson-style home, originally built as the model, is impeccably finished on all three levels. The spacious dining area flows seamlessly into a vaulted living room with a cozy fireplace and sliders leading to a private deck. The light-filled kitchen features a vaulted breakfast area surrounded by windows, granite countertops, and stainless steel appliances. The first-floor primary suite boasts a generous walk-in closet and a full bath. Upstairs, a beautifully finished loft area offers another full bath, a walk-in closet, and two additional bedrooms. The lower level is a showstopper, featuring a built-in wet bar, plenty of space for entertaining, and direct access to a private outdoor patio. A private library/office and an additional full bath complete this level. Enjoy an unbeatable location just a short walk to the clubhouse, which includes an outdoor pool, gym, indoor basketball court, and tennis courts. With easy access to I-84, top-rated schools, and fantastic restaurants-plus just 30 minutes to the train to NYC-this home truly has it all! Don't miss this rare opportunity to own the original model home!
❮❯Closed$610,000 Closed- 3 bds
- 4 ba
- 2277 sqft
1 Dogwood Court 1
Middlebury, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Woodbury CT Commercial Sale for Sale
Retail and office space located on Main St. in historic Woodbury. High visibility to local traffic and close access to I-84.The lower level is approximately 1820 square feet, open space with two entries. This space has many possible uses. The upper level is comprised of office spaces that can be broken down to three rentable units. The first office space has 350 sq. ft. and is presently leased to an insurance agency. The second corner office space has 580 sq.ft.and has lots of sunlight. The next suite has 1325 sq. ft with three offices and a large reception area. The lower level has retail space of 1820 sq. ft. It has an open layout with two separate entrances.
❮❯Closed$329,900 Closed- bds
- 4 ba
- 1459 sqft
73 Main Street South 1B
Woodbury, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Beacon Falls CT Home for Sale
Welcome to 17 Bayberry Court, a spacious 2 bedroom, 2.5 bath home located on a very desirable cul-de-sac in the Chatfield Farms community! The main floor of this immaculate 3 year old home features an open layout with beautiful red oak floors. The Chef's Kitchen boasts stainless steel GE appliances including a refrigerator with a built in Keurig coffee maker. The kitchen also features a gas cooktop with stainless chimney vented hood, a wall oven and microwave/convection combo, a generous size island and subway tile backsplash, making it a chef's dream. Enjoy meals in the adjacent dining area or step outside to your private screened in porch and deck, ideal for morning coffee or evening relaxation. The spacious living area features a gas fireplace and is bathed in natural light, offering a warm and inviting atmosphere. The first floor also has a den, an office/library and a half bath. The primary suite, located on the main level, is a true retreat, featuring an ensuite bathroom with dual vanities with quartz countertops and a tiled walk-in shower. A well-appointed bedroom, full bath and loft area on the upper level provide flexibility and privacy for family and guests. The home also has a well-maintained basement for extra storage, a double car garage and irrigation system. Chatfield Farms is situated on 140 acres with nature trails and offers access for Unit Owners and their guests to the Fieldstone Clubhouse. The two-story Clubhouse has a library, gathering room,
❮❯Closed$677,000 Closed- 2 bds
- 3 ba
- 2671 sqft
17 Bayberry Court 17
Beacon Falls, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Oxford CT Home for Sale
New to the market! Nestled in one of Oxford's most sought-after neighborhoods on the Quaker Farms side of town, this stunning home offers over 3,500 sq ft of exceptional living space designed for comfort and style. From the moment you step inside, you'll be impressed by the soaring cathedral ceilings in the family room, floor-to-ceiling brick fireplace, and sun-drenched windows that showcase breathtaking sunsets that this area is so well known for. The thoughtfully designed floor plan includes a formal living room, formal dining room, a dedicated office, and a gourmet kitchen featuring granite countertops, expansive workspace including the large island, and double ovens-perfect for entertaining. With 4 spacious bedrooms and 3.5 baths, there's room for everyone to spread out. Set on a beautifully landscaped corner lot, this home also boasts a 3-car garage and so much more. Don't miss this incredible opportunity to own in one of Oxford's premier neighborhoods!
❮❯Closed$799,000 Closed- 4 bds
- 4 ba
- 3539 sqft
10 Belinsky Circle
Oxford, CT
Listing by: Susan Hotchkiss - Realty ONE Group Connect -
Woodbury CT for Rent
This adorable home was built in 2017 and it has very efficient heating and air conditioning. There is a split system for heat and air. The landlord maintains the lawn and snow blowing. It includes all high end appliances including washer and dryer. Enjoy the several decks overlooking the beautiful grounds and privacy. The landlord would accept a one year lease but prefers a two year lease. There is a basement with access from the outside but the owner has stored items there. If definitely needed the landlord may vacate the basement. This home is located in Woodbury which Reader's Digest calls the Best Small Town in Ct. Enjoy the parks, hiking trails, tower overlooking the town, concerts in the park, library with art shows and so much more.
❮❯Closed$2,300 Closed- 1 bds
- 1 ba
- 1349 sqft
113 Lighthouse Road
Woodbury, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc. -
Southbury CT for Rent
Welcome to this beautifully maintained two-bedroom, two-bath ranch-style condo in one of Southbury's most inviting non-age-restricted communities. The renovated eat-in kitchen features modern appliances and updated finishes, while the entire unit offers fresh, neutral decor, newer paint, and carpeting throughout. The primary bedroom has been fully refreshed and provides a comfortable, light-filled retreat. Enjoy outdoor living on the large private patio conveniently located off the living room. A detached one-car garage and nearby guest parking make daily living effortless. Residents can take advantage of community amenities including a pool, tennis court, and walking areas. The location is unbeatable-just minutes to shopping, dining, movie theaters, gyms, and local attractions such as hiking trails, golf courses, nature centers, and scenic rivers.Ideally situated 11/2 hours from New York City by car and 30 minutes to the train, this condo combines modern comfort, easy maintenance, and a vibrant community lifestyle. Please remove your shoes or wear shoe coverings during showings.
❮❯Closed$2,250 Closed- 2 bds
- 2 ba
- 1000 sqft
20 Heritage Circle B
Southbury, CT
Listing by: Joyce Drakeley - Drakeley Real Estate, Inc.
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- Single Family Homes for Sale in Woodbury, CT - 23 listings
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- Homes with 2 Car Garages for Sale in Woodbury, CT - 18 listings
- Homes with Acreage for Sale in Woodbury, CT - 17 listings
- Luxury Homes for Sale in Woodbury, CT - 13 listings
- 3 Bedroom Homes for Sale in Woodbury, CT - 10 listings
- 4 Bedroom Homes for Sale in Woodbury, CT - 9 listings
- Historic Homes for Sale in Woodbury, CT - 7 listings
- 2 Bedroom Homes for Sale in Woodbury, CT - 4 listings
- Homes with Wood Floors for Sale in Woodbury, CT - 4 listings
Nearby Locations
Communities
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Nearby Zips
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Nearby Cities
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