475 ft
Distance
| Address | Bed / Bath | Listing Price |
|---|---|---|
10 MINNEHAHA CIRCLE
Welcome to this beautifully refined 4-bedroom, 3-bath POOL HOME in the highly sought-after Minnehaha Shores community of Maitland. Situated on a prominent corner lot with picturesque views of Minnehaha Park, this residence offers thoughtful enhancements, generous indoor–outdoor living, and exclusi
Living Area:
1995 Sqft.
|
4
Beds,
3
Baths
|
$679,000 |
1511 E HORATIO AVENUE
Welcome to your dream home located in the heart of Maitland, FL. This stunning 4-bedroom, 3-bathroom residence is a perfect blend of modern comfort and timeless elegance. Total Living Area 2760 Sq Ft. As you step inside, you'll be greeted by an inviting foyer that leads to a spacious open-concept li
Living Area:
2676 Sqft.
|
4
Beds,
3
Baths
|
$719,900 |
6 BARNARD COURT
Step into timeless style with this completely updated mid-century modern home tucked away on a quiet Maitland cul-de-sac. This 3-bedroom, 2-bath residence offers 1,521 sq ft of thoughtfully designed living space featuring refinished terrazzo floors, brand-new windows, and abundant natural light. The
Living Area:
1521 Sqft.
|
3
Beds,
2
Baths
|
$429,900 |
1146 PRADO LANE
Pre-Construction. To be built. Introducing the Hearth Stone Model by Davila Homes. Discover the perfect blend of modern luxury and everyday comfort in the Hearth Stone, a beautifully designed 3,992-square-foot residence by Davila Homes. With 5 spacious bedrooms and 5.5 elegantly finished bathrooms,
Living Area:
3992 Sqft.
|
5
Beds,
6
Baths
|
$2,130,760 |
1033 HAMLET DRIVE
This charming 3-bedroom, 2-bathroom single-family home with the best of Florida living. Located in the north of Orlando (Maitland - Winter Park area). 1.3 miles to the Center of Winter Park Shopping Plaza (Office Depot, UPS, Ross, Marshalls, Home Goods, Five Below, LA Fitness, Petco and Michaels,
Living Area:
1146 Sqft.
|
3
Beds,
2
Baths
|
$350,000 |
245 W GEORGE AVENUE
One or more photo(s) has been virtually staged. Experience classic Maitland charm with modern comfort in this beautifully updated 4-bed, 3-bath home just steps from Maitland City Center, Lake Sybelia, and top-rated schools. Surrounded by million-dollar homes, this property offers prime location near
Living Area:
2116 Sqft.
|
4
Beds,
3
Baths
|
$810,000 |
1401 GREEN COVE ROAD
Award-winning Villa Toscana blends Old-World craftsmanship with timeless architectural elegance in one of Winter Park’s most coveted enclaves. Built in 2009 and named “Best of Show” in the Parade of Homes, this 5,483 sq ft estate offers 3 bedrooms, 7 bathrooms, and 7 versatile bonus rooms, inc
Living Area:
5483 Sqft.
|
3
Beds,
7
Baths
|
$2,900,000 |
1150 KENWOOD AVENUE
Wonderful opportunity - homes rarely come available on this street! Located in the heart of Winter Park, this elegantly designed 3-bedroom, 2.5-bathroom residence offers 2,557 square feet of living space and a 2-car garage on a picturesque tree-lined brick street just minutes from Park Avenue. The f
Living Area:
2557 Sqft.
|
3
Beds,
3
Baths
|
$1,190,000 |
518 OAK LANE
Welcome to 518 Oak Lane — a bright and spacious 3-bedroom, 3-bath home with 1,999 sq ft on a 0.33-acre lot in one of Maitland’s most desirable neighborhoods. On the market for the first time in nearly 50 years, this well-maintained property offers timeless charm, modern updates, and strong poten
Living Area:
1999 Sqft.
|
3
Beds,
3
Baths
|
$399,000 |
1655 SUNNYSIDE DRIVE
Welcome to 1655 Sunnyside Drive, a beautifully charming home nestled on a picturesque corner lot in the heart of Maitland. Set on classic brick-lined roads, this 3-bedroom, 2-bathroom residence offers 1,418 square feet of thoughtfully designed living space filled with character and warmth. From the
Living Area:
1418 Sqft.
|
3
Beds,
2
Baths
|
$725,000 |
51 OAKLEIGH LANE
In the Heart of Maitland Winter Park boundary ~ 0.36 Acre Pool Home ~ 4200 Square Foot ~ 4 Bedrooms ~ 5 Bathrooms ~ Pool Home
**For those with vision!** This rare opportunity in Maitland’s coveted Oakleigh neighborhood offers the ideal canvas for renovation or redesign. Surrounded by lakefron
Living Area:
4149 Sqft.
|
4
Beds,
5
Baths
|
$800,000 |
183 ORANGE PLACE
This exquisite attached single family home blends contemporary elegance with unbeatable convenience in a truly coveted Maitland address. Just a stroll from Maitland Preparatory School and mere minutes from the vibrant heart of Downtown Winter Park, this residence offers the best of both worlds. From
Living Area:
2014 Sqft.
|
3
Beds,
4
Baths
|
$845,000 |
1100 WILLOWBROOK TRAIL
Lake Sybelia / Maitland Woods !! Spacious, One Story Living in this 4 bedroom, 3 bathroom home. Located just steps from Lake Sybelia Park. Convenient to I-4, Maitland Center, Winter Park, Altamonte Springs and downtown Orlando. After decades of being the stage for shared love and great family memori
Living Area:
2964 Sqft.
|
4
Beds,
3
Baths
|
$725,000 |
515 W FAITH TERRACE
Beautiful Mid-Century Modern in Maitland! Sylish 3-bed, 2-bath, single-story home with 2-car garage + office on a quiet, tree-lined street. Features include vaulted ceilings, hardwood floors (no carpet), updated kitchen and baths, and a wood-burning fireplace. Enjoy a sunny Florida Room overlooking
Living Area:
2205 Sqft.
|
3
Beds,
2
Baths
|
$515,000 |
1745 E ADAMS DRIVE
Classic Colonial Brick Home on highly desired E Adama Drive across from Lake Maitland! 4 bedrooms, 4 Baths, 2 fireplaces-one in Primary bedroom! Full 2nd floor balcony porch with French doors! Terrific home for entertaining! Formal Dining room across from Formal Living room connected by large foy
Living Area:
2378 Sqft.
|
4
Beds,
4
Baths
|
$1,200,000 |
1525 GRANVILLE DRIVE
Under Construction. Just steps from the boutiques and fine dining of Park Avenue, this brand-new bespoke estate by acclaimed builder Vimaro Homes delivers a rare combination of architectural sophistication and thoughtful design. Perfectly positioned on an oversized 0.34-acre lot, the residence encom
Living Area:
5211 Sqft.
|
5
Beds,
6
Baths
|
$4,750,000 |
1166 OAKS BOULEVARD
PRICE IMPROVEMENT-Discover this stunning, custom-built home nestled on a tranquil, tree-lined street just steps from all the charm of Winter Park’s renowned Park Avenue. Located in a peaceful neighborhood, this elegant residence combines sophisticated craftsmanship with luxury features throughout
Living Area:
2860 Sqft.
|
4
Beds,
4
Baths
|
$1,699,999 |
505 LAKE SHORE DRIVE
Imagine mornings with the sunrise shimmering across Lake Faith, directly across the street from your front door. Coffee by the crackling wood-burning fireplace makes Florida feel like fall in New England (Yes, even in Florida we like to imagine it gets cold), and evenings end with sunset strolls and
Living Area:
2317 Sqft.
|
4
Beds,
2
Baths
|
$579,990 |
1416 CARING COURT
Beautifully maintained Maitland home in the gated community of Montacino on Lake Charity. Conveniently located near Maitland City Center, Park Ave, Downtown Orlando, and RDV Sportsplex. Engineered hardwood floors lead from the entry to a formal living and dining room, powder bath, and into the great
Living Area:
3451 Sqft.
|
4
Beds,
4
Baths
|
$925,000 |
604 MINNEHAHA LANE
The Winter Park Chain is the context; the shoreline of Lake Minnehaha is the setting. A three-story, columned home opens with an honest, crafted tone: new low-profile concrete tile roof, operable cypress shutters with hand-forged hardware, Chippendale balustrades, and a beveled front door offering a
Living Area:
6163 Sqft.
|
6
Beds,
6
Baths
|
$2,895,000 |
1927 ELAND AVENUE
Tucked away on a quiet dead-end street with no rear neighbors, 1927 Eland Avenue combines charm, versatility, and an unbeatable Winter Park lifestyle. This beautifully maintained property offers both a character-filled main home and a modern detached in-law suite.
The main residence features
Living Area:
2242 Sqft.
|
5
Beds,
3
Baths
|
$888,000 |
1074 HAMLET DRIVE
Welcome to this beautifully maintained 3-bedroom, 2-bathroom home that blends comfort, convenience, and an unbeatable location. From the moment you step inside, you’ll notice the inviting layout featuring a spacious living area filled with natural light and a functional kitchen equipped with newer
Living Area:
1076 Sqft.
|
3
Beds,
2
Baths
|
$308,000 |
320 EATON STREET
Fully Renovated Home in the Eatonville Subdivision of Maitland! This beautifully updated property offers the perfect blend of modern upgrades and classic comfort in one of Central Florida’s most historic and culturally rich communities. Move-in ready with a brand-new roof and insulation for energy
Living Area:
846 Sqft.
|
2
Beds,
1
Bath
|
$234,900 |
1761 LEGION DRIVE
One of the most coveted neighborhoods in all of Winter Park! This custom-built 5-bedroom, 5.5-bath residence was completed in 2017 and first sold in 2018. Lovingly maintained by the original owner and elevated with high-end designer finishes, the home showcases the impeccable vision of renowned desi
Living Area:
4955 Sqft.
|
5
Beds,
6
Baths
|
$3,399,999 |
448 STONEWOOD LANE
Welcome home!!! to this spacious 4-bedroom, 3-bathroom POOL home, situated on over a quarter of an acre (0.26) in the well-established Stonewood community. This residence offers everything you have been searching for, along with some remarkable unexpected features. As you approach, you will be gree
Living Area:
3308 Sqft.
|
4
Beds,
3
Baths
|
$665,000 |
1695 E HORATIO AVENUE
Great Location, this home is located on Community of Dommerich Estates, Maitland, Florida, No HOA, Top Rated Shools, less than 1 mile to Lake Minnehaha and approximately 2.6 miles to Lake Maitland, and less than 1 mile to John Langdon Park, John Hudson Park, and Kings Row Park. House is just revita
Living Area:
1939 Sqft.
|
4
Beds,
3
Baths
|
$529,000 |
1640 E ADAMS DRIVE
Behind private gates along the shores of Lake Maitland, this elegant Mizner-style Mediterranean estate offers an extraordinary opportunity to own a timeless lakefront masterpiece on the Winter Park Chain of Lakes. Encompassing approximately two acres of meticulously manicured grounds framed by soari
Living Area:
8174 Sqft.
|
5
Beds,
8
Baths
|
$10,950,000 |
502 OAK LANE
**NO HOA** **POOL HOME** Welcome to your dream home in one of Central Florida's most sought-after locations!
This exquisite property features 3 bedrooms and 3.5 bathrooms, each meticulously designed to provide a serene living experience. The home boasts an open floorplan with 1,966 square feet o
Living Area:
1966 Sqft.
|
3
Beds,
4
Baths
|
$658,800 |
755 CRANES COURT
One or more photo(s) has been virtually staged. NEW PRICE! Discover your private oasis in the heart of Maitland, perfectly tucked away on a quiet cul-de-sac within an exclusive gated enclave of only 19 custom homes. Ideally positioned between Lake Sybelia and Lake Catherine, this one-owner estate bl
Living Area:
4566 Sqft.
|
5
Beds,
5
Baths
|
$1,419,000 |
1341 LYNDALE BOULEVARD
Ideally located in the heart of Winter Park, just steps from iconic Park Avenue and around the corner from Winter Park Village, this beautifully renovated 4-bedroom, 3-bath home offers the ultimate in walkable luxury living. Nestled on a charming brick street lined with sidewalks, this residence com
Living Area:
2388 Sqft.
|
4
Beds,
3
Baths
|
$1,130,000 |
255 W GEORGE AVENUE
Experience the blend of timeless elegance and modern luxury in this Maitland estate a block away from Lake Sybelia. Completely renovated in 2007, every detail of this home exudes sophistication. A spacious paver driveway leads to a two-car garage, framed by lush tropical landscaping, decorative ston
Living Area:
4814 Sqft.
|
5
Beds,
4
Baths
|
$1,700,000 |
140 E FAITH TERRACE
NEW ROOF 2022 - NEW AC 2022 - NEW ELECTRICAL PANELS 2022 - REPLUMB 2022 - NEW SEPTIC 2025 - Seperate detached GUEST HOUSE offering built-in monthly income potential. Previously rented under market value at $900/month, the guesthouse is currently vacant and ready for a new tenant, a private space for
Living Area:
2748 Sqft.
|
4
Beds,
3
Baths
|
$525,000 |
1451 LYNDALE BOULEVARD
**Luxurious Winter Park Estate with Detached TWO bedroom Guest House** RENOVATED POOL HOME with NO HOA! TWO Primary Bedrooms located on the main floor!
Welcome to a world of unparalleled luxury and elegance in the heart of historic Winter Park, FL. This exquisitely renovated two-story pool home,
Living Area:
3853 Sqft.
|
6
Beds,
4
Baths
|
$1,999,993 |