Homes with Parking for Sale in 32799, FL

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ABOUT THIS HOME
Home with Parking for sale in 32799, FL:
One of the most coveted neighborhoods in all of Winter Park, this exceptional custom-built residence offers a rare combination of timeless design, modern sophistication, and an unbeatable location. Completed in 2017 and first sold in 2018, this 5-bedroom, 5.5-bath home has been meticulously maintained by its original owner and enhanced with high-end designer finishes. Much of the interior was thoughtfully reimagined by renowned designer Ted Maines, resulting in a sophisticated yet timeless aesthetic throughout. Perfectly positioned on a prime oversized corner lot, this remarkable residence blends transitional architecture with modern elegance. Expansive sliding glass doors fill the open-con

$3,265,000

5 beds5.5 baths4,924 sq ft

1761 Legion Dr, Winter Park, FL 32789

Oversized corner lot • Gourmet kitchen • Spa inspired bath

COMING SOONVIDEO TOUR

ABOUT THIS HOME
Home with Parking for sale in 32799, FL:
Picturesque and beautifully appointed, this three-bedroom, three-bath residence is ideally situated along the sought-after Vias of Winter Park, a charming brick-paved street framed by mature landscaping and distinguished residences. Meticulously maintained grounds surround the home, with brick-paver walkways and inviting side and rear courtyards creating a seamless connection between the indoors and outdoors. Inside, gorgeous wood floors extend throughout the first level, complimented by soaring ceilings and an abundance of windows that fill the home with natural light. The spacious living room features a striking wood-burning fireplace and an impressive ceiling height, creating an inviting

$1,649,000

3 beds3 baths2,857 sq ft

1200 Woodmere Dr, Winter Park, FL 32789

Brick paved street • Wood floors • Brick paver walkways

ABOUT THIS HOME
Home with Parking for sale in 32799, FL:
Beautifully updated 4-bedroom, 2-bathroom home featuring a brand-new roof and fresh full interior paint. Enjoy new LVP flooring throughout the main living areas along with new carpet in the bedrooms for added comfort. With its fresh updates and move-in-ready feel, this home offers a welcoming space ready for its next owner.

$429,900

4 beds2 baths1,795 sq ft

2109 Cree Trl, Casselberry, FL 32707

New carpet • New lvp flooring • New roof

COMING SOON

ABOUT THIS HOME
Home with Parking for sale in 32799, FL:
BRAND-NEW CONSTRUCTION IN MAITLAND, FL! Welcome to this beautifully designed 4-bedroom, 2-bath home offering 1,809 sq. ft. under air and 2,359 total sq. ft. , with NO HOA and an oversized driveway providing plenty of parking. Step inside to a bright, open-concept floor plan where the family and dining areas flow seamlessly into a spacious modern kitchen designed for both everyday living and entertaining. The kitchen features a large center island with generous seating, 42” wood cabinetry with soft-close doors, stylish hardware and crown molding, beautiful pendant lighting, sleek quartz countertops, and stainless-steel appliances. The private primary suite offers a spacious walk-in clo

$440,000

4 beds2 baths1,809 sq ft

27 N Calhoun Ave, Eatonville, FL 32751

Soft-close doors • Quartz countertops • Large center island

ABOUT THIS HOME
Home with Parking for sale in 32799, FL:
Welcome to beautiful Montacino, Enclave at Maitland, a well maintained Mediterranean inspired gated community. This well appointed town home features three bedrooms and two and 1/2 bathrooms. The first floor is a desirable open floor plan with a welcoming foyer, 1/2 bathroom, fully tiled living/dining room, kitchen with bar top and access to the first floor covered patio. The kitchen has beautiful rich cabinetry, dark granite countertops with newer stainless steel appliances as well as pantry for additional storage space. The second floor features all three bedrooms, two bathrooms and ideally located central laundry closet with 2 year old (high capacity) washer and dryer included. The prima

$415,000

3 beds2.5 baths1,751 sq ft

1257 Blessing St, Maitland, FL 32751

Open floor plan • Rich cabinetry • Kitchen with bar top

Property at 431 Arapaho Trl, Maitland, FL 32751, 4 beds, 3 baths

$699,000

4 beds3 baths1,965 sq ft

431 Arapaho Trl, Maitland, FL 32751

Property at 1702 Arbor Park Dr, Winter Park, FL 32789, 4 beds, 3.5 baths

$1,900,000

4 beds3.5 baths2,950 sq ft

1702 Arbor Park Dr, Winter Park, FL 32789

Property at 1202 Oranole Rd, Maitland, FL 32751, 3 beds, 2 baths

$412,800

3 beds2 baths1,750 sq ft

1202 Oranole Rd, Maitland, FL 32751

Property at 857 Brock St, Winter Park, FL 32789, 5 beds, 5.5 baths

$4,650,000

5 beds5.5 baths4,827 sq ft

857 Brock St, Winter Park, FL 32789

Property at 2407 Lafayette Ave, Winter Park, FL 32789, 5 beds, 4.5 baths

$1,625,000

5 beds4.5 baths3,133 sq ft

2407 Lafayette Ave, Winter Park, FL 32789

Property at 1281 Wellington Ter, Maitland, FL 32751, 4 beds, 3 baths

$979,000

4 beds3 baths2,931 sq ft

1281 Wellington Ter, Maitland, FL 32751

Property at 956 Stonewood Ln, Maitland, FL 32751, 5 beds, 3 baths

$775,000

5 beds3 baths2,837 sq ft

956 Stonewood Ln, Maitland, FL 32751

Property at 2343 Versailles Ave, Winter Park, FL 32789, 4 beds, 3.5 baths

$1,865,000

4 beds3.5 baths3,307 sq ft

2343 Versailles Ave, Winter Park, FL 32789

Property at 410 Broadview Ave, Altamonte Springs, FL 32701, 4 beds, 2 baths

$409,500

4 beds2 baths1,934 sq ft

410 Broadview Ave, Altamonte Springs, FL 32701

Property at 315 Lake Seminary Cir, Maitland, FL 32751, 3 beds, 2 baths

$460,000

3 beds2 baths1,740 sq ft

315 Lake Seminary Cir, Maitland, FL 32751

Property at 1220 Howell Branch Rd, Winter Park, FL 32789, 3 beds, 2 baths

$1,105,000

3 beds2 baths1,487 sq ft

1220 Howell Branch Rd, Winter Park, FL 32789

Property at 1540 E Horatio Ave, Maitland, FL 32751, 4 beds, 2 baths

$560,000

4 beds2 baths1,939 sq ft

1540 E Horatio Ave, Maitland, FL 32751

Property at 622 Martin Ave, Altamonte Springs, FL 32701, 3 beds, 2 baths

$350,000

3 beds2 baths1,334 sq ft

622 Martin Ave, Altamonte Springs, FL 32701

Property at 856 Park Lake Cir #51, Maitland, FL 32751, 2 beds, 1.5 baths

$229,000

2 beds1.5 baths1,353 sq ft

856 Park Lake Cir #51, Maitland, FL 32751

Property at 2430 Chantilly Ave, Winter Park, FL 32789, 4 beds, 4 baths

$1,598,000

4 beds4 baths2,916 sq ft

2430 Chantilly Ave, Winter Park, FL 32789

Property at 106 S Lakewood Cir, Maitland, FL 32751, 3 beds, 2 baths

$475,000

3 beds2 baths2,016 sq ft

106 S Lakewood Cir, Maitland, FL 32751

Property at 1713 Gulfview Dr Unit 435B, Maitland, FL 32751, 2 beds, 3 baths

$249,000

2 beds3 baths1,328 sq ft

1713 Gulfview Dr Unit 435B, Maitland, FL 32751

Property at 1621 Chestnut Ave, Winter Park, FL 32789, 3 beds, 2.5 baths

$899,000

3 beds2.5 baths2,022 sq ft

1621 Chestnut Ave, Winter Park, FL 32789

Property at 1525 Granville Dr, Winter Park, FL 32789, 5 beds, 5.5 baths

$4,595,000

5 beds5.5 baths5,211 sq ft

1525 Granville Dr, Winter Park, FL 32789

Property at 2667 Cochise Trl, Winter Park, FL 32789, 4 beds, 3 baths

$985,000

4 beds3 baths2,868 sq ft

2667 Cochise Trl, Winter Park, FL 32789

Property at 1550 Palm Ave, Winter Park, FL 32789, 4 beds, 3.5 baths

$1,829,000

4 beds3.5 baths2,706 sq ft

1550 Palm Ave, Winter Park, FL 32789

Property at 225 Yarmouth Rd, Fern Park, FL 32730, 4 beds, 2 baths

$560,000

4 beds2 baths1,801 sq ft

225 Yarmouth Rd, Fern Park, FL 32730

Property at 545 Clark St, Maitland, FL 32751, 3 beds, 2.5 baths

$300,000

3 beds2.5 baths1,950 sq ft

545 Clark St, Maitland, FL 32751

Property at 1889 Berkeley Ct, Maitland, FL 32751, 4 beds, 3 baths

$959,000

4 beds3 baths3,470 sq ft

1889 Berkeley Ct, Maitland, FL 32751

Property at 895 Park Lake Cir #75, Maitland, FL 32751, 2 beds, 1.5 baths

$184,900

2 beds1.5 baths1,353 sq ft

895 Park Lake Cir #75, Maitland, FL 32751

Property at 761 Robinhood Dr, Maitland, FL 32751, 3 beds, 2 baths

$455,000

3 beds2 baths1,154 sq ft

761 Robinhood Dr, Maitland, FL 32751

Property at 620 Martin Ave, Altamonte Springs, FL 32701, 3 beds, 2 baths

$399,000

3 beds2 baths1,931 sq ft

620 Martin Ave, Altamonte Springs, FL 32701

Property at 612 Rodney Dr, Altamonte Springs, FL 32701, 4 beds, 2 baths

$550,000

4 beds2 baths1,925 sq ft

612 Rodney Dr, Altamonte Springs, FL 32701

Property at 550 Arapaho Trl, Maitland, FL 32751, 4 beds, 3 baths

$715,000

4 beds3 baths2,242 sq ft

550 Arapaho Trl, Maitland, FL 32751

Property at 1241 Manchester Rd, Maitland, FL 32751, 4 beds, 2 baths

$559,000

4 beds2 baths2,038 sq ft

1241 Manchester Rd, Maitland, FL 32751

Property at 1921 Winnebago Trl, Fern Park, FL 32730, 4 beds, 2 baths

$589,000

4 beds2 baths2,375 sq ft

1921 Winnebago Trl, Fern Park, FL 32730

Property at 635 Woodridge Dr, Fern Park, FL 32730, 3 beds, 2 baths

$333,000

3 beds2 baths1,721 sq ft

635 Woodridge Dr, Fern Park, FL 32730

Property at 2464 Hunterfield Rd, Maitland, FL 32751, 4 beds, 2 baths

$500,000

4 beds2 baths1,920 sq ft

2464 Hunterfield Rd, Maitland, FL 32751

Property at 515 Tivoli Ct, Altamonte Springs, FL 32701, 3 beds, 2 baths

$469,900

3 beds2 baths2,354 sq ft

515 Tivoli Ct, Altamonte Springs, FL 32701

Property at 217 Yarmouth Rd, Fern Park, FL 32730, 4 beds, 2 baths

$549,000

4 beds2 baths2,227 sq ft

217 Yarmouth Rd, Fern Park, FL 32730

Property at 220 Adams Dr, Maitland, FL 32751, 4 beds, 3.5 baths

$1,995,000

4 beds3.5 baths3,005 sq ft

220 Adams Dr, Maitland, FL 32751

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Based on information submitted to the MLS GRID as of Wed Sep 09 2026. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Homes with Parking for Sale in 32799

There are currently 83 homes with parking homes for sale in 32799. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. This map is refreshed with the newest listings in 32799 every 15 minutes.

Find your dream home in 32799 using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in 32799 are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in 32799. If you're looking to sell your home in the 32799 area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in 32799 with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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