32799, FL homes for sale & real estate

133 homes

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ABOUT THIS HOME
32799, FL Homes for Sale
Rare opportunity in desirable Maitland! Bring your builder and your vision to this approximately . 40-acre homesite located directly across the street from Lake Seminary. Situated in an established residential area, this property offers an excellent opportunity to create a custom home in a highly desirable Central Florida location. Home has lake access & Community Park. The existing structure is in poor condition with known mold present and is being marketed primarily for its land and redevelopment potential. Buyers should anticipate demolition or substantial redevelopment of the existing home. The backyard also features an existing in-ground swimming pool that has been drained. No re

$350,000

3 beds2 baths1,683 sq ft

265 Lake Seminary Cir, Maitland, FL 32751

0.40 acre homesite • Lake seminary • 0.4 acre lot

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ABOUT THIS HOME
32799, FL Homes for Sale
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
32799, FL Homes for Sale
This exceptional homesite on Arbor Ridge sits in one of Winter Park's most prestigious and tightly held residential pockets—where elegant estates, mature canopy trees, and enduring property values define the neighborhood. Perfectly positioned, and ready for your vision, the lot places you just two blocks from the Winter Park YMCA and half a mile from highly regarded Lakemont Elementary. The combination of privacy, convenience, and top-tier location ensures a strong demand for a custom residence of distinction. Surrounded by new construction and the graceful shade of established trees, the property offers the ideal canvas for a high-end home that honors the neighborhood’s timeles

$700,000

4 beds3 baths2,016 sq ft

1592 Arbor Park Dr, Winter Park, FL 32789

Custom residence • New construction • Established trees

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ABOUT THIS HOME
32799, FL Homes for Sale
LOCATION, LIFESTYLE & LOW-MAINTENANCE LIVING IN THE HEART OF MAITLAND/WINTER PARK! Welcome to Maitland House, a hidden gem perfectly positioned between Maitland and Winter Park, where convenience, character and an unbeatable lifestyle come together. Located just steps from the iconic Enzian Theater and its lush Eden Bar, and minutes from Winter Park Village, Lake Lily and Park Avenue, this beautifully updated second floor 2 bedroom, 2 bath condo puts some of Central Florida’s best dining, entertainment, shopping and nightlife right outside your door. Inside, you’ll find a bright and inviting open floor plan with thoughtful updates throughout. The spacious living area feat

$375,000

2 beds2 baths1,013 sq ft

210 Magnolia Rd #207, Maitland, FL 32751

Plantation shutters • 2025 dishwasher • Granite countertops

ABOUT THIS HOME
32799, FL Homes for Sale
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

Property at 27 N Calhoun Ave, Eatonville, FL 32751, 4 beds, 2 baths

$440,000

4 beds2 baths1,809 sq ft

27 N Calhoun Ave, Eatonville, FL 32751

Property at 1257 Blessing St, Maitland, FL 32751, 3 beds, 2.5 baths

$415,000

3 beds2.5 baths1,751 sq ft

1257 Blessing St, Maitland, FL 32751

Property at 1761 Legion Dr, Winter Park, FL 32789, 5 beds, 5.5 baths

$3,265,000

5 beds5.5 baths4,924 sq ft

1761 Legion Dr, Winter Park, FL 32789

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 505 Oak Ln, Maitland, FL 32751, 3 beds, 2.5 baths

$825,000

3 beds2.5 baths2,801 sq ft

505 Oak Ln, Maitland, FL 32751

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 1431 Palm Ave, Winter Park, FL 32789, 2 beds, 2 baths

$825,000

2 beds2 baths1,540 sq ft

1431 Palm 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 1409 Sunset Dr, Winter Park, FL 32789, 2 beds, 1.5 baths

$649,000

2 beds1.5 baths1,107 sq ft

1409 Sunset Dr, Winter Park, FL 32789

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 2051 Dyan Way, Maitland, FL 32751, 5 beds, 4 baths

$830,000

5 beds4 baths3,136 sq ft

2051 Dyan Way, Maitland, FL 32751

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 790 S Lake Sybelia Dr, Maitland, FL 32751, 3 beds, 2.5 baths

$960,000

3 beds2.5 baths2,021 sq ft

790 S Lake Sybelia Dr, Maitland, FL 32751

Property at 283 Sandlewood Trl #3, Winter Park, FL 32789, 2 beds, 2.5 baths

$285,000

2 beds2.5 baths960 sq ft

283 Sandlewood Trl #3, Winter Park, FL 32789

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 819 Walnut Pl, Altamonte Springs, FL 32701, 4 beds, 2 baths

$382,000

4 beds2 baths1,485 sq ft

819 Walnut Pl, Altamonte Springs, FL 32701

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 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 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 618 Woodling Pl, Altamonte Springs, FL 32701, 3 beds, 2 baths

$368,000

3 beds2 baths1,243 sq ft

618 Woodling Pl, Altamonte Springs, FL 32701

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

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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.

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