Winter Park Homes for Sale

$2,950,000

Virtual Tour

1450 Mizell Ave, Winter Park, FL 32789

4,487 SqFt

5 Beds | 7 Baths

ACTIVE

$2,895,000

Virtual Tour

147 S Interlachen Ave Unit 400, Winter Park, FL 32789

5,159 SqFt

4 Beds | 5 Baths

ACTIVE

$2,890,000

Virtual Tour

140 E Morse Blvd J, Winter Park, FL 32789

2,143 SqFt

3 Beds | 3 Baths

ACTIVE

$2,790,000

1421 Place Picardy, Winter Park, FL 32789

4,882 SqFt

5 Beds | 6 Baths

ACTIVE

$2,750,000

Virtual Tour

1108 N New York Ave, Winter Park, FL 32789

3,576 SqFt

5 Beds | 5 Baths

PENDING

$2,749,000

Virtual Tour

1741 Glencoe Rd, Winter Park, FL 32789

4,692 SqFt

4 Beds | 5 Baths

ACTIVE

$2,495,000

2412 Chantilly Ave, Winter Park, FL 32789

4,500 SqFt

5 Beds | 7 Baths

ACTIVE

$2,250,000

Virtual Tour

1340 Chestnut Ave, Winter Park, FL 32789

4,182 SqFt

6 Beds | 6 Baths

ACTIVE

$2,200,000

Virtual Tour

1840 Bryan Ave, Winter Park, FL 32789

3,727 SqFt

4 Beds | 4 Baths

ACTIVE

$2,199,999

Virtual Tour

1451 Lyndale Blvd, Winter Park, FL 32789

3,853 SqFt

6 Beds | 4 Baths

ACTIVE

$2,195,000

Virtual Tour

451 Shepherd Ave, Winter Park, FL 32789

4,312 SqFt

5 Beds | 5 Baths

PENDING

$2,190,000

Virtual Tour

2234 Via Luna, Winter Park, FL 32789

3,554 SqFt

6 Beds | 4 Baths

ACTIVE

$2,150,000

Virtual Tour

1616 Hibiscus Ave, Winter Park, FL 32789

3,897 SqFt

4 Beds | 5 Baths

ACTIVE

$1,999,999

Virtual Tour

1764 Elizabeths Walk, Winter Park, FL 32789

3,989 SqFt

4 Beds | 4 Baths

ACTIVE

$1,995,000

Virtual Tour

1941 Englewood Rd, Winter Park, FL 32789

4,112 SqFt

4 Beds | 5 Baths

PENDING

$1,990,000

Virtual Tour

2139 Blossom Ln, Winter Park, FL 32789

3,174 SqFt

5 Beds | 4 Baths

ACTIVE

$1,950,000

Virtual Tour

2415 Versailles Ave, Winter Park, FL 32789

3,954 SqFt

4 Beds | 4 Baths

ACTIVE

$1,895,000

Virtual Tour

1181 Via Capri, Winter Park, FL 32789

3,653 SqFt

3 Beds | 3 Baths

ACTIVE

$1,895,000

Virtual Tour

1350 Place Vendome, Winter Park, FL 32789

4,049 SqFt

4 Beds | 4 Baths

PENDING

$1,795,000

Virtual Tour

508 W Swoope Ave, Winter Park, FL 32789

4,133 SqFt

4 Beds | 4 Baths

ACTIVE

$1,795,000

Virtual Tour

279 Rippling Ln, Winter Park, FL 32789

3,472 SqFt

4 Beds | 3 Baths

ACTIVE

$1,750,000

Virtual Tour

1350 Lyndale Blvd, Winter Park, FL 32789

3,478 SqFt

4 Beds | 5 Baths

ACTIVE

$1,735,000

331 E Reading Way, Winter Park, FL 32789

3,361 SqFt

4 Beds | 5 Baths

PENDING

$1,730,000

Virtual Tour

1250 Via Capri, Winter Park, FL 32789

3,217 SqFt

3 Beds | 3 Baths

ACTIVE

$1,725,000

Virtual Tour

501 Country Club Dr, Winter Park, FL 32789

2,857 SqFt

4 Beds | 4 Baths

ACTIVE

$1,699,995

Virtual Tour

3031 Northwood Blvd, Winter Park, FL 32789

2,978 SqFt

4 Beds | 4 Baths

ACTIVE

$1,699,000

Virtual Tour

1731 Windsor Dr, Winter Park, FL 32789

3,669 SqFt

4 Beds | 4 Baths

ACTIVE

$1,695,000

Virtual Tour

1101 Kenwood Ave, Winter Park, FL 32789

2,955 SqFt

3 Beds | 3 Baths

ACTIVE

$1,695,000

Virtual Tour

1530 Via Tuscany, Winter Park, FL 32789

3,341 SqFt

4 Beds | 4 Baths

ACTIVE

$1,695,000

Virtual Tour

1650 Lakehurst Ave, Winter Park, FL 32789

3,777 SqFt

4 Beds | 4 Baths

ACTIVE

$1,695,000

Virtual Tour

2435 Chantilly Ave, Winter Park, FL 32789

3,055 SqFt

4 Beds | 5 Baths

ACTIVE

$1,695,000

Virtual Tour

101 S New York Ave Unit 302, Winter Park, FL 32789

3,174 SqFt

3 Beds | 4 Baths

ACTIVE

$1,650,000

Virtual Tour

660 Arjay Way, Winter Park, FL 32789

3,237 SqFt

4 Beds | 4 Baths

ACTIVE

$1,650,000

Virtual Tour

1458 Aloma Ave, Winter Park, FL 32789

3,446 SqFt

5 Beds | 4 Baths

ACTIVE

$1,600,000

Virtual Tour

281 Brewer Ave, Winter Park, FL 32789

4,029 SqFt

5 Beds | 5 Baths

PENDING

$1,595,000

Virtual Tour

1251 Palmer Ave, Winter Park, FL 32789

2,859 SqFt

4 Beds | 3 Baths

ACTIVE

$1,595,000

Virtual Tour

1009 S Pennsylvania Ave, Winter Park, FL 32789

3,023 SqFt

4 Beds | 3 Baths

PENDING

$1,590,000

Virtual Tour

840 W Comstock Ave, Winter Park, FL 32789

2,350 SqFt

4 Beds | 4 Baths

ACTIVE

$1,579,000

Virtual Tour

1521 Magnolia Ave, Winter Park, FL 32789

2,697 SqFt

4 Beds | 4 Baths

PENDING

$1,575,000

Virtual Tour

627 Country Club Dr, Winter Park, FL 32789

2,858 SqFt

4 Beds | 4 Baths

PENDING

$1,575,000

Virtual Tour

101 S New York Ave Unit 303, Winter Park, FL 32789

3,174 SqFt

3 Beds | 4 Baths

ACTIVE

$1,550,000

Virtual Tour

1871 Taylor Ave, Winter Park, FL 32789

3,401 SqFt

4 Beds | 5 Baths

PENDING

$1,550,000

Virtual Tour

2105 Fosgate Dr, Winter Park, FL 32789

3,068 SqFt

5 Beds | 4 Baths

ACTIVE

$1,535,000

Virtual Tour

425 Selkirk Dr, Winter Park, FL 32792

3,330 SqFt

4 Beds | 5 Baths

PENDING

$1,524,000

Virtual Tour

1571 Sunset Drive, Winter Park, FL 32789

2,700 SqFt

4 Beds | 4 Baths

ACTIVE

$1,500,000

Virtual Tour

2015 Summerfield Rd, Winter Park, FL 32792

2,958 SqFt

4 Beds | 4 Baths

ACTIVE

$1,499,000

Virtual Tour

513 Worthington Dr, Winter Park, FL 32789

3,112 SqFt

3 Beds | 4 Baths

PENDING

$1,499,000

Virtual Tour

1830 Pineview Cir, Winter Park, FL 32792

2,843 SqFt

4 Beds | 4 Baths

ACTIVE

$1,495,000

Virtual Tour

1371 Lyndale Blvd, Winter Park, FL 32789

2,739 SqFt

4 Beds | 3 Baths

ACTIVE

$1,479,000

Virtual Tour

1049 Tuscany Pl, Winter Park, FL 32789

2,471 SqFt

4 Beds | 2 Baths

ACTIVE

$1,475,000

Virtual Tour

1166 Palmer Ave, Winter Park, FL 32789

2,659 SqFt

3 Beds | 5 Baths

PENDING

$1,475,000

Virtual Tour

1460 Via Sangro Pl, Winter Park, FL 32792

5,111 SqFt

7 Beds | 5 Baths

ACTIVE

$1,449,000

Virtual Tour

2408 Lafayette Ave, Winter Park, FL 32789

2,838 SqFt

4 Beds | 4 Baths

ACTIVE

$1,400,000

Virtual Tour

858 Douglas Ave, Winter Park, FL 32789

2,334 SqFt

4 Beds | 4 Baths

ACTIVE

$1,399,000

Virtual Tour

335 W Welbourne Ave Unit 103, Winter Park, FL 32789

2,734 SqFt

3 Beds | 3 Baths

ACTIVE

$1,395,000

Virtual Tour

1011 Palmer Ave, Winter Park, FL 32789

2,550 SqFt

3 Beds | 3 Baths

PENDING

$1,299,000

Virtual Tour

311 E Morse Blvd Unit 18, Winter Park, FL 32789

2,096 SqFt

2 Beds | 2 Baths

ACTIVE

$1,295,000

Virtual Tour

1932 Temple Dr, Winter Park, FL 32789

2,432 SqFt

3 Beds | 3 Baths

ACTIVE

$1,295,000

Virtual Tour

850 Juanita Rael, Winter Park, FL 32789

2,306 SqFt

4 Beds | 3 Baths

ACTIVE

$1,275,000

Virtual Tour

1001 Tuscany Pl, Winter Park, FL 32789

2,458 SqFt

3 Beds | 2 Baths

ACTIVE

$1,250,000

Virtual Tour

1601 Chestnut Ave, Winter Park, FL 32789

2,795 SqFt

4 Beds | 3 Baths

PENDING

$1,250,000

Virtual Tour

1320 Orchid Ave, Winter Park, FL 32789

2,998 SqFt

4 Beds | 4 Baths

ACTIVE

$1,249,000

Virtual Tour

501 W Canton Ave Unit 501, Winter Park, FL 32789

2,372 SqFt

3 Beds | 3 Baths

ACTIVE

$1,199,900

Virtual Tour

1840 Biscayne Dr, Winter Park, FL 32789

2,641 SqFt

5 Beds | 3 Baths

ACTIVE

$1,195,000

100 S Virginia Ave Unit 201, Winter Park, FL 32789

2,756 SqFt

3 Beds | 3 Baths

ACTIVE

$1,190,000

Virtual Tour

449 Seymour Ave, Winter Park, FL 32789

2,051 SqFt

3 Beds | 3 Baths

PENDING

$1,189,900

1321 Suffolk Road, Winter Park, FL 32789

2,274 SqFt

4 Beds | 4 Baths

PENDING

$1,185,000

Virtual Tour

625 N Interlachen Ave A, Winter Park, FL 32789

1,718 SqFt

2 Beds | 2 Baths

ACTIVE

$1,178,000

Virtual Tour

2884 Old Castle Dr, Winter Park, FL 32792

3,381 SqFt

4 Beds | 4 Baths

PENDING

$1,170,000

Virtual Tour

363 N Phelps Ave, Winter Park, FL 32789

2,871 SqFt

4 Beds | 3 Baths

ACTIVE

$1,150,000

Virtual Tour

345 Sylvan Blvd, Winter Park, FL 32789

2,011 SqFt

4 Beds | 3 Baths

ACTIVE

$1,139,000

Virtual Tour

100 S Virginia Ave Unit 314, Winter Park, FL 32789

2,615 SqFt

3 Beds | 3 Baths

ACTIVE

$1,135,000

100 S Virginia Ave Unit 401, Winter Park, FL 32789

2,615 SqFt

3 Beds | 3 Baths

ACTIVE

$1,125,000

Virtual Tour

627 N Interlachen Ave B, Winter Park, FL 32789

1,610 SqFt

2 Beds | 2 Baths

ACTIVE

$1,050,000

Virtual Tour

2260 Hawick Ln, Winter Park, FL 32792

1,374 SqFt

2 Beds | 2 Baths

ACTIVE

$1,039,000

Virtual Tour

1875 Lake Spier Dr, Winter Park, FL 32789

1,366 SqFt

3 Beds | 2 Baths

PENDING

$999,999

150 Dana Way, Winter Park, FL 32789

1,761 SqFt

3 Beds | 2 Baths

PENDING

$999,900

Virtual Tour

1929 S Lakemont Ave, Winter Park, FL 32792

2,085 SqFt

3 Beds | 4 Baths

ACTIVE

$995,000

1417 Miller Ave, Winter Park, FL 32789

2,002 SqFt

3 Beds | 3 Baths

ACTIVE

$995,000

1417.5 Miller Ave, Winter Park, FL 32789

2,002 SqFt

3 Beds | 3 Baths

ACTIVE

$995,000

Virtual Tour

1771 Windsor Dr, Winter Park, FL 32789

2,059 SqFt

3 Beds | 3 Baths

ACTIVE

$995,000

Virtual Tour

1621 Lasbury Ave, Winter Park, FL 32789

2,267 SqFt

3 Beds | 3 Baths

ACTIVE

$955,000

Virtual Tour

2421 Mandan Trl, Winter Park, FL 32789

2,310 SqFt

3 Beds | 3 Baths

ACTIVE

$950,000

Virtual Tour

439 N Capen Ave, Winter Park, FL 32789

1,861 SqFt

3 Beds | 3 Baths

ACTIVE

$950,000

Virtual Tour

1223 Formosa Ave, Winter Park, FL 32789

3,834 SqFt

4 Beds | 3 Baths

ACTIVE

$949,000

Virtual Tour

1919 S Lakemont Ave, Winter Park, FL 32792

2,085 SqFt

3 Beds | 4 Baths

ACTIVE

$946,500

Virtual Tour

675 Overspin Dr, Winter Park, FL 32789

2,764 SqFt

4 Beds | 4 Baths

ACTIVE

$919,000

Virtual Tour

1907 S Lakemont Ave, Winter Park, FL 32792

2,063 SqFt

3 Beds | 4 Baths

ACTIVE

$909,000

Virtual Tour

1917 S Lakemont Ave, Winter Park, FL 32792

2,051 SqFt

3 Beds | 4 Baths

ACTIVE

$899,500

Virtual Tour

1905 S Lakemont Ave, Winter Park, FL 32792

2,066 SqFt

3 Beds | 4 Baths

ACTIVE

$899,000

Virtual Tour

1762 Chestnut Ave, Winter Park, FL 32789

1,760 SqFt

3 Beds | 2 Baths

PENDING

$889,000

Virtual Tour

2955 Lolissa Ln, Winter Park, FL 32789

3,902 SqFt

4 Beds | 3 Baths

ACTIVE

$884,900

Virtual Tour

922 Garden Dr, Winter Park, FL 32789

2,131 SqFt

3 Beds | 3 Baths

PENDING

$879,000

Virtual Tour

1915 S Lakemont Ave, Winter Park, FL 32792

2,104 SqFt

3 Beds | 4 Baths

ACTIVE

$875,000

Virtual Tour

608 Balmoral Rd, Winter Park, FL 32789

2,105 SqFt

4 Beds | 2 Baths

PENDING

$860,000

Virtual Tour

1423 Westchester Ave, Winter Park, FL 32789

1,700 SqFt

2 Beds | 2 Baths

PENDING

$850,000

Virtual Tour

731 Midget Dr, Winter Park, FL 32789

960 SqFt

2 Beds | 1 Bath

ACTIVE

$850,000

1310 Aloma Ave, Winter Park, FL 32789

2,533 SqFt

4 Beds | 3 Baths

ACTIVE

$850,000

Virtual Tour

1820 Mondrian Cir, Winter Park, FL 32789

2,252 SqFt

3 Beds | 4 Baths

ACTIVE

$839,000

Virtual Tour

1005 Fairway Dr, Winter Park, FL 32792

2,584 SqFt

4 Beds | 3 Baths

ACTIVE

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