Winter Park Homes for Sale

$1,475,000

1600 Barcelona Way, Winter Park, FL 32789

3,014 SqFt

4 Beds | 4 Baths

ACTIVE

$1,425,000

Virtual Tour

1750 Winchester Dr, Winter Park, FL 32789

2,637 SqFt

4 Beds | 4 Baths

PENDING

$1,425,000

Virtual Tour

2922 Reef Knot Pl, Winter Park, FL 32792

3,153 SqFt

4 Beds | 4 Baths

ACTIVE

$1,395,000

1701 Palmer Ave, Winter Park, FL 32789

2,841 SqFt

4 Beds | 3 Baths

ACTIVE

$1,385,000

Virtual Tour

2105 Fosgate Dr, Winter Park, FL 32789

3,068 SqFt

5 Beds | 4 Baths

ACTIVE

$1,350,000

Virtual Tour

2525 Venetian Way, Winter Park, FL 32789

1,993 SqFt

3 Beds | 3 Baths

ACTIVE

$1,349,000

Virtual Tour

1077 Minnesota Ave, Winter Park, FL 32789

3,046 SqFt

4 Beds | 4 Baths

ACTIVE

$1,300,000

Virtual Tour

171 Cortland Ave, Winter Park, FL 32789

1,683 SqFt

2 Beds | 2 Baths

PENDING

$1,300,000

Virtual Tour

1400 S Pennsylvania Ave, Winter Park, FL 32789

2,310 SqFt

4 Beds | 3 Baths

ACTIVE

$1,300,000

Virtual Tour

1756 Hollywood Ave, Winter Park, FL 32789

n/a SqFt

-- Beds | -- Baths

ACTIVE

$1,299,000

Virtual Tour

1341 Lyndale Blvd, Winter Park, FL 32789

2,388 SqFt

4 Beds | 3 Baths

ACTIVE

$1,299,000

Virtual Tour

7440 Aloma Ave, Winter Park, FL 32792

4,435 SqFt

5 Beds | 5 Baths

ACTIVE

$1,295,000

Virtual Tour

632 Country Club Dr, Winter Park, FL 32789

2,342 SqFt

3 Beds | 2 Baths

ACTIVE

$1,295,000

Virtual Tour

1611 Chestnut Ave, Winter Park, FL 32789

2,916 SqFt

4 Beds | 4 Baths

ACTIVE

$1,275,000

Virtual Tour

2536 Brookshire Ave, Winter Park, FL 32792

3,140 SqFt

4 Beds | 4 Baths

PENDING

$1,275,000

Virtual Tour

N 726/720 Pennsylvania Ave, Winter Park, FL 32789

2,284 SqFt

6 Beds | 4 Baths

ACTIVE

$1,275,000

Virtual Tour

N 726 And 720 Pennsylvania Ave, Winter Park, FL 32789

2,284 SqFt

6 Beds | 4 Baths

ACTIVE

$1,265,000

Virtual Tour

1611 Walnut Ave, Winter Park, FL 32789

2,635 SqFt

4 Beds | 3 Baths

ACTIVE

$1,210,000

Virtual Tour

4048 Gilder Rose Pl, Winter Park, FL 32792

3,321 SqFt

4 Beds | 4 Baths

ACTIVE

$1,200,000

Virtual Tour

835 Antonette Ave, Winter Park, FL 32789

1,867 SqFt

3 Beds | 2 Baths

PENDING

$1,200,000

Virtual Tour

309 Park North Ct, Winter Park, FL 32789

3,096 SqFt

3 Beds | 4 Baths

PENDING

$1,200,000

Virtual Tour

4107 Gabriella Ln, Winter Park, FL 32792

3,074 SqFt

4 Beds | 4 Baths

ACTIVE

$1,200,000

1807 Magnolia Ave, Winter Park, FL 32789

2,618 SqFt

5 Beds | 3 Baths

ACTIVE

$1,199,000

Virtual Tour

4052 Gilder Rose Pl, Winter Park, FL 32792

4,015 SqFt

4 Beds | 5 Baths

ACTIVE

$1,195,000

Virtual Tour

1213 Richmond Rd, Winter Park, FL 32789

3,204 SqFt

4 Beds | 3 Baths

ACTIVE

$1,195,000

Virtual Tour

7706 Waunatta Ct, Winter Park, FL 32792

3,858 SqFt

5 Beds | 3 Baths

ACTIVE

$1,180,000

Virtual Tour

2607 Lafayette Ave, Winter Park, FL 32789

2,770 SqFt

4 Beds | 4 Baths

ACTIVE

$1,150,000

Virtual Tour

795 W Canton Ave, Winter Park, FL 32789

2,374 SqFt

3 Beds | 4 Baths

PENDING

$1,125,000

Virtual Tour

1690 Oneco Ave, Winter Park, FL 32789

2,703 SqFt

4 Beds | 3 Baths

ACTIVE

$1,125,000

Virtual Tour

2880 Old Castle Dr, Winter Park, FL 32792

3,839 SqFt

5 Beds | 5 Baths

ACTIVE

$1,115,000

2011 Soaring Oak Way, Winter Park, FL 32792

4,307 SqFt

5 Beds | 5 Baths

ACTIVE

$1,080,000

Virtual Tour

100 S Interlachen Ave Unit 304, Winter Park, FL 32789

2,286 SqFt

4 Beds | 4 Baths

PENDING

$1,070,000

Virtual Tour

1444 Pelican Bay Trl, Winter Park, FL 32792

3,121 SqFt

4 Beds | 3 Baths

ACTIVE

$1,050,000

Virtual Tour

2680 Oglesby Ave, Winter Park, FL 32789

2,546 SqFt

4 Beds | 3 Baths

PENDING

$1,049,000

Virtual Tour

913 Moss Ln, Winter Park, FL 32789

1,887 SqFt

3 Beds | 2 Baths

ACTIVE

$1,025,000

Virtual Tour

2923 Cove Trl, Winter Park, FL 32789

3,377 SqFt

4 Beds | 4 Baths

PENDING

$1,000,000

Virtual Tour

865 Balch Ave, Winter Park, FL 32789

2,025 SqFt

-- Beds | -- Baths

PENDING

$999,000

2330 Westminster Ct, Winter Park, FL 32789

3,296 SqFt

5 Beds | 3 Baths

ACTIVE

$998,000

Virtual Tour

1319 Heavenly Cove, Winter Park, FL 32792

4,088 SqFt

4 Beds | 4 Baths

ACTIVE

$995,000

Virtual Tour

2260 Hawick Ln, Winter Park, FL 32792

1,374 SqFt

2 Beds | 2 Baths

ACTIVE

$995,000

Virtual Tour

250 Cortland Ave, Winter Park, FL 32789

2,114 SqFt

3 Beds | 2 Baths

ACTIVE

$995,000

Virtual Tour

1821 Windsor Dr, Winter Park, FL 32789

2,188 SqFt

4 Beds | 3 Baths

PENDING

$995,000

Virtual Tour

210 Laurel Park Ct, Winter Park, FL 32792

2,838 SqFt

4 Beds | 3 Baths

ACTIVE

$975,000

674 W Comstock Ave, Winter Park, FL 32789

1,045 SqFt

3 Beds | 1 Bath

ACTIVE

$975,000

Virtual Tour

1760 Mondrian Cir, Winter Park, FL 32789

2,245 SqFt

3 Beds | 4 Baths

PENDING

$950,000

Virtual Tour

1251 Arlington Pl, Winter Park, FL 32789

2,116 SqFt

3 Beds | 4 Baths

ACTIVE

$950,000

Virtual Tour

1018 Turner Rd, Winter Park, FL 32789

2,237 SqFt

4 Beds | 2 Baths

ACTIVE

$950,000

Virtual Tour

3011 Temple Trl, Winter Park, FL 32789

2,406 SqFt

5 Beds | 3 Baths

ACTIVE

$950,000

Virtual Tour

5325 Cypress Reserve Pl, Winter Park, FL 32792

3,598 SqFt

5 Beds | 4 Baths

ACTIVE

$949,900

Virtual Tour

609 Langholm Dr, Winter Park, FL 32789

1,981 SqFt

3 Beds | 3 Baths

PENDING

$949,000

Virtual Tour

1840 Biscayne Dr, Winter Park, FL 32789

2,641 SqFt

4 Beds | 3 Baths

ACTIVE

$925,000

Virtual Tour

1764 Mondrian Cir, Winter Park, FL 32789

2,265 SqFt

3 Beds | 4 Baths

PENDING

$924,900

251 Glenridge Way, Winter Park, FL 32789

1,314 SqFt

3 Beds | 3 Baths

ACTIVE

$915,000

100 S Interlachen Ave Unit 503, Winter Park, FL 32789

1,143 SqFt

2 Beds | 2 Baths

ACTIVE

$889,500

Virtual Tour

1907 S Lakemont Ave, Winter Park, FL 32792

2,063 SqFt

3 Beds | 4 Baths

ACTIVE

$889,000

Virtual Tour

1217 Kenwood Ave, Winter Park, FL 32789

1,240 SqFt

2 Beds | 2 Baths

ACTIVE

$885,000

Virtual Tour

1263 Verdant Glade Pl, Winter Park, FL 32792

2,589 SqFt

4 Beds | 4 Baths

ACTIVE

$875,000

Virtual Tour

1090 Wildmeadow Run, Winter Park, FL 32792

2,589 SqFt

4 Beds | 4 Baths

ACTIVE

$875,000

1832 Magnolia Ave, Winter Park, FL 32789

2,910 SqFt

5 Beds | 4 Baths

PENDING

$875,000

Virtual Tour

2445 Lee Rd, Winter Park, FL 32789

2,456 SqFt

-- Beds | -- Baths

ACTIVE

$865,000

Virtual Tour

1000 Howell Branch Rd, Winter Park, FL 32789

n/a SqFt

-- Beds | -- Baths

ACTIVE

$850,000

1310 Aloma Ave, Winter Park, FL 32789

2,533 SqFt

4 Beds | 3 Baths

PENDING

$850,000

Virtual Tour

730 W Swoope Ave, Winter Park, FL 32789

2,132 SqFt

5 Beds | 3 Baths

ACTIVE

$849,900

Virtual Tour

675 Overspin Dr, Winter Park, FL 32789

2,962 SqFt

4 Beds | 4 Baths

ACTIVE

$849,000

Virtual Tour

2955 Lolissa Ln, Winter Park, FL 32789

3,902 SqFt

4 Beds | 3 Baths

ACTIVE

$849,000

Virtual Tour

1917 S Lakemont Ave, Winter Park, FL 32792

2,051 SqFt

3 Beds | 4 Baths

ACTIVE

$839,000

Virtual Tour

2168 Marsh Sedge Ln, Winter Park, FL 32792

2,192 SqFt

4 Beds | 3 Baths

ACTIVE

$829,000

1795 Walker Ave, Winter Park, FL 32789

1,813 SqFt

5 Beds | 3 Baths

PENDING

$829,000

Virtual Tour

1276 S Pennsylvania Ave Unit 12, Winter Park, FL 32789

1,957 SqFt

3 Beds | 3 Baths

ACTIVE

$824,900

Virtual Tour

737 N Capen Ave, Winter Park, FL 32789

1,930 SqFt

3 Beds | 2 Baths

PENDING

$810,000

Virtual Tour

1261 Burning Tree Ln, Winter Park, FL 32792

2,223 SqFt

4 Beds | 2 Baths

ACTIVE

$800,000

Virtual Tour

441 N Capen Ave, Winter Park, FL 32789

1,745 SqFt

3 Beds | 3 Baths

ACTIVE

$799,999

Virtual Tour

648 Brechin Dr, Winter Park, FL 32792

1,820 SqFt

3 Beds | 3 Baths

PENDING

$799,900

Virtual Tour

731 Midget Dr, Winter Park, FL 32789

960 SqFt

2 Beds | 1 Bath

PENDING

$799,000

Virtual Tour

676 Dunblane Dr, Winter Park, FL 32792

1,827 SqFt

3 Beds | 2 Baths

ACTIVE

$795,000

Virtual Tour

625 Brechin Dr, Winter Park, FL 32792

1,827 SqFt

3 Beds | 2 Baths

ACTIVE

$789,000

Virtual Tour

627 Darcey Dr, Winter Park, FL 32792

2,509 SqFt

4 Beds | 2 Baths

ACTIVE

$784,000

Virtual Tour

5618 Winterbrook Way, Winter Park, FL 32792

2,866 SqFt

5 Beds | 4 Baths

ACTIVE

$780,000

Virtual Tour

2418 Whitehall Cir, Winter Park, FL 32792

2,134 SqFt

3 Beds | 2 Baths

ACTIVE

$779,000

1823 Sunset Dr, Winter Park, FL 32789

2,414 SqFt

3 Beds | 4 Baths

PENDING

$779,000

Virtual Tour

2247 Marsh Sedge Ln, Winter Park, FL 32792

2,192 SqFt

4 Beds | 3 Baths

PENDING

$779,000

Virtual Tour

103 Longhorn Rd, Winter Park, FL 32792

3,493 SqFt

5 Beds | 3 Baths

PENDING

$777,000

Virtual Tour

2159 Marsh Sedge Ln, Winter Park, FL 32792

2,192 SqFt

4 Beds | 3 Baths

PENDING

$775,000

Virtual Tour

1961 Winter Park Rd, Winter Park, FL 32789

1,598 SqFt

3 Beds | 2 Baths

ACTIVE

$775,000

Virtual Tour

1151 Wildmeadow Run, Winter Park, FL 32792

2,196 SqFt

4 Beds | 3 Baths

PENDING

$775,000

1340 Blue Stem Ln, Winter Park, FL 32792

2,587 SqFt

4 Beds | 4 Baths

ACTIVE

$775,000

Virtual Tour

1429 Indiana Ave, Winter Park, FL 32789

1,939 SqFt

3 Beds | 3 Baths

ACTIVE

$750,000

Virtual Tour

726 N Pennsylvania Ave, Winter Park, FL 32789

1,167 SqFt

3 Beds | 2 Baths

ACTIVE

$749,000

Virtual Tour

5150 Old Howell Branch Rd, Winter Park, FL 32792

2,108 SqFt

3 Beds | 2 Baths

ACTIVE

$748,000

Virtual Tour

5275 Pine Lily Cir, Winter Park, FL 32792

3,152 SqFt

5 Beds | 4 Baths

ACTIVE

$740,000

Virtual Tour

1840 Laurel Rd, Winter Park, FL 32789

2,245 SqFt

3 Beds | 2 Baths

PENDING

$725,000

Virtual Tour

1129 Golfside Dr, Winter Park, FL 32792

1,750 SqFt

3 Beds | 2 Baths

PENDING

$725,000

Virtual Tour

3377 Forsyth Rd, Winter Park, FL 32792

4,104 SqFt

-- Beds | -- Baths

ACTIVE

$725,000

101 S Interlachen Ave Unit 104, Winter Park, FL 32789

949 SqFt

2 Beds | 2 Baths

ACTIVE

$719,000

Virtual Tour

1977 Dundee Dr, Winter Park, FL 32792

1,656 SqFt

-- Beds | -- Baths

ACTIVE

$710,000

Virtual Tour

1147 Wildmeadow Run, Winter Park, FL 32792

2,002 SqFt

3 Beds | 4 Baths

ACTIVE

$709,000

Virtual Tour

1139 Fairway Dr, Winter Park, FL 32792

2,385 SqFt

4 Beds | 2 Baths

PENDING

$700,000

Virtual Tour

2190 Temple Dr, Winter Park, FL 32789

1,442 SqFt

3 Beds | 2 Baths

ACTIVE

$699,000

Virtual Tour

1891 Bryan Ave, Winter Park, FL 32789

1,622 SqFt

3 Beds | 2 Baths

ACTIVE

$695,000

Virtual Tour

786 Antonette Ave, Winter Park, FL 32789

1,146 SqFt

2 Beds | 1 Bath

PENDING

542 Listings

Free Access

Free Access

Free Access

Claim Your Home

Almost there!

Log In

Accept Terms

Opt-In

Looks like your phone is invalid.

Would you like to update it?