Winter Park, FL Homes for Sale

$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

$2,199,999

Virtual Tour

1451 Lyndale Blvd, Winter Park, FL 32789

3,853 SqFt

6 Beds | 4 Baths

ACTIVE

$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

$1,795,000

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

$1,650,000

Virtual Tour

660 Arjay Way, Winter Park, FL 32789

3,237 SqFt

4 Beds | 4 Baths

ACTIVE

$1,599,900

Virtual Tour

2914 Reef Knot Pl, Winter Park, FL 32792

4,173 SqFt

6 Beds | 7 Baths

ACTIVE

$1,590,000

Virtual Tour

840 W Comstock Ave, Winter Park, FL 32789

2,350 SqFt

4 Beds | 4 Baths

ACTIVE

$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

ACTIVE

$1,495,000

629 Country Club Dr, Winter Park, FL 32789

2,858 SqFt

4 Beds | 4 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

1601 Chestnut Ave, Winter Park, FL 32789

2,795 SqFt

4 Beds | 3 Baths

ACTIVE

$1,395,000

Virtual Tour

1011 Palmer Ave, Winter Park, FL 32789

2,550 SqFt

3 Beds | 3 Baths

ACTIVE

$1,295,000

Virtual Tour

1932 Temple Dr, Winter Park, FL 32789

2,432 SqFt

3 Beds | 3 Baths

ACTIVE

$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

$1,199,000

1321 Suffolk Road, Winter Park, FL 32789

2,274 SqFt

4 Beds | 4 Baths

ACTIVE

$1,150,000

Virtual Tour

345 Sylvan Blvd, Winter Park, FL 32789

2,011 SqFt

4 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

$1,074,000

Virtual Tour

1621 Lasbury Ave, Winter Park, FL 32789

2,267 SqFt

3 Beds | 3 Baths

ACTIVE

$1,025,000

Virtual Tour

1771 Windsor Dr, Winter Park, FL 32789

2,059 SqFt

3 Beds | 3 Baths

ACTIVE

$1,000,000

Virtual Tour

1223 Formosa Ave, Winter Park, FL 32789

3,834 SqFt

4 Beds | 3 Baths

ACTIVE

$999,900

Virtual Tour

1929 S Lakemont Ave, Winter Park, FL 32792

2,085 SqFt

3 Beds | 4 Baths

ACTIVE

$980,000

Virtual Tour

210 Laurel Park Ct, Winter Park, FL 32792

2,867 SqFt

4 Beds | 3 Baths

ACTIVE

$979,000

Virtual Tour

1762 Chestnut Ave, Winter Park, FL 32789

1,760 SqFt

3 Beds | 2 Baths

ACTIVE

$949,000

Virtual Tour

1919 S Lakemont Ave, Winter Park, FL 32792

2,085 SqFt

3 Beds | 4 Baths

ACTIVE

$919,000

Virtual Tour

1907 S Lakemont Ave, Winter Park, FL 32792

2,063 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

$895,000

Virtual Tour

1820 Mondrian Cir, Winter Park, FL 32789

2,252 SqFt

3 Beds | 4 Baths

ACTIVE

$879,000

Virtual Tour

1915 S Lakemont Ave, Winter Park, FL 32792

2,104 SqFt

3 Beds | 4 Baths

ACTIVE

$875,000

Virtual Tour

1776 Mondrian Cir, Winter Park, FL 32789

2,193 SqFt

3 Beds | 4 Baths

ACTIVE

$849,995

Virtual Tour

607 Dunblane Dr, Winter Park, FL 32792

2,046 SqFt

4 Beds | 3 Baths

ACTIVE

$849,900

Virtual Tour

2350 Sherbrooke Rd, Winter Park, FL 32792

2,200 SqFt

4 Beds | 3 Baths

ACTIVE

$829,000

Virtual Tour

648 Brechin Dr, Winter Park, FL 32792

1,820 SqFt

3 Beds | 3 Baths

ACTIVE

$825,000

Virtual Tour

2632 Mandan Trail, Winter Park, FL 32789

2,441 SqFt

5 Beds | 3 Baths

ACTIVE

$797,000

Virtual Tour

2091 Laurelwood Way, Winter Park, FL 32792

2,561 SqFt

4 Beds | 3 Baths

ACTIVE

$795,000

Virtual Tour

1806 Mondrian Cir, Winter Park, FL 32789

2,016 SqFt

3 Beds | 4 Baths

ACTIVE

$785,000

Virtual Tour

2070 Laurelwood Way, Winter Park, FL 32792

2,192 SqFt

4 Beds | 3 Baths

ACTIVE

$750,000

Virtual Tour

8057 Pleasant Pine Cir, Winter Park, FL 32792

3,215 SqFt

4 Beds | 4 Baths

ACTIVE

$749,900

Virtual Tour

1321 Magnolia Ave, Winter Park, FL 32789

1,610 SqFt

3 Beds | 2 Baths

ACTIVE

$708,000

Virtual Tour

1707 Harmon Ave, Winter Park, FL 32789

1,669 SqFt

3 Beds | 2 Baths

ACTIVE

$695,999

Virtual Tour

5101 Orange Ave, Winter Park, FL 32792

1,922 SqFt

6 Beds | 2 Baths

ACTIVE

$689,000

Virtual Tour

336 Saint Dunstan Way, Winter Park, FL 32792

1,715 SqFt

3 Beds | 2 Baths

ACTIVE

$650,000

Virtual Tour

274 N Ranger Blvd, Winter Park, FL 32792

1,420 SqFt

3 Beds | 2 Baths

ACTIVE

$648,900

Virtual Tour

2344 Woodcrest Dr, Winter Park, FL 32792

1,714 SqFt

4 Beds | 2 Baths

ACTIVE

$630,000

Virtual Tour

1238 Formosa Ave, Winter Park, FL 32789

1,893 SqFt

3 Beds | 4 Baths

ACTIVE

$599,000

Virtual Tour

1955 Dundee Dr, Winter Park, FL 32792

1,144 SqFt

3 Beds | 2 Baths

ACTIVE

$595,000

Virtual Tour

1546 Minnesota Ave, Winter Park, FL 32789

2,407 SqFt

4 Beds | 3 Baths

ACTIVE

$580,000

Virtual Tour

5330 N Lake Burkett Ln, Winter Park, FL 32792

2,130 SqFt

4 Beds | 3 Baths

ACTIVE

$579,000

Virtual Tour

5111 Lake Howell Rd, Winter Park, FL 32792

2,278 SqFt

4 Beds | 3 Baths

ACTIVE

$579,000

Virtual Tour

1941 Summerfield Rd, Winter Park, FL 32792

1,874 SqFt

3 Beds | 2 Baths

ACTIVE

$550,000

Virtual Tour

2710 Euston Rd, Winter Park, FL 32789

1,946 SqFt

4 Beds | 3 Baths

ACTIVE

$545,000

Virtual Tour

1481 Harmon Ave, Winter Park, FL 32789

1,705 SqFt

4 Beds | 3 Baths

ACTIVE

$520,000

Virtual Tour

311 E Morse Blvd 7-2, Winter Park, FL 32789

900 SqFt

1 Bed | 1 Bath

ACTIVE

$499,700

Virtual Tour

3364 Balsam Dr, Winter Park, FL 32792

1,942 SqFt

4 Beds | 3 Baths

ACTIVE

$499,000

Virtual Tour

2530 Franklin Ave, Winter Park, FL 32789

1,809 SqFt

3 Beds | 2 Baths

ACTIVE

$489,000

Virtual Tour

5211 Woodcrest Ct, Winter Park, FL 32792

1,578 SqFt

3 Beds | 2 Baths

ACTIVE

$479,900

Virtual Tour

1935 Canny Cove, Winter Park, FL 32792

1,907 SqFt

3 Beds | 3 Baths

ACTIVE

$469,900

Virtual Tour

2476 Firstlight Way, Winter Park, FL 32792

2,308 SqFt

3 Beds | 3 Baths

ACTIVE

$465,000

Virtual Tour

1052 Manchester Cir, Winter Park, FL 32792

1,703 SqFt

3 Beds | 2 Baths

ACTIVE

$454,999

Virtual Tour

5210 Poinsetta Ave, Winter Park, FL 32792

1,476 SqFt

3 Beds | 2 Baths

ACTIVE

$449,000

Virtual Tour

1842 Puritan Ave, Winter Park, FL 32792

1,836 SqFt

4 Beds | 2 Baths

ACTIVE

$429,900

Virtual Tour

1312 S Pennsylvania Ave Unit 1, Winter Park, FL 32789

864 SqFt

1 Bed | 1 Bath

ACTIVE

$410,000

Virtual Tour

3463 Arnel Dr, Winter Park, FL 32792

1,750 SqFt

4 Beds | 2 Baths

ACTIVE

$405,000

Virtual Tour

1035 Lundy Ct, Winter Park, FL 32792

1,288 SqFt

3 Beds | 2 Baths

ACTIVE

$395,000

Virtual Tour

700 Melrose Ave J 1 Ave J1, Winter Park, FL 32789

1,074 SqFt

2 Beds | 2 Baths

ACTIVE

$379,000

Virtual Tour

3031 Moss Valley Pl, Winter Park, FL 32792

1,258 SqFt

3 Beds | 2 Baths

ACTIVE

$379,000

Virtual Tour

3425 Balsam Dr, Winter Park, FL 32792

1,516 SqFt

3 Beds | 2 Baths

ACTIVE

$350,000

Virtual Tour

1921 Dartmouth Ave, Winter Park, FL 32789

987 SqFt

3 Beds | 2 Baths

ACTIVE

$350,000

Virtual Tour

5618 Tangerine Ave, Winter Park, FL 32792

1,358 SqFt

4 Beds | 2 Baths

ACTIVE

$349,900

Virtual Tour

7102 Easter St, Winter Park, FL 32792

1,114 SqFt

3 Beds | 1 Bath

ACTIVE

$329,900

Virtual Tour

500 N Pennsylvania Ave E, Winter Park, FL 32789

709 SqFt

2 Beds | 1 Bath

ACTIVE

$329,000

Virtual Tour

2360 Sun Valley Cir Unit 2360, Winter Park, FL 32792

1,326 SqFt

2 Beds | 2 Baths

ACTIVE

$324,900

2384 Sun Valley Cir, Winter Park, FL 32792

1,311 SqFt

3 Beds | 2 Baths

ACTIVE

$320,000

Virtual Tour

543 Warrenton Rd Unit 543, Winter Park, FL 32792

1,374 SqFt

3 Beds | 3 Baths

ACTIVE

$314,900

Virtual Tour

2641 Cayman Way, Winter Park, FL 32792

1,284 SqFt

3 Beds | 2 Baths

ACTIVE

$306,000

Virtual Tour

1811 Winter Green Blvd, Winter Park, FL 32792

1,187 SqFt

3 Beds | 2 Baths

ACTIVE

$300,000

1901 Magnolia Ave, Winter Park, FL 32792

920 SqFt

2 Beds | 1 Bath

ACTIVE

$295,000

Virtual Tour

5170 Lazy Oaks Dr, Winter Park, FL 32792

1,236 SqFt

2 Beds | 3 Baths

ACTIVE

$284,900

Virtual Tour

7468 Swallow Run Unit 38, Winter Park, FL 32792

1,578 SqFt

2 Beds | 3 Baths

ACTIVE

$280,000

Virtual Tour

700 Melrose Ave M 33, Winter Park, FL 32789

1,074 SqFt

2 Beds | 2 Baths

ACTIVE

$275,000

Virtual Tour

200 Saint Andrews Blvd Unit 2502, Winter Park, FL 32792

1,165 SqFt

3 Beds | 2 Baths

ACTIVE

$249,900

Virtual Tour

700 Melrose Ave F, Winter Park, FL 32789

730 SqFt

1 Bed | 1 Bath

ACTIVE

$249,000

Virtual Tour

677 Grenadine Ct S, Winter Park, FL 32792

1,037 SqFt

2 Beds | 2 Baths

ACTIVE

$230,000

Virtual Tour

7417 Wynnewood Sq Unit 174, Winter Park, FL 32792

990 SqFt

2 Beds | 2 Baths

ACTIVE

$225,000

Virtual Tour

1000 S Semoran Blvd Unit 814, Winter Park, FL 32792

1,049 SqFt

2 Beds | 2 Baths

ACTIVE

$217,500

3275 Forest Oaks Ct Unit 109, Winter Park, FL 32792

990 SqFt

2 Beds | 2 Baths

ACTIVE

$217,000

Virtual Tour

1000 S Semoran Blvd Unit 604, Winter Park, FL 32792

1,049 SqFt

2 Beds | 2 Baths

ACTIVE

$199,000

Virtual Tour

3651 N Goldenrod Rd Unit 205, Winter Park, FL 32792

840 SqFt

2 Beds | 2 Baths

ACTIVE

$169,900

Virtual Tour

3053 George Mason Ave Unit 8, Winter Park, FL 32792

1,030 SqFt

2 Beds | 2 Baths

ACTIVE

$160,000

Virtual Tour

1695 Lee Rd D113, Winter Park, FL 32789

881 SqFt

2 Beds | 1 Bath

ACTIVE

$145,000

Virtual Tour

178 Scottsdale Sq Unit 178, Winter Park, FL 32792

1,020 SqFt

2 Beds | 2 Baths

ACTIVE

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