Winter Park Homes for Sale

$8,950,000

Virtual Tour

1120 Preserve Point Dr, Winter Park, FL 32789

11,255 SqFt

7 Beds | 11 Baths

ACTIVE

$8,500,000

1112 Preserve Point Dr, Winter Park, FL 32789

6,502 SqFt

5 Beds | 6 Baths

ACTIVE

$6,895,000

Virtual Tour

550 Palmer Ave, Winter Park, FL 32789

5,939 SqFt

5 Beds | 7 Baths

ACTIVE

$6,600,000

Virtual Tour

2660 Via Tuscany, Winter Park, FL 32789

4,636 SqFt

4 Beds | 5 Baths

ACTIVE

$5,900,000

Virtual Tour

887 Georgia Ave, Winter Park, FL 32789

5,759 SqFt

6 Beds | 6 Baths

ACTIVE

$5,895,000

1400 Alabama Dr, Winter Park, FL 32789

7,916 SqFt

5 Beds | 9 Baths

ACTIVE

$5,495,000

Virtual Tour

2211 Azalea Pl, Winter Park, FL 32789

7,278 SqFt

5 Beds | 7 Baths

ACTIVE

$5,150,000

Virtual Tour

1302 Raintree Pl, Winter Park, FL 32789

4,738 SqFt

5 Beds | 6 Baths

ACTIVE

$4,950,000

Virtual Tour

1660 Palmer Ave, Winter Park, FL 32789

6,406 SqFt

5 Beds | 7 Baths

ACTIVE

$4,750,000

Virtual Tour

1150 Via Salerno, Winter Park, FL 32789

3,850 SqFt

4 Beds | 6 Baths

ACTIVE

$4,595,000

1336 College Pt, Winter Park, FL 32789

3,181 SqFt

4 Beds | 5 Baths

ACTIVE

$4,445,000

Virtual Tour

1161 Valencia Ave, Winter Park, FL 32789

4,181 SqFt

4 Beds | 5 Baths

ACTIVE

$4,250,000

Virtual Tour

702 Via Bella, Winter Park, FL 32789

3,720 SqFt

4 Beds | 6 Baths

ACTIVE

$4,199,000

Virtual Tour

1417 Williams Dr, Winter Park, FL 32789

4,891 SqFt

5 Beds | 6 Baths

ACTIVE

$3,825,000

Virtual Tour

1820 Glencoe Rd, Winter Park, FL 32789

4,055 SqFt

5 Beds | 7 Baths

ACTIVE

$3,745,000

Virtual Tour

1751 Glencoe Rd, Winter Park, FL 32789

4,520 SqFt

5 Beds | 7 Baths

ACTIVE

$3,650,000

Virtual Tour

207 E Kings Way, Winter Park, FL 32789

3,719 SqFt

5 Beds | 5 Baths

ACTIVE

$3,599,000

Virtual Tour

948 Poinciana Ln, Winter Park, FL 32789

3,676 SqFt

4 Beds | 4 Baths

ACTIVE

$3,490,000

1910 Glencoe Rd, Winter Park, FL 32789

4,205 SqFt

4 Beds | 6 Baths

ACTIVE

$3,399,999

Virtual Tour

1761 Legion Dr, Winter Park, FL 32789

4,955 SqFt

5 Beds | 6 Baths

ACTIVE

$3,295,000

Virtual Tour

1821 Englewood Rd, Winter Park, FL 32789

3,863 SqFt

5 Beds | 6 Baths

ACTIVE

$3,250,000

Virtual Tour

473 Fletcher Pl, Winter Park, FL 32789

4,296 SqFt

5 Beds | 6 Baths

ACTIVE

$2,990,000

Virtual Tour

1494 Westchester Ave, Winter Park, FL 32789

3,711 SqFt

5 Beds | 5 Baths

ACTIVE

$2,900,000

Virtual Tour

1401 Green Cove Rd, Winter Park, FL 32789

5,483 SqFt

3 Beds | 7 Baths

ACTIVE

$2,679,000

Virtual Tour

426 Worthington Dr, Winter Park, FL 32789

3,520 SqFt

5 Beds | 5 Baths

ACTIVE

$2,599,000

Virtual Tour

560 Country Club Dr, Winter Park, FL 32789

3,946 SqFt

6 Beds | 7 Baths

PENDING

$2,590,000

Virtual Tour

185 Sylvan Blvd, Winter Park, FL 32789

3,138 SqFt

4 Beds | 5 Baths

PENDING

$2,575,000

Virtual Tour

2503 Versailles Ave, Winter Park, FL 32789

4,026 SqFt

5 Beds | 5 Baths

ACTIVE

$2,495,000

2812 Mulford Ave, Winter Park, FL 32789

3,656 SqFt

5 Beds | 6 Baths

ACTIVE

$2,395,000

2361 Mulbry Dr, Winter Park, FL 32789

3,111 SqFt

4 Beds | 4 Baths

ACTIVE

$2,350,000

Virtual Tour

1624 Barcelona Way, Winter Park, FL 32789

3,828 SqFt

3 Beds | 3 Baths

ACTIVE

$2,350,000

525 S Lakemont Ave, Winter Park, FL 32792

3,330 SqFt

4 Beds | 4 Baths

ACTIVE

$2,350,000

Virtual Tour

1205 Mayfield Ave, Winter Park, FL 32789

3,948 SqFt

5 Beds | 4 Baths

PENDING

$2,345,000

Virtual Tour

2299 Via Tuscany, Winter Park, FL 32789

3,986 SqFt

4 Beds | 4 Baths

ACTIVE

$2,295,000

Virtual Tour

2412 Chantilly Ave, Winter Park, FL 32789

4,506 SqFt

5 Beds | 7 Baths

ACTIVE

$2,289,000

Virtual Tour

2722 Eastern Pkwy, Winter Park, FL 32789

3,334 SqFt

5 Beds | 5 Baths

ACTIVE

$2,150,000

Virtual Tour

2001 Lake Dr, Winter Park, FL 32789

4,798 SqFt

5 Beds | 4 Baths

ACTIVE

$2,100,000

Virtual Tour

1711 Barcelona Way, Winter Park, FL 32789

3,669 SqFt

5 Beds | 3 Baths

ACTIVE

$1,999,993

Virtual Tour

1451 Lyndale Blvd, Winter Park, FL 32789

3,853 SqFt

6 Beds | 4 Baths

ACTIVE

$1,999,000

Virtual Tour

1540 Palm Ave, Winter Park, FL 32789

3,423 SqFt

5 Beds | 4 Baths

ACTIVE

$1,994,000

Virtual Tour

2614 Parkland Dr, Winter Park, FL 32789

3,307 SqFt

4 Beds | 4 Baths

ACTIVE

$1,990,000

Virtual Tour

319 Santiago Dr, Winter Park, FL 32789

3,515 SqFt

4 Beds | 5 Baths

PENDING

$1,770,000

Virtual Tour

617 Worthington Dr, Winter Park, FL 32789

3,533 SqFt

5 Beds | 5 Baths

ACTIVE

$1,725,000

Virtual Tour

1630 Chestnut Ave, Winter Park, FL 32789

3,164 SqFt

3 Beds | 5 Baths

ACTIVE

$1,699,999

Virtual Tour

1571 Lasbury Ave, Winter Park, FL 32789

2,749 SqFt

4 Beds | 3 Baths

PENDING

$1,675,000

Virtual Tour

132 Burks Cir, Winter Park, FL 32789

3,022 SqFt

4 Beds | 5 Baths

PENDING

$1,665,000

Virtual Tour

2430 Chantilly Ave, Winter Park, FL 32789

2,916 SqFt

4 Beds | 4 Baths

ACTIVE

$1,634,900

Virtual Tour

1510 Miller Ave, Winter Park, FL 32789

3,252 SqFt

5 Beds | 5 Baths

ACTIVE

$1,630,000

Virtual Tour

607 Ellen Dr, Winter Park, FL 32789

2,812 SqFt

4 Beds | 5 Baths

ACTIVE

$1,599,900

1417 Miller Ave, Winter Park, FL 32789

3,312 SqFt

5 Beds | 4 Baths

PENDING

$1,595,000

1780 Mizell Ave, Winter Park, FL 32789

2,743 SqFt

4 Beds | 4 Baths

PENDING

$1,589,904

Virtual Tour

1473 Berkshire Ave, Winter Park, FL 32789

2,895 SqFt

5 Beds | 4 Baths

ACTIVE

$1,550,000

1523 Miller Ave, Winter Park, FL 32789

3,164 SqFt

5 Beds | 4 Baths

ACTIVE

$1,525,000

Virtual Tour

1408 Chapman Cir, Winter Park, FL 32789

3,237 SqFt

4 Beds | 4 Baths

PENDING

$1,499,000

Virtual Tour

102 Bell Pl, Winter Park, FL 32792

2,459 SqFt

4 Beds | 4 Baths

ACTIVE

$1,425,000

Virtual Tour

850 Juanita Rael, Winter Park, FL 32789

2,306 SqFt

4 Beds | 3 Baths

PENDING

$1,399,900

1540 Miller Ave, Winter Park, FL 32789

2,984 SqFt

4 Beds | 4 Baths

ACTIVE

$1,375,000

Virtual Tour

2015 Summerfield Rd, Winter Park, FL 32792

3,024 SqFt

4 Beds | 4 Baths

ACTIVE

$1,359,950

Virtual Tour

952 Moss Ln, Winter Park, FL 32789

3,474 SqFt

4 Beds | 4 Baths

ACTIVE

$1,350,990

Virtual Tour

1445 Via Sangro Pl, Winter Park, FL 32792

5,021 SqFt

7 Beds | 5 Baths

ACTIVE

$1,249,000

Virtual Tour

2922 Reef Knot Pl, Winter Park, FL 32792

3,153 SqFt

4 Beds | 4 Baths

ACTIVE

$1,195,000

Virtual Tour

1673 Mayfield Ave, Winter Park, FL 32789

2,540 SqFt

4 Beds | 4 Baths

ACTIVE

$1,150,000

Virtual Tour

1802 Arbor Park Dr, Winter Park, FL 32789

1,808 SqFt

4 Beds | 3 Baths

ACTIVE

$1,128,500

Virtual Tour

1092 Wading Waters Cir, Winter Park, FL 32792

3,057 SqFt

4 Beds | 3 Baths

PENDING

$1,065,000

Virtual Tour

1245 Wading Waters Cir, Winter Park, FL 32792

3,050 SqFt

4 Beds | 3 Baths

PENDING

$1,050,000

Virtual Tour

632 Country Club Dr, Winter Park, FL 32789

2,342 SqFt

3 Beds | 2 Baths

PENDING

$950,000

Virtual Tour

250 Cortland Ave, Winter Park, FL 32789

2,114 SqFt

3 Beds | 2 Baths

ACTIVE

$950,000

Virtual Tour

210 Laurel Park Ct, Winter Park, FL 32792

2,838 SqFt

4 Beds | 3 Baths

PENDING

$918,000

Virtual Tour

5325 Cypress Reserve Pl, Winter Park, FL 32792

3,598 SqFt

5 Beds | 4 Baths

ACTIVE

$835,000

Virtual Tour

1018 Turner Rd, Winter Park, FL 32789

2,237 SqFt

3 Beds | 2 Baths

PENDING

$799,900

Virtual Tour

2632 Mandan Trl, Winter Park, FL 32789

2,441 SqFt

4 Beds | 3 Baths

ACTIVE

$774,900

Virtual Tour

2215 Marsh Sedge Ln, Winter Park, FL 32792

2,646 SqFt

5 Beds | 3 Baths

ACTIVE

$750,000

Virtual Tour

676 Dunblane Dr, Winter Park, FL 32792

1,827 SqFt

3 Beds | 2 Baths

ACTIVE

$739,000

Virtual Tour

2955 Lolissa Ln, Winter Park, FL 32789

3,538 SqFt

4 Beds | 3 Baths

PENDING

$695,000

Virtual Tour

1427 Lake Florence Way, Winter Park, FL 32792

2,193 SqFt

3 Beds | 2 Baths

ACTIVE

$689,000

Virtual Tour

4019 Quenita Dr, Winter Park, FL 32792

2,824 SqFt

4 Beds | 3 Baths

PENDING

$665,000

Virtual Tour

2811 Eastern Pkwy, Winter Park, FL 32789

1,433 SqFt

3 Beds | 2 Baths

ACTIVE

$649,900

Virtual Tour

1926 Natalen Rd, Winter Park, FL 32792

1,469 SqFt

3 Beds | 2 Baths

PENDING

$649,000

Virtual Tour

1985 Japonica Rd, Winter Park, FL 32792

2,096 SqFt

4 Beds | 2 Baths

ACTIVE

$640,000

Virtual Tour

2920 Abbey Ct, Winter Park, FL 32792

2,312 SqFt

5 Beds | 3 Baths

ACTIVE

$635,000

Virtual Tour

428 Selkirk Dr, Winter Park, FL 32792

1,782 SqFt

4 Beds | 3 Baths

ACTIVE

$619,900

Virtual Tour

2817 Fitzooth Dr, Winter Park, FL 32792

1,619 SqFt

3 Beds | 2 Baths

PENDING

$598,000

Virtual Tour

2758 Banchory Rd, Winter Park, FL 32792

1,539 SqFt

3 Beds | 2 Baths

ACTIVE

$580,000

Virtual Tour

1740 Anzle Ave, Winter Park, FL 32789

1,808 SqFt

4 Beds | 2 Baths

PENDING

$570,000

Virtual Tour

731 Bongart Rd, Winter Park, FL 32792

1,526 SqFt

4 Beds | 3 Baths

ACTIVE

$565,000

Virtual Tour

701 Denton Rd, Winter Park, FL 32792

2,268 SqFt

3 Beds | 2 Baths

ACTIVE

$562,000

5233 Lake Howell Rd, Winter Park, FL 32792

1,778 SqFt

4 Beds | 3 Baths

PENDING

$539,000

Virtual Tour

2665 Tierra Cir, Winter Park, FL 32792

1,885 SqFt

4 Beds | 2 Baths

PENDING

$535,000

Virtual Tour

2189 Sussex Rd, Winter Park, FL 32792

1,776 SqFt

4 Beds | 3 Baths

ACTIVE

$530,000

2217 Sussex Rd, Winter Park, FL 32792

2,092 SqFt

4 Beds | 2 Baths

ACTIVE

$525,000

Virtual Tour

1713 W Cheryl Dr, Winter Park, FL 32792

2,030 SqFt

4 Beds | 2 Baths

ACTIVE

$510,000

Virtual Tour

2627 Ambergate Rd, Winter Park, FL 32792

1,805 SqFt

4 Beds | 3 Baths

ACTIVE

$499,500

Virtual Tour

1280 Gladiolas Dr, Winter Park, FL 32792

1,624 SqFt

3 Beds | 2 Baths

ACTIVE

$499,000

Virtual Tour

1422 Tierra Cir, Winter Park, FL 32792

1,827 SqFt

4 Beds | 2 Baths

ACTIVE

$480,000

3319 Ellwood Ct, Winter Park, FL 32792

1,546 SqFt

5 Beds | 3 Baths

PENDING

$475,000

Virtual Tour

2020 Cocos Ct, Winter Park, FL 32792

1,715 SqFt

3 Beds | 2 Baths

ACTIVE

$469,900

Virtual Tour

3054 Bluebrook Dr, Winter Park, FL 32792

1,939 SqFt

3 Beds | 2 Baths

ACTIVE

$459,990

Virtual Tour

1932 Houndslake Dr, Winter Park, FL 32792

1,671 SqFt

3 Beds | 2 Baths

PENDING

$459,000

Virtual Tour

1816 Meadowgold Lane, Winter Park, FL 32792

1,546 SqFt

3 Beds | 3 Baths

ACTIVE

$450,000

Virtual Tour

2152 Conifer Ave, Winter Park, FL 32792

1,694 SqFt

3 Beds | 2 Baths

ACTIVE

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