Winter Park Homes for Sale

$1,750,000

1630 Chestnut Ave, Winter Park, FL 32789

3,164 SqFt

3 Beds | 5 Baths

ACTIVE

$1,399,990

Virtual Tour

1445 Via Sangro Pl, Winter Park, FL 32792

5,021 SqFt

7 Beds | 6 Baths

ACTIVE

$1,195,000

Virtual Tour

1092 Wading Waters Cir, Winter Park, FL 32792

3,057 SqFt

4 Beds | 3 Baths

ACTIVE

$2,350,000

Virtual Tour

2412 Chantilly Ave, Winter Park, FL 32789

4,506 SqFt

5 Beds | 7 Baths

ACTIVE

$460,000

Virtual Tour

2218 King Richards Ct, Winter Park, FL 32792

1,562 SqFt

3 Beds | 2 Baths

ACTIVE

$2,295,000

Virtual Tour

1885 Temple Dr, Winter Park, FL 32789

3,691 SqFt

5 Beds | 4 Baths

ACTIVE

$1,065,000

Virtual Tour

1245 Wading Waters Cir, Winter Park, FL 32792

3,050 SqFt

4 Beds | 3 Baths

ACTIVE

$389,900

Virtual Tour

3383 Hamlet Loop, Winter Park, FL 32792

1,201 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

ACTIVE

$2,350,000

525 S Lakemont Ave, Winter Park, FL 32792

3,330 SqFt

4 Beds | 4 Baths

ACTIVE

$1,499,000

Virtual Tour

102 Bell Pl, Winter Park, FL 32792

2,459 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

$5,675,000

Virtual Tour

1860 Summerland Ave, Winter Park, FL 32789

5,022 SqFt

5 Beds | 6 Baths

ACTIVE

$2,900,000

Virtual Tour

1401 Green Cove Rd, Winter Park, FL 32789

5,483 SqFt

3 Beds | 7 Baths

ACTIVE

$1,625,000

1450 Glencoe Rd, Winter Park, FL 32789

2,785 SqFt

4 Beds | 3 Baths

ACTIVE

$3,895,000

Virtual Tour

1751 Glencoe Rd, Winter Park, FL 32789

4,520 SqFt

5 Beds | 7 Baths

ACTIVE

$1,549,000

Virtual Tour

1408 Chapman Cir, Winter Park, FL 32789

3,237 SqFt

4 Beds | 4 Baths

ACTIVE

$2,345,000

Virtual Tour

2299 Via Tuscany, Winter Park, FL 32789

3,986 SqFt

4 Beds | 4 Baths

ACTIVE

$2,598,000

Virtual Tour

1661 Palm Avenue, Winter Park, FL 32789

3,570 SqFt

4 Beds | 6 Baths

ACTIVE

$689,000

Virtual Tour

4019 Quenita Dr, Winter Park, FL 32792

2,824 SqFt

4 Beds | 3 Baths

ACTIVE

$2,495,000

2812 Mulford Ave, Winter Park, FL 32789

3,656 SqFt

5 Beds | 6 Baths

ACTIVE

$1,675,000

Virtual Tour

132 Burks Cir, Winter Park, FL 32789

3,022 SqFt

4 Beds | 5 Baths

ACTIVE

$650,000

Virtual Tour

2920 Abbey Ct, Winter Park, FL 32792

2,312 SqFt

5 Beds | 3 Baths

ACTIVE

$7,200,000

Virtual Tour

550 Palmer Ave, Winter Park, FL 32789

5,939 SqFt

5 Beds | 7 Baths

ACTIVE

$749,000

Virtual Tour

2955 Lolissa Ln, Winter Park, FL 32789

3,538 SqFt

4 Beds | 3 Baths

ACTIVE

$3,499,900

Virtual Tour

2905 Parkland Dr, Winter Park, FL 32789

4,858 SqFt

6 Beds | 8 Baths

ACTIVE

$1,630,000

Virtual Tour

607 Ellen Dr, Winter Park, FL 32789

2,812 SqFt

4 Beds | 5 Baths

ACTIVE

$189,900

1509 Sugarwood Cir, Winter Park, FL 32792

1,706 SqFt

3 Beds | 2 Baths

ACTIVE

$1,975,000

Virtual Tour

1861 Taylor Ave, Winter Park, FL 32789

3,116 SqFt

5 Beds | 7 Baths

ACTIVE

$5,300,000

Virtual Tour

1302 Raintree Pl, Winter Park, FL 32789

4,738 SqFt

5 Beds | 6 Baths

ACTIVE

$660,000

Virtual Tour

428 Selkirk Dr, Winter Park, FL 32792

1,782 SqFt

4 Beds | 3 Baths

ACTIVE

$460,000

Virtual Tour

2152 Conifer Ave, Winter Park, FL 32792

1,694 SqFt

3 Beds | 2 Baths

ACTIVE

$3,775,000

Virtual Tour

1581 Forest Ave, Winter Park, FL 32789

4,683 SqFt

4 Beds | 6 Baths

ACTIVE

$1,499,000

Virtual Tour

1306 Lindenwood Ln, Winter Park, FL 32792

3,726 SqFt

4 Beds | 5 Baths

ACTIVE

$739,900

Virtual Tour

1909 Cyril Ct, Winter Park, FL 32792

3,102 SqFt

3 Beds | 4 Baths

ACTIVE

$719,000

Virtual Tour

5275 Pine Lily Cir, Winter Park, FL 32792

3,152 SqFt

5 Beds | 4 Baths

ACTIVE

$1,399,900

1540 Miller Ave, Winter Park, FL 32789

2,984 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

$8,950,000

Virtual Tour

1120 Preserve Point Dr, Winter Park, FL 32789

11,255 SqFt

7 Beds | 11 Baths

ACTIVE

$399,900

1670 Clematis Ln, Winter Park, FL 32792

1,401 SqFt

3 Beds | 2 Baths

ACTIVE

$2,165,000

Virtual Tour

2001 Lake Dr, Winter Park, FL 32789

4,798 SqFt

5 Beds | 4 Baths

ACTIVE

$1,990,000

Virtual Tour

319 Santiago Dr, Winter Park, FL 32789

3,515 SqFt

4 Beds | 5 Baths

ACTIVE

$499,000

Virtual Tour

1422 Tierra Cir, Winter Park, FL 32792

1,827 SqFt

4 Beds | 2 Baths

ACTIVE

$3,650,000

Virtual Tour

207 E Kings Way, Winter Park, FL 32789

3,719 SqFt

5 Beds | 5 Baths

ACTIVE

$1,999,000

Virtual Tour

1540 Palm Ave, Winter Park, FL 32789

3,423 SqFt

5 Beds | 4 Baths

ACTIVE

$480,000

3319 Ellwood Ct, Winter Park, FL 32792

1,546 SqFt

5 Beds | 3 Baths

ACTIVE

$1,598,000

Virtual Tour

340 Alberta Dr, Winter Park, FL 32789

3,226 SqFt

4 Beds | 4 Baths

ACTIVE

$3,295,000

Virtual Tour

1821 Englewood Rd, Winter Park, FL 32789

3,863 SqFt

5 Beds | 6 Baths

ACTIVE

$2,000,000

Virtual Tour

640 Arjay Way, Winter Park, FL 32789

3,930 SqFt

5 Beds | 5 Baths

ACTIVE

$799,000

Virtual Tour

2215 Marsh Sedge Ln, Winter Park, FL 32792

2,646 SqFt

5 Beds | 3 Baths

ACTIVE

$4,750,000

Virtual Tour

1525 Granville Dr, Winter Park, FL 32789

5,211 SqFt

5 Beds | 6 Baths

ACTIVE

$1,799,000

Virtual Tour

825 Palmer Ave, Winter Park, FL 32789

3,297 SqFt

3 Beds | 3 Baths

ACTIVE

$4,500,000

Virtual Tour

702 Via Bella, Winter Park, FL 32789

3,720 SqFt

4 Beds | 6 Baths

ACTIVE

$419,900

616 Ellendale Dr, Winter Park, FL 32792

1,405 SqFt

3 Beds | 2 Baths

ACTIVE

$580,000

Virtual Tour

1740 Anzle Ave, Winter Park, FL 32789

1,808 SqFt

4 Beds | 2 Baths

ACTIVE

$4,545,000

Virtual Tour

1161 Valencia Ave, Winter Park, FL 32789

4,181 SqFt

4 Beds | 5 Baths

ACTIVE

$900,000

Virtual Tour

915 Garden Dr, Winter Park, FL 32789

2,456 SqFt

3 Beds | 3 Baths

ACTIVE

$5,900,000

Virtual Tour

887 Georgia Ave, Winter Park, FL 32789

5,759 SqFt

6 Beds | 6 Baths

ACTIVE

$598,000

Virtual Tour

2758 Banchory Rd, Winter Park, FL 32792

1,539 SqFt

3 Beds | 2 Baths

ACTIVE

$525,000

Virtual Tour

1713 W Cheryl Dr, Winter Park, FL 32792

2,030 SqFt

4 Beds | 2 Baths

ACTIVE

$1,185,000

Virtual Tour

5236 Lake Howell Rd, Winter Park, FL 32792

3,710 SqFt

4 Beds | 3 Baths

ACTIVE

$430,000

3415 N Goldenrod Rd, Winter Park, FL 32792

1,906 SqFt

4 Beds | 3 Baths

ACTIVE

$1,945,000

1710 Oneco Ave, Winter Park, FL 32789

3,174 SqFt

5 Beds | 5 Baths

ACTIVE

$525,000

Virtual Tour

2708 Lion Heart Rd, Winter Park, FL 32792

1,785 SqFt

3 Beds | 2 Baths

ACTIVE

$5,450,000

1221 Richmond Rd, Winter Park, FL 32789

5,164 SqFt

5 Beds | 6 Baths

ACTIVE

$1,649,000

Virtual Tour

1270 Arlington Pl, Winter Park, FL 32789

2,964 SqFt

3 Beds | 4 Baths

ACTIVE

$645,000

Virtual Tour

3110 Heartleaf Pl, Winter Park, FL 32792

2,860 SqFt

4 Beds | 3 Baths

ACTIVE

$4,750,000

Virtual Tour

1150 Via Salerno, Winter Park, FL 32789

3,850 SqFt

4 Beds | 6 Baths

ACTIVE

$3,600,000

1742 Temple Dr, Winter Park, FL 32789

3,658 SqFt

4 Beds | 5 Baths

ACTIVE

$1,799,000

Virtual Tour

617 Worthington Dr, Winter Park, FL 32789

3,533 SqFt

5 Beds | 5 Baths

ACTIVE

$5,495,000

Virtual Tour

2211 Azalea Pl, Winter Park, FL 32789

7,278 SqFt

5 Beds | 7 Baths

ACTIVE

$3,825,000

Virtual Tour

1820 Glencoe Rd, Winter Park, FL 32789

4,055 SqFt

5 Beds | 7 Baths

ACTIVE

$1,589,904

Virtual Tour

1473 Berkshire Ave, Winter Park, FL 32789

2,895 SqFt

5 Beds | 4 Baths

ACTIVE

$1,595,000

Virtual Tour

1780 Mizell Ave, Winter Park, FL 32789

2,743 SqFt

4 Beds | 4 Baths

ACTIVE

$100,000

Virtual Tour

126 Scottsdale Sq Unit 126, Winter Park, FL 32792

1,085 SqFt

2 Beds | 2 Baths

ACTIVE

$3,399,999

Virtual Tour

1761 Legion Dr, Winter Park, FL 32789

4,955 SqFt

5 Beds | 6 Baths

ACTIVE

$1,295,000

Virtual Tour

2922 Reef Knot Pl, Winter Park, FL 32792

3,153 SqFt

4 Beds | 4 Baths

ACTIVE

$464,900

Virtual Tour

2835 Bongart Rd, Winter Park, FL 32792

1,880 SqFt

3 Beds | 3 Baths

ACTIVE

$8,500,000

1112 Preserve Point Dr, Winter Park, FL 32789

6,502 SqFt

5 Beds | 6 Baths

ACTIVE

$299,999

151 N Orlando Ave Unit 118, Winter Park, FL 32789

710 SqFt

2 Beds | 1 Bath

ACTIVE

$469,900

Virtual Tour

3054 Bluebrook Dr, Winter Park, FL 32792

1,939 SqFt

3 Beds | 2 Baths

ACTIVE

$459,900

Virtual Tour

5338 Tangerine Ave, Winter Park, FL 32792

2,195 SqFt

4 Beds | 2 Baths

ACTIVE

$2,935,000

Virtual Tour

541 W Canton Ave, Winter Park, FL 32789

3,553 SqFt

4 Beds | 4 Baths

ACTIVE

$1,899,500

Virtual Tour

1840 Bryan Ave, Winter Park, FL 32789

3,727 SqFt

4 Beds | 4 Baths

ACTIVE

$1,950,000

Virtual Tour

2614 Parkland Dr, Winter Park, FL 32789

3,307 SqFt

4 Beds | 4 Baths

ACTIVE

$3,490,000

1910 Glencoe Rd, Winter Park, FL 32789

4,205 SqFt

4 Beds | 6 Baths

ACTIVE

$339,000

Virtual Tour

3204 Netherwood, Winter Park, FL 32792

1,056 SqFt

2 Beds | 2 Baths

ACTIVE

$565,000

Virtual Tour

701 Denton Rd, Winter Park, FL 32792

2,268 SqFt

3 Beds | 2 Baths

ACTIVE

$1,999,000

Virtual Tour

1560 Woodland Ave, Winter Park, FL 32789

3,851 SqFt

5 Beds | 5 Baths

ACTIVE

$918,000

Virtual Tour

5325 Cypress Reserve Pl, Winter Park, FL 32792

3,598 SqFt

5 Beds | 4 Baths

ACTIVE

$950,000

Virtual Tour

250 Cortland Ave, Winter Park, FL 32789

2,114 SqFt

3 Beds | 2 Baths

ACTIVE

$4,295,000

1840 W Fawsett Rd, Winter Park, FL 32789

4,129 SqFt

5 Beds | 5 Baths

ACTIVE

$5,895,000

1400 Alabama Dr, Winter Park, FL 32789

7,916 SqFt

5 Beds | 9 Baths

ACTIVE

$2,875,000

Virtual Tour

1860 Via Contessa, Winter Park, FL 32789

7,000 SqFt

8 Beds | 6 Baths

ACTIVE

$4,950,000

Virtual Tour

1660 Palmer Ave, Winter Park, FL 32789

6,406 SqFt

5 Beds | 7 Baths

ACTIVE

$1,759,000

1660 Walnut Ave, Winter Park, FL 32789

2,172 SqFt

4 Beds | 4 Baths

ACTIVE

$6,600,000

Virtual Tour

2660 Via Tuscany, Winter Park, FL 32789

4,636 SqFt

4 Beds | 5 Baths

ACTIVE

$1,999,993

Virtual Tour

1451 Lyndale Blvd, Winter Park, FL 32789

3,853 SqFt

6 Beds | 4 Baths

ACTIVE

$510,000

Virtual Tour

2627 Ambergate Rd, Winter Park, FL 32792

1,805 SqFt

4 Beds | 3 Baths

ACTIVE

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