Winter Park Homes for Sale

$6,950,000

Virtual Tour

1400 Alabama Dr, Winter Park, FL 32789

7,916 SqFt

5 Beds | 9 Baths

ACTIVE

$4,500,000

Virtual Tour

421 Lakewood Dr, Winter Park, FL 32789

5,847 SqFt

5 Beds | 9 Baths

PENDING

$4,100,000

Virtual Tour

1341 College Pt, Winter Park, FL 32789

4,279 SqFt

4 Beds | 4 Baths

ACTIVE

$3,950,000

Virtual Tour

850 Georgia Ave, Winter Park, FL 32789

4,627 SqFt

3 Beds | 6 Baths

ACTIVE

$3,650,000

Virtual Tour

318 Genius Dr, Winter Park, FL 32789

6,223 SqFt

5 Beds | 7 Baths

PENDING

$3,350,000

Virtual Tour

1900 W Fawsett Rd, Winter Park, FL 32789

4,600 SqFt

4 Beds | 5 Baths

ACTIVE

$3,225,000

Virtual Tour

1618 Holts Grove Cir, Winter Park, FL 32789

4,807 SqFt

5 Beds | 8 Baths

ACTIVE

$2,795,000

Virtual Tour

1450 Mizell Ave, Winter Park, FL 32789

4,487 SqFt

5 Beds | 7 Baths

PENDING

$2,695,000

Virtual Tour

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

5,159 SqFt

4 Beds | 5 Baths

ACTIVE

$2,495,000

2412 Chantilly Ave, Winter Park, FL 32789

4,500 SqFt

5 Beds | 7 Baths

ACTIVE

$2,190,000

Virtual Tour

2234 Via Luna, Winter Park, FL 32789

3,554 SqFt

6 Beds | 4 Baths

ACTIVE

$2,150,000

Virtual Tour

1840 Bryan Ave, Winter Park, FL 32789

3,727 SqFt

4 Beds | 4 Baths

ACTIVE

$2,150,000

Virtual Tour

1616 Hibiscus Ave, Winter Park, FL 32789

3,897 SqFt

4 Beds | 5 Baths

PENDING

$1,999,993

Virtual Tour

1451 Lyndale Blvd, Winter Park, FL 32789

3,853 SqFt

6 Beds | 4 Baths

ACTIVE

$1,977,000

Virtual Tour

1340 Chestnut Ave, Winter Park, FL 32789

4,182 SqFt

6 Beds | 6 Baths

ACTIVE

$1,950,000

Virtual Tour

1764 Elizabeths Walk, Winter Park, FL 32789

3,989 SqFt

4 Beds | 4 Baths

ACTIVE

$1,795,000

Virtual Tour

508 W Swoope Ave, Winter Park, FL 32789

4,133 SqFt

4 Beds | 4 Baths

ACTIVE

$1,750,000

Virtual Tour

1350 Lyndale Blvd, Winter Park, FL 32789

3,478 SqFt

4 Beds | 5 Baths

ACTIVE

$1,695,000

Virtual Tour

1530 Via Tuscany, Winter Park, FL 32789

3,341 SqFt

4 Beds | 4 Baths

PENDING

$1,669,000

Virtual Tour

1716 Palmer Ave, Winter Park, FL 32789

3,270 SqFt

4 Beds | 3 Baths

ACTIVE

$1,625,000

Virtual Tour

1101 Kenwood Ave, Winter Park, FL 32789

2,955 SqFt

3 Beds | 3 Baths

ACTIVE

$1,600,000

Virtual Tour

281 Brewer Ave, Winter Park, FL 32789

4,029 SqFt

5 Beds | 5 Baths

PENDING

$1,599,995

Virtual Tour

3031 Northwood Blvd, Winter Park, FL 32789

2,978 SqFt

4 Beds | 4 Baths

PENDING

$1,595,000

Virtual Tour

1251 Palmer Ave, Winter Park, FL 32789

2,859 SqFt

4 Beds | 3 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

PENDING

$1,550,000

Virtual Tour

1871 Taylor Ave, Winter Park, FL 32789

3,401 SqFt

4 Beds | 5 Baths

PENDING

$1,549,000

Virtual Tour

660 Arjay Way, Winter Park, FL 32789

3,237 SqFt

4 Beds | 4 Baths

ACTIVE

$1,500,000

Virtual Tour

840 W Comstock Ave, Winter Park, FL 32789

2,350 SqFt

4 Beds | 4 Baths

ACTIVE

$1,500,000

Virtual Tour

1458 Aloma Ave, Winter Park, FL 32789

3,446 SqFt

5 Beds | 4 Baths

PENDING

$1,499,000

Virtual Tour

513 Worthington Dr, Winter Park, FL 32789

3,112 SqFt

3 Beds | 4 Baths

PENDING

$1,450,999

Virtual Tour

2105 Fosgate Dr, Winter Park, FL 32789

3,068 SqFt

5 Beds | 4 Baths

ACTIVE

$1,350,000

Virtual Tour

858 Douglas Ave, Winter Park, FL 32789

2,334 SqFt

4 Beds | 4 Baths

ACTIVE

$1,348,900

Virtual Tour

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

2,734 SqFt

3 Beds | 3 Baths

ACTIVE

$1,189,000

Virtual Tour

1840 Biscayne Dr, Winter Park, FL 32789

2,641 SqFt

5 Beds | 3 Baths

ACTIVE

$1,185,000

Virtual Tour

625 N Interlachen Ave A, Winter Park, FL 32789

1,718 SqFt

2 Beds | 2 Baths

ACTIVE

$1,175,000

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

2,756 SqFt

3 Beds | 3 Baths

PENDING

$1,175,000

Virtual Tour

850 Juanita Rael, Winter Park, FL 32789

2,306 SqFt

4 Beds | 3 Baths

ACTIVE

$1,168,000

Virtual Tour

1001 Tuscany Pl, Winter Park, FL 32789

2,458 SqFt

3 Beds | 2 Baths

ACTIVE

$1,130,000

Virtual Tour

363 N Phelps Ave, Winter Park, FL 32789

2,871 SqFt

4 Beds | 3 Baths

ACTIVE

$1,099,000

Virtual Tour

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

2,096 SqFt

2 Beds | 2 Baths

ACTIVE

$1,075,000

Virtual Tour

345 Sylvan Blvd, Winter Park, FL 32789

2,011 SqFt

4 Beds | 3 Baths

ACTIVE

$1,050,000

Virtual Tour

627 N Interlachen Ave B, Winter Park, FL 32789

1,610 SqFt

2 Beds | 2 Baths

ACTIVE

$1,000,000

Virtual Tour

4765 Seminole Ave, Winter Park, FL 32792

1,684 SqFt

-- Beds | -- Baths

ACTIVE

$949,000

Virtual Tour

1621 Lasbury Ave, Winter Park, FL 32789

2,267 SqFt

3 Beds | 3 Baths

ACTIVE

$946,500

Virtual Tour

675 Overspin Dr, Winter Park, FL 32789

2,764 SqFt

4 Beds | 4 Baths

ACTIVE

$925,000

Virtual Tour

251 Dana Way, Winter Park, FL 32789

2,100 SqFt

4 Beds | 3 Baths

PENDING

$900,000

Virtual Tour

1223 Formosa Ave, Winter Park, FL 32789

3,834 SqFt

4 Beds | 3 Baths

ACTIVE

$899,900

Virtual Tour

439 N Capen Ave, Winter Park, FL 32789

1,861 SqFt

3 Beds | 3 Baths

ACTIVE

$899,900

Virtual Tour

1919 S Lakemont Ave, Winter Park, FL 32792

2,085 SqFt

3 Beds | 4 Baths

ACTIVE

$899,500

Virtual Tour

1907 S Lakemont Ave, Winter Park, FL 32792

2,063 SqFt

3 Beds | 4 Baths

ACTIVE

$899,500

Virtual Tour

1917 S Lakemont Ave, Winter Park, FL 32792

2,051 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

$899,000

Virtual Tour

648 Callahan St, Winter Park, FL 32789

1,898 SqFt

3 Beds | 3 Baths

ACTIVE

$895,000

Virtual Tour

1771 Windsor Dr, Winter Park, FL 32789

2,059 SqFt

3 Beds | 3 Baths

ACTIVE

$895,000

Virtual Tour

640 Worthington Dr, Winter Park, FL 32789

2,012 SqFt

3 Beds | 2 Baths

ACTIVE

$889,000

Virtual Tour

2955 Lolissa Ln, Winter Park, FL 32789

3,902 SqFt

4 Beds | 3 Baths

ACTIVE

$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

PENDING

$839,999

Virtual Tour

1250 S Pennsylvania Ave Unit 8, Winter Park, FL 32789

1,957 SqFt

3 Beds | 3 Baths

ACTIVE

$825,000

Virtual Tour

1776 Mondrian Cir, Winter Park, FL 32789

2,193 SqFt

3 Beds | 4 Baths

PENDING

$824,900

Virtual Tour

737 N Capen Ave, Winter Park, FL 32789

1,930 SqFt

3 Beds | 2 Baths

PENDING

$815,000

Virtual Tour

607 Dunblane Dr, Winter Park, FL 32792

2,046 SqFt

4 Beds | 3 Baths

ACTIVE

$799,900

Virtual Tour

2804 Dike Rd, Winter Park, FL 32792

2,503 SqFt

4 Beds | 3 Baths

ACTIVE

$799,500

Virtual Tour

2632 Mandan Trail, Winter Park, FL 32789

2,441 SqFt

4 Beds | 3 Baths

ACTIVE

$799,000

Virtual Tour

1005 Fairway Dr, Winter Park, FL 32792

2,584 SqFt

4 Beds | 3 Baths

PENDING

$795,000

Virtual Tour

1818 Mondrian Cir, Winter Park, FL 32789

2,265 SqFt

3 Beds | 4 Baths

ACTIVE

$764,990

Virtual Tour

2350 Sherbrooke Rd, Winter Park, FL 32792

2,200 SqFt

4 Beds | 3 Baths

ACTIVE

$750,000

Virtual Tour

1570 Grove Ter, Winter Park, FL 32789

1,663 SqFt

3 Beds | 2 Baths

ACTIVE

$750,000

Virtual Tour

2235 Coldstream Dr, Winter Park, FL 32792

2,347 SqFt

4 Beds | 3 Baths

ACTIVE

$749,900

Virtual Tour

2612 Lafayette Ave, Winter Park, FL 32789

2,447 SqFt

3 Beds | 3 Baths

ACTIVE

$739,000

Virtual Tour

1977 Dundee Dr, Winter Park, FL 32792

1,656 SqFt

-- Beds | -- Baths

ACTIVE

$724,900

Virtual Tour

2418 Euston Rd, Winter Park, FL 32789

2,228 SqFt

3 Beds | 3 Baths

ACTIVE

$715,000

Virtual Tour

1804 Mondrian Cir, Winter Park, FL 32789

2,016 SqFt

3 Beds | 4 Baths

ACTIVE

$699,900

Virtual Tour

8077 Pleasant Pine Cir, Winter Park, FL 32792

3,215 SqFt

4 Beds | 4 Baths

ACTIVE

$675,000

Virtual Tour

230 S Ranger Blvd, Winter Park, FL 32792

2,309 SqFt

3 Beds | 2 Baths

ACTIVE

$675,000

Virtual Tour

417 Gilbert Rd, Winter Park, FL 32792

2,231 SqFt

4 Beds | 3 Baths

ACTIVE

$659,000

Virtual Tour

336 Saint Dunstan Way, Winter Park, FL 32792

1,715 SqFt

3 Beds | 2 Baths

ACTIVE

$650,000

443 Carolina Ave, Winter Park, FL 32789

n/a SqFt

-- Beds | -- Baths

ACTIVE

$649,000

1848 Mizell Ave, Winter Park, FL 32789

1,162 SqFt

2 Beds | 2 Baths

ACTIVE

$630,000

Virtual Tour

274 N Ranger Blvd, Winter Park, FL 32792

1,420 SqFt

3 Beds | 2 Baths

ACTIVE

$629,999

Virtual Tour

5101 Orange Ave, Winter Park, FL 32792

1,922 SqFt

6 Beds | 2 Baths

ACTIVE

$625,000

1419 Miller Ave, Winter Park, FL 32789

1,716 SqFt

3 Beds | 2 Baths

PENDING

$615,000

Virtual Tour

104 S Interlachen Dr 215d, Winter Park, FL 32789

1,267 SqFt

2 Beds | 2 Baths

ACTIVE

$615,000

Virtual Tour

1238 Formosa Ave, Winter Park, FL 32789

1,893 SqFt

3 Beds | 4 Baths

ACTIVE

$599,000

Virtual Tour

1981 Japonica Rd, Winter Park, FL 32792

2,040 SqFt

4 Beds | 3 Baths

ACTIVE

$595,000

Virtual Tour

1926 Natalen Rd, Winter Park, FL 32792

1,369 SqFt

3 Beds | 2 Baths

ACTIVE

$579,000

Virtual Tour

1712 Bomi Cir, Winter Park, FL 32792

2,012 SqFt

4 Beds | 2 Baths

ACTIVE

$565,000

Virtual Tour

5111 Lake Howell Rd, Winter Park, FL 32792

2,278 SqFt

4 Beds | 3 Baths

PENDING

$562,000

5233 Lake Howell Rd, Winter Park, FL 32792

1,778 SqFt

4 Beds | 3 Baths

PENDING

$560,000

Virtual Tour

2627 Ambergate Rd, Winter Park, FL 32792

1,805 SqFt

4 Beds | 3 Baths

ACTIVE

$559,990

Virtual Tour

1968 King Arthurs Ct, Winter Park, FL 32792

1,689 SqFt

3 Beds | 2 Baths

PENDING

$559,000

Virtual Tour

1494 Westchester Ave, Winter Park, FL 32789

1,740 SqFt

3 Beds | 2 Baths

PENDING

$559,000

213 E Canton Ave Unit 213, Winter Park, FL 32789

1,040 SqFt

2 Beds | 2 Baths

ACTIVE

$550,000

Virtual Tour

2710 Euston Rd, Winter Park, FL 32789

1,946 SqFt

4 Beds | 3 Baths

PENDING

$549,000

Virtual Tour

1955 Dundee Dr, Winter Park, FL 32792

1,144 SqFt

3 Beds | 2 Baths

ACTIVE

$549,000

Virtual Tour

4041 Yacht Ct, Winter Park, FL 32792

2,153 SqFt

5 Beds | 3 Baths

ACTIVE

$545,000

Virtual Tour

5240 N Lake Burkett Ln, Winter Park, FL 32792

2,290 SqFt

4 Beds | 3 Baths

ACTIVE

$539,000

2313 Loch Lomond Dr, Winter Park, FL 32792

1,570 SqFt

1 Bed | 1 Bath

ACTIVE

$539,000

Virtual Tour

2821 Chantilly Ave, Winter Park, FL 32789

1,440 SqFt

3 Beds | 2 Baths

ACTIVE

$537,000

Virtual Tour

2891 Naples Dr, Winter Park, FL 32789

1,899 SqFt

4 Beds | 2 Baths

ACTIVE

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