Winter Park Homes for Sale

$17,486,000

1220 N Park Ave, Winter Park, FL 32789

12,475 SqFt

7 Beds | 7 Baths

ACTIVE

$16,000,000

Virtual Tour

1461 Via Tuscany, Winter Park, FL 32789

8,353 SqFt

5 Beds | 6 Baths

ACTIVE

$10,950,000

4 Isle Of Sicily, Winter Park, FL 32789

9,522 SqFt

5 Beds | 8 Baths

ACTIVE

$7,600,000

Virtual Tour

654 W Morse Blvd, Winter Park, FL 32789

8,752 SqFt

5 Beds | 8 Baths

ACTIVE

$6,475,000

901 Golfview Terrace, Winter Park, FL 32789

5,406 SqFt

5 Beds | 6 Baths

PENDING

$5,400,000

Virtual Tour

2228 Azalea Pl, Winter Park, FL 32789

5,072 SqFt

5 Beds | 6 Baths

ACTIVE

$4,900,000

Virtual Tour

550 Palmer Ave, Winter Park, FL 32789

5,952 SqFt

5 Beds | 8 Baths

ACTIVE

$3,999,999

Virtual Tour

2056 Lake Dr, Winter Park, FL 32789

5,907 SqFt

5 Beds | 6 Baths

ACTIVE

$3,995,000

Virtual Tour

1580 Harris Cir, Winter Park, FL 32789

6,292 SqFt

6 Beds | 7 Baths

ACTIVE

$3,950,000

1106 Palmer Ave, Winter Park, FL 32789

6,256 SqFt

4 Beds | 6 Baths

ACTIVE

$3,595,000

Virtual Tour

1290 Park Ave, Winter Park, FL 32789

3,823 SqFt

4 Beds | 5 Baths

PENDING

$3,595,000

1611 Summerland Ave, Winter Park, FL 32789

4,287 SqFt

5 Beds | 7 Baths

PENDING

$3,500,000

Virtual Tour

1727 Lake Berry Dr, Winter Park, FL 32789

4,961 SqFt

5 Beds | 6 Baths

ACTIVE

$3,499,900

Virtual Tour

200 E Rockwood Way, Winter Park, FL 32789

4,178 SqFt

5 Beds | 5 Baths

PENDING

$3,495,000

Virtual Tour

1150 Via Salerno, Winter Park, FL 32789

3,826 SqFt

4 Beds | 5 Baths

ACTIVE

$3,250,000

Virtual Tour

1476 Grove Ter, Winter Park, FL 32789

5,792 SqFt

5 Beds | 7 Baths

ACTIVE

$3,050,000

Virtual Tour

2138 Lake Dr, Winter Park, FL 32789

5,100 SqFt

4 Beds | 4 Baths

ACTIVE

$2,950,000

235 W Fawsett Rd, Winter Park, FL 32789

3,481 SqFt

4 Beds | 5 Baths

ACTIVE

$2,695,000

Virtual Tour

617 Penn Pl, Winter Park, FL 32789

4,888 SqFt

4 Beds | 5 Baths

ACTIVE

$2,600,000

Virtual Tour

2412 Chantilly Ave, Winter Park, FL 32789

4,500 SqFt

5 Beds | 7 Baths

ACTIVE

$2,395,000

2819 Parkland Dr, Winter Park, FL 32789

3,995 SqFt

4 Beds | 5 Baths

PENDING

$2,275,000

Virtual Tour

2100 Lake Dr, Winter Park, FL 32789

3,555 SqFt

4 Beds | 4 Baths

ACTIVE

$2,250,000

Virtual Tour

1740 Summerland Ave, Winter Park, FL 32789

4,201 SqFt

5 Beds | 6 Baths

PENDING

$2,249,900

1022 McKean Cir, Winter Park, FL 32789

4,610 SqFt

4 Beds | 4 Baths

PENDING

$2,200,000

Virtual Tour

465 N Phelps Ave, Winter Park, FL 32789

4,517 SqFt

7 Beds | 6 Baths

ACTIVE

$2,175,000

2723 Norris Ave, Winter Park, FL 32789

4,000 SqFt

4 Beds | 4 Baths

ACTIVE

$2,100,000

1461 Palm Ave, Winter Park, FL 32789

3,436 SqFt

4 Beds | 5 Baths

PENDING

$2,100,000

Virtual Tour

2156 Talman Ct, Winter Park, FL 32792

7,762 SqFt

5 Beds | 8 Baths

PENDING

$2,094,000

870 Georgia Ave, Winter Park, FL 32789

2,709 SqFt

3 Beds | 3 Baths

PENDING

$1,995,000

Virtual Tour

1731 Windsor Dr, Winter Park, FL 32789

3,669 SqFt

4 Beds | 4 Baths

ACTIVE

$1,950,000

Virtual Tour

431 Fletcher Pl, Winter Park, FL 32789

4,257 SqFt

4 Beds | 4 Baths

ACTIVE

$1,899,000

Virtual Tour

130 Burks Cir, Winter Park, FL 32789

3,733 SqFt

4 Beds | 5 Baths

PENDING

$1,845,000

Virtual Tour

600 Maiden Ln, Winter Park, FL 32789

3,781 SqFt

4 Beds | 5 Baths

ACTIVE

$1,799,164

Virtual Tour

1331 Hibiscus Ave, Winter Park, FL 32789

4,137 SqFt

5 Beds | 5 Baths

ACTIVE

$1,799,000

Virtual Tour

1871 Taylor Ave, Winter Park, FL 32789

3,401 SqFt

4 Beds | 5 Baths

ACTIVE

$1,700,000

Virtual Tour

4091 Scarlet Iris Pl, Winter Park, FL 32792

6,252 SqFt

6 Beds | 6 Baths

ACTIVE

$1,699,900

270 E Lake Sue Ave, Winter Park, FL 32789

3,151 SqFt

5 Beds | 5 Baths

ACTIVE

$1,699,000

Virtual Tour

450 Ololu Dr, Winter Park, FL 32789

4,518 SqFt

5 Beds | 6 Baths

PENDING

$1,699,000

Virtual Tour

1451 Lyndale Blvd, Winter Park, FL 32789

3,853 SqFt

5 Beds | 4 Baths

ACTIVE

$1,699,000

Virtual Tour

341 E Reading Way, Winter Park, FL 32789

3,723 SqFt

4 Beds | 4 Baths

ACTIVE

$1,695,000

Virtual Tour

621 Huntington Ave, Winter Park, FL 32789

2,399 SqFt

3 Beds | 4 Baths

ACTIVE

$1,600,000

Virtual Tour

281 Brewer Ave, Winter Park, FL 32789

4,029 SqFt

5 Beds | 5 Baths

ACTIVE

$1,600,000

Virtual Tour

2121 Loch Lomond Dr, Winter Park, FL 32792

3,167 SqFt

4 Beds | 5 Baths

PENDING

$1,600,000

Virtual Tour

1600 Barcelona Way, Winter Park, FL 32789

3,014 SqFt

4 Beds | 4 Baths

ACTIVE

$1,450,000

Virtual Tour

601 Ellen Dr, Winter Park, FL 32789

2,841 SqFt

4 Beds | 5 Baths

ACTIVE

$1,450,000

Virtual Tour

1700 Diana Dr, Winter Park, FL 32789

2,935 SqFt

4 Beds | 4 Baths

ACTIVE

$1,399,000

Virtual Tour

1511 Palm Ave, Winter Park, FL 32789

2,460 SqFt

4 Beds | 4 Baths

PENDING

$1,395,000

Virtual Tour

2019 Natalen Rd, Winter Park, FL 32792

3,093 SqFt

4 Beds | 4 Baths

ACTIVE

$1,350,000

Virtual Tour

2417 Lafayette Ave, Winter Park, FL 32789

2,080 SqFt

4 Beds | 3 Baths

ACTIVE

$1,295,000

2131 Loch Lomond Dr, Winter Park, FL 32792

2,855 SqFt

4 Beds | 5 Baths

PENDING

$1,249,900

Virtual Tour

1737 Indiana Ave, Winter Park, FL 32789

2,984 SqFt

4 Beds | 4 Baths

ACTIVE

$1,195,000

Virtual Tour

1531 Sunset Dr, Winter Park, FL 32789

2,619 SqFt

4 Beds | 3 Baths

PENDING

$1,140,000

Virtual Tour

1226 Germaine Dr, Winter Park, FL 32789

3,177 SqFt

4 Beds | 3 Baths

PENDING

$1,075,000

Virtual Tour

2521 Minnesota Ave, Winter Park, FL 32789

3,658 SqFt

5 Beds | 4 Baths

ACTIVE

$1,055,000

Virtual Tour

911 Osceola Ave, Winter Park, FL 32789

2,342 SqFt

3 Beds | 4 Baths

ACTIVE

$995,000

220 W Reading Way, Winter Park, FL 32789

2,723 SqFt

4 Beds | 3 Baths

PENDING

$899,900

Virtual Tour

1872 Jessica Ct, Winter Park, FL 32789

2,607 SqFt

4 Beds | 3 Baths

ACTIVE

$899,000

Virtual Tour

412 Fletcher Pl, Winter Park, FL 32789

3,146 SqFt

3 Beds | 4 Baths

PENDING

$875,000

Virtual Tour

1714 Westchester Ave, Winter Park, FL 32789

2,114 SqFt

3 Beds | 3 Baths

ACTIVE

$850,000

Virtual Tour

3606 N Goldenrod Rd, Winter Park, FL 32792

1,592 SqFt

3 Beds | 2 Baths

PENDING

$850,000

Virtual Tour

1252 Valley Creek Run, Winter Park, FL 32792

2,954 SqFt

5 Beds | 3 Baths

ACTIVE

$825,000

Virtual Tour

2079 Laurelwood Way, Winter Park, FL 32792

2,199 SqFt

4 Beds | 3 Baths

PENDING

$799,900

423 London Rd, Winter Park, FL 32792

3,072 SqFt

4 Beds | 3 Baths

PENDING

$767,000

1231 Kenwood Ave, Winter Park, FL 32789

1,672 SqFt

3 Beds | 2 Baths

ACTIVE

$750,000

Virtual Tour

104 Ranch Rd, Winter Park, FL 32792

2,885 SqFt

4 Beds | 4 Baths

PENDING

$749,000

Virtual Tour

2503 Anaconda Trl, Winter Park, FL 32789

2,397 SqFt

4 Beds | 3 Baths

PENDING

$699,000

2619 Winter Park Rd, Winter Park, FL 32789

3,130 SqFt

4 Beds | 4 Baths

ACTIVE

$674,900

1740 Anzle Ave, Winter Park, FL 32789

1,808 SqFt

3 Beds | 2 Baths

ACTIVE

$658,000

Virtual Tour

220 Blossom Ln, Winter Park, FL 32789

2,193 SqFt

3 Beds | 2 Baths

ACTIVE

$625,000

Virtual Tour

3735 Bear Gully Rd, Winter Park, FL 32792

2,488 SqFt

4 Beds | 4 Baths

PENDING

$599,000

Virtual Tour

2627 Ambergate Rd, Winter Park, FL 32792

1,805 SqFt

4 Beds | 3 Baths

ACTIVE

$589,500

5233 Lake Howell Rd, Winter Park, FL 32792

1,778 SqFt

4 Beds | 3 Baths

ACTIVE

$515,000

Virtual Tour

5112 Tangerine Ave, Winter Park, FL 32792

1,745 SqFt

4 Beds | 2 Baths

PENDING

$490,000

Virtual Tour

2779 Will O Th Grn, Winter Park, FL 32792

1,620 SqFt

3 Beds | 2 Baths

PENDING

$465,000

Virtual Tour

808 Densmore Dr, Winter Park, FL 32792

1,460 SqFt

3 Beds | 2 Baths

ACTIVE

$450,000

Virtual Tour

1608 Meadowgold Ct, Winter Park, FL 32792

1,740 SqFt

3 Beds | 3 Baths

PENDING

$449,900

3230 Athena Dr, Winter Park, FL 32792

1,654 SqFt

3 Beds | 2 Baths

PENDING

$445,000

Virtual Tour

7661 Bent Bow Trl, Winter Park, FL 32792

2,223 SqFt

4 Beds | 3 Baths

ACTIVE

$433,333

Virtual Tour

1842 Shadyhill Ter, Winter Park, FL 32792

1,577 SqFt

3 Beds | 3 Baths

PENDING

$432,900

Virtual Tour

5535 Garden Grove Cir, Winter Park, FL 32792

1,120 SqFt

3 Beds | 2 Baths

ACTIVE

$428,000

Virtual Tour

3051 Ash Park Loop, Winter Park, FL 32792

1,673 SqFt

3 Beds | 2 Baths

PENDING

$408,700

Virtual Tour

1640 Meadowgold Ct, Winter Park, FL 32792

1,368 SqFt

3 Beds | 2 Baths

ACTIVE

$400,000

Virtual Tour

1771 Willa Cir, Winter Park, FL 32792

1,616 SqFt

3 Beds | 2 Baths

PENDING

$374,990

Virtual Tour

1447 Viburnum Ln, Winter Park, FL 32792

1,176 SqFt

3 Beds | 2 Baths

ACTIVE

$365,000

Virtual Tour

2189 Sussex Rd, Winter Park, FL 32792

1,776 SqFt

3 Beds | 3 Baths

PENDING

$120,000

Virtual Tour

7421 Daniel Webster Dr A, Winter Park, FL 32792

809 SqFt

1 Bed | 1 Bath

ACTIVE

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