468 Properties Available In Winter Park
- Price-High To Low
- Newest Listings
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)
- 1/30 30
Pending$ 3,100,000
5 Beds5 Baths3,847 SqFt457 E NEW ENGLAND AVE, Winter Park, FL 32789
Single Family Home
Listed by

- 1/49 49
Active$ 2,935,000
4 Beds4 Baths3,553 SqFt541 W CANTON AVE, Winter Park, FL 32789
Single Family Home
Listed by

- 1/90 90
Open Sun 11AM-2PM$ 2,875,000
8 Beds6 Baths7,000 SqFt1860 VIA CONTESSA, Winter Park, FL 32789
Single Family Home
Listed by

- 1/41 41
Pending$ 2,795,000
10,174 SqFt700 JACKSON AVE, Winter Park, FL 32789
Commercial
Listed by

- 1/34 34
Active$ 2,599,000
4 Beds5 Baths4,875 SqFt2550 VENETIAN WAY, Winter Park, FL 32789
Single Family Home
Listed by

- 1/41 41
Open Sun 2PM-4PM$ 2,598,000
4 Beds6 Baths3,570 SqFt1661 PALM AVENUE, Winter Park, FL 32789
Single Family Home
Listed by

- 1/10 10
Pending$ 2,590,000
4 Beds5 Baths3,138 SqFt185 SYLVAN BLVD, Winter Park, FL 32789
Single Family Home
Listed by

- 1/87 87
Active$ 2,500,000
5 Beds6 Baths4,676 SqFt450 LAKEWOOD DR, Winter Park, FL 32789
Single Family Home
Listed by

- 1/32 32
Active$ 2,495,000
3 Beds3 Baths2,143 SqFt140 E MORSE BLVD #J, Winter Park, FL 32789
Condo
Listed by

- 1/70 70
Pending$ 2,490,000
3 Beds4 Baths2,709 SqFt1602 ALABAMA DR #PH404, Winter Park, FL 32789
Condo
Listed by

- 1/36 36
Pending$ 2,350,000
4 Beds4 Baths4,315 SqFt1268 PRESERVE POINT DR, Winter Park, FL 32789
Single Family Home
Listed by

- 1/99 99
Pending$ 2,279,000
5 Beds5 Baths3,882 SqFt1781 PINE AVE, Winter Park, FL 32789
Single Family Home
Listed by

- 1/60 60
Active$ 2,219,000
5 Beds4 Baths4,328 SqFt715 VIA BELLA, Winter Park, FL 32789
Single Family Home
Listed by

- 1/39 39
Open 11/1 12PM-2PM$ 2,195,000
3 Beds4 Baths3,440 SqFt922 N PENNSYLVANIA AVE, Winter Park, FL 32789
Single Family Home
Listed by

- 1/66 66
Open Sat 12PM-2PM$ 2,190,000
5 Beds4 Baths4,798 SqFt2001 LAKE DR, Winter Park, FL 32789
Single Family Home
Listed by

- 1/99 99
Active$ 2,150,000
5 Beds5 Baths3,930 SqFt640 ARJAY WAY, Winter Park, FL 32789
Single Family Home
Listed by

- 1/11 11
Active$ 2,119,000
5 Beds4 Baths2,964 SqFt785 N PHELPS AVE, Winter Park, FL 32789
Single Family Home
Listed by

- 1/58 58
Active$ 2,100,000
5 Beds4 Baths3,423 SqFt1540 PALM AVE, Winter Park, FL 32789
Single Family Home
Listed by

- 1/89 89
Active$ 1,999,993
6 Beds4 Baths3,853 SqFt1451 LYNDALE BLVD, Winter Park, FL 32789
Single Family Home
Listed by

- 1/48 48
Open Sun 12PM-3PM$ 1,999,000
5 Beds5 Baths3,851 SqFt1560 WOODLAND AVE, Winter Park, FL 32789
Single Family Home
Listed by

- 1/56 56
Pending$ 1,995,000
4 Beds5 Baths3,153 SqFt1612 MAGNOLIA AVE, Winter Park, FL 32789
Single Family Home
Listed by

- 1/64 64
Active$ 1,995,000
4 Beds5 Baths3,314 SqFt1752 CHESTNUT AVE, Winter Park, FL 32789
Single Family Home
Listed by

- 1/44 44
Active$ 1,990,000
4 Beds5 Baths3,515 SqFt319 SANTIAGO DR, Winter Park, FL 32789
Single Family Home
Listed by

- 1/56 56
Active$ 1,950,000
4 Beds4 Baths3,307 SqFt2614 PARKLAND DR, Winter Park, FL 32789
Single Family Home
Listed by


