109 Properties Available In Winter Park
- Price-High To Low
- Newest Listings
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)
- 1/51 51
Active$ 5,900,000
6 Beds6 Baths5,759 SqFt887 GEORGIA AVE, Winter Park, FL 32789
Single Family Home
Listed by

- 1/66 66
Active$ 4,545,000
4 Beds5 Baths4,181 SqFt1161 VALENCIA AVE, Winter Park, FL 32789
Single Family Home
Listed by

- 1/75 75
Open Sun 12PM-2PM$ 3,825,000
5 Beds7 Baths4,055 SqFt1820 GLENCOE RD, Winter Park, FL 32789
Single Family Home
Listed by

- 1/58 58
Active$ 3,600,000
4 Beds5 Baths3,658 SqFt1742 TEMPLE DR, Winter Park, FL 32789
Single Family Home
Listed by

- 1/53 53
Pending$ 3,100,000
4 Beds4 Baths3,635 SqFt255 STIRLING 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

- 1/64 64
Active$ 2,495,000
5 Beds5 Baths3,963 SqFt2015 N PARK 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

- 1/99 99
Active$ 2,150,000
5 Beds5 Baths3,930 SqFt640 ARJAY WAY, 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

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

- 1/47 47
Active$ 1,945,000
5 Beds5 Baths3,174 SqFt1710 ONECO AVE, Winter Park, FL 32789
Single Family Home
Listed by

- 1/47 47
Active$ 1,899,500
4 Beds4 Baths3,727 SqFt1840 BRYAN AVE, Winter Park, FL 32789
Single Family Home
Listed by

- 1/70 70
Active$ 1,598,000
4 Beds4 Baths3,226 SqFt340 ALBERTA DR, Winter Park, FL 32789
Single Family Home
Listed by

- 1/59 59
Open Sun 3PM-5PM$ 1,595,000
4 Beds4 Baths2,743 SqFt1780 MIZELL AVE., Winter Park, FL 32789
Single Family Home
Listed by

- 1/50 50
Open Sat 12PM-3PM$ 1,499,000
4 Beds5 Baths3,726 SqFt1306 LINDENWOOD LN, Winter Park, FL 32792
Single Family Home
Listed by

- 1/36 36
Active$ 1,374,950
4 Beds4 Baths3,116 SqFt1429 CHAPMAN CIR, Winter Park, FL 32789
Single Family Home
Listed by

- 1/50 50
Active$ 1,250,000
4 Beds3 Baths2,310 SqFt1400 S PENNSYLVANIA AVE, Winter Park, FL 32789
Single Family Home
Listed by

- 1/51 51
Active$ 1,230,000
4 Beds2 Baths2,750 SqFt1981 BLUE RIDGE RD, Winter Park, FL 32789
Single Family Home
Listed by

- 1/52 52
Active$ 1,195,000
2 Beds2 Baths1,220 SqFt100 S INTERLACHEN AVE #404, Winter Park, FL 32789
Condo
Listed by

- 1/45 45
Active$ 1,130,000
4 Beds3 Baths2,388 SqFt1341 LYNDALE BLVD, Winter Park, FL 32789
Single Family Home
Listed by

- 1/47 47
Active$ 950,000
4 Beds4 Baths2,173 SqFt208 BREWER AVE, Winter Park, FL 32789
Single Family Home
Listed by

- 1/68 68
Active$ 950,000
3 Beds2 Baths2,114 SqFt250 CORTLAND AVE, Winter Park, FL 32789
Single Family Home
Listed by

- 1/49 49
Pending$ 935,000
3 Beds3 Baths2,515 SqFt2129 FOSGATE DRIVE, Winter Park, FL 32789
Single Family Home
Listed by


