468 Properties Available In Winter Park
- Price-High To Low
- Newest Listings
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)
- 1/6 6
Active$ 1,390,000
4 Beds5 Baths3,253 SqFt525 LAKEVIEW AVE, Winter Park, FL 32789
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

- 1/53 53
Active$ 1,349,000
4 Beds4 Baths3,153 SqFt2922 REEF KNOT PL, Winter Park, FL 32792
Single Family Home
Listed by

- 1/47 47
Pending$ 1,325,000
4 Beds4 Baths2,953 SqFt1420 PALMER AVE, Winter Park, FL 32789
Single Family Home
Listed by

- 1/52 52
Pending$ 1,300,000
5 Beds5 Baths4,307 SqFt1065 WADING WATERS CIR, Winter Park, FL 32792
Single Family Home
Listed by

- 1/45 45
Active$ 1,295,000
3 Beds4 Baths3,363 SqFt800 HAMILTON PLACE CT, Winter Park, FL 32789
Single Family Home
Listed by

- 1/41 41
Open Sun 2PM-4PM$ 1,290,000
3 Beds3 Baths2,557 SqFt1150 KENWOOD AVE, Winter Park, FL 32789
Single Family Home
Listed by

- 1/48 48
Active$ 1,275,000
4 Beds3 Baths3,710 SqFt5236 LAKE HOWELL RD, Winter Park, FL 32792
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

- 1/29 29
Active$ 1,250,000
3 Beds3 Baths2,372 SqFt501 W CANTON AVE, Winter Park, FL 32789
Townhouse
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

- 1/49 49
Active$ 1,215,000
6 Beds4 Baths2,284 SqFt726 and 720 N PENNSYLVANIA AVE, Winter Park, FL 32789
Multi-Family
Listed by

- 1/49 49
Active$ 1,215,000
6 Beds4 Baths2,284 SqFt726/720 N PENNSYLVANIA AVE, Winter Park, FL 32789
Single Family Home
Listed by

- 1/6 6
New$ 1,200,000
3 Beds2 Baths1,627 SqFt1822 GREENWICH AVE, Winter Park, FL 32789
Single Family Home
Listed by

- 1/32 32
New$ 1,195,000
2 Beds2 Baths1,267 SqFt100 S INTERLACHEN AVE #415, 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

- 1/16 16
Pending$ 1,129,000
3 Beds3 Baths2,615 SqFt100 S VIRGINIA AVE #314, Winter Park, FL 32789
Condo
Listed by

- 1/43 43
Pending$ 1,125,000
4 Beds2 Baths2,388 SqFt1611 TIOGA TRL, Winter Park, FL 32789
Single Family Home
Listed by

- 1/39 39
Pending$ 1,095,000
3 Beds4 Baths1,942 SqFt1450 CHESTNUT AVE, Winter Park, FL 32789
Single Family Home
Listed by

- 1/56 56
Pending$ 1,095,000
4 Beds4 Baths2,565 SqFt215 SALVADOR SQUARE, Winter Park, FL 32789
Single Family Home
Listed by

- 1/72 72
Active$ 1,095,000
4 Beds4 Baths2,770 SqFt2607 LAFAYETTE AVE, Winter Park, FL 32789
Single Family Home
Listed by

- 1/36 36
Pending$ 1,050,000
3 Beds2 Baths2,342 SqFt632 COUNTRY CLUB DR, Winter Park, FL 32789
Single Family Home
Listed by

- 1/9 9
Pending$ 1,050,000
3 Beds3 Baths1,843 SqFt901 PALMER AVE, Winter Park, FL 32789
Single Family Home
Listed by

- 1/57 57
Active$ 999,950
4 Beds3 Baths3,121 SqFt1444 PELICAN BAY TRL, Winter Park, FL 32792
Single Family Home
Listed by


