- Any
- $ 100,000
- $ 150,000
- $ 200,000
- $ 400,000
- $ 800,000
- Any
- $ 200,000
- $ 300,000
- $ 400,000
- $ 600,000
- $ 1,000,000
- Any
- 1
- 2
- 3
- 4
- 5
- Any
- 1
- 2
- 3
- 4
- 5
- Any
- 1
- 2
- 3
- 4
- 5
- Any
- 1
- 2
- 3
- 4
- 5
253 Properties Available
- Default
- Price-High To Low
- Price-Low To High
- Newest Listings
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)
- 1/48 48New
$ 2,995,000
5 Beds6 Baths4,411 SqFt1400 PLACE PICARDY, Winter Park, FL 32789
Single Family Home
Listed by PREMIER SOTHEBY'S INTL. REALTY
- 1/24 24New
$ 650,000
4 Beds2 Baths2,036 SqFt1875 STAUNTON AVE, Winter Park, FL 32789
Single Family Home
Listed by THE AGENCY ORLANDO
- 1/22 22New
$ 431,000
3 Beds1 Bath1,292 SqFt2111 STAUNTON AVE, Winter Park, FL 32789
Single Family Home
Listed by OPENDOOR BROKERAGE LLC
- 1/4 4New
$ 1,599,900
5 Beds4 Baths3,312 SqFt1417 MILLER AVE, Winter Park, FL 32789
Single Family Home
Listed by CORCORAN PREMIER REALTY
- 1/34 34New
$ 6,450
5 Beds4 Baths2,743 SqFt1879 SUNSET DR, Winter Park, FL 32789
Single Family Home
Listed by CORCORAN PREMIER REALTY
- 1/37 37New
$ 649,000
3 Beds2 Baths1,751 SqFt631 CALLAHAN ST, Winter Park, FL 32789
Single Family Home
Listed by CORCORAN PREMIER REALTY
- 1/29 29New
$ 420,000
3 Beds2 Baths1,333 SqFt1025 EARLY AVE, Winter Park, FL 32789
Single Family Home
Listed by SAND DOLLAR REALTY GROUP INC
- New
$ 290,000
2 Beds3 Baths960 SqFt255 SANDLEWOOD TRL #4, Winter Park, FL 32789
Condo
Listed by MAIN STREET PROPERTIES
- 3DNew
$ 725,000
2 Beds2 Baths1,544 SqFt350 CAROLINA AVE #301, Winter Park, FL 32789
Condo
Listed by KELLY PRICE & COMPANY LLC
- 1/29 29New
$ 799,000
4 Beds3 Baths2,548 SqFt1375 SUFFOLK RD, Winter Park, FL 32789
Single Family Home
Listed by MAINFRAME REAL ESTATE
- 1/14 14New
$ 1,899
2 Beds1 Bath1,197 SqFt1518 PINEWOOD DR, Winter Park, FL 32789
Single Family Home
Listed by SPECIALIZED PROPERTY MANAGEMENT
- 1/3 3New
$ 1,795,000
0.4 Acres2379 FORREST RD, Winter Park, FL 32789
Vacant Land
Listed by CORCORAN PREMIER REALTY
- 1/7 7New
$ 1,950,000
0.37 Acres313 SYLVAN DR, Winter Park, FL 32789
Vacant Land
Listed by FLORIDIAN REALTY GROUP LLC
- 1/7 7New
$ 4,500,000
5 Beds6 Baths3,720 SqFt702 VIA BELLA, Winter Park, FL 32789
Single Family Home
Listed by FLORIDIAN REALTY GROUP LLC
- 1/23 23New
$ 144,900
1 Bed1 Bath638 SqFt1695 LEE RD #A209, Winter Park, FL 32789
Condo
Listed by FUSILIER REALTY GROUP
- 1/39 39New
$ 1,250,000
4 Beds4 Baths2,651 SqFt567 OSCEOLA AVE, Winter Park, FL 32789
Single Family Home
Listed by COLDWELL BANKER RESIDENTIAL RE
- 1/33 33New
$ 699,000
4 Beds3 Baths2,082 SqFt1792 KILLARNEY DR, Winter Park, FL 32789
Single Family Home
Listed by THE AGENCY ORLANDO
- 1/37 37New
$ 1,180,000
5 Beds4 Baths3,270 SqFt1975 BISCAYNE DR, Winter Park, FL 32789
Single Family Home
Listed by SOGO REAL ESTATE SERVICES LLC
- 1/57 57Pending
$ 2,599,000
5 Beds5 Baths4,002 SqFt1000 VIA TUSCANY OAKS WAY, Winter Park, FL 32789
Single Family Home
Listed by COMPASS FLORIDA LLC
- 1/61 61Pending
$ 2,495,000
5 Beds6 Baths3,545 SqFt1506 CHESTNUT AVE., Winter Park, FL 32789
Single Family Home
Listed by PREMIER SOTHEBY'S INTL. REALTY
- 1/20 20New
$ 4,500
3 Beds3 Baths1,278 SqFt344 STARLING RD, Winter Park, FL 32789
Single Family Home
Listed by HANCOCK REALTY GROUP
- 3DNew
$ 939,900
4 Beds4 Baths2,962 SqFt675 OVERSPIN DR, Winter Park, FL 32789
Single Family Home
Listed by COLDWELL BANKER RESIDENTIAL RE
- 1/69 69Pending
$ 2,375,000
4 Beds4 Baths4,144 SqFt1522 LAKE KNOWLES CIR, Winter Park, FL 32789
Single Family Home
Listed by CENTRAL FLORIDA PRIME REAL ESTATE LLC
- 1/34 34Pending
$ 618,000
3 Beds3 Baths1,732 SqFt2127 LAKE DR, Winter Park, FL 32789
Single Family Home
Listed by FANNIE HILLMAN & ASSOCIATES