226 Properties Available
- Default
- Price-High To Low
- Price-Low To High
- Newest Listings
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)

$1,299,990
2258 E HOWARD DR, Winter Park, FL 32789
Single Family Home
Listed by NAIM REAL ESTATE LLC


$2,350
1258 MICHIGAN AVE, Winter Park, FL 32789
Single Family Home
Listed by PREMIER SOTHEBY'S INTL. REALTY


$475,000
1937 ELAND AVE, Winter Park, FL 32789
Single Family Home
Listed by MILLER GRANT AND COMPANY


$315,000
700 MELROSE AVE #A 22, Winter Park, FL 32789
Condo
Listed by FANNIE HILLMAN & ASSOCIATES


$2,995,000
1400 PLACE PICARDY, Winter Park, FL 32789
Single Family Home
Listed by PREMIER SOTHEBY'S INTL. REALTY


$599,900
1875 STAUNTON AVE, Winter Park, FL 32789
Single Family Home
Listed by THE AGENCY ORLANDO


$579,000
1424 CAVENDISH RD, Winter Park, FL 32789
Single Family Home
Listed by KEYSEEKERS REAL ESTATE


$414,000
2111 STAUNTON AVE, Winter Park, FL 32789
Single Family Home
Listed by OPENDOOR BROKERAGE LLC


$1,495
2500 LEE RD #S, Winter Park, FL 32789
Condo
Listed by MAGNOLIA PROPERTY SALES


$610,000
631 CALLAHAN ST, Winter Park, FL 32789
Single Family Home
Listed by CORCORAN PREMIER REALTY


$725,000
350 CAROLINA AVE #301, Winter Park, FL 32789
Condo
Listed by KELLY PRICE & COMPANY LLC


$280,000
255 SANDLEWOOD TRL #4, Winter Park, FL 32789
Condo
Listed by MAIN STREET PROPERTIES


$4,500,000
702 VIA BELLA, Winter Park, FL 32789
Single Family Home
Listed by FLORIDIAN REALTY GROUP LLC


$769,000
1375 SUFFOLK RD, Winter Park, FL 32789
Single Family Home
Listed by MAINFRAME REAL ESTATE


$1,190,000
567 OSCEOLA AVE, Winter Park, FL 32789
Single Family Home
Listed by COLDWELL BANKER RESIDENTIAL RE


$144,900
1695 LEE RD #A209, Winter Park, FL 32789
Condo
Listed by FUSILIER REALTY GROUP


$1,090,000
1975 BISCAYNE DR, Winter Park, FL 32789
Single Family Home
Listed by SOGO REAL ESTATE SERVICES LLC


$699,000
1792 KILLARNEY DR, Winter Park, FL 32789
Single Family Home
Listed by THE AGENCY ORLANDO


$900,000
675 OVERSPIN DR, Winter Park, FL 32789
Single Family Home
Listed by COLDWELL BANKER RESIDENTIAL RE


$618,000
2127 LAKE DR, Winter Park, FL 32789
Single Family Home
Listed by FANNIE HILLMAN & ASSOCIATES


$399,999
690 OSCEOLA AVE #209, Winter Park, FL 32789
Condo
Listed by PREMIER SOTHEBY'S INTL. REALTY


$2,350
1055 S KENTUCKY AVE #4, Winter Park, FL 32789
Condo
Listed by LAWHUN ENTERPRISES IV, LLC DBA: FLORIDA REALTY INVESTMENTS IV


$4,530
2504 TUSCALOOSA TRL, Winter Park, FL 32789
Single Family Home
Listed by LIPPI REALTY LLC


$2,350
1055 S KENTUCKY AVE #1, Winter Park, FL 32789
Condo
Listed by LAWHUN ENTERPRISES IV, LLC DBA: FLORIDA REALTY INVESTMENTS IV
