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

$1,575,000
1394 GROVE TER, Winter Park, FL 32789
Single Family Home
Listed by KELLY PRICE & COMPANY LLC


$1,575,000
1473 BERKSHIRE AVE, Winter Park, FL 32789
Single Family Home
Listed by GOLDEN GROUP REALTY LLC


$1,575,000
627 COUNTRY CLUB DR, Winter Park, FL 32789
Single Family Home
Listed by CLASSIC HOMES


$1,575,000
690 OSCEOLA AVE #604, Winter Park, FL 32789
Condo
Listed by COLDWELL BANKER RESIDENTIAL RE


$1,554,950
952 MOSS LN, Winter Park, FL 32789
Single Family Home
Listed by THE SHOP REAL ESTATE CO.


$1,550,000
1871 TAYLOR AVE, Winter Park, FL 32789
Single Family Home
Listed by CORCORAN PREMIER REALTY


$1,499,000
1327 BRIDGEPORT DR, Winter Park, FL 32789
Single Family Home
Listed by RE/MAX TOWN & COUNTRY REALTY


$1,491,000
2401 LAFAYETTE AVE, Winter Park, FL 32789
Single Family Home
Listed by DIVINE ESTATES REALTY LLC


$1,490,000
2408 LAFAYETTE AVE, Winter Park, FL 32789
Single Family Home
Listed by CORCORAN PREMIER REALTY


$1,449,900
1420 PALMER AVE, Winter Park, FL 32789
Single Family Home
Listed by KELLER WILLIAMS WINTER PARK


$1,425,000
1750 WINCHESTER DR, Winter Park, FL 32789
Single Family Home
Listed by FANNIE HILLMAN & ASSOCIATES


$1,350,000
2525 VENETIAN WAY, Winter Park, FL 32789
Single Family Home
Listed by KELLY PRICE & COMPANY LLC


$1,349,000
1077 MINNESOTA AVE, Winter Park, FL 32789
Single Family Home
Listed by SHORES REAL ESTATE


$1,325,000
2105 FOSGATE DR, Winter Park, FL 32789
Single Family Home
Listed by LPT REALTY, LLC


$1,300,000
1400 S PENNSYLVANIA AVE, Winter Park, FL 32789
Single Family Home
Listed by JACK KELLER INC


$1,300,000
171 CORTLAND AVE, Winter Park, FL 32789
Single Family Home
Listed by FANNIE HILLMAN & ASSOCIATES


$1,300,000
1756 HOLLYWOOD AVE, Winter Park, FL 32789
Vacant Land
Listed by LA ROSA REALTY HORIZONS LLC


$1,299,000
1341 LYNDALE BLVD, Winter Park, FL 32789
Single Family Home
Listed by COMPASS FLORIDA LLC


$1,275,000
726 and 720 N PENNSYLVANIA AVE, Winter Park, FL 32789
Multi-Family
Listed by RE/MAX TOWN & COUNTRY REALTY


$1,275,000
726/720 N PENNSYLVANIA AVE, Winter Park, FL 32789
Single Family Home
Listed by RE/MAX TOWN & COUNTRY REALTY


$1,265,000
1611 WALNUT AVE, Winter Park, FL 32789
Single Family Home
Listed by COLDWELL BANKER RESIDENTIAL RE


$1,200,000
309 PARK NORTH CT, Winter Park, FL 32789
Single Family Home
Listed by FANNIE HILLMAN & ASSOCIATES


$1,200,000
835 ANTONETTE AVE, Winter Park, FL 32789
Single Family Home
Listed by FANNIE HILLMAN & ASSOCIATES


$1,195,000
1611 CHESTNUT AVE, Winter Park, FL 32789
Single Family Home
Listed by PARK AVENUE REALTY LLC
