- Any
- $ 100,000
- $ 150,000
- $ 200,000
- $ 400,000
- $ 800,000
- Any
- $ 200,000
- $ 300,000
- $ 400,000
- $ 600,000
- $ 1,000,000
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526 Properties Available In Winter Park
- Default
- Price-High To Low
- Price-Low To High
- Newest Listings
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)

$3,150,000
541 W CANTON AVE, Winter Park, FL 32789
Listed by KELLER WILLIAMS WINTER PARK


$2,900,000
1401 GREEN COVE RD, Winter Park, FL 32789
Listed by BUCKEYE REALTY LLC


$2,900,000
1860 VIA CONTESSA, Winter Park, FL 32789
Listed by SIERRA REALTY GROUP LLC


$2,825,000
1400 PLACE PICARDY, Winter Park, FL 32789
Listed by CORCORAN PREMIER REALTY


$2,799,000
2550 VENETIAN WAY, Winter Park, FL 32789
Listed by COMPASS FLORIDA LLC


$2,795,000
1630 LASBURY AVE, Winter Park, FL 32789
Listed by FANNIE HILLMAN & ASSOCIATES


$2,590,000
185 SYLVAN BLVD, Winter Park, FL 32789
Listed by COMPASS FLORIDA LLC


$2,500,000
450 LAKEWOOD DR, Winter Park, FL 32789
Listed by CHARLES RUTENBERG REALTY ORLANDO


$2,499,900
7849 GEORGEANN ST, Winter Park, FL 32792
Listed by KELLER WILLIAMS REALTY AT THE PARKS


$2,490,000
1795 GREENWICH AVE, Winter Park, FL 32789
Listed by KELLY PRICE & COMPANY LLC


$2,349,900
301 RIPPLING LN, Winter Park, FL 32789
Listed by XCLUSIVE HOMES LLC


$2,270,000
2522 LAFAYETTE AVE, Winter Park, FL 32789
Listed by COLDWELL BANKER RESIDENTIAL RE


$2,254,000
141 OAKWOOD WAY, Winter Park, FL 32789
Listed by MAINFRAME REAL ESTATE


$2,199,000
1394 STEWART ST, Winter Park, FL 32789
Listed by REALTY ONE GROUP INSPIRATION


$2,119,000
785 N PHELPS AVE, Winter Park, FL 32789
Listed by COMPASS FLORIDA LLC


$2,095,000
1840 BRYAN AVE, Winter Park, FL 32789
Listed by PREMIER SOTHEBY'S INTL. REALTY


$1,999,999
1299 HARDING STREET, Winter Park, FL 32789
Listed by FANNIE HILLMAN & ASSOCIATES


$1,999,993
1451 LYNDALE BLVD, Winter Park, FL 32789
Listed by REALTY ONE GROUP MVP


$1,999,900
1521 CHESTNUT AVE, Winter Park, FL 32789
Listed by COMPASS FLORIDA LLC


$1,996,000
4469 OLD BEAR RUN, Winter Park, FL 32792
Listed by HOME WISE REALTY GROUP, INC.
