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Winter Park, FL Homes for Sale — Search All Listings
Winter Park homes for sale include some of Central Florida's most coveted real estate — from the tree-lined streets near Rollins College to lakefront estates on Lake Virginia and Lake Osceola. Browse every active listing with pricing, virtual tours, and neighborhood analysis from a local luxury specialist.
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137 Properties Available
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- Newest Listings
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$2,235,000
926 ENCLAVE PL, Winter Park, FL 32792
Listed by Laura Earl CORCORAN PREMIER REALTY
$2,099,000
938 ENCLAVE PL, Winter Park, FL 32792
Listed by Laura Earl CORCORAN PREMIER REALTY
$1,899,000
910 ENCLAVE PL, Winter Park, FL 32792
Listed by Laura Earl CORCORAN PREMIER REALTY
$2,050,000
930 ENCLAVE PL, Winter Park, FL 32792
Listed by Matthew Burks CORCORAN PREMIER REALTY
$1,495,000
2408 LAFAYETTE AVE, Winter Park, FL 32789
Listed by Matthew Burks CORCORAN PREMIER REALTY
$2,495,000
1130 PARK NORTH PLACE, Winter Park, FL 32789
Listed by Jennifer King CORCORAN PREMIER REALTY
$1,925,000
906 ENCLAVE PL, Winter Park, FL 32792
Listed by Laura Earl CORCORAN PREMIER REALTY
$1,895,000
914 ENCLAVE PL, Winter Park, FL 32792
Listed by Matthew Burks CORCORAN PREMIER REALTY
$2,950,000
151 OAKWOOD WAY, Winter Park, FL 32789
Listed by Matthew Burks CORCORAN PREMIER REALTY
$2,200,000
2299 VIA TUSCANY, Winter Park, FL 32789
Listed by Vincent Scarlatos CORCORAN PREMIER REALTY
$729,000
7740 LAKE DAWN DR, Winter Park, FL 32792
Listed by Simi Lakhani KELLER WILLIAMS CLASSIC
$1,850,000
300 KILLARNEY DR, Winter Park, FL 32789
Listed by Kelly Price KELLY PRICE & COMPANY LLC
$699,000
1009 LAKE BELL DR, Winter Park, FL 32789
Listed by Padgett McCormick KELLY PRICE & COMPANY LLC
$1,045,000
616 BRECHIN DR, Winter Park, FL 32792
Listed by Alison Mosley PREMIER SOTHEBY'S INTL. REALTY
$665,000
Winter Park, FL 32792
Listed by Shirley Jones COLDWELL BANKER REALTY
$675,000
505 CORNWALL RD, Winter Park, FL 32792
Listed by Amy Turner KELLER WILLIAMS WINTER PARK
$1,895,000
622 PENN PL, Winter Park, FL 32789
Listed by Douglas Addeo COMMUNITY REALTY ASSOCIATES
$695,000
1707 HARMON AVE, Winter Park, FL 32789
Listed by Nicole Howell FANNIE HILLMAN & ASSOCIATES
$3,300,000
1627 MIZELL AVE, Winter Park, FL 32789
Listed by Bianca Khoury PREMIER SOTHEBY'S INTL. REALTY
$719,000
2333 WESTMINSTER CT, Winter Park, FL 32789
Listed by Ernest Middleton CHARLES RUTENBERG REALTY ORLANDO
$899,000
1407 MILLER AVE, Winter Park, FL 32789
Listed by Amanda Wood RE/MAX EXCLUSIVE COLLECTION
$719,000
2215 WOODCREST DR, Winter Park, FL 32792
Listed by Michael Rains, PA ADAIR REALTY INC
$1,665,000
2430 CHANTILLY AVE, Winter Park, FL 32789
Listed by Julie Christensen ONE LUXURY INTERNATIONAL LLC
$2,460,000
2228 HOWARD DR, Winter Park, FL 32789
Listed by Ryan Feely COLEDEV REAL ESTATE LLC
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