- 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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518 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)

$539,500
5073 LAKE HOWELL RD, Winter Park, FL 32792
Listed by CHARLES RUTENBERG REALTY ORLANDO


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


$210,000
1695 LEE RD #C202, Winter Park, FL 32789
Listed by PRIMESTATE REALTY, INC.


$399,900
1975 STAUNTON AVE, Winter Park, FL 32789
Listed by ABSOLUTE REALTY GROUP, LLC


$259,900
7706 COUNTRY PL #7706, Winter Park, FL 32792
Listed by REALTY TECH INC


$6,500,000
1400 ALABAMA DR, Winter Park, FL 32789
Listed by THE AGENCY ORLANDO


$1,485,000
2015 SUMMERFIELD RD, Winter Park, FL 32792
Listed by BEYCOME OF FLORIDA LLC


$149,900
110 SCOTTSDALE SQ #110, Winter Park, FL 32792
Listed by KARDOSH REALTY


$784,000
5618 WINTERBROOK WAY, Winter Park, FL 32792
Listed by REDFIN CORPORATION


$995,000
210 LAUREL PARK CT, Winter Park, FL 32792
Listed by PR REAL ESTATE SERVICES


$184,000
3060 GEORGE MASON AVE #12 D, Winter Park, FL 32792
Listed by AGENT TRUST REALTY CORPORATION


$179,900
3011 GEORGE MASON AVE #3, Winter Park, FL 32792
Listed by WHEATLEY REALTY GROUP


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


$975,000
674 W COMSTOCK AVE, Winter Park, FL 32789
Listed by KELLER WILLIAMS WINTER PARK


$665,000
535 N INTERLACHEN AVE #106, Winter Park, FL 32789
Listed by KELLER WILLIAMS WINTER PARK


$5,200,000
1660 PALMER AVE, Winter Park, FL 32789
Listed by PREMIER SOTHEBY'S INTL. REALTY


$209,900
2923 ANTIQUE OAKS CIR #39, Winter Park, FL 32792
Listed by GLOBALWIDE REALTY LLC


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


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


$750,000
726 N PENNSYLVANIA AVE, Winter Park, FL 32789
Listed by RE/MAX TOWN & COUNTRY REALTY


$550,000
720 N PENNSYLVANIA AVE, Winter Park, FL 32789
Listed by RE/MAX TOWN & COUNTRY REALTY


$1,175
3035 GEORGE MASON AVE #20D, Winter Park, FL 32792
Listed by EXP REALTY LLC
