Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. ![]() Find your dream home in Winter Park using the tools above. Winter Park is home to approximately 27,958 people and 25,253 jobs. Winter Park is a minimally walkable city in Orange County with a Walk Score of 44. In addition to houses in Winter Park, there were also 33 condos, 14 townhouses, and 1 multi-family unit for sale in Winter Park last month. ![]() ![]() In the past month, 51 homes have been sold in Winter Park.
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