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Winter Park Single-Family Homes

Find Your Dream Home in Winter Park: Discover Exclusive Real Estate Listings for Sale

Home ⮞ Winter Park Home Search ⮞ Luxury Homes

Single-Family Homes for Sale in Winter Park, FL

Map of Winter Park Single-Family Homes for Sale

For Sale

Winter Park Real Estate Market Trends

In June 2025, Winter Park home prices were up 1.7% compared to last year, selling for a median price of $750K. On average, homes in Winter Park sell after 19 days on the market compared to 38 days last year. There were 41 homes sold in June this year, down from 46 last year.

$750,000

Median Sale Price

41

# of Homes Sold

19

Median Days on Market

Winter Park Single Family Homes Real Estate

A Guide To

Winter Park Single Family Homes Real Estate

Winter Park, FL, is best known for its charming downtown, lush parks, scenic lakes, and historic architecture—making it a top destination for buyers looking for single family homes for sale in Winter Park. From the iconic Casa Feliz Historic Home Museum to Rollins College, one of the nation’s leading liberal arts institutions, Winter Park blends culture, education, and natural beauty.

The city’s famous chain of lakes enhances the lifestyle appeal of its residential areas, offering homeowners opportunities for boating, fishing, and water recreation right outside their door. Its walkable streets, vibrant arts scene, and family-friendly atmosphere make it ideal for those seeking a forever home in one of Central Florida’s most desirable locations.

Explore top amenities, school districts, and neighborhood features—and browse the latest listings of Winter Park single family homes for sale in the map-based guide by Toni Marie Cafferty.

Work With Toni Marie