In June 2026, the median home sale price in Winter Garden, FL was $590,158, with homes selling in an average of 67 days — slower than the 66-day average last year, suggesting buyers have more negotiating room. A total of 1866 homes sold in this period, down from 2044 last year.
The median list price of condos/co-ops in Winter Garden, FL, was $435,000 in June 2026, compared to $437,000 in June 2025.
Winter Garden, FL Market Trend for Lots/Land
Median List Price
The median list price of lots/land in Winter Garden, FL, was $449,000 in June 2026, compared to $687,500 in June 2025.
Winter Garden, FL Market Trend for Commercial
Median List Price
The median list price of commercial in Winter Garden, FL, was $649,500 in June 2026, compared to $769,000 in June 2025.
Winter Garden, FL Housing Market Analysis
There are currently 742 homes listed for sale in Winter Garden, FL, an increase of 34.18% compared to 2025. With inventory tight relative to sales volume, sellers are in a strong position. The median asking price is $768,139 (down 0.03% year-over-year), and the average price per square foot is $257 compared to $258 in 2025. Properties spend an average of 123 days on the market before going under contract.