In July 2026, the median home sale price in Winter Garden, FL was $590,000, with homes selling in an average of 66 days — faster than the 67-day average last year, indicating stronger demand. A total of 1897 homes sold in this period, down from 2027 last year.
The median list price of condos/co-ops in Winter Garden, FL, was $419,950 in July 2026, compared to $434,990 in July 2025.
Winter Garden, FL Market Trend for Lots/Land
Median List Price
The median list price of lots/land in Winter Garden, FL, was $550,000 in July 2026, compared to $987,500 in July 2025.
Winter Garden, FL Market Trend for Commercial
Median List Price
The median list price of commercial in Winter Garden, FL, was $457,000 in July 2026, compared to $549,000 in July 2025.
Winter Garden, FL Housing Market Analysis
There are currently 752 homes listed for sale in Winter Garden, FL, an increase of 34.53% compared to 2025. With inventory tight relative to sales volume, sellers are in a strong position. The median asking price is $758,304 (down 3.03% year-over-year), and the average price per square foot is $258 compared to $256 in 2025. Properties spend an average of 117 days on the market before going under contract.