In August 2026, the median home sale price in Winter Garden, FL was $595,000, with homes selling in an average of 67 days — unchanged from last year. A total of 1898 homes sold in this period, down from 1979 last year.
The median list price of condos/co-ops in Winter Garden, FL, was $419,450 in August 2026, compared to $434,990 in August 2025.
Winter Garden, FL Market Trend for Lots/Land
Median List Price
The median list price of lots/land in Winter Garden, FL, was $449,450 in August 2026, compared to $975,000 in August 2025.
Winter Garden, FL Market Trend for Commercial
Median List Price
The median list price of commercial in Winter Garden, FL, was $500,000 in August 2026, compared to $744,500 in August 2025.
Winter Garden, FL Housing Market Analysis
There are currently 735 homes listed for sale in Winter Garden, FL, an increase of 33.64% compared to 2025. With inventory tight relative to sales volume, sellers are in a strong position. The median asking price is $737,356 (down 6.82% year-over-year), and the average price per square foot is $256 compared to $257 in 2025. Properties spend an average of 121 days on the market before going under contract.