In August 2026, the median home sale price in Winter Garden, FL was $595,000, with homes selling in an average of 66 days — faster than the 67-day average last year, indicating stronger demand. A total of 1885 homes sold in this period, down from 2008 last year.
The median list price of condos/co-ops in Winter Garden, FL, was $419,950 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 $499,950 in August 2026, compared to $887,450 in August 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 August 2026, compared to $500,000 in August 2025.
Winter Garden, FL Housing Market Analysis
There are currently 752 homes listed for sale in Winter Garden, FL, an increase of 33.57% compared to 2025. With inventory tight relative to sales volume, sellers are in a strong position. The median asking price is $755,295 (down 3.78% year-over-year), and the average price per square foot is $259 compared to $256 in 2025. Properties spend an average of 121 days on the market before going under contract.
