In September 2026, the median home sale price in Winter Garden, FL was $599,000, with homes selling in an average of 66 days — faster than the 67-day average last year, indicating stronger demand. A total of 1924 homes sold in this period, down from 1962 last year.
The median list price of condos/co-ops in Winter Garden, FL, was $414,950 in September 2026, compared to $435,490 in September 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 September 2026, compared to $887,450 in September 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 September 2026, compared to $500,000 in September 2025.
Winter Garden, FL Housing Market Analysis
There are currently 717 homes listed for sale in Winter Garden, FL, an increase of 33.02% compared to 2025. With inventory tight relative to sales volume, sellers are in a strong position. The median asking price is $743,132 (down 4.22% year-over-year), and the average price per square foot is $257 compared to $255 in 2025. Properties spend an average of 126 days on the market before going under contract.
