In October 2026, the median home sale price in Winter Garden, FL was $599,999, with homes selling in an average of 65 days — faster than the 68-day average last year, indicating stronger demand. A total of 1929 homes sold in this period, down from 1959 last year.
The median list price of condos/co-ops in Winter Garden, FL, was $429,445 in October 2026, compared to $437,540 in October 2025.
Winter Garden, FL Market Trend for Lots/Land
Median List Price
The median list price of lots/land in Winter Garden, FL, was $719,450 in October 2026, compared to $799,900 in October 2025.
Winter Garden, FL Market Trend for Commercial
Median List Price
The median list price of commercial in Winter Garden, FL, was $559,500 in October 2026, compared to $989,000 in October 2025.
Winter Garden, FL Housing Market Analysis
There are currently 747 homes listed for sale in Winter Garden, FL, an increase of 40.94% compared to 2025. With inventory tight relative to sales volume, sellers are in a strong position. The median asking price is $745,656 (down 3.03% year-over-year), and the average price per square foot is $259 compared to $254 in 2025. Properties spend an average of 122 days on the market before going under contract.
