In October 2026, the median home sale price in Winter Garden, FL was $599,990, with homes selling in an average of 66 days — faster than the 68-day average last year, indicating stronger demand. A total of 1945 homes sold in this period, up from 1934 last year — a sign of an active market.
The median list price of condos/co-ops in Winter Garden, FL, was $427,450 in October 2026, compared to $439,495 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 $492,500 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 $649,500 in October 2026, compared to $744,500 in October 2025.
Winter Garden, FL Housing Market Analysis
There are currently 714 homes listed for sale in Winter Garden, FL, an increase of 35.74% compared to 2025. With inventory tight relative to sales volume, sellers are in a strong position. The median asking price is $749,231 (down 2.26% year-over-year), and the average price per square foot is $260 compared to $254 in 2025. Properties spend an average of 123 days on the market before going under contract.
