In August 2026, the median home sale price in Winter Haven, FL was $284,990, with homes selling in an average of 90 days — slower than the 76-day average last year, suggesting buyers have more negotiating room. A total of 1925 homes sold in this period, down from 2058 last year.
The median list price of condos/co-ops in Winter Haven, FL, was $169,000 in August 2026, compared to $152,500 in August 2025.
Winter Haven, FL Market Trend for Lots/Land
Median List Price
The median list price of lots/land in Winter Haven, FL, was $150,000 in August 2026, compared to $169,000 in August 2025.
Winter Haven, FL Market Trend for Commercial
Median List Price
The median list price of commercial in Winter Haven, FL, was $524,900 in August 2026, compared to $349,900 in August 2025.
Winter Haven, FL Housing Market Analysis
There are currently 945 homes listed for sale in Winter Haven, FL, an increase of 38.56% compared to 2025. With inventory tight relative to sales volume, sellers are in a strong position. The median asking price is $327,144 (up 0.01% year-over-year), and the average price per square foot is $170 compared to $164 in 2025. Properties spend an average of 148 days on the market before going under contract.
