In June 2026, the median home sale price in Winter Haven, FL was $285,000, with homes selling in an average of 89 days — slower than the 73-day average last year, suggesting buyers have more negotiating room. A total of 1939 homes sold in this period, down from 2101 last year.
The median list price of condos/co-ops in Winter Haven, FL, was $154,900 in June 2026, compared to $152,500 in June 2025.
Winter Haven, FL Market Trend for Lots/Land
Median List Price
The median list price of lots/land in Winter Haven, FL, was $169,000 in June 2026, compared to $182,450 in June 2025.
Winter Haven, FL Market Trend for Commercial
Median List Price
The median list price of commercial in Winter Haven, FL, was $506,889 in June 2026, compared to $499,900 in June 2025.
Winter Haven, FL Housing Market Analysis
There are currently 920 homes listed for sale in Winter Haven, FL, an increase of 27.25% compared to 2025. With inventory tight relative to sales volume, sellers are in a strong position. The median asking price is $337,584 (up 3.03% year-over-year), and the average price per square foot is $170 compared to $163 in 2025. Properties spend an average of 144 days on the market before going under contract.
