In July 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 74-day average last year, suggesting buyers have more negotiating room. A total of 1959 homes sold in this period, down from 2086 last year.
The median list price of condos/co-ops in Winter Haven, FL, was $167,000 in July 2026, compared to $144,750 in July 2025.
Winter Haven, FL Market Trend for Lots/Land
Median List Price
The median list price of lots/land in Winter Haven, FL, was $159,500 in July 2026, compared to $169,000 in July 2025.
Winter Haven, FL Market Trend for Commercial
Median List Price
The median list price of commercial in Winter Haven, FL, was $592,944 in July 2026, compared to $503,394 in July 2025.
Winter Haven, FL Housing Market Analysis
There are currently 909 homes listed for sale in Winter Haven, FL, an increase of 33.09% compared to 2025. With inventory tight relative to sales volume, sellers are in a strong position. The median asking price is $328,384 (down 0.35% year-over-year), and the average price per square foot is $170 compared to $163 in 2025. Properties spend an average of 147 days on the market before going under contract.