In October 2026, the median home sale price in Winter Haven, FL was $282,326, with homes selling in an average of 90 days — slower than the 78-day average last year, suggesting buyers have more negotiating room. A total of 1966 homes sold in this period, down from 2035 last year.
The median list price of condos/co-ops in Winter Haven, FL, was $150,000 in October 2026, compared to $157,450 in October 2025.
Winter Haven, FL Market Trend for Lots/Land
Median List Price
The median list price of lots/land in Winter Haven, FL, was $179,000 in October 2026, compared to $190,000 in October 2025.
Winter Haven, FL Market Trend for Commercial
Median List Price
The median list price of commercial in Winter Haven, FL, was $629,000 in October 2026, compared to $457,465 in October 2025.
Winter Haven, FL Housing Market Analysis
There are currently 910 homes listed for sale in Winter Haven, FL, an increase of 31.88% compared to 2025. With inventory tight relative to sales volume, sellers are in a strong position. The median asking price is $335,009 (up 3.06% year-over-year), and the average price per square foot is $169 compared to $163 in 2025. Properties spend an average of 152 days on the market before going under contract.
