In April 2026, the median home sale price in Winter Haven, FL was $285,000, with homes selling in an average of 87 days — slower than the 69-day average last year, suggesting buyers have more negotiating room. A total of 1961 homes sold in this period, down from 2127 last year.
The median list price of condos/co-ops in Winter Haven, FL, was $142,200 in April 2026, compared to $139,900 in April 2025.
Winter Haven, FL Market Trend for Lots/Land
Median List Price
The median list price of lots/land in Winter Haven, FL, was $225,000 in April 2026, compared to $150,000 in April 2025.
Winter Haven, FL Market Trend for Commercial
Median List Price
The median list price of commercial in Winter Haven, FL, was $419,900 in April 2026, compared to $325,000 in April 2025.
Winter Haven, FL Housing Market Analysis
There are currently 887 homes listed for sale in Winter Haven, FL, an increase of 12.14% compared to 2025. With inventory tight relative to sales volume, sellers are in a strong position. The median asking price is $345,337 (up 2.89% year-over-year), and the average price per square foot is $173 compared to $171 in 2025. Properties spend an average of 153 days on the market before going under contract.