In September 2026, the median home sale price in Winter Haven, FL was $284,490, with homes selling in an average of 91 days — slower than the 77-day average last year, suggesting buyers have more negotiating room. A total of 1941 homes sold in this period, down from 1989 last year.
The median list price of condos/co-ops in Winter Haven, FL, was $154,900 in September 2026, compared to $159,900 in September 2025.
Winter Haven, FL Market Trend for Lots/Land
Median List Price
The median list price of lots/land in Winter Haven, FL, was $177,000 in September 2026, compared to $172,000 in September 2025.
Winter Haven, FL Market Trend for Commercial
Median List Price
The median list price of commercial in Winter Haven, FL, was $750,000 in September 2026, compared to $499,900 in September 2025.
Winter Haven, FL Housing Market Analysis
There are currently 893 homes listed for sale in Winter Haven, FL, an increase of 31.91% compared to 2025. With inventory tight relative to sales volume, sellers are in a strong position. The median asking price is $337,988 (up 4.65% year-over-year), and the average price per square foot is $168 compared to $164 in 2025. Properties spend an average of 113 days on the market before going under contract.
