In August 2026, the median home sale price in Winter Haven (33881), FL was $269,950, with homes selling in an average of 90 days — slower than the 86-day average last year, suggesting buyers have more negotiating room. A total of 538 homes sold in this period, up from 522 last year — a sign of an active market.
The median list price of condos/co-ops in Winter Haven (33881), FL, was $150,000 in August 2026, compared to $157,450 in August 2025.
Winter Haven (33881), FL Market Trend for Lots/Land
Median List Price
The median list price of lots/land in Winter Haven (33881), FL, was $199,500 in August 2026, compared to $295,000 in August 2025.
Winter Haven (33881), FL Market Trend for Commercial
Median List Price
The median list price of commercial in Winter Haven (33881), FL, was $850,000 in August 2026, compared to $424,900 in August 2025.
Winter Haven (33881), FL Housing Market Analysis
There are currently 316 homes listed for sale in Winter Haven (33881), FL, an increase of 77.53% compared to 2025. With inventory tight relative to sales volume, sellers are in a strong position. The median asking price is $332,622 (up 9.87% year-over-year), and the average price per square foot is $167 compared to $157 in 2025. Properties spend an average of 134 days on the market before going under contract.
