In September 2026, the median home sale price in Winter Haven (33881), FL was $269,900, with homes selling in an average of 92 days — slower than the 85-day average last year, suggesting buyers have more negotiating room. A total of 553 homes sold in this period, up from 527 last year — a sign of an active market.
The median list price of condos/co-ops in Winter Haven (33881), FL, was $146,200 in September 2026, compared to $169,700 in September 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 $240,000 in September 2026, compared to $267,500 in September 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 September 2026, compared to $424,900 in September 2025.
Winter Haven (33881), FL Housing Market Analysis
There are currently 300 homes listed for sale in Winter Haven (33881), FL, an increase of 64.84% compared to 2025. With inventory tight relative to sales volume, sellers are in a strong position. The median asking price is $324,414 (up 8.55% year-over-year), and the average price per square foot is $164 compared to $157 in 2025. Properties spend an average of 139 days on the market before going under contract.
