In October 2026, the median home sale price in Winter Haven (33881), FL was $270,000, 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 569 homes sold in this period, up from 545 last year — a sign of an active market.
The median list price of condos/co-ops in Winter Haven (33881), FL, was $144,950 in October 2026, compared to $154,500 in October 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 $202,750 in October 2026, compared to $240,000 in October 2025.
Winter Haven (33881), FL Market Trend for Commercial
Median List Price
The median list price of commercial in Winter Haven (33881), FL, was $749,000 in October 2026, compared to $424,900 in October 2025.
Winter Haven (33881), FL Housing Market Analysis
There are currently 307 homes listed for sale in Winter Haven (33881), FL, an increase of 54.27% compared to 2025. With inventory tight relative to sales volume, sellers are in a strong position. The median asking price is $318,922 (up 12.80% year-over-year), and the average price per square foot is $163 compared to $157 in 2025. Properties spend an average of 134 days on the market before going under contract.
