In October 2026, the median home sale price in Winter Haven (33881), FL was $270,000, with homes selling in an average of 88 days — slower than the 86-day average last year, suggesting buyers have more negotiating room. A total of 559 homes sold in this period, up from 517 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 October 2026, compared to $154,750 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 $270,000 in October 2026, compared to $267,500 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 $1,150,000 in October 2026, compared to $499,900 in October 2025.
Winter Haven (33881), FL Housing Market Analysis
There are currently 289 homes listed for sale in Winter Haven (33881), FL, an increase of 49.74% compared to 2025. With inventory tight relative to sales volume, sellers are in a strong position. The median asking price is $334,224 (up 12.91% year-over-year), and the average price per square foot is $163 compared to $157 in 2025. Properties spend an average of 136 days on the market before going under contract.
