In September 2026, the median home sale price in Winter Haven (33881), FL was $269,450, with homes selling in an average of 91 days — slower than the 86-day average last year, suggesting buyers have more negotiating room. A total of 552 homes sold in this period, up from 525 last year — a sign of an active market.
The median list price of condos/co-ops in Winter Haven (33881), FL, was $147,500 in September 2026, compared to $174,900 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 305 homes listed for sale in Winter Haven (33881), FL, an increase of 65.76% compared to 2025. With inventory tight relative to sales volume, sellers are in a strong position. The median asking price is $325,077 (up 8.86% year-over-year), and the average price per square foot is $164 compared to $157 in 2025. Properties spend an average of 142 days on the market before going under contract.
