In August 2026, the median home sale price in Winter Haven (33881), FL was $267,950, with homes selling in an average of 91 days — slower than the 85-day average last year, suggesting buyers have more negotiating room. A total of 538 homes sold in this period, down from 561 last year.
The median list price of condos/co-ops in Winter Haven (33881), FL, was $164,450 in August 2026, compared to $152,500 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 $109,000 in August 2026, compared to $190,000 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 $950,000 in August 2026, compared to $349,900 in August 2025.
Winter Haven (33881), FL Housing Market Analysis
There are currently 311 homes listed for sale in Winter Haven (33881), FL, an increase of 64.55% compared to 2025. With inventory tight relative to sales volume, sellers are in a strong position. The median asking price is $323,428 (up 7.42% year-over-year), and the average price per square foot is $169 compared to $157 in 2025. Properties spend an average of 135 days on the market before going under contract.
