In October 2026, the median home sale price in Winter Haven (33884), FL was $299,183, with homes selling in an average of 92 days — slower than the 78-day average last year, suggesting buyers have more negotiating room. A total of 937 homes sold in this period, down from 1022 last year.
The median list price of condos/co-ops in Winter Haven (33884), FL, was $172,500 in October 2026, compared to $159,900 in October 2025.
Winter Haven (33884), FL Market Trend for Lots/Land
Median List Price
The median list price of lots/land in Winter Haven (33884), FL, was $311,250 in October 2026, compared to $299,900 in October 2025.
Winter Haven (33884), FL Market Trend for Commercial
Median List Price
The median list price of commercial in Winter Haven (33884), FL, was $1,220,000 in October 2026, compared to $800,000 in October 2025.
Winter Haven (33884), FL Housing Market Analysis
There are currently 361 homes listed for sale in Winter Haven (33884), FL, an increase of 9.06% compared to 2025. With inventory tight relative to sales volume, sellers are in a strong position. The median asking price is $347,963 (up 2.00% year-over-year), and the average price per square foot is $172 compared to $164 in 2025. Properties spend an average of 146 days on the market before going under contract.