In October 2026, the median home sale price in Winter Haven, FL was $284,995, with homes selling in an average of 86 days — slower than the 16-day average last year, suggesting buyers have more negotiating room. A total of 134 homes sold in this period, up from 1 last year — a sign of an active market.
The median list price of condos/co-ops in Winter Haven, FL, was $172,500 in October 2026, compared to $109,500 in October 2025.
Winter Haven, FL Market Trend for Lots/Land
Median List Price
The median list price of lots/land in Winter Haven, FL, was $137,400 in October 2026, compared to $94,900 in October 2025.
Winter Haven, FL Market Trend for Commercial
Median List Price
The median list price of commercial in Winter Haven, FL, was $700,000 in October 2026, compared to $265,000 in October 2025.
Winter Haven, FL Housing Market Analysis
There are currently 529 homes listed for sale in Winter Haven, FL, an increase of 1292.11% compared to 2025. With more homes on the market than are selling each month, buyers may find more options and room to negotiate. The median asking price is $316,454 (up 28.70% year-over-year), and the average price per square foot is $170 compared to $165 in 2025. Properties spend an average of 108 days on the market before going under contract.
