In June 2026, the median home sale price in Windermere, FL was $835,000, with homes selling in an average of 69 days — slower than the 64-day average last year, suggesting buyers have more negotiating room. A total of 663 homes sold in this period, up from 644 last year — a sign of an active market.
The median list price of Windermere, FL, was $1,170,000 in June 2026, compared to $1,122,346 in June 2025.
Windermere, FL Market Trend for Houses
Median List Price
The median list price of houses in Windermere, FL, was $1,399,500 in June 2026, compared to $1,391,500 in June 2025.
Windermere, FL Market Trend for Condos / Townhouses / Penthouses
Median List Price
The median list price of condos/co-ops in Windermere, FL, was $430,000 in June 2026, compared to $389,999 in June 2025.
Windermere, FL Market Trend for Lots/Land
Median List Price
The median list price of lots/land in Windermere, FL, was $1,200,000 in June 2026, compared to $1,137,500 in June 2025.
Windermere, FL Market Trend for Commercial
Median List Price
The median list price of commercial in Windermere, FL, was $900,000 in June 2026, compared to $0 in June 2025.
Windermere, FL Housing Market Analysis
There are currently 259 homes listed for sale in Windermere, FL, an increase of 22.75% compared to 2025. With inventory tight relative to sales volume, sellers are in a strong position. The median asking price is $2,390,087 (up 39.40% year-over-year), and the average price per square foot is $358 compared to $323 in 2025. Properties spend an average of 104 days on the market before going under contract.