In October 2026, the median home sale price in Windermere, FL was $644,900, with homes selling in an average of 65 days — . A total of 41 homes sold in this period.
The median list price of Windermere, FL, was $1,077,000 in October 2026, compared to $809,000 in October 2025.
Windermere, FL Market Trend for Houses
Median List Price
The median list price of houses in Windermere, FL, was $1,357,450 in October 2026, compared to $3,699,000 in October 2025.
Windermere, FL Market Trend for Condos / Townhouses / Penthouses
Median List Price
The median list price of condos/co-ops in Windermere, FL, was $402,500 in October 2026, compared to $359,500 in October 2025.
Windermere, FL Market Trend for Lots/Land
Median List Price
The median list price of lots/land in Windermere, FL, was $2,322,500 in October 2026, compared to $585,000 in October 2025.
Windermere, FL Market Trend for Commercial
Median List Price
The median list price of commercial in Windermere, FL, was $0 in October 2026, compared to $0 in October 2025.
Windermere, FL Housing Market Analysis
There are currently 156 homes listed for sale in Windermere, FL, an increase of 1100.00% 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 $2,267,121 (down 5.55% year-over-year), and the average price per square foot is $340 compared to $322 in 2025. Properties spend an average of 112 days on the market before going under contract.
