In August 2026, the median home sale price in Windermere, FL was $837,450, with homes selling in an average of 68 days — slower than the 66-day average last year, suggesting buyers have more negotiating room. A total of 664 homes sold in this period, up from 645 last year — a sign of an active market.
The median list price of Windermere, FL, was $1,097,000 in August 2026, compared to $995,000 in August 2025.
Windermere, FL Market Trend for Houses
Median List Price
The median list price of houses in Windermere, FL, was $1,305,741 in August 2026, compared to $1,125,970 in August 2025.
Windermere, FL Market Trend for Condos / Townhouses / Penthouses
Median List Price
The median list price of condos/co-ops in Windermere, FL, was $410,000 in August 2026, compared to $381,900 in August 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 August 2026, compared to $2,112,500 in August 2025.
Windermere, FL Market Trend for Commercial
Median List Price
The median list price of commercial in Windermere, FL, was $900,000 in August 2026, compared to $0 in August 2025.
Windermere, FL Housing Market Analysis
There are currently 262 homes listed for sale in Windermere, FL, an increase of 25.36% compared to 2025. With inventory tight relative to sales volume, sellers are in a strong position. The median asking price is $2,302,821 (up 47.05% year-over-year), and the average price per square foot is $347 compared to $298 in 2025. Properties spend an average of 116 days on the market before going under contract.
