In September 2026, the median home sale price in Windermere, FL was $825,000, with homes selling in an average of 67 days — faster than the 68-day average last year, indicating stronger demand. A total of 663 homes sold in this period, up from 639 last year — a sign of an active market.
The median list price of Windermere, FL, was $1,094,500 in September 2026, compared to $949,000 in September 2025.
Windermere, FL Market Trend for Houses
Median List Price
The median list price of houses in Windermere, FL, was $1,470,000 in September 2026, compared to $1,112,922 in September 2025.
Windermere, FL Market Trend for Condos / Townhouses / Penthouses
Median List Price
The median list price of condos/co-ops in Windermere, FL, was $415,000 in September 2026, compared to $377,900 in September 2025.
Windermere, FL Market Trend for Lots/Land
Median List Price
The median list price of lots/land in Windermere, FL, was $1,100,000 in September 2026, compared to $1,137,500 in September 2025.
Windermere, FL Market Trend for Commercial
Median List Price
The median list price of commercial in Windermere, FL, was $900,000 in September 2026, compared to $900,000 in September 2025.
Windermere, FL Housing Market Analysis
There are currently 244 homes listed for sale in Windermere, FL, an increase of 27.75% compared to 2025. With inventory tight relative to sales volume, sellers are in a strong position. The median asking price is $2,253,298 (up 48.13% year-over-year), and the average price per square foot is $341 compared to $296 in 2025. Properties spend an average of 119 days on the market before going under contract.
