In October 2026, the median home sale price in Windermere, FL was $820,000, with homes selling in an average of 68 days — faster than the 69-day average last year, indicating stronger demand. A total of 661 homes sold in this period, up from 643 last year — a sign of an active market.
The median list price of Windermere, FL, was $1,140,000 in October 2026, compared to $934,900 in October 2025.
Windermere, FL Market Trend for Houses
Median List Price
The median list price of houses in Windermere, FL, was $1,488,000 in October 2026, compared to $1,125,970 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 $378,950 in October 2025.
Windermere, FL Market Trend for Lots/Land
Median List Price
The median list price of lots/land in Windermere, FL, was $1,374,500 in October 2026, compared to $1,275,000 in October 2025.
Windermere, FL Market Trend for Commercial
Median List Price
The median list price of commercial in Windermere, FL, was $900,000 in October 2026, compared to $900,000 in October 2025.
Windermere, FL Housing Market Analysis
There are currently 238 homes listed for sale in Windermere, FL, an increase of 27.27% compared to 2025. With inventory tight relative to sales volume, sellers are in a strong position. The median asking price is $2,447,788 (up 62.13% year-over-year), and the average price per square foot is $348 compared to $293 in 2025. Properties spend an average of 122 days on the market before going under contract.
