DISCOVER WINDERMERE
Windermere is a small, prestigious town in Orange County, located just west of Orlando and part of the Greater Orlando region. With a population around 3,000 residents, Windermere offers a quiet, upscale lakeside feel while still being close to urban amenities. It boasts pristine lakes with sandy bottoms––water sports enthusiasts will delight in the intricate network of canals connecting eight lakes, collectively known as the Butler Chain of Lakes.
$156k
Median Household Income
Income & Demographic Insights
$271k
Average Household Income
$101k
Per Capita Income
• More than 94% of Windermere residents own their homes.
• Educational attainment is high: ~69.7% of adults hold a four-year degree or higher, placing Windermere ahead of national averages.
These income and education levels reflect a community of high purchasing power and sustained demand for premium housing.
Real Estate Market Trends & Housing Data
Current Prices & Trends
In August 2025, the median sale price for homes in Windermere was approximately $1,427,500, down ~20.5% year-over-year.
Homes are averaging about 43 days on market, slightly faster than in previous years.
Recent data also shows a median sold price of $740,000 (June 2025), reflecting a year-over-year decline of ~3.6%.
Median listing prices in 2025 were trending around $1.2 million, down ~8% from the prior year.
Longer-Term Appreciation
Over the past year (2023–2024), Windermere's median prices appreciated ~5.12%.
Over the past 5 years, total appreciation is ~59.5%, averaging ~9.8% per year.
Since 2000, cumulative appreciation has reached ~251.5%, translating to a ~5.16% compounded annual increase.
Inventory & Market Conditions
Market conditions remain competitive in many segments, especially luxury and lakefront homes.
That said, the recent drop in median sale price and increases in days on market suggest the market is softening slightly.
The number of listings is robust, and sellers must set realistic prices to compete.
What Buyers & Investors Should Know
Luxury Still Leads
The highest demand remains in gated, lakefront, and upscale subdivisions such as Isleworth, Lake Butler Sound, Keene's Pointe, and Chaine Du Lac. These areas drive much of Windermere's prestige.
Price Sensitivity Is Rising
Even in Windermere, buyers are more cautious. Overpricing leads to longer market time or price reductions.
LOCATION
Strong Fundamentals
High incomes, limited land, desirable location, and access to Orlando's amenities help stabilize demand.
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