Discover exceptional living with homes for sale in Windermere, FL, a picturesque town known for its luxury estates, scenic lakes, and small-town charm. Offering a blend of elegance, outdoor recreation, and convenient access to Orlando’s top attractions, Windermere is one of Central Florida’s most desirable places to call home. With Fernanda Negromonte as your Windermere real estate expert, you’ll receive personalized guidance to find the perfect home in this prestigious community.
Browse our exclusive homes for sale in Windermere, Florida.
The Windermere real estate market remains competitive, with luxury homes continuing to attract buyer interest despite changing market conditions. Over the three months ending in May 2026, the median home sale price was $1,049,372, representing a 9.15% decrease compared to the same period last year. The median price per square foot was $358, down 12.0% year over year, reflecting shifts in pricing across the market.
Market activity has slowed compared to the previous year. Fifteen homes were sold, a 30.1% decrease from the same period last year. Homes are also taking longer to sell, with a median of 63 days on the market, compared to 51 days a year earlier. On average, homes in Windermere receive one offer before selling, indicating continued buyer demand for well-priced properties.
Although prices and sales activity have moderated, Windermere remains one of Central Florida's premier residential communities. Its luxury homes, lakefront properties, and desirable location continue to attract buyers seeking upscale living. Sellers who price their homes competitively can still benefit from steady demand, while buyers may find greater negotiating opportunities than in previous years.
Windermere is an incorporated town in southwest Orange County, Florida, known for its tree-lined streets, historic downtown, and scenic setting among the Butler Chain of Lakes. Located approximately 14 miles southwest of Downtown Orlando, the town offers a quiet residential environment with convenient access to major roadways, employment centers, shopping, dining, and Central Florida attractions.
The Butler Chain of Lakes, a designated Outstanding Florida Water, is one of the area's defining features. Residents enjoy opportunities for boating, fishing, kayaking, paddleboarding, and other water-based recreation. Nearby parks, walking trails, and golf courses provide additional options for outdoor activities throughout the year.
Windermere's historic downtown serves as the heart of the community, featuring local businesses, parks, and gathering spaces. The town hosts several annual community events, including the Windermere Farmers Market, holiday celebrations, and seasonal festivals that bring residents together.
The town is served by Orange County Public Schools, with additional private school options located throughout the surrounding area. Housing in Windermere includes lakefront estates, custom-built homes, gated communities, single-family residences, townhomes, and luxury properties, offering a variety of choices for homebuyers.
With its scenic lakes, outdoor recreation, historic character, and convenient location near Orlando, Windermere continues to be one of Central Florida's most sought-after residential communities.
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