Find Your Dream Home in Windermere: Discover Exclusive Real Estate Listings for Sale
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What is the housing market like in Windermere today? In June 2025, Windermere home prices were down 47.7% compared to last year, selling for a median price of $1.0M. On average, homes in Windermere sell after 80 days on the market compared to 44 days last year. There were 7 homes sold in June this year, up from 5 last year.
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Your Guide To
Windermere, FL, is a sought-after town in Orange County known for its upscale living, scenic lake views, and peaceful neighborhoods. Perfect for families, professionals, and retirees, Windermere offers a wide range of single-family homes for sale, from charming residences to spacious modern builds.
With top-rated schools, lush parks, and easy access to Orlando’s attractions, Windermere combines elegance with everyday convenience. Whether you're relocating or upgrading, explore the best Windermere single-family homes in Toni Cafferty’s map-based homebuyer guide.
Windermere offers scenic lake views, top-rated schools, and a quiet, upscale atmosphere—ideal for families, retirees, and professionals seeking high-quality single-family homes for sale near Orlando.
Prices for single-family homes in Windermere generally range from $600,000 to over $3 million, depending on location, size, and features such as lake access or gated community amenities.
Yes, Windermere is home to several gated communities like Keene’s Pointe and Isleworth, offering luxury single-family homes with enhanced privacy and resort-style amenities.
Most Windermere homes fall under the Orange County Public Schools system, known for its highly rated elementary, middle, and high schools, making the area appealing for families.
Yes, Windermere is considered one of the safest towns in Orange County, with a low crime rate and a strong sense of community, making it ideal for raising a family.
Many Windermere homes feature amenities like private pools, lakefront docks, large yards, and access to golf courses, parks, and community centers.
Windermere is just 20–30 minutes from downtown Orlando and major attractions like Disney World and Universal Studios, offering both convenience and suburban serenity.
Absolutely. Windermere is famous for its lakefront living, especially around the Butler Chain of Lakes, where buyers can find stunning single-family homes with private docks and water access.
You’ll find a mix of Mediterranean, modern, traditional, and custom estate-style homes throughout Windermere, reflecting the area’s upscale and diverse character.
Windermere, located in Orange County, FL, is a premier destination for single family homes for sale thanks to its upscale neighborhoods and easy access to downtown Orlando. Just 14 miles southwest of the city, Windermere offers convenient access to State Road 429 and the Florida Turnpike—making it ideal for families seeking luxurious yet accessible living.
Steeped in charm and rich history, Windermere’s neighborhoods feature elegant single-family homes that blend historic character with modern living. The area’s heritage adds unique value to the local real estate market.
From casual cafes to upscale dining spots like The Vineyard Wine Bar and The Whiskey, Windermere caters to a refined lifestyle. Residents of single family homes enjoy easy access to a range of local culinary experiences just minutes from their doorstep.
Families purchasing single-family homes in Windermere benefit from access to top-rated public and private schools. The area is known for its strong academic performance and commitment to educational excellence, making it an ideal location for raising children.
Windermere is renowned for its wide selection of single-family homes, ranging from custom estates to modern, move-in-ready homes. Even the smaller homes offer a sense of luxury and are located in well-maintained neighborhoods. For buyers searching for Windermere single family homes for sale, the town provides a perfect mix of privacy, elegance, and long-term value.
While Windermere is primarily a car-friendly community, it also offers access to public transportation via Lynx bus services and the SunRail commuter line. Many single-family neighborhoods are near bike trails, enhancing the area's active and family-friendly appeal.
With a warm, subtropical climate, Windermere supports year-round outdoor living. Residents of single family homes for sale in Windermere can enjoy boating, golfing, and gardening thanks to the area's mild winters and sunny days.
Residents of Windermere single family homes enjoy access to parks, cultural centers, and outdoor recreation. Popular destinations like the Butler Chain of Lakes and Windermere Parks offer year-round activities for families and nature lovers.
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