Welcome to Windermere, FL
Nestled within Florida’s vibrant Orange County, Windermere epitomizes upscale living with its array of elegant homes and well-manicured landscapes. Established in 1889, this small but prestigious community offers a serene escape from Orlando’s bustling city life while maintaining proximity to urban amenities. With the town covering less than two square miles, Windermere allows residents to enjoy a compact yet rich living experience accentuated by the natural beauty and tranquility of the surrounding lakes.
The area is well-known for its luxurious properties, including the famed Isleworth, a gated community with its own prestigious golf course that attracts a discerning clientele. The exclusivity of Windermere, combined with its architectural diversity, ranging from opulent estate homes to charming lakeside cottages, caters to a variety of lifestyles and budgets. With its strong sense of community and emphasis on privacy, Windermere remains a coveted destination for those seeking an affluent lifestyle in a picturesque setting.
What to Love
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Exclusive communities offer unparalleled luxury and privacy
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Lakes and beautifully maintained green spaces provide a peaceful backdrop for outdoor activities
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Home to top-rated schools, including Windermere Preparatory School
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Proximity to Orlando allows for easy access to city amenities while enjoying the tranquility of a suburban retreat
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High demand for homes and consistent appreciation rates make it a smart investment
Local Lifestyle
Windermere’s lifestyle is defined by its exclusivity and serene environment. Residents enjoy a high degree of seclusion and a close-knit community atmosphere, where luxury and leisure meet against a backdrop of Florida’s natural beauty. The town's compact size ensures that all amenities are just a short drive away, fostering a convenient and comfortable living experience. Whether it's enjoying a day of golf, boating on the numerous lakes, or simply relaxing in a lakeside café, Windermere offers a quality of life that is both enriching and exclusive.
Dining and Shopping
Windermere may be small, but it boasts an impressive selection of dining and shopping options close by that reflect its luxurious lifestyle. Tim’s Wine Market is a favorite among connoisseurs, offering over 700 selections of fine wines. Just next door, the Dixie Cream Cafe offers delightful breakfast and lunch options and has even caught the attention of national celebrities like Rachel Ray. For a unique dining experience, the nearby Yellow Dog East Cafe serves up gourmet dishes in a cozy setting.
Beyond these local favorites, Windermere residents enjoy proximity to Orlando's thriving culinary scene, ensuring that options for fine dining are nearly limitless. Shopping in Windermere and the surrounding areas includes boutique stores, local artisans, and all the retail offerings of a major urban center, making it easy to find anything you might need or desire.
Things to Do and Entertainment
Windermere residents enjoy the great outdoors and engage in community activities. The Beck Brothers Blueberries U-Pick is a popular local attraction, allowing families to pick their own blueberries while enjoying Florida’s sunny weather. The Windermere Recreation Center is another cherished spot, providing residents with walking trails, tennis courts, and picturesque picnic areas.
Culturally, Windermere shines with events like the Windermere Fine Art Festival, which draws artists and art lovers nationwide. This event not only showcases incredible art but also features live entertainment and a variety of food vendors, making it a highlight of the community calendar and a wonderful reflection of Windermere's vibrant local culture.
Schools
Education is a cornerstone of the Windermere community, with local schools like Windermere Preparatory School offering excellent educational opportunities from primary through secondary levels. The schools in the area are known for their commitment to high academic standards and a rich array of extracurricular activities, ensuring that students receive a well-rounded education that prepares them for a bright future.
