Windermere Homes with Racquetball Community Features

Windermere Homes with Racquetball Community Features

Welcome to Windermere, Florida—a picturesque gem nestled in Orange County that perfectly blends small-town charm with modern convenience. Known for its stunning lakes, lush landscapes, and vibrant community spirit, Windermere offers a serene escape just minutes from the bustling heart of Orlando. With its tree-lined streets and friendly atmosphere, this quaint town is not just a place to live; it’s a lifestyle.

For those seeking an active lifestyle, Windermere boasts homes within racquetball communities, catering to both enthusiasts and casual players alike. Imagine waking up in a beautiful home, stepping outside to engage in a friendly match with neighbors, or enjoying the camaraderie of fellow residents in a lively game. These communities are designed to foster connections and promote wellness through recreational activities.

The homes in Windermere are as diverse as its residents, featuring stunning architecture, spacious layouts, and modern amenities. Many properties offer breathtaking views of the surrounding lakes and parks, providing a perfect backdrop for your daily life. With a strong emphasis on community, residents often come together for events, fostering a sense of belonging that is hard to find elsewhere.

Windermere is not just about beautiful homes; it’s about creating lasting memories in a community that feels like family. Whether you’re exploring the local parks, dining at charming eateries, or enjoying a game of racquetball, you’ll find that Windermere is a place where every day feels like a vacation. Come discover the magic of Windermere—your dream home awaits!

Newest Windermere Homes with Racquetball Community Features

$6,000,000
7 Beds 7 Baths Isleworth SubDv. 34786 Zip Code
Newly renovated, this private Isleworth residence offers a rare balance of architectural authority, thoughtful design, and quiet indulgence. Spanning approximately 8,000 square feet, the home unfolds with intention. Rich walnut cabinetry and wood detailing create warmth and continuity throughout, while the fireplace and wine cellar anchor the living spaces with understated elegance. Every room feels deliberate, refined, and composed. The kitchen is a statement of both form and performance; finished with Taj Mahal quartzite countertops, a 60-inch Wolf gas cooktop, Dacor refrigerator and freezer, two warming drawers, a steam oven, and a discreet hidden pantry designed for seamless entertaining. Dual dishwashers and two laundry areas support effortless daily living behind the scenes. Designed for both privacy and flexibility, the home features six bedrooms, a dedicated office, a bonus room with a closet suitable as an additional bedroom, and an elevator for ease across levels. Bathrooms are equally considered, with five full and 2 half baths, all executed with a calm, modern sensibility. Outdoors, the residence enjoys full privacy and tranquil pond views, complemented by a gas-heated pool and jacuzzi, and summer kitchen; a serene backdrop for both quiet mornings and refined gatherings. Mechanically, the home has been comprehensively updated with four new A/C units (2025), two tankless water heaters, and recently replaced garage doors and motors, ensuring modern efficiency beneath the elegance. It is a residence restored with intention, where discretion, craftsmanship, and comfort converge. Private showings are easily accommodated, including same-day requests. Some photos (4 rooms on the second floor) have been virtually staged.

9725 Chestnut Ridge Drive, Windermere

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