Isleworth Homes with Racquetball Community Features

Isleworth Homes with Racquetball Community Features

Welcome to Isleworth, a stunning subdivision nestled in the heart of Windermere, Florida, within the picturesque Orange County. This exclusive community is renowned for its luxurious homes and exceptional amenities, making it a coveted destination for those seeking an upscale lifestyle in a serene environment.

Isleworth is a haven for outdoor enthusiasts and active families. One of its standout features is the impressive racquetball community, where residents can engage in friendly matches or hone their skills. The racquetball courts are designed for both seasoned players and newcomers, fostering a sense of camaraderie among neighbors while promoting a healthy, active lifestyle.

The homes in Isleworth are nothing short of magnificent, showcasing a blend of modern elegance and timeless design. Each property is thoughtfully crafted, offering spacious layouts, high-end finishes, and breathtaking views of the lush surroundings. With meticulously landscaped yards and access to winding trails, residents can enjoy the beauty of nature right at their doorstep.

In addition to the racquetball facilities, Isleworth boasts a range of community amenities, including a sparkling swimming pool, fitness center, and social gathering spaces that encourage community engagement. The subdivision’s prime location provides easy access to local parks, shopping centers, and top-rated schools, ensuring that everything you need is just a stone’s throw away.

Whether you’re looking for a vibrant community to raise a family or a quiet retreat to enjoy your golden years, Isleworth offers the perfect blend of luxury, leisure, and location. Come experience the charm and elegance of Isleworth, where every day feels like a vacation.

Newest Isleworth Homes with Racquetball Community Features

$5,975,000
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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