Isleworth Homes with Racquetball Amenities

Isleworth Homes with Racquetball Amenities

Welcome to Isleworth, one of the most prestigious and sought-after subdivisions in Windermere, Florida! Nestled in the heart of Orange County, Isleworth is a luxurious community that offers an unparalleled lifestyle, combining elegance with an abundance of recreational amenities.

Isleworth is renowned for its stunning homes, meticulously designed to blend sophistication with comfort. Each residence is a testament to architectural excellence, featuring spacious layouts, modern finishes, and breathtaking views of the surrounding landscapes. Many homes in this exclusive enclave boast private pools, expansive outdoor living spaces, and lush gardens that create an oasis of tranquility.

For those who appreciate an active lifestyle, Isleworth is a haven for fitness enthusiasts. The community is equipped with top-tier racquetball amenities, allowing residents to engage in friendly matches or hone their skills in a vibrant social setting. This unique feature not only promotes physical well-being but also fosters a sense of camaraderie among neighbors.

Beyond the exceptional homes and recreational facilities, Isleworth is strategically located near the charming town of Windermere. Residents enjoy easy access to a variety of dining, shopping, and entertainment options, along with the natural beauty of nearby lakes and parks. The community’s tranquil atmosphere, paired with its proximity to Orlando’s attractions, makes it a perfect place to call home.

Whether you’re looking for a luxurious retreat or an active lifestyle, Isleworth offers the best of both worlds. Discover the charm of this exceptional community and experience the lifestyle you’ve always dreamed of!

Newest Isleworth Homes with Racquetball Amenities

$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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