Isleworth Homes with Racquetball Community Features

Isleworth Homes with Racquetball Community Features

Welcome to Isleworth, a premier gated community nestled in the heart of Windermere, Florida, within the picturesque Orange County. Isleworth is renowned for its luxurious homes, stunning landscapes, and an unparalleled lifestyle that caters to those who seek both elegance and recreation.

As you enter this exclusive subdivision, you are greeted by beautifully manicured lawns and breathtaking views of the surrounding lakes and golf courses. Isleworth is not just a neighborhood; it’s a vibrant community where neighbors become friends and every day feels like a vacation. The homes here are a testament to exquisite craftsmanship, featuring spacious floor plans, high-end finishes, and private outdoor spaces perfect for entertaining or relaxing in the Florida sun.

One of the standout features of Isleworth is its commitment to an active lifestyle. The community boasts exceptional amenities, including a state-of-the-art racquetball court, allowing residents to engage in friendly matches and stay fit without leaving the neighborhood. Whether you’re a seasoned player or a beginner, the racquetball community fosters a spirit of camaraderie and healthy competition among residents.

In addition to racquetball, Isleworth offers a plethora of recreational facilities, including a clubhouse, swimming pools, and walking trails, ensuring that residents have plenty of options to stay active and social. With its prime location near top-rated schools, shopping, and dining, Isleworth truly embodies the best of Florida living.

Discover the charm and luxury of Isleworth, where your dream home awaits in a community designed for both relaxation and recreation. Embrace the lifestyle you’ve always envisioned!

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. Some photos have been virtually staged. Private showings are easily accommodated, including same-day requests.

9725 Chestnut Ridge Drive, Windermere

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