Isleworth Homes with Racquetball Community Features

Isleworth Homes with Racquetball Community Features

Welcome to Isleworth, an exquisite subdivision nestled in the heart of Windermere, Florida, within the picturesque Orange County. This exclusive community is not just a place to call home; it’s a lifestyle defined by luxury, comfort, and a vibrant sense of community.

Isleworth is renowned for its stunning homes, many of which boast breathtaking views of the pristine golf course and serene lakes that characterize this beautiful region. Each property is thoughtfully designed, showcasing elegant architecture and high-end finishes that cater to the most discerning buyers. Whether you’re seeking a sprawling estate or a cozy retreat, Isleworth offers a diverse selection of homes to suit your needs.

One of the standout features of Isleworth is its active lifestyle community, which includes a fantastic racquetball facility that caters to both beginners and seasoned players alike. Engage in friendly matches with neighbors or hone your skills in this dynamic sport, all while enjoying the camaraderie that comes with living in such a close-knit community.

In addition to racquetball, Isleworth offers a plethora of amenities, including a state-of-the-art fitness center, swimming pools, and beautifully landscaped parks. The community’s commitment to wellness and recreation makes it an ideal choice for families and individuals looking to embrace an active lifestyle.

With its prime location in Windermere, residents of Isleworth enjoy easy access to top-rated schools, upscale shopping, and fine dining options, all while being surrounded by the natural beauty that Florida has to offer. Discover the charm of Isleworth and make it your new home today!

Newest Isleworth 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

Start Your Search