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 upscale community is not just a place to live; it’s a lifestyle choice that embodies luxury, comfort, and an active way of life.

Isleworth is renowned for its stunning homes, each uniquely designed to reflect the elegance and charm of Florida living. With lush landscaping and scenic views, the community offers a tranquil escape while still being conveniently located near the vibrant attractions of Orlando. Residents enjoy spacious lots and beautifully crafted architecture that seamlessly blends with the natural beauty of the area.

One of the standout features of Isleworth is its exceptional recreational amenities, including a state-of-the-art racquetball facility. Whether you're a seasoned player or just looking to have some fun and stay active, the racquetball courts provide the perfect opportunity for exercise and social interaction. This community fosters a spirit of camaraderie, where neighbors become friends through shared activities and a love for an active lifestyle.

In addition to racquetball, Isleworth boasts a variety of other amenities, including walking trails, a community clubhouse, and swimming pools, ensuring that there’s something for everyone to enjoy. With its close-knit feel and luxurious offerings, Isleworth truly represents the best of Windermere living.

Come discover the charm of Isleworth, where your dream home awaits in a community designed for both relaxation and recreation!

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

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