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 enchanting community is not just a place to live; it's a lifestyle defined by luxury, comfort, and a strong sense of community. Isleworth boasts an array of stunning homes, each designed to offer the perfect blend of elegance and modern living. With spacious floor plans, lush landscaping, and breathtaking views, these residences are a true reflection of Florida's charm.

One of the standout features of Isleworth is its commitment to an active and vibrant lifestyle. Residents enjoy access to a fantastic racquetball community, where fitness enthusiasts can engage in friendly matches and hone their skills. This amenity not only promotes health and wellness but also fosters camaraderie among neighbors, creating lasting friendships that enhance the community spirit.

Isleworth is conveniently located near top-rated schools, upscale shopping, and fine dining options, making it an ideal choice for families and professionals alike. The serene surroundings and beautifully manicured landscapes provide a tranquil escape from the hustle and bustle of city life, while still being just a short drive away from the attractions of Orlando.

Whether you’re seeking a serene retreat or an active lifestyle, Isleworth has it all. Discover the perfect home in this captivating community, where luxury meets leisure, and every day feels like a vacation. Come and experience the charm of Isleworth—your dream home awaits!

Newest Isleworth Homes with Racquetball Community Features

9725 Chestnut Ridge Drive, Windermere
$5,975,000
7 Beds ⋅ 7 Baths ⋅ Isleworth SubDv. ⋅ 34786 Zip Code
Virtually Staged. 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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