Isleworth Homes with Tennis Court(s) Amenities

Isleworth Homes with Tennis Court(s) Amenities

Welcome to Isleworth, a luxurious and exclusive subdivision nestled in the heart of Windermere, Florida, within Orange County. This picturesque community is renowned for its stunning landscapes, meticulously designed homes, and world-class amenities, making it a haven for those seeking an upscale lifestyle.

Isleworth is not just a place to live; it’s a lifestyle choice. The neighborhood boasts beautiful, custom-built homes that reflect sophistication and elegance, many of which feature private tennis courts. Imagine stepping out of your backyard onto your own pristine court, where you can practice your serve or enjoy friendly matches with family and friends. The availability of tennis courts within the community adds a unique charm and encourages an active lifestyle, making it perfect for sports enthusiasts and families alike.

Beyond the courts, Isleworth offers a plethora of amenities designed to enhance your living experience. Residents enjoy access to a private golf course, a state-of-the-art fitness center, and a luxurious clubhouse that hosts numerous social events throughout the year. With its serene surroundings and a strong sense of community, Isleworth is the ideal place for those who appreciate both tranquility and vibrancy.

Whether you are an avid tennis player or simply someone who cherishes the finer things in life, Isleworth in Windermere is the perfect place to call home. Discover the beauty of this enchanting community and experience the unmatched lifestyle it has to offer. Your dream home awaits!

Newest Isleworth Homes with Tennis Court(s) 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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