Isleworth Homes with Tennis Court(s) Amenities

Isleworth Homes with Tennis Court(s) Amenities

Welcome to Isleworth, a prestigious and enchanting subdivision nestled in the heart of Windermere, Florida, within Orange County. This exclusive community is renowned for its luxurious homes, stunning landscapes, and an unparalleled lifestyle that caters to both relaxation and recreation.

Isleworth is not just a neighborhood; it’s a sanctuary where elegance meets comfort. With its meticulously designed residences, many of which boast private tennis courts, homeowners can enjoy the perfect blend of sport and leisure right in their backyards. Imagine stepping out onto your own court, basking in the warm Florida sun, and engaging in a friendly match with family or friends. The tennis courts here are more than just amenities; they are a lifestyle choice that promotes health, wellness, and social interaction.

The community is also known for its lush, manicured gardens and scenic views of the surrounding lakes, creating an idyllic backdrop for outdoor activities. Isleworth offers a vibrant community atmosphere, with residents often gathering for social events, neighborhood activities, and friendly matches on the courts.

Beyond the tennis courts, Isleworth is conveniently located near premier shopping, dining, and top-rated schools, making it an ideal place for families and individuals alike. With its blend of luxury living and recreational opportunities, Isleworth is more than just a place to live; it’s a lifestyle to embrace. Discover your dream home in this beautiful community, where every day feels like a vacation.

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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