Isleworth Homes with Pickleball Court(s) Amenities

Isleworth Homes with Pickleball Court(s) Amenities

Welcome to Isleworth, a premier subdivision nestled in the picturesque town of Windermere, Florida, within Orange County. Known for its luxurious living and stunning landscapes, Isleworth is a haven for those seeking a vibrant community paired with the tranquility of nature. This exclusive neighborhood boasts a variety of exquisite homes, each designed with elegance and comfort in mind, making it the perfect place for families and individuals alike.

One of the standout features of Isleworth is its commitment to fostering an active lifestyle. For those who enjoy the sport of pickleball, you'll be delighted to know that many homes in this community come equipped with private pickleball courts. This exciting amenity allows residents to engage in friendly matches right in their own backyards, promoting both fitness and social interaction. Whether you’re a seasoned player or just starting, the pickleball courts provide the perfect setting for fun and friendly competition.

Beyond the courts, Isleworth offers a wealth of amenities that enhance the living experience. Residents can enjoy beautifully landscaped parks, scenic walking trails, and access to pristine lakes, all while being surrounded by the natural beauty that Windermere is renowned for. Additionally, the community's proximity to top-rated schools, shopping, and dining options makes it an ideal location for families.

Discover the charm of Isleworth, where luxury meets an active lifestyle, and make your dream home a reality in this enchanting Windermere community. Your perfect home with a pickleball court awaits!

Newest Isleworth Homes with Pickleball 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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