Isleworth Homes with Pickleball Court(s) Amenities

Isleworth Homes with Pickleball Court(s) Amenities

Welcome to Isleworth, an exclusive and enchanting subdivision nestled in the heart of Windermere, Florida. This prestigious community, located in Orange County, is renowned for its luxurious homes, stunning landscapes, and a lifestyle that perfectly blends elegance and leisure. Isleworth is not just a neighborhood; it's a sanctuary where families thrive and friendships blossom amidst the backdrop of Florida's natural beauty.

One of the standout features of Isleworth is its commitment to fostering an active lifestyle, highlighted by the availability of homes equipped with pickleball courts. This rapidly growing sport combines elements of tennis, badminton, and table tennis, making it a favorite for residents of all ages. Imagine stepping out of your beautifully designed home to enjoy a friendly match with neighbors or hosting lively gatherings on your private court. The pickleball amenities in Isleworth not only promote health and wellness but also create a vibrant community atmosphere where connections are formed and memories are made.

The homes in Isleworth are nothing short of spectacular, boasting exquisite architectural designs, spacious layouts, and lush outdoor spaces that invite relaxation and enjoyment. With the stunning backdrop of serene lakes and rolling hills, each residence is a testament to luxury living. Additionally, the community’s prime location offers easy access to Windermere's charming boutiques, gourmet dining, and top-rated schools, ensuring that everything you need is just a stone's throw away.

Experience the unparalleled lifestyle that Isleworth has to offer—where luxury meets leisure, and every day feels like a vacation. Come and discover your dream home in this idyllic community today!

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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