Isleworth Homes with Pool Amenities

Isleworth Homes with Pool Amenities

Welcome to Isleworth, a prestigious and exclusive subdivision nestled in the heart of Windermere, Florida, within the vibrant Orange County. This stunning community is renowned for its luxurious homes, meticulously manicured landscapes, and a lifestyle that embodies sophistication and relaxation.

Isleworth is more than just a neighborhood; it’s a sanctuary where elegance meets comfort. The homes here are designed with the utmost attention to detail, showcasing exquisite architecture and high-end finishes. Many of these magnificent residences boast private pools, allowing residents to enjoy the Florida sunshine in the privacy of their own backyards. Imagine hosting summer barbecues, lounging by the poolside, or taking a refreshing dip—all just steps from your door.

Beyond the beautiful homes, Isleworth offers a wealth of amenities that enhance its appeal. The community features a private golf course, a state-of-the-art fitness center, and access to serene walking trails, providing ample opportunities for both relaxation and recreation. With a focus on community and connection, residents often gather for social events, fostering lasting friendships and a strong sense of belonging.

Isleworth is also conveniently located near top-rated schools, shopping centers, and dining options, making it an ideal choice for families and professionals alike. Whether you’re looking for a place to unwind or an active lifestyle, Isleworth in Windermere offers a unique blend of luxury, comfort, and community. Come discover your dream home in this enchanting enclave today!

Newest Isleworth Homes with Pool 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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