Isleworth Homes with Pool Amenities

Isleworth Homes with Pool Amenities

Welcome to Isleworth, an exclusive and picturesque subdivision nestled in the heart of Windermere, Florida. This enchanting community is a hidden gem in Orange County, renowned for its luxurious homes, lush landscapes, and serene surroundings. Isleworth offers a unique blend of elegance and comfort, making it a sought-after destination for those seeking a vibrant yet tranquil lifestyle.

As you explore Isleworth, you’ll discover a collection of stunning residences, many of which boast private pool amenities that redefine outdoor living. Imagine stepping into your backyard oasis, where you can unwind by your sparkling pool, host unforgettable gatherings, or simply bask in the Florida sun. These homes are designed with both style and functionality in mind, featuring spacious layouts, modern finishes, and expansive outdoor spaces that seamlessly blend with the natural beauty of the area.

The community itself is a haven for those who appreciate an active lifestyle, with easy access to scenic walking trails, lush golf courses, and pristine lakes. Isleworth is more than just a neighborhood; it’s a lifestyle choice that offers a perfect balance of leisure and luxury. Families will also appreciate the proximity to top-rated schools, shopping, and dining options, ensuring that every need is met just moments from home.

Whether you’re looking for a serene retreat or a vibrant community, Isleworth in Windermere is the ideal place to call home. Dive into a life of luxury and relaxation, where every day feels like a vacation. Discover your dream home with a pool in Isleworth 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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