Isleworth Homes with Pool Amenities

Isleworth Homes with Pool Amenities

Welcome to Isleworth, a prestigious and picturesque subdivision nestled in the heart of Windermere, Florida, within the vibrant Orange County. This exclusive community is renowned for its luxurious homes, stunning landscapes, and an unparalleled lifestyle that combines elegance and comfort. Isleworth is not just a neighborhood; it’s a sanctuary where residents enjoy the perfect blend of sophistication and tranquility.

Each home in Isleworth is a masterpiece, designed with meticulous attention to detail and built to cater to the most discerning tastes. Many properties feature exquisite outdoor spaces, complete with private pools that invite you to unwind and soak up the Florida sunshine. Imagine hosting summer barbecues or enjoying serene evenings by your sparkling pool, surrounded by lush greenery and beautifully manicured gardens.

Beyond the homes themselves, Isleworth offers a wealth of amenities that enhance the living experience. Residents can take advantage of the community's well-maintained walking paths, scenic lakes, and recreational areas, perfect for family outings or leisurely strolls. The allure of Isleworth extends to its proximity to world-class golf courses, fine dining, and shopping, making it a hub for both relaxation and entertainment.

Whether you’re searching for a serene retreat or an active lifestyle, Isleworth in Windermere is the ideal place to call home. With its luxurious homes featuring pool amenities and a vibrant community atmosphere, you’ll find that life in Isleworth is not just about living—it's about thriving. Come discover your dream home in this enchanting subdivision 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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