Isleworth Homes with Pool View

Isleworth Homes with Pool View

Welcome to Isleworth, a prestigious subdivision nestled in the heart of Windermere, Florida. Known for its luxurious lifestyle and breathtaking landscapes, Isleworth offers a unique blend of elegance and comfort, making it one of the most sought-after communities in Orange County.

As you drive through the tree-lined streets of Isleworth, you’ll be captivated by the stunning Mediterranean-style architecture and meticulously manicured lawns. The community boasts an array of exquisite homes, many of which feature picturesque views of sparkling pools, creating a serene oasis right in your backyard. Imagine sipping your morning coffee while basking in the sunlight, or hosting unforgettable evening gatherings by the shimmering waters of your private pool.

Isleworth is not just about beautiful homes; it’s a lifestyle. Residents enjoy access to world-class amenities, including a private golf course, a state-of-the-art fitness center, and exclusive dining options that cater to every palate. The community's commitment to security and privacy ensures that you can relax and enjoy your surroundings without worry.

With its prime location in Windermere, Isleworth is conveniently situated near top-rated schools, shopping centers, and recreational parks, providing the perfect balance of tranquility and accessibility. Whether you’re looking for a family home or a luxurious retreat, Isleworth offers a vibrant community where every day feels like a vacation.

Discover the charm and elegance of Isleworth today, where your dream home awaits with stunning pool views and unparalleled luxury. Experience the ultimate in Florida living, and let Isleworth welcome you home!

Newest Isleworth Homes with Pool View

$6,000,000
7 Beds 7 Baths O6370294 MLS
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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