Isleworth Homes with Pool Amenities

Isleworth Homes with Pool Amenities

Welcome to Isleworth, a prestigious subdivision nestled in the heart of Windermere, Florida, within the vibrant Orange County. Known for its luxurious lifestyle and unparalleled amenities, Isleworth stands as a beacon of elegance and sophistication, attracting discerning homeowners seeking both tranquility and opulence.

Isleworth boasts a stunning array of custom-built homes, each uniquely designed to reflect the individual tastes and lifestyles of its residents. With lush landscaping and manicured lawns, the neighborhood exudes charm and warmth, creating an inviting atmosphere for families and individuals alike. One of the standout features of many homes in this exclusive community is the inclusion of private pools, perfect for those hot Florida days. Imagine lounging by your own serene oasis, soaking up the sun or hosting delightful gatherings with friends and family.

Beyond the beautiful homes and enticing pool amenities, Isleworth offers a lifestyle that is second to none. Residents enjoy access to top-tier golf courses, world-class dining, and a variety of recreational activities, all just moments away. The community is also renowned for its proximity to pristine lakes and outdoor parks, providing endless opportunities for adventure and relaxation.

Whether you’re looking for a luxurious retreat or a vibrant community to call home, Isleworth in Windermere, FL, is the perfect destination. Experience the blend of elegance and comfort that awaits you in this stunning subdivision, where every day feels like a vacation. Come and explore the possibilities of your new life in Isleworth!

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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