Isleworth Homes with Pond Frontage

Isleworth Homes with Pond Frontage

Welcome to Isleworth, a stunning and exclusive subdivision nestled in the heart of Windermere, Florida, within Orange County. Known for its luxurious lifestyle and picturesque surroundings, Isleworth is a premier destination for those seeking elegance and tranquility. This gated community is renowned for its beautifully designed homes, each reflecting the highest standards of craftsmanship and style.

One of the standout features of Isleworth is its enchanting pond frontage. Imagine waking up to serene water views and the gentle sounds of nature right outside your window. Homes in this coveted area offer direct access to shimmering ponds, creating a peaceful oasis for residents. Whether you're sipping your morning coffee on a private patio or enjoying an evening stroll along the water's edge, the beauty of the landscape is sure to inspire relaxation and joy.

Isleworth is not just about breathtaking homes; it also boasts a vibrant community atmosphere. Residents enjoy access to world-class amenities, including a championship golf course, a luxurious clubhouse, and an array of recreational facilities. The neighborhood is conveniently located near top-rated schools, upscale shopping, and fine dining, making it an ideal location for families and professionals alike.

If you’re looking for a home that combines luxury, tranquility, and a strong sense of community, Isleworth in Windermere is a perfect choice. Experience the charm of pond-front living and discover why so many choose to call this exceptional community home. Come explore Isleworth, where your dream home awaits!

Newest Isleworth Homes with Pond Frontage

$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

Start Your Search