Isleworth Homes with Pond Frontage

Isleworth Homes with Pond Frontage

Welcome to Isleworth, a premier subdivision nestled in the picturesque town of Windermere, Florida. This exclusive community is renowned for its luxurious homes and serene surroundings, making it a sought-after destination for those seeking a refined lifestyle in Orange County.

Isleworth boasts an array of stunning residences, many of which feature breathtaking pond frontage. Imagine waking up each morning to the tranquil views of shimmering waters, with the soothing sounds of nature right outside your door. These homes are designed with elegance and comfort in mind, offering spacious layouts, modern amenities, and exquisite finishes that cater to the most discerning tastes.

Living in Isleworth means embracing a lifestyle of leisure and sophistication. The community is surrounded by lush landscapes and meticulously manicured gardens, creating a serene atmosphere that is perfect for relaxation and entertaining. Residents enjoy access to a variety of exclusive amenities, including a world-class golf course, a state-of-the-art fitness center, and a luxurious clubhouse, all within the tranquil embrace of this beautiful neighborhood.

Beyond the gates of Isleworth, Windermere offers an array of recreational opportunities, from charming local shops and fine dining to scenic parks and outdoor activities. With its prime location, residents can easily explore the vibrant attractions of Central Florida while returning to the peaceful sanctuary of their pond-front homes.

Discover the allure of Isleworth, where luxury living meets natural beauty, and find your dream home overlooking the tranquil waters today!

Newest Isleworth Homes with Pond Frontage

$5,975,000
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. Some photos have been virtually staged. Private showings are easily accommodated, including same-day requests.

9725 Chestnut Ridge Drive, Windermere

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