Isleworth Homes with Pond Frontage

Isleworth Homes with Pond Frontage

Welcome to Isleworth, an exclusive and enchanting subdivision nestled in the heart of Windermere, Florida. This picturesque community is located within Orange County, renowned for its lush landscapes and serene surroundings. Isleworth is not just a neighborhood; it's a lifestyle defined by luxury, elegance, and natural beauty.

One of the standout features of Isleworth is its stunning homes with pond frontage. Imagine waking up each morning to breathtaking views of tranquil waters, where the gentle sounds of nature greet you at your doorstep. These exquisite residences are thoughtfully designed to blend seamlessly with the landscape, offering spacious layouts and high-end finishes that cater to the most discerning buyers. Each home is a masterpiece, boasting expansive outdoor spaces perfect for entertaining, relaxing, or simply enjoying the serene views.

Living in Isleworth means more than just enjoying beautiful homes; it’s about being part of a vibrant community. Residents have access to a plethora of amenities, including a world-class golf course, state-of-the-art fitness facilities, and lush walking trails that wind through the natural beauty of the area. The community also hosts various events and activities, fostering a strong sense of camaraderie among neighbors.

For those seeking a peaceful retreat while still being close to the excitement of Orlando, Isleworth is the perfect destination. With its stunning pond-front properties and luxurious lifestyle, this subdivision offers an unparalleled living experience that is both charming and sophisticated. Discover the magic of Isleworth today, 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

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