Isleworth Homes with Pond Frontage

Isleworth Homes with Pond Frontage

Welcome to Isleworth, an enchanting subdivision nestled in the heart of Windermere, Florida, within the picturesque Orange County. This exclusive community is renowned for its luxurious homes, serene landscapes, and a lifestyle that embodies the essence of Florida living. Isleworth offers a unique blend of elegance and tranquility, making it a coveted destination for those seeking a refined yet relaxed atmosphere.

One of the standout features of Isleworth is its stunning homes with pond frontage. Imagine waking up to the gentle sounds of water lapping against the shore, with breathtaking views right from your backyard. These properties not only offer a private oasis but also create an inviting space for entertaining family and friends. The lush greenery and vibrant wildlife surrounding the ponds enhance the natural beauty of the area, providing a serene backdrop for your daily life.

Isleworth is more than just a neighborhood; it’s a community where neighbors become friends and every day feels like a vacation. Residents enjoy access to world-class amenities, including golf courses, fitness centers, and clubhouses, all designed to promote a vibrant, active lifestyle. The proximity to Windermere's charming downtown area, with its boutique shops and delightful dining options, ensures that everything you need is just a stone's throw away.

Whether you’re looking for a family home, a vacation retreat, or an investment property, Isleworth’s pond-front homes offer the perfect combination of luxury, comfort, and natural beauty. Come experience the magic of 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

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