Isleworth Homes with Pond Frontage

Isleworth Homes with Pond Frontage

Welcome to Isleworth, a prestigious subdivision nestled in the heart of Windermere, Florida, within the scenic Orange County. Renowned for its luxurious lifestyle and exquisite homes, Isleworth is a coveted community that offers an unparalleled living experience.

As you explore this enchanting neighborhood, you'll discover a collection of stunning residences, many of which boast serene pond frontage. Imagine waking up each morning to the gentle sounds of nature, with picturesque views right outside your window. These homes are designed to harmonize with their surroundings, featuring expansive windows and outdoor living spaces that invite the beauty of the outdoors in.

Isleworth is not just about beautiful homes; it’s a lifestyle. The community is well-known for its world-class amenities, including a private golf course, a state-of-the-art fitness center, and a luxurious clubhouse. For those who enjoy outdoor activities, the lush landscapes and tranquil ponds provide the perfect backdrop for leisurely strolls, morning jogs, or simply unwinding with a good book by the water.

Families will appreciate the area's top-rated schools and the sense of community that Isleworth fosters. With a variety of events and gatherings, residents can easily connect with neighbors and build lasting friendships.

Whether you’re seeking a serene retreat or an active lifestyle, Isleworth offers the perfect blend of luxury, tranquility, and community spirit. Come and experience the charm of pond-front living in this exceptional Windermere neighborhood—your dream home awaits!

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. 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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