Isleworth Homes with Pond Frontage

Isleworth Homes with Pond Frontage

Welcome to Isleworth, a premier subdivision nestled in the heart of Windermere, Florida, where luxury living meets serene natural beauty. This exclusive community is renowned for its stunning homes and picturesque landscapes, making it a coveted destination for those seeking a tranquil yet upscale lifestyle.

Isleworth boasts an array of exquisite residences, many of which feature enchanting pond frontage. Imagine waking up each morning to the soothing sounds of water lapping against the shore, with breathtaking views right outside your window. These homes are designed to harmonize with the surrounding environment, offering residents a unique blend of elegance and comfort.

In addition to the stunning architecture, Isleworth is known for its world-class amenities. Residents enjoy access to a private golf course, a state-of-the-art fitness center, and beautifully landscaped parks, all within a secure and gated environment. The community fosters a sense of camaraderie, making it easy to connect with neighbors and cultivate lasting friendships.

Located in Orange County, Isleworth is just a stone's throw away from the vibrant offerings of Windermere, including charming boutiques, gourmet dining, and top-rated schools. The area is also conveniently situated near major highways, providing easy access to the bustling city of Orlando and its attractions.

Whether you are looking for a peaceful retreat or a vibrant community, Isleworth offers the perfect blend of luxury, convenience, and natural beauty. Discover your dream home with pond frontage in this exquisite enclave and experience the unparalleled lifestyle that awaits you in Isleworth.

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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