Isleworth Homes with Pond Frontage

Isleworth Homes with Pond Frontage

Welcome to Isleworth, a premier subdivision nestled in the picturesque city of Windermere, Florida, located in the heart of Orange County. This exclusive community is renowned for its luxurious homes, stunning landscapes, and a lifestyle that seamlessly blends elegance with tranquility.

Isleworth boasts an array of exquisite residences, many of which feature breathtaking pond frontage. Imagine waking up to the gentle sounds of nature and the serene views of glistening waters right outside your window. These homes are designed for those who appreciate the finer things in life, offering spacious layouts, high-end finishes, and private outdoor spaces perfect for entertaining or simply enjoying the peaceful surroundings.

Beyond the stunning properties, Isleworth is a community that promotes an active and social lifestyle. Residents have access to world-class amenities, including a championship golf course, a state-of-the-art fitness center, and luxurious clubhouse facilities. The community's commitment to maintaining its natural beauty ensures that outdoor enthusiasts can enjoy walking trails, scenic parks, and the calming presence of the ponds that dot the landscape.

Isleworth is ideally located near the vibrant attractions of Windermere, with its charming boutiques, gourmet dining, and top-rated schools. With easy access to major highways, residents can quickly reach the excitement of Orlando while still enjoying the serene suburban atmosphere that Isleworth provides.

If you’re seeking a home that offers both luxury and a connection to nature, look no further than Isleworth. Here, every day feels like a retreat, and the beauty of pond-front living awaits you!

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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