Isleworth Homes with Pond Frontage

Isleworth Homes with Pond Frontage

Welcome to Isleworth, an exquisite subdivision nestled in the heart of Windermere, Florida, within the picturesque Orange County. This luxurious community is renowned for its stunning landscapes, world-class amenities, and a lifestyle that perfectly blends tranquility with opulence.

Isleworth is not just a place to live; it’s a lifestyle choice. As you stroll through the tree-lined streets, you’ll discover beautifully crafted homes that boast architectural elegance and modern comforts. Among the crown jewels of this community are the homes with pond frontage, offering breathtaking views and a serene atmosphere that is hard to match. Imagine waking up each morning to the gentle sounds of water lapping at the shore and the sight of sunrises reflecting off the tranquil waters.

These pond-front properties provide not just a home, but a private retreat where you can unwind and entertain in style. With spacious outdoor areas perfect for gatherings, you can host barbecues or simply enjoy peaceful evenings by the water. The lush landscaping and carefully designed gardens enhance the natural beauty of your surroundings, creating an idyllic backdrop for everyday life.

Isleworth is also conveniently located near top-rated schools, gourmet dining, and upscale shopping, making it the perfect choice for families and professionals alike. With its exclusive ambiance and vibrant community spirit, Isleworth truly represents the pinnacle of luxury living in Windermere. Come experience the charm of pond-front living in this enchanting neighborhood, where every day feels like a vacation.

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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