Isleworth Homes with Pond Frontage

Isleworth Homes with Pond Frontage

Welcome to Isleworth, a premier subdivision nestled in the heart of Windermere, Florida, within the picturesque Orange County. Known for its stunning landscapes and luxurious living, Isleworth is a haven for those seeking a serene lifestyle amidst the beauty of nature. This exclusive community boasts a variety of exquisite homes, many of which feature breathtaking pond frontage, allowing residents to enjoy tranquil water views right from their backyards.

Isleworth is not just a place to live; it’s a lifestyle. With meticulously designed homes that reflect elegance and sophistication, the neighborhood is characterized by lush landscaping, manicured lawns, and a sense of privacy that is hard to find elsewhere. The homes with pond frontage offer a unique opportunity for relaxation and recreation, with serene views that change with the seasons. Imagine sipping your morning coffee while watching the sunrise over the water or hosting gatherings with friends and family on your private patio, all while being surrounded by the soothing sounds of nature.

Beyond the stunning homes, Isleworth offers a wealth of amenities, including access to top-rated golf courses, upscale dining, and boutique shopping. With a strong sense of community and a commitment to excellence, Isleworth is perfect for families, retirees, and anyone seeking a peaceful retreat close to the vibrant culture of Orlando.

Discover your dream home in Isleworth, where luxury meets tranquility, and every day feels like a vacation. Experience the charm of pond-front living and make this extraordinary community your new home today!

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. Some photos have been virtually staged. Private showings are easily accommodated, including same-day requests.

9725 Chestnut Ridge Drive, Windermere

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