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. This exclusive community is renowned for its luxurious homes, lush landscapes, and serene pond frontages that create a tranquil oasis for residents. Isleworth offers a harmonious blend of elegance and comfort, making it one of the most sought-after neighborhoods in the area.

As you explore Isleworth, you’ll be captivated by the stunning architecture of the homes, each uniquely designed to reflect sophistication and style. Many of these exquisite residences boast picturesque pond frontage, providing breathtaking views and a peaceful retreat right in your backyard. Imagine waking up to the gentle sounds of nature, sipping your morning coffee while gazing at the shimmering waters, or enjoying peaceful evenings by the pond, surrounded by the beauty of the Florida landscape.

The community is not just about beautiful homes; it also offers a wealth of amenities that cater to an active lifestyle. Residents have access to a private golf course, a state-of-the-art fitness center, and a clubhouse perfect for social gatherings. The surrounding area of Windermere is rich in recreational opportunities, with nearby parks, lakes, and trails for outdoor enthusiasts.

Isleworth is more than just a neighborhood; it’s a lifestyle choice where luxury meets nature. Whether you’re looking for a family home or a serene retreat, the enchanting properties with pond frontage in Isleworth promise a perfect blend of elegance, comfort, and tranquility. Come and discover your dream home in this idyllic setting today!

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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