Isleworth Homes with Golf Course Amenities

Isleworth Homes with Golf Course Amenities

Welcome to Isleworth, a prestigious subdivision nestled in the heart of Windermere, Florida, within the vibrant Orange County. Known for its luxurious lifestyle and breathtaking surroundings, Isleworth offers an unparalleled living experience that seamlessly blends elegance with comfort.

This exclusive community is renowned for its stunning homes, many of which boast direct access to world-class golf course amenities. Imagine waking up each morning to the lush, manicured greens of the Isleworth Golf & Country Club right outside your door. Whether you are an avid golfer or simply appreciate the beauty of a well-designed course, the golf course amenities here elevate everyday living to a new level of sophistication.

Isleworth's homes are designed with meticulous attention to detail, featuring spacious floor plans, high-end finishes, and picturesque views of the golf course and serene lakes. Residents enjoy a lifestyle that includes not only golf but also access to a range of amenities such as a state-of-the-art fitness center, luxurious swimming pools, and exclusive dining options. The community is also known for its commitment to privacy and security, ensuring a tranquil environment for families and individuals alike.

Beyond the gates of Isleworth, you will find a vibrant community with top-rated schools, upscale shopping, and fine dining options just a short drive away. Embrace the charm and elegance of Isleworth, where luxury living meets the beauty of Florida's natural landscape. Come experience the lifestyle you've always dreamed of in this exceptional community!

Newest Isleworth Homes with Golf Course Amenities

$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

$3,200,000
4 Beds 5 Baths Isleworth SubDv. 34786 Zip Code
Discover the effortless blend of luxury, privacy, and modern design in this lovely Gardens of Isleworth villa.  Featuring timeless elegance, this beautiful four-bedroom, four-bathroom custom villa, where every detail has been thoughtfully curated to create a refined sanctuary for everyday living and entertaining. Beyond the stately arched main entry door lies a secluded courtyard oasis—a private retreat centered around a sparkling pool, serene waterfall feature, and generous lounging areas. Whether basking in the sun or relaxing beneath the stars, this outdoor haven sets the tone for the extraordinary spaces within. Designed to embrace indoor-outdoor living, the oversized courtyard welcomes you with a seamless open-plan layout connecting the pool, summer kitchen, and a charming guest cabana. Perfect for hosting or escaping, the cabana offers a private retreat for guests or a peaceful haven for the homeowner. Inside the main residence, a sense of contemporary sophistication flows through the light-filled kitchen, elegant dining room—highlighted by a statement chandelier—and the spacious grand room. French doors throughout invite the outdoors in, offering lush views from nearly every space and extending the living area to multiple porches and verandas. The living room, centered around a calming fireplace, is the perfect spot to unwind after a long day, while the spa and cascading waterfall nearby add to the sensory appeal. Retreat to the expansive master suite, where a private porch overlooks vibrant greenery, offering a peaceful start and end to each day. Additional property highlights include a cozy morning room, a dedicated office with custom Burl wood built-ins, and a series of intimate outdoor and indoor spaces designed to inspire comfort and connection.

4819 Alexandra Garden Court, Windermere

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