Isleworth Homes with Gated Community - No Guard Community Features

Welcome to Isleworth, a prestigious and serene subdivision nestled in the heart of Windermere, Florida, within the vibrant Orange County. Known for its luxurious lifestyle and stunning natural beauty, Isleworth offers a unique blend of tranquility and sophistication, making it one of the most sought-after communities in the area.

Isleworth is a gated community without a guard, providing residents with a sense of security and privacy while fostering a close-knit neighborhood atmosphere. The absence of a guard allows for a more relaxed and welcoming environment, where neighbors can interact freely and enjoy the picturesque surroundings.

The homes in Isleworth are nothing short of spectacular, showcasing a variety of architectural styles that cater to diverse tastes. Each residence is meticulously designed, featuring spacious layouts, high-end finishes, and lush landscaping that complements the stunning Florida sunshine. Many homes offer breathtaking views of the serene lakes and golf courses that define this exceptional community.

Life in Isleworth is enriched by an array of amenities that enhance the living experience. Residents can enjoy beautifully manicured parks, scenic walking trails, and access to the renowned Isleworth Golf & Country Club, which offers world-class golfing and social events. The community’s prime location ensures that residents are just minutes away from the charming shops, fine dining, and entertainment options of Windermere.

Whether you’re seeking a family home or a peaceful retreat, Isleworth offers an idyllic setting where luxury meets comfort. Experience the allure of this extraordinary community and discover the perfect place to call home in Windermere, Florida.

Newest Isleworth Homes with Gated Community - No Guard Community Features

$6,500,000

5 Beds ⋅ 7 Baths ⋅ Isleworth SubDv. ⋅ 34786 Zip Code

Virtually Staged. An exceptional new construction offering within The Gardens of Isleworth, this newly completed residence by premier custom homebuilder Goehring & Morgan presents a rare opportunity to enjoy the ease of modern luxury within one of the world's most distinguished golf club communities. Thoughtfully designed and never lived in, the home combines timeless architecture with professionally curated interiors by Design Specifications, creating a refined retreat where every detail has been carefully considered. Spanning more than 5,400 square feet, the five-bedroom residence unfolds through a series of light-filled living spaces distinguished by bespoke millwork, tailored cabinetry, and a sophisticated palette of designer-selected finishes. Clean architectural lines and expansive gathering areas create an atmosphere that feels both grand and inviting, while thoughtfully integrated design elements elevate everyday living. Throughout the home, custom cabinetry conceals a fully integrated Sub-Zero, Wolf, and Cove appliance suite, allowing the chef's kitchen to maintain its beautiful aesthetic while delivering professional-grade performance. Well-appointed entertaining spaces nearby transition effortlessly from intimate family gatherings to larger celebrations.Private bedroom retreats offer comfort and tranquility, while spa-inspired baths showcase carefully selected finishes, fixtures and materials that evoke exceptional craftsmanship. The primary suite serves as a sanctuary unto itself, complete with a private beverage bar and thoughtfully designed spaces that encourage both relaxation and retreat.Beyond the interiors, walls of glass open to an inviting outdoor environment designed for year-round enjoyment. A fully equipped summer kitchen anchors the outdoor living experience, creating a natural extension of the home's entertaining spaces and providing the perfect backdrop for gatherings beneath Florida's sunshine and tropical climate.Surrounded by lush landscaping, sparkling water features, and the natural beauty that defines The Gardens of Isleworth, the residence enjoys a setting that feels both private and refined. Residents of Isleworth enjoy access to a lifestyle renowned for championship golf, world-class amenities, exceptional service, and a level of privacy rarely found. Combining the freshness of brand-new construction with the prestige of an established luxury community, this is more than a home, it is an opportunity to experience Isleworth at its finest.

9316 Gladys Garden Ct, Windermere

$3,400,000

4 Beds ⋅ 4 Baths ⋅ Isleworth SubDv. ⋅ 34786 Zip Code

Nestled within the gates of the renowned Isleworth Golf & Country Club, this beautiful four-bedroom estate offers nearly 5,000 square feet and showcases an elegant transitional style. The main level welcomes you with gracious formal living and dining rooms, each crowned with sparkling chandeliers and framed by oversized windows that capture elevated views of the resort-style pool and spa below. Travertine floors flow seamlessly into the gourmet kitchen appointed with stainless steel appliances, a sunlit casual dining space, and direct access to both the intimate family room and an outdoor balcony for effortless indoor-outdoor living. Also on the primary level, the serene master suite offers a separate access to the terrace along with a luxuriously updated bath, and dual closets. Completing the primary level is a richly detailed wood-paneled office and a well-appointed laundry room, adding both warmth and function. The home’s thoughtful layout places the secondary bedrooms on the lower level, ensuring privacy and comfort for family or guests. Here, glass doors open to the multi-level terrace that gracefully surrounds the sparkling pool and spa, featuring generous deck space for year-round lounging and entertaining under the Florida sun. Offering an exceptional combination of timeless design, resort-inspired grounds, and a premier location within the gates, this remarkable residence is truly a sanctuary to call home.

9731 Chestnut Ridge Drive, Windermere

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