Isleworth Homes with Traditional Architectural style

Isleworth Homes with Traditional Architectural style

Welcome to Isleworth, an exclusive and picturesque subdivision nestled in the heart of Windermere, Florida, within Orange County. Known for its serene landscapes and luxurious living, Isleworth offers a unique blend of natural beauty and upscale amenities, making it one of the most sought-after communities in Central Florida.

As you explore this enchanting neighborhood, you will be captivated by the stunning homes that showcase traditional architectural styles. Each residence is a testament to timeless elegance, featuring classic elements such as gabled roofs, brick facades, and beautifully manicured lawns. These homes not only exude charm but also provide modern comforts, ensuring a lifestyle that is both sophisticated and inviting.

Isleworth is renowned for its lush, tree-lined streets and breathtaking views of the surrounding lakes and golf courses. Residents enjoy access to a range of top-tier amenities, including a private golf club, a state-of-the-art fitness center, and a luxurious clubhouse, all designed to enhance the quality of life. The community's commitment to security and privacy ensures that you can relax and enjoy your surroundings without worry.

In addition to its exquisite homes and amenities, Isleworth is conveniently located near premier shopping, dining, and entertainment options in Windermere and the greater Orlando area. Whether you seek a peaceful retreat or an active lifestyle, Isleworth offers the perfect balance.

Discover the charm and elegance of Isleworth, where traditional architectural beauty meets modern luxury in a community that feels like home. Come and experience the lifestyle that awaits you in this exceptional subdivision!

Newest Isleworth Homes with Traditional Architectural style

$5,300,000
6 Beds 7 Baths Isleworth SubDv. 34786 Zip Code
Virtually Staged. Set within the gates of renowned Isleworth, this beautifully reimagined golf-front estate presents an exceptional opportunity to experience refined Central Florida living at its finest. Perfectly positioned along Isleworth’s celebrated championship golf course, the residence captures sweeping views of the fourth fairway while offering the privacy, comfort, and sophistication synonymous with the community’s distinguished lifestyle.Thoughtfully renovated and impeccably maintained, the home encompasses more than 6,600 square feet of combined indoor living and covered outdoor space, where contemporary finishes, designer lighting, and warm architectural details create an atmosphere that is both elegant and inviting. Every space has been intentionally curated—from the centrally located gourmet kitchen to the well-appointed utility spaces, resulting in a residence designed for effortless everyday living and elevated entertaining alike.The flexible floor plan offers exceptional versatility to suit a variety of lifestyles, accommodating configurations of up to six bedrooms, or alternatively a combination of bedrooms, office space, fitness room, or additional gathering areas. Six full baths and one half bath are finished with timeless materials and meticulous attention to detail throughout.At the heart of the home, the designer kitchen features sleek white cabinetry, quartz countertops, stainless steel appliances, and seamless connectivity to the expansive family room and casual dining area. Large glass openings invite natural light indoors while providing direct access to the screened lanai and resort-style pool environment beyond.The private primary suite serves as a luxurious retreat, highlighted by porcelain plank flooring, a spa-inspired bath with freestanding soaking tub and walk-in shower, and an oversized custom walk-in closet. Additional guest suites provide comfort and flexibility for family and visitors, while the home’s four-car garage and expansive motor court offer abundant space for automobile enthusiasts and guests alike.Outdoors, the estate transforms into a true private sanctuary. A newly redesigned saltwater pool and spa are enclosed within a custom lanai structure and complemented by an expansive new pool deck, creating a year-round setting for relaxation and entertaining. Lush landscaping, a fenced rear lawn, and panoramic golf course vistas further enhance the sense of serenity and exclusivity.Blending timeless elegance with modern livability, this exceptional Isleworth residence offers a rare combination of spacious design, privacy, and premier golf-front surroundings within one of the finest golf club communities in the world.

5199 Latrobe Dr, Windermere

$5,500,000
4 Beds 5 Baths Isleworth SubDv. 34786 Zip Code
Set along Isleworth’s signature 12th fairway, this fully reimagined estate captures the essence of refined golf course living within the renowned Isleworth Golf & Country Club—recognized among the finest private club communities in the world. Encompassing more than 4,300 square feet, the single-story residence has been completely transformed inside and out. Thoughtfully redesigned interiors showcase all-new flooring throughout, beautifully renovated bedrooms and baths, and a striking glass-enclosed wine tower serving as a true centerpiece that is both functional and an unforgettable conversation element anchoring the main living spaces. Every detail throughout the home has been elevated, from designer lighting installations that bring character and sophistication to each room, to the seamless flow of living and entertaining spaces. The kitchen is a true showpiece, featuring all-new appliances—including a striking black range with matching hood, refrigerator, and microwave—all accented with elegant gold detailing for a bold, designer-forward statement. Custom cabinetry is paired with exquisite countertops, highlighted by a dramatic waterfall-edge island that anchors the space and seamlessly blends everyday functionality with elevated, modern style.The outdoor living area features a reimagined pool and all-new pool deck creating a resort-style setting, perfectly positioned to take in breathtaking sunsets over the golf course and water. The half-acre homesite has been thoughtfully cleared and fenced to maximize both privacy and panoramic views, offering an exceptional backdrop for everyday living and entertaining alike. Framed by the fairways, the residence captures views of Lake Brenda - also known as Hourglass Pond - a small, privately maintained 10-acre water body that serves as a peaceful and picturesque part of the community setting. Additional features include a home office, in-home laundry room, and a three-car garage. Residents of Isleworth enjoy an unparalleled lifestyle surrounded by the Butler Chain of Lakes, with access to world-class golf, dining, and amenities, all just moments from Central Florida’s premier shopping, dining, and entertainment destinations.

5138 Fairway Oaks Dr, Windermere

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