Windsor Hill Homes with Shingle Roof

Welcome to Windsor Hill, a serene and picturesque subdivision nestled in the heart of Windermere, Florida, within the vibrant Orange County. This charming community offers a perfect blend of modern living and natural beauty, making it an ideal place for families, retirees, and anyone looking to enjoy the Florida lifestyle.

Windsor Hill is characterized by its beautifully designed homes, many of which feature classic shingle roofs that not only enhance the aesthetic appeal but also provide durability and protection against the elements. These homes are thoughtfully crafted with spacious layouts, modern amenities, and lush landscaping, creating an inviting atmosphere that residents are proud to call home.

One of the standout features of Windsor Hill is its community spirit. Residents enjoy a friendly neighborhood vibe, complete with tree-lined streets and well-maintained common areas. The subdivision also boasts proximity to top-rated schools, parks, and recreational facilities, making it an excellent choice for families with children. Outdoor enthusiasts will appreciate the nearby lakes and nature trails, perfect for leisurely strolls, biking, or simply soaking up the sun.

Additionally, Windsor Hill's strategic location offers easy access to major highways, shopping, dining, and entertainment options, ensuring that everything you need is just a short drive away. Whether you're seeking a peaceful retreat or an active lifestyle, Windsor Hill has something for everyone. Come explore this delightful community and discover your dream home in one of Windermere's most sought-after neighborhoods!

Newest Windsor Hill Homes with Shingle Roof

$1,499,900

5 Beds ⋅ 6 Baths ⋅ O6408997 MLS

Rare opportunity to purchase in the Windermere's Windsor Hill community on a quiet cul-de-sac. This spacious 5-bedroom home offers over 5,300 square feet of flexible living space designed for both everyday living and entertaining. Situated on nearly half an acre, the property features a functional layout with large gathering spaces, high ceilings, and plenty of natural light throughout. The kitchen includes stainless steel appliances, ample cabinet space, a center island, and connects directly to the main living areas, making it ideal for hosting or family life. The first-floor primary suite offers dual walk-in closets and a large ensuite bath, while the additional bedrooms and living spaces provide room for guests, work-from-home setups, or multigenerational living. One of the standout features of the home is the custom Indiana Jones-themed movie room, creating a unique and immersive entertainment space. The home also includes a bonus enclosed patio area that can function as a home gym or creative workspace. Outside, enjoy a large backyard, covered outdoor areas, and a private pool setting perfect for Florida living. Conveniently located near top-rated schools, shopping, dining, and major roadways, this Windermere home combines size, character, and functionality in a desirable location.

9527 Queensbury Court, Windermere

$1,450,000

4 Beds ⋅ 4 Baths ⋅ O6407352 MLS

Nestled on a rare half-acre lot in one of Windermere’s most sought-after communities, Windsor Hills, this FULLY RENOVATED luxury home delivers the ultimate move-in-ready, like-new lifestyle buyers are searching for. Featuring 4 spacious bedrooms, 4 beautifully updated bathrooms, and a highly desirable open-concept layout, every inch of this residence has been meticulously redesigned with today’s modern buyer in mind. The stunning chef’s kitchen is a true showpiece, appointed with brand-new premium Thermador appliances, custom cabinetry, designer finishes, and elegant lighting that elevate the entire living experience. Wide-plank luxury vinyl flooring flows seamlessly throughout the home, combining sophistication with durability and low-maintenance living. Designed for both everyday comfort and entertaining, the flexible floor plan includes an oversized upstairs BONUS ROOM, with a built-in-closet and a full bathroom, ideal for a home theater, game room, executive office, fitness studio, or private guest retreat/in-law suite. Major upgrades provide exceptional value and peace of mind, including a 2021 roof, dual high-efficiency HVAC systems (2 units/ 2026), new water heater, upgraded sliding glass doors, and an epoxy-coated garage. The expansive backyard offers endless possibilities to create your dream outdoor oasis, resort-style pool, or entertaining space. Located just minutes from the renowned Butler Chain of Lakes, championship golf courses, upscale dining, shopping, and top-rated schools, this exceptional property combines luxury, privacy, and convenience in one of Central Florida’s most desirable locations. Rarely does a fully updated home with this level of quality, land, and location become available. Some photos have been virtually staged. Furnishings shown are for illustrative purposes only and are not included in the sale.

9548 Crown Prince Lane, Windermere

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