Windsor Hill Real Estate

Welcome to Windsor Hill, an enchanting subdivision nestled in the heart of Windermere, Florida, within the picturesque Orange County. This charming community is the epitome of serene suburban living, where picturesque landscapes meet modern conveniences, making it an ideal place to call home.

Windsor Hill is characterized by its beautifully manicured lawns, tree-lined streets, and an inviting atmosphere that fosters a strong sense of community. The neighborhood boasts a diverse selection of stunning single-family homes, each exuding unique architectural charm and modern amenities. Residents enjoy spacious layouts, contemporary designs, and ample outdoor spaces perfect for entertaining or relaxing with family.

One of the standout features of Windsor Hill is its prime location. Situated just a stone’s throw away from the vibrant downtown Windermere, residents have easy access to an array of shopping, dining, and recreational options. The area is renowned for its top-rated schools, making it an attractive destination for families seeking quality education for their children.

For outdoor enthusiasts, Windsor Hill is conveniently located near several parks and scenic lakes, offering endless opportunities for hiking, biking, and enjoying Florida's beautiful weather. The nearby Butler Chain of Lakes provides excellent options for boating, fishing, and water sports, ensuring that residents can embrace the great outdoors year-round.

Windsor Hill is not just a place to live; it’s a lifestyle. With its welcoming community spirit, beautiful surroundings, and convenient access to all that Windermere has to offer, it’s no wonder that Windsor Hill is one of the most sought-after neighborhoods in Orange County. Come discover your dream home in this idyllic enclave!

Newest Listings in Windsor Hill

$1,375,000

5 Beds ⋅ 6 Baths ⋅ Windsor Hill SubDv. ⋅ 34786 Zip Code

PRICE IMPROVEMENT!!!! UPDATED PHOTOS! 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

$1,395,000

4 Beds ⋅ 4 Baths ⋅ Windsor Hill SubDv. ⋅ 34786 Zip Code

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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