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 offers a perfect blend of tranquility and modern living, making it an ideal place for families, professionals, and retirees alike.

Windsor Hill is characterized by its beautifully landscaped streets, lined with elegant homes that showcase a variety of architectural styles. From spacious single-family residences to cozy townhomes, there’s a perfect fit for everyone. The community prides itself on its friendly atmosphere, where neighbors become friends and lifelong memories are made.

One of the standout features of Windsor Hill is its prime location. Just minutes away from the stunning lakes and parks that Windermere is known for, residents can enjoy a range of outdoor activities, from boating and fishing to jogging along scenic trails. The nearby Windermere Town Square offers an array of boutique shops, delightful dining options, and vibrant community events, ensuring there’s always something to do.

Families will appreciate the highly-rated schools in the area, providing excellent educational opportunities for children of all ages. Additionally, Windsor Hill's proximity to major highways means easy access to Orlando's world-famous attractions, including theme parks, shopping centers, and entertainment venues.

In Windsor Hill, you’ll discover not just a home, but a lifestyle that embraces both relaxation and adventure. Whether you’re sipping coffee on your porch or exploring the local parks, you’ll find that life in this delightful community is truly special. Experience the charm of Windsor Hill—where your dream home awaits!

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

$1,450,000

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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