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 a hidden gem that perfectly blends the tranquility of suburban living with the vibrant lifestyle of nearby Orlando.

Windsor Hill boasts a collection of beautifully designed homes that cater to a variety of tastes and preferences, making it an ideal choice for families, professionals, and retirees alike. The meticulously landscaped streets are lined with stunning residences, each exuding its own unique character while maintaining a cohesive neighborhood aesthetic.

One of the standout features of Windsor Hill is its commitment to community living. Residents enjoy access to a range of amenities, including a sparkling community pool, a playground for the little ones, and walking trails that invite leisurely strolls amidst the lush greenery. The friendly atmosphere fosters a sense of belonging, where neighbors become friends, and community events bring everyone together.

Location is key, and Windsor Hill is perfectly situated just minutes away from the vibrant shopping, dining, and entertainment options of downtown Windermere. Families will appreciate the proximity to top-rated schools, while outdoor enthusiasts can revel in the nearby lakes and parks, perfect for boating, fishing, and picnicking.

Whether you are seeking a serene retreat or a lively social scene, Windsor Hill offers the best of both worlds. Embrace the charm of this delightful subdivision and discover your dream home in one of Florida’s most sought-after communities. Welcome to Windsor Hill, where your new adventure awaits!

Newest Listings in Windsor Hill

$1,375,000

5 Beds ⋅ 6 Baths ⋅ Windsor Hill SubDv.

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.

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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