Windsor Hills Resort Real Estate

Welcome to Windsor Hills Resort, a premier vacation community nestled in the heart of Kissimmee, Florida, within the vibrant Osceola County. This enchanting subdivision is renowned for its family-friendly atmosphere and proximity to some of the world’s most famous attractions, making it the perfect destination for both vacationers and those seeking a second home in sunny Florida.

Windsor Hills Resort boasts an impressive array of amenities designed to enhance your living experience. Imagine starting your day with a refreshing swim in the resort-style pool, complete with a thrilling water slide and a relaxing hot tub. For the active lifestyle, the resort features tennis courts, a state-of-the-art fitness center, and even a playground for the little ones. The community clubhouse is a hub of social activity, where residents can gather for events or simply enjoy a friendly game of billiards.

The subdivision is strategically located just minutes away from Walt Disney World, Universal Studios, and a variety of shopping and dining options. Whether you’re looking to explore the magic of theme parks or indulge in local cuisine, Windsor Hills offers unparalleled convenience.

With its beautifully designed homes, lush landscaping, and a warm sense of community, Windsor Hills Resort is more than just a place to live—it's a lifestyle. Experience the charm of Kissimmee and the excitement of Florida living in this idyllic subdivision, where every day feels like a vacation. Come and discover your dream home in Windsor Hills today!

Newest Listings in Windsor Hills Resort

$549,999

4 Beds ⋅ 4 Baths ⋅ Windsor Hills Resort SubDv. ⋅ 34747 Zip Code

Step into luxury and nonstop fun at 7747 Teascone Blvd, an extraordinary 4-bedroom, 4-bathroom retreat nestled in the prestigious, 24-hour manned gated community of Windsor Hills Resort. This fully furnished paradise is engineered for ultimate relaxation and entertaining, boasting a private screened-in pool and spa alongside a garage conversion transformed into a game area. With every spacious bedroom featuring its own dedicated bathroom, this home offers maximum privacy and comfort—making it an irresistible opportunity whether you are seeking a high-yield short-term rental investment, a dream vacation getaway, or a vibrant primary residence. Beyond the front door, residents and guests gain access to Windsor Hills' premier resort-style amenities, including a zero-entry lagoon pool, the Sir Windsor AquaVenture water park with dual speed slides, a hot tub, state-of-the-art fitness center, 40-seat HD movie theater, sports courts (tennis, basketball, and sand volleyball), putting green, and on-site dining at the marketplace and grill. Situated just minutes from Walt Disney World, top-tier golf courses, world-class dining, and premier Central Florida shopping, this property offers an unbeatable location with endless potential. (New A/C 2024)

7747 Teascone Boulevard, Kissimmee

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