Windsor Hills Resort Real Estate

Welcome to Windsor Hills Resort, a premier vacation community nestled in the heart of Kissimmee, Florida! Just minutes away from the magic of Walt Disney World, this enchanting subdivision offers a unique blend of luxury, comfort, and convenience, making it an ideal destination for families and vacationers alike.

Windsor Hills Resort boasts a stunning array of amenities designed to cater to your every need. Picture yourself lounging by the resort-style pool, complete with a thrilling water slide and a relaxing hot tub. For the active lifestyle, the community features a state-of-the-art fitness center, tennis courts, and a playground for the little ones. Enjoy movie nights with friends at the on-site cinema or challenge your family to a game of billiards in the clubhouse.

The beautifully landscaped grounds provide a serene backdrop for your stay, with a variety of spacious vacation homes available for rent or purchase. Each property is thoughtfully designed, offering modern interiors, private pools, and ample space for relaxation and entertainment. Whether you’re looking for a cozy retreat or a luxurious getaway, Windsor Hills Resort has something for everyone.

Beyond the gates of this idyllic community, you’ll find yourself surrounded by the vibrant attractions of Kissimmee. From world-class dining and shopping to thrilling theme parks and outdoor adventures, the area is brimming with activities for all ages.

Discover the magic of Windsor Hills Resort, where every day feels like a vacation. Embrace the charm of this exceptional community and make it your home away from home in sunny Florida!

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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