Windsor Hills Real Estate

Welcome to Windsor Hills, a captivating subdivision nestled in the heart of Kissimmee, Florida, within the vibrant Osceola County. This family-friendly community is renowned for its stunning vacation homes, making it a prime destination for both residents and visitors alike.

Windsor Hills boasts a unique blend of luxury and comfort, featuring beautifully designed homes that range from spacious townhouses to expansive single-family residences. Many properties come fully furnished, offering a seamless transition for those looking to invest in a vacation rental or a permanent residence. With a variety of floor plans, there’s something to suit every lifestyle and family size.

One of the standout features of Windsor Hills is its impressive array of amenities. Residents and guests can enjoy a resort-style clubhouse, a sparkling community pool, a state-of-the-art fitness center, and even a movie theater. The community also offers sports facilities, including tennis and basketball courts, as well as a playground for the little ones. The beautifully landscaped grounds provide a serene backdrop for leisurely strolls or family gatherings.

Location is key, and Windsor Hills doesn’t disappoint. Just minutes away from the world-famous attractions of Walt Disney World, Universal Studios, and other Orlando hotspots, residents have the best of both relaxation and adventure at their fingertips. Additionally, the nearby shopping, dining, and entertainment options make it easy to enjoy the vibrant lifestyle that Kissimmee has to offer.

Discover the charm of Windsor Hills—where luxury meets convenience in a community that feels like home. Whether you’re looking for a vacation getaway or a permanent residence, Windsor Hills is the perfect place to create lasting memories.

Newest Listings in Windsor Hills

$610,000

5 Beds ⋅ 5 Baths ⋅ O6443467 MLS ⋅ 7769 BLDG.

Welcome to a completely furnished 5bedroom and 5 bathrooms pool home in the Windsor Hills community resort. This well-decorated home with luxury vinyl planking and tile throughout the house, features a spacious and beautifully furnished living room, where you can relax and unwind with your family and friends. The living room has a large TV, comfortable sofas and chairs, and plenty of light streaming in from the windows and new chandelier. The fully equipped kitchen with granite counter top, stainless steel appliances, and all necessary cookware and utensils is convenient for preparing meals. There is also a dining room with a large dining table and seating for a family. The five bedrooms are all elegantly furnished and provide a comfortable and peaceful retreat after a busy day exploring the area. Each bedroom has its own private bathroom, which is convenient for larger groups or families. Three of the bedrooms feature king/queen-size beds, while the forth and fifth bedrooms have two twin beds. The outdoor area is nice for enjoying Florida's sunny weather, with a screened-in private pool, chairs, and a covered patio area with a dining table and BBQ grill. The home is located in the popular Windsor Hills resort in Kissimmee, Florida, which offers a range of amenities such as a large clubhouse, fitness center, game room, movie theater, and a water park with a slide and splash pad. The resort is just a short drive away from Walt Disney World, Universal Studios, and other Orlando attractions. Convenient location, easy access to major highway I4, US 27, and US 192. Give yourself a tour!

7769 Teascone Boulevard, Kissimmee

$699,900

5 Beds ⋅ 5 Baths ⋅ O6431643 MLS

Professionally redesigned and offered fully furnished, this exceptional 5-bedroom, 5-bath pool home in the sought-after Windsor Hills Resort delivers the ultimate Central Florida vacation home experience just minutes from Walt Disney World. Thoughtfully designed for both comfort and entertainment, the home features two spacious primary suites on the first floor, three additional ensuite bedrooms, and accommodations ideal for large families and vacation groups. Guests of all ages will love the dedicated home theater, immersive Harry Potter and Minions-themed bedrooms, and private screened pool and spa, creating a memorable stay long after the parks close. The open-concept living area provides the perfect gathering space, while the well-appointed kitchen and generous dining areas make hosting effortless. Located within the guard-gated Windsor Hills Resort, owners and guests enjoy access to one of Orlando's premier vacation communities featuring a resort-style lagoon pool with water slides, splash park, clubhouse, fitness center, arcade, sports courts, playgrounds, and more. With its unbeatable location, impressive entertainment spaces, and proven appeal to vacationing families, this turnkey home is equally suited as a personal retreat, second home, or short-term rental investment.

7742 Comrow St, Kissimmee

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