Windsor Hills Homes for Sale

Welcome to Windsor Hills, a premier vacation home community nestled in the heart of Kissimmee, Florida, within beautiful Osceola County. This vibrant subdivision is renowned for its family-friendly atmosphere, making it an ideal destination for both investors and families seeking a slice of paradise. Just minutes away from the magical attractions of Walt Disney World, Windsor Hills offers residents the perfect blend of convenience and relaxation.

The homes for sale in Windsor Hills are a true treasure, featuring a diverse range of styles and sizes to accommodate every lifestyle. From spacious five-bedroom villas to cozy three-bedroom townhomes, each property is designed with comfort and luxury in mind. Many homes boast private pools, game rooms, and stunning views of the lush landscaping that surrounds this picturesque community. Whether you’re looking for a vacation rental or a permanent residence, Windsor Hills has something to suit every need.

As a resident of Windsor Hills, you will enjoy access to an array of world-class amenities, including a resort-style pool, a clubhouse, a fitness center, and sports courts. The community is also gated, providing an added layer of security and peace of mind for you and your family. With its close proximity to shopping, dining, and entertainment options, Windsor Hills is not just a place to live; it's a lifestyle.

Explore the homes for sale in Windsor Hills today and discover your dream home in this enchanting community, where every day feels like a vacation!

Newest Windsor Hills Homes for Sale

$610,000

5 Beds ⋅ 5 Baths ⋅ Windsor Hills SubDv. ⋅ 34747 Zip Code

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 ⋅ Windsor Hills SubDv. ⋅ 34747 Zip Code

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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