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Windsor Hills Resort

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Windsor Hills Resort Orlando Florida is in a city named Kissimmee.

Windsor Hills is located approximately 4 miles southwest of Disney’s Epcot. The main entrance to the community is located on the west side of North Old Lake Wilson Road on Teascone Boulevard. The entrance is plainly and elegantly marked.

Windsor Hills Resort is a very large resort and has not only traditional homes but also townhomes, condos and villas.  The community is over ½ of a square mile. In order to be competitive in the resort business in Kissimmee a community has to have outstanding amenities. Windsor Hills was aware of that and planned it from the very beginning. The amenities include an large resort style pool overlooking Reedy Lake, children’s slash park and water slide, large courtyards spread through the community, several children’s playgrounds, well lit tennis courts, basketball courts, a seven hole putting green and a volleyball court. The clubhouse has much more including a sundry shop, gaming center, fitness center and even an ATM.

Windsor Hills began construction in 2004 and was mostly completed by 2008. The traditional homes in the community vary in size from 1,390 square feet to 3,232 square feet of living space and up to 6 bedrooms and 5 baths. The townhomes range from 1,204 sf. to 1640 sf. of living space. And the condos range in size from 1,081 sf. to 1,450 sf. If you are from outside of Florida we do not calculate balconies, patios or garage spaces into the square footage. It only includes heated and cooled portions of the homes.

One of the advantages of renting or owning a home in a resort is your own kitchen. Windsor Hills is only one mile from many local shops, restaurants and stores. To make your home or stay even more pleasurable. If you see a home for sale below that you like contact us, we would love to assist you in your search, or with any Windsor Hills Resort homes for sale.


Windsor Hills Resort


All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independent verified. Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. The source of the listing data is as follows: Stellar MLS (updated 4/7/26 11:15 PM) |

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Winter Garden, Florida 34787

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