About Windsor at Westside 

Windsor at Westside is located just off State Road 192 and near highways I-4 and US 27, just eight miles from Walt Disney World, Disney's Animal Kingdom and other world-famous attractions. Enjoy easy access to shopping and dining at the Prime Outlet Mall or along International Drive. And with just 30 miles from Orlando International Airport, you're never far from your next adventure. 

The Mediterranean-themed community also offers resort-style amenities including a lazy river, bar and lounge,  fitness center and sports courts. The residents also appreciate the offers and events always happening in the neighborhood!


Virtual Tour


Available Floorplans



Homes in Kissimmee


2,102 square feet

4 Bedrooms / 3.5 Baths / 2-Story

This open concept townhome lives large, with a luxury design complete with a covered lanai and courtyard. The kitchen overlooking the pool and the over-sized loft space make this floor plan ideal for vacation getaways.




Homes in Kissimmee


2,263 square feet

5 Bedrooms / 4.5 Baths / 2-Story

The Castaway - Interior is a spacious interior townhome unit featuring an unheard of five bedrooms – three of which are full suites. An additional half pool bath, owner’s storage and over-sized loft await in this luxurious vacation townhome. Dine in your own private courtyard with pool and enjoy the beautiful Florida sunshine.



Homes in Kissimmee


2,265 square feet

5 Bedrooms / 4.5 Baths / 2-Story

The Castaway - End is a large end unit townhome including five bedrooms, three of which are full suites. An additional half pool bath, owner’s storage and over-sized loft await in this vacation townhome. Soak in the sun in your own private courtyard with pool.



Homes in Kissimmee


2,587+ square feet

4-5 Bedrooms / 4.5-5 Baths / 2-Car Garage / 2-Story

The Lakeshore is a single-family home located in Kissimmee. In addition to the four bedroom suites, there is an over-sized game room and loft space. Outside, there is a heated, private pool with covered lanai and pool bath, complete with screened lanai. You have the option to add the outdoor kitchen option, too!


Homes in Kissimmee


3,117 square feet

6 Bedrooms / 4.5 Baths / 2-Car Garage / 2-Story

This six bedroom vacation home in Kissimmee also includes four and a half bathrooms, an open layout kitchen and a second floor loft ideal for a game room or guest bedroom. The owner's suite is on the first floor offering plenty of space and privacy, with a generous storage area.


Homes in Kissimmee


3,281 square feet

7 Bedrooms / 5.5 Baths / 2-Car Garage / 2-Story

This expansive home in Kissimmee is built for entertaining, with up to seven bedrooms, a comfortable loft, private courtyard or heated pool and open gathering room. With two separate living spaces for hosting, plus plenty of storage, you can live and entertain in style, whether the Seashore is your vacation home or your everyday home. 


Homes in Kissimmee


4,034 square feet

8 Bedrooms / 6 Baths / 2-Car Garage / 2-Story

The Baymont greets you with a grand entrance and a soaring two-story foyer. This is a vacation home built for entertaining, boasting an inviting open kitchen and open dining and living area. The 12' sliding glass doors open onto the covered lanai, courtyard and private pool, perfect for indoor and outdoor gatherings. 


Homes in Kissimmee


4,398 square feet 

9 Bedrooms / 6 Baths / 2-Car Garage / 2-Story

This nine-bedroom home is perfect for large families or a group of friends on a weekend getaway. The owner's suite is conveniently located on the first floor, along with the over-sized kitchen and open gathering room. Upstairs, you’ll find 675 square feet of game room/loft space in addition to six more bedrooms and another bedroom suite. This home design comfortably sleeps up to 20 guests.



What's Around?


  • Winter Garden Village (21 min)
  • Orlando Vineland Premium Outlets (21 min)
  • Lake Buena Vista Factory Stores (19 min)
  • The Mall at Millenia (30 min)
  • Orlando International Drive Premium Outlets (28 min)
  • The Florida Mall (30 min)


  • Magic Kingdom (14 min)
  • Epcot (14 min)
  • Disney Springs (17 min)
  • Universal's Islands of Adventure (25 min)
  • Universal Orlando Resort (25 min)
  • SeaWorld Orlando (22 min)
  • Aquatica Orlando (24 min)
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