Windsor at Westside Real Estate

Real Estate Listing in the Disney Area “Super Community”

The Best Windsor at Westside Real Estate Listings

Find your perfect resort style vacation home or zoned short term rental at Windsor at Westside. Explore a collection of grand home designs ranging from 4-9 bedrooms, and 3.5-6 bathrooms with lofts. Enjoy proximity to world-class attractions, the famous Florida sunshine, and abundant shopping and dining.

This is it – the vacation rental home resort you have been waiting for, all just a few minutes from Disney. We work hard to source and then secure the very best pricing possible – the best deals are limited in supply, so be sure to call or email today to receive information on these exceptionally priced homes.

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Browse Homes for Sale in Windsor at Westside

View our hand picked listings available in the Windsor at Westside resort, just minutes from Walt Disney World!

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Residential

6Bedroom(s)
4Bathroom(s)
35Picture(s)
3,142Sqft
This is a wonderful 6-bedroom vacation home with 4 1/2 bathrooms, so there's plenty of space to spread out and relax. Entertaining is easy with an open kitchen and ample storage, plus a second floor loft ideal for a game room or guest bedroom.
$739,900

Residential

DAVENPORT, Florida 33897

6Bedroom(s)
4Bathroom(s)
43Picture(s)
3,700Sqft
"Like New" home in Davenport, Florida's "Magnolia at Westside" neighborhood! This lovely 6 bedroom, 4 full bath home and 1 half bath, 5 bedrooms in the second floor, 1 bedroom in the first floor. Built by KB Home in 2019, located on a "end corner" and has a two car garage, and extended Lanai.
$599,000

Residential

KISSIMMEE, Florida 34747

5Bedroom(s)
4Bathroom(s)
66Picture(s)
2,263Sqft
FULLY FURNISHED, TURN-KEY SHORT-TERM RENTAL TOWNHOUSE in Windsor at Westside, one of the most popular resort-style communities in the Orlando/Kissimmee areas. Located close to the club house, this beautifully decorated 5 bedroom 4.5 bath townhome with a screened pool and private 1 car garage is in excellent condition and beautifully decorated.
$575,000

Residential

KISSIMMEE, Florida 34747

8Bedroom(s)
6Bathroom(s)
44Picture(s)
4,041Sqft
Welcome to this beautiful 8 Bed/ 6 Bath luxury vacation/investment nested in one of the most popular resort in Orlando: Windsor at Westside.
$950,000

Single Family Residence

5Bedroom(s)
5Bathroom(s)
19Picture(s)
2,587Sqft
Nice clean vacation home where HOA includes lawn care, basic internet and tv ! Amenities include: 8000 square foot resort style clubhouse, resort style heated pool and spa, wireless internet on the pool deck, lazy river, state of the art fitness center, poolside cabana's, on site store, playground, volleyball, tennis, basketball, game room, restaurant, bar, relaxing lounge area with indoor/outdoo
$709,000

Single Family Residence

KISSIMMEE, Florida 34747

5Bedroom(s)
4Bathroom(s)
22Picture(s)
2,492Sqft
Turn-Key Ready! Fully Furnished! Excellent Income Producing short term rental single family vacation home in the most popular vacation community by Disney! This beautiful home features an inground pool, 5 Bedrooms and 3 full bathrooms (one downstairs suite with its own full bathroom) modern furnishings, Windsor at Westside is highly rated for its super convenient location and luxury amenities incl
$699,000

Residential

KISSIMMEE, Florida 34747

4Bedroom(s)
3Bathroom(s)
32Picture(s)
2,102Sqft
Fully furnished luxury townhouse with private pool.
$549,000

Residential

KISSIMMEE, Florida 34747

8Bedroom(s)
6Bathroom(s)
49Picture(s)
4,041Sqft
Welcome to this beautiful 8 Bed/ 6 Bath luxury vacation/investment nested in one of the most popular resort in Orlando: Windsor at Westside.
$950,000

Residential

KISSIMMEE, Florida 34747

8Bedroom(s)
6Bathroom(s)
43Picture(s)
4,041Sqft
Welcome to this beautiful 8 Bed/ 6 Bath luxury vacation/investment nested in one of the most popular resort in Orlando: Windsor at Westside.
$950,000
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