Windsor at Westside Homes for Sale

Real Estate Listing in the Disney Area “Super Community”

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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Single family residence

KISSIMMEE, Florida 34747

6Bedroom(s)
5Bathroom(s)
35Picture(s)
3,142Sqft
Gorgeous beautifully and professionally furnished 6 bedroom villa in Windsor at Westside . Turnkey condition this home has 2 master suites and is perfect as a vacation rental or as a primary residence in this world class resort community .
$599,900

Single family residence

KISSIMMEE, Florida 34747

8Bedroom(s)
6Bathroom(s)
46Picture(s)
4,041Sqft
In highly desirable community of Windsor At Westside! One of the best, oversized lots in the community! PLUS in a very unique CUL-DE-SAC. GREAT OPPORTUNITY TO OWN A VACATION HOME! Short term rental allowed. This house comes PROFESSIONALLY FURNISHED making it TURNKEY for the short-term rental market.
$735,000

Single family residence

KISSIMMEE, Florida 34747

7Bedroom(s)
5Bathroom(s)
50Picture(s)
3,314Sqft
An exquisite Seven-bedroom Luxury house in the Windsor at Westside neighborhood, minutes to the excitement and adventure of Disney. Family Retreat accommodates up to 12 guests comfortably. Endless entertainment awaits in this spacious home. There is a two-car garage and plenty of parking space on the driveway as well.
$660,999

Single family residence

KISSIMMEE, Florida 34747

7Bedroom(s)
5Bathroom(s)
49Picture(s)
3,314Sqft
Newest 2020 house on market! This Beautifully Furnished with 7 Bedroom, 5.5 Bathroom home on corner lot is "one of a kind" in the prestige Gated Community of Windsor at Westside. This home boasts a Private heated Pool for you to relax and enjoy. There is a spacious Loft area with an Extra Large TV Projection Screen for you entertainment.
$759,000

Single family residence

KISSIMMEE, Florida 34747

5Bedroom(s)
4Bathroom(s)
45Picture(s)
2,492Sqft
Luxury vacation home that offers Free basic internet, cable and lawn care!.
$520,000

Single family residence

KISSIMMEE, Florida 34747

9Bedroom(s)
6Bathroom(s)
30Picture(s)
4,391Sqft
An exquisite nine-bedroom Luxury house in the Windsor at Westside neighborhood, minutes to the excitement and adventure of Disney. Family Retreat accommodates up to 16 guests comfortably. Endless entertainment awaits in this spacious home. There is a two-car garage and plenty of parking space on the driveway as well.
$749,000

Single family residence

KISSIMMEE, Florida 34747

9Bedroom(s)
6Bathroom(s)
47Picture(s)
4,391Sqft
Beautiful turnkey vacation home featuring 9 bedrooms, 6 baths with ample space for that perfect get away spot or stay cation.rnIn-ground pool and hot tub with enclosure is the perfect retreat to relax and enjoy the resort style living.
$725,000

Single family residence

KISSIMMEE, Florida 34747

5Bedroom(s)
4Bathroom(s)
21Picture(s)
2,492Sqft
Turn-Key Ready! Excellent Income Producing single family vacation home in the popular Windsor at Westside community by Disney! This beautiful home features heated Pool & Spa, 5 Bedrooms with a Downstairs Suite, modern furnishing, corner lot with no rear neighbor.
$509,000

Single family residence

KISSIMMEE, Florida 34747

8Bedroom(s)
6Bathroom(s)
46Picture(s)
4,041Sqft
Beautifully renovated and totally furnished investment/vacation home in popular Windsor at Westside Resort, which is only minutes from Disney World! The screened-in pool/spa, lanai and deck are south-facing with conservation area behind (no rear neighbors and lots of privacy!). Enjoy meals under the lanai, lounge in the sun and watch HDTV.
$735,000

Single family residence

KISSIMMEE, Florida 34747

9Bedroom(s)
6Bathroom(s)
32Picture(s)
4,391Sqft
Professional decorated this 9 bedroom/6 bathroom home features a screen enclosed pool with covered lanai. Situated in the gated community Windsor at westside , fully furnished vacation home.... The Owner’s Suite is conveniently located on the first floor, along with the kitchen and open gathering room. Upstairs, you’ll find 675 sq. ft.
$755,000
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    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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