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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Single family residence

KISSIMMEE, Florida 34747

9Bedroom(s)
6Bathroom(s)
36Picture(s)
4,391Sqft
Fully furnished 9 bed 6 bath vacation home with water view at front and very good rental history, turn key project with future bookings transferable to new homeowner, fully loaded with heated spa, wood flooring through all bedrooms and common areas in second floor, wet bar in both first floor and second floor, plus wine cooler, in beautiful resort style community Windsor at Westside, only 8 miles
$569,900

Single family residence

KISSIMMEE, Florida 34747

6Bedroom(s)
4Bathroom(s)
27Picture(s)
3,117Sqft
One or more photo(s) has been virtually staged. If you missed out on a new home at Windsor at Westside - you have one more chance!rnThis brand new 6 bedroom” Hideaway” floor plan in phase 3 at Windsor at Westside offers you an opportunity to get a fully upgraded property in a prime location ready to furnish. Upgraded with floor tile interior – only the stairs have carpet.
$474,999

Single family residence

KISSIMMEE, Florida 34747

9Bedroom(s)
6Bathroom(s)
41Picture(s)
4,391Sqft
This is the only vacation home with water view for sale in Windsor at Westside, tastefully fully furnished with very good rental history, south-east facing pool & spa. Walking distance to the luxury clubhouse, all carpet just got replaced by good quality wood flooring two months ago.
$569,900

Single family residence

KISSIMMEE, Florida 34747

6Bedroom(s)
4Bathroom(s)
65Picture(s)
3,142Sqft
Fully furnished and professionally decorated, 6 Bedroom vacation home located in Windsor at Westside Resort. Windsor at Westside offers world class amenities while providing easy access to all of Central Florida's premier attractions, shopping and entertainment. This home is a Florida- styled floor plan offering 2 ensuites with private bathrooms and two separate living rooms.
$469,000

Single family residence

KISSIMMEE, Florida 34747

8Bedroom(s)
6Bathroom(s)
33Picture(s)
4,041Sqft
Pool Facing to South! This house locates next to club house in 1 minute walking distance. 8 BEDROOM 6 BATH TURN-KEY VACATION HOME! Fully professional furnished hold up to 20 persons for vacation house. A long dinning table with 14 chairs + 4 bar stool. The most popular floor plan with a huge loft upstairs to provide a play room with Xbox game and pool table.
$545,000

Single family residence

KISSIMMEE, Florida 34747

8Bedroom(s)
6Bathroom(s)
32Picture(s)
4,041Sqft
Fantastic 8 Bedroom home at WINDSOR AT WESTSIDE! This beautiful turnkey vacation home with solid bookings in place is fully furnished and upgraded including granite counter tops in the kitchen and all bathrooms, stainless steel appliances, tile throughout the main living area and all bathrooms, upgraded lighting fixtures in the kitchen and dining room area, beautiful screened pool area with paver
$549,000

Single family residence

KISSIMMEE, Florida 34747

6Bedroom(s)
4Bathroom(s)
39Picture(s)
3,142Sqft
Fully furnished and professionally decorated, 6 Bedroom vacation home located in Windsor at Westside Resort. Windsor at Westside offers world class amenities while providing easy access to all of Central Florida's premier attractions, shopping and entertainment. This home is a Florida- styled floor plan offering 2 in suites with private bathrooms and two separate living rooms.
$499,999

Townhouse

KISSIMMEE, Florida 34747

5Bedroom(s)
4Bathroom(s)
33Picture(s)
2,263Sqft
Looking for second home or a vacation rental, jus look no further.
$365,780
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