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

6Bedroom(s)
4Bathroom(s)
36Picture(s)
3,142Sqft
Phase 1 Close to clubhouse, plenty of parking. This is the one! An immaculate 6 bedroom in Windsor at Westside. Looking for West facing pool, Close to the clubhouse, and additional parking? This is the one. Schedule your tour today as this home wont last.
$499,000

Single family residence

KISSIMMEE, Florida 34747

8Bedroom(s)
6Bathroom(s)
47Picture(s)
4,041Sqft
Welcome to the ultimate vacation home community, Windsor at Westside. The developer Pulte Homes put a lot of thought into this community and it's floor plans, that is part of the great success this community has had amongst tourists visiting Orlando.
$550,000

Single family residence

KISSIMMEE, Florida 34747

6Bedroom(s)
4Bathroom(s)
30Picture(s)
3,117Sqft
If you missed out on a new home at Windsor at Westside - you have one more chance! This 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.
$519,000

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.
$589,800

Single family residence

KISSIMMEE, Florida 34747

8Bedroom(s)
6Bathroom(s)
25Picture(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
$545,000

Single family residence

KISSIMMEE, Florida 34747

8Bedroom(s)
6Bathroom(s)
27Picture(s)
4,041Sqft
The most popular floor plan with a huge loft upstairs to provide a play room with Xbox game and pool table. 8 BEDROOM 6 BATH TURN-KEY VACATION HOME! Fully furnished with a beautiful upgraded granite counter tops in the kitchen and all bathrooms, stainless steel appliances, tile throughout the first floor. Four suites with full bathroom.
$529,900

Single family residence

KISSIMMEE, Florida 34747

6Bedroom(s)
4Bathroom(s)
31Picture(s)
3,142Sqft
BRING ALL OFFERS - SELLER MOTIVATED!!! This spacious vacation home is located minutes from Walt Disney World, golf courses, shopping, grocery stores, and all major attractions. Granite countertops in the kitchen and all bathrooms, stainless steel appliances, tile throughout the main living area. Beautiful screened pool area with jacuzzi, paver deck and covered lanai.
$488,000
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