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Windsor Island Resort
Windsor Island Resort is now selling on site. The perfect choice for your brand new vacation home or zoned short term rental. With a location that can't be beat near Orlando's world-class attractions, ample shopping, dining and entertainment, and resort-style amenities, this community is bound to have everything you are looking for.
Online Windsor Island Resort Tour

The life you want to live is waiting for you at Windsor Island Resort. Explore this community and see for yourself.
More Life Built In
Homes
$361,990
Starting from5
Bedrooms4
Bathrooms2,263
Sq. Ft.The Castaway (Interior) vacation townhome design is complete with private pool and courtyard, all in 2,265 sq. ft. of living space.
$371,990
Starting from5
Bedrooms4
Bathrooms2,265
Sq. Ft.The Castaway (End) vacation new home townhome design is complete with private pool and courtyard, all in 2,265 sq. ft. of living space.
$410,990
Starting from5
Bedrooms4
Bathrooms2
Car Garage2,490
Sq. Ft.The Winstone plan is known for its open feel, private first floor guest room and oversized owner's suite at Windsor at Westside.
$438,990
Starting from5
Bedrooms4-5
Bathrooms2
Car Garage2,587+
Sq. Ft.The Lakeshore is a quaint single-family vacation home featuring 4-5 bedroom suites and oversized game room and loft space in Kissimmee.
$460,990
Starting from6
Bedrooms4.5-6
Bathrooms2
Car Garage3,117
Sq. Ft.The Hideaway vacation home features dual Owner’s Suites, large covered lanai with storage space, and two separate living areas for entertaining in Kissimmee.
$480,990
Starting from7
Bedrooms5.5
Bathrooms2
Car Garage3,281
Sq. Ft.Dual Owner’s Suites and 5 secondary bedrooms make the Seashore new home design come alive when filled with family and friends.
$529,990
Starting from8
Bedrooms6
Bathrooms2
Car Garage4,034
Sq. Ft.Vacation in comfort with the luxurious new construction Baymont's 3 bedroom suites, 5 guest bedrooms, and 6 full baths.
$577,990
Starting from10
Bedrooms8
Bathrooms2
Car Garage4,393
Sq. Ft.The 10-bedroom, 8-bathroom new construction home, Clearwater Grand can comfortably fit your whole family and more! Spread out in the spacious loft or come together to enjoy the open layout on the first floor.
$559,990
Starting from9
Bedrooms6
Bathrooms2
Car Garage4,398
Sq. Ft.The 9-bedroom, 6.5-bathroom new construction home, Clearwater impresses with oversized kitchen, private courtyard and pool, and 675 sq. ft. of game room and loft space.
There are no Quick Move-Ins available
There are no Quick Move-Ins available
Area Details
What Life's Like
About the Area
About the Area
Additional Features
- Resort Amenities On Site
- 24 Hour Manned Gated Community
- Clubhouse with Fitness Center
- Stainless Steel Appliances
- Granite and Tile Throughout Kitchens and All Bathrooms
- Children's Splash Pad
- Sports Courts
- 5 Bedroom Townhomes
- 5-10 Bedroom Single-Family Homes
- Full Service Concierge & Activities Director
- Resort-style Pool with Lazy River & Spa
- Dual Water Slides and Children's Splash Pad
- Community Playground
- Short Term Rentals
- On-site Tavern and Grill