Search > All Communities > Osceola County > Kissimmee > 34747 > Single Family Home > Townhouse > Short Term Rental > Resorts > Windsor at westside 

Windsor at Westside Homes for Sale

Searching for holiday homes for sale in Kissimmee/Orlando? Windsor at Westside is a highly desirable vacation resort community located near Disney. Buyers will find beautiful single family homes and townhomes that are ideal for short-term and long-term rentals.

Holiday guests enjoy their stay at Windsor at Westside because the gated community features some amazing amenities including a zero-entry pool, water slide and lazy river, fitness center, sports courts and video arcade. With easy access to the area theme parks, Windsor at Westside can’t be beat when it comes to holiday home communities in Central Florida.

Check out the available Windsor at Westside real estate listings below! Want to learn more? Continue reading for more information, or contact us online to reach a Windsor at Westside vacation home specialist!

Windsor at Westside

Click the links below to sort results by price range.

Sort by:
FEATURED
Active 8937 Rhodes St, KISSIMMEE

$579,950

WINDSOR AT WESTSIDE

8937 Rhodes St, KISSIMMEE

5 Beds 6 Baths 2,622 SqFt Single Family Residence MLS® # S5106825
Active 8817 Macapa Dr, KISSIMMEE

$850,000

WINDSOR/WESTSIDE PH 2A

8817 Macapa Dr, KISSIMMEE

9 Beds 6 Baths 4,391 SqFt Single Family Residence MLS® # O6243865
Active 8817 Corcovado Dr, KISSIMMEE

$850,000

WINDSOR/WESTSIDE-PH 2B

8817 Corcovado Dr, KISSIMMEE

9 Beds 6 Baths 4,391 SqFt Single Family Residence MLS® # O6171651
Active 8828 Bengal Ct, KISSIMMEE

$849,000

▼ $20,000 WINDSOR/WESTSIDE-PH 2B-1

8828 Bengal Ct, KISSIMMEE

9 Beds 6 Baths 4,391 SqFt Single Family Residence MLS® # O6225436
Active 2411 Luxor Dr, KISSIMMEE

$830,000

▼ $5,000 WINDSOR/WESTSIDE-PH 3A

2411 Luxor Dr, KISSIMMEE

8 Beds 6 Baths 4,041 SqFt Single Family Residence MLS® # O6162601
Active 8808 Macapa Dr, KISSIMMEE

$824,900

▼ $85,100 WINDSOR/WESTSIDE PH 2A

8808 Macapa Dr, KISSIMMEE

9 Beds 6 Baths 4,391 SqFt Single Family Residence MLS® # S5098188
Active 8829 Corcovado Dr, KISSIMMEE

$819,000

WINDSOR/WESTSIDE-PH 2B

8829 Corcovado Dr, KISSIMMEE

9 Beds 6 Baths 4,391 SqFt Single Family Residence MLS® # O6235678
Active 1602 Lima Ave, KISSIMMEE

$815,000

WINDSOR/WESTSIDE PH 2B

1602 Lima Ave, KISSIMMEE

8 Beds 6 Baths 4,041 SqFt Single Family Residence MLS® # O6176001
Active 8909 Bengal Ct, KISSIMMEE

$799,900

▼ $20,000 WINDSOR/WESTSIDE-PH 2B

8909 Bengal Ct, KISSIMMEE

8 Beds 6 Baths 4,041 SqFt Single Family Residence MLS® # S5080022
Active 1610 Lima Ave, KISSIMMEE

$799,000

WINDSOR AT WESTSIDE PH 2B

1610 Lima Ave, KISSIMMEE

8 Beds 6 Baths 4,041 SqFt Single Family Residence MLS® # O6218019
Active 1611 Lima Ave, KISSIMMEE

$789,000

▼ $900 WINDSOR/WESTSIDE, WINDSOR AT WESTSIDE

1611 Lima Ave, KISSIMMEE

8 Beds 6 Baths 4,041 SqFt Single Family Residence MLS® # S5088500
Active 8940 Zurich Ln, KISSIMMEE

$769,000

WINDSOR AT WESTSIDE PH 3A

8940 Zurich Ln, KISSIMMEE

7 Beds 6 Baths 3,314 SqFt Single Family Residence MLS® # O6229269

Windsor at Westside Amenities

Among the reasons why buyers choose to purchase a holiday home in the Kissimmee community of Windsor at Westside is the vast array of amenities found here. Rental guests have the use of an expansive clubhouse which features a fitness center, sundry shop and video arcade. You can enjoy fun in the Florida sun with a swim in the zero-entry resort-style pool, waterslide, lazy river and kids’ splash playground. When you’re spending a day at the pool, there’s no need to leave to get a bite to eat because the resort has its own tiki bar and fireplace lounge, serving food and drinks for poolside dining. You’ll also find a multi-sports court, sand volleyball court, soccer field, and tennis courts, as well as a children’s playground.

The ideal location of Windsor at Westside gives you and your rental guests easy access to the Disney World® theme parks via State Road 429, as well as Orlando’s other popular attractions including SeaWorld, LegoLand, and Universal Studios. Plus, an hour’s drive away puts you at one of Florida’s popular beaches, such as Clearwater Beach and Daytona Beach.

There are a number of grocery stores and retailers within a 15 minute drive, including Publix, Wal-Mart and Target, where you can buy food, clothes, toiletries, and other supplies. When you want a break from home cooking, there are a number of dine-in and fast food restaurants near Windsor at Westside including Bonefish Grill, Bahama Breeze, Culver’s, and Chuy’s Mexican restaurant. Residents of the UK will feel right at home when dining at The Friar Tuck and Best of British Cafe & Pub.

Windsor at Westside Floor Plans

You’ll find a variety of styles and price points for the homes for sale in this Kissimmee gated resort community. Buyers seeking easy-to-maintain, affordable properties can choose between the four and five bedroom townhomes in Windsor at Westside. If you’re looking for more spacious accommodations, the neighborhood also offers six to nine bedroom single-family pool homes. Vacation home buyers will appreciate the quality features included in these properties, such as tile roofs, paver driveways, stainless steel appliances, open concept floor plans with ample storage, generous sized primary suites and game rooms. Let us help you find the perfect second home or short-term rental investment.

If you'd like to learn more about the available homes for sale in Windsor at Westside, please take a moment to contact the Donovan Team online or call 407.705.2616 to reach an experienced Windsor at Westside vacation home expert.

^ Back to: Windsor at Westside Vacation Homes for Sale