What property types are available at Windsor at Westside?

The community includes four- and five-bedroom townhomes plus detached single-family homes that commonly range from five to nine bedrooms.

Do both home types have private pools?

Yes. Townhomes commonly have private courtyard pools, while detached homes have screened pools and covered lanais. Pool, spa, heat and exposure vary.

What amenities are available?

The official resort currently promotes a 10,000-square-foot clubhouse, zero-entry pool, waterslide, lazy river, hot tub, children’s water playground, activity center, game room, gym and Tu Casa Bar & Lounge.

Can owners use short-term rentals?

Vacation rental use is established, but buyers must verify current association rules, Osceola County licensing, occupancy, parking, pets, platforms and management requirements.

How large are the townhomes?

The four-bedroom Watermarke is approximately 2,102 square feet and the five-bedroom Castaway approximately 2,263 square feet. Verify the specific plan and county record.

How large are the detached homes?

Established plans range from roughly 2,490-square-foot five-bedroom homes to approximately 4,382-square-foot nine-bedroom homes, with several six- to eight-bedroom choices between.

Are homes sold furnished?

Many vacation resales are offered furnished and may include themed rooms, theaters or games, but every inclusion and condition should be documented.

How does Team Donovan help at Windsor at Westside?

We help buyers compare property type, plan, pool, lot, condition, furnishings and rental setup, and help sellers present those differences accurately.

Windsor at Westside Private-Pool Homes for Sale | Team Donovan, $600,000

Active

$670,000

WINDSOR AT WESTSIDE PH 2A REP

1941 Nice Ct, KISSIMMEE

8 Beds 6 Baths 4,041 SqFt Residential Single Family Residence MLS® # O6373602

Active

$660,000

WINDSOR/WESTSIDE-PH 2A

8896 Bengal Ct, KISSIMMEE

5 Beds 6 Baths 2,587 SqFt Residential Single Family Residence MLS® # S5155754

Active

$659,000

WINDSOR AT WESTSIDE

2183 Tripoli Ct, KISSIMMEE

9 Beds 6 Baths 4,391 SqFt Residential Single Family Residence MLS® # S5130786

Active

$658,000

▼ $40,000 WINDSOR AT WESTSIDE PH 1

2147 Tripoli Ct, KISSIMMEE

9 Beds 6 Baths 4,391 SqFt Residential Single Family Residence MLS® # S5149067

Active

$655,000

WINDSOR AT WESTSIDE PH 2A

1844 Gobi Dr, KISSIMMEE

6 Beds 5 Baths 3,142 SqFt Residential Single Family Residence MLS® # O6389603

Active

$655,000

WINDSOR AT WESTSIDE PH 2B

1610 Lima Ave, KISSIMMEE

8 Beds 6 Baths 4,041 SqFt Residential Single Family Residence MLS® # O6431809

New

Active

$649,900

WINDSOR AT WESTSIDE PH 2B

8924 Bengal Ct, KISSIMMEE

9 Beds 6 Baths 4,391 SqFt Residential Single Family Residence MLS® # S5156250

Active

$649,000

WINDSOR AT WESTSIDE PH 1

2135 Tripoli Ct, KISSIMMEE

9 Beds 6 Baths 4,391 SqFt Residential Single Family Residence MLS® # O6434920

Active

$639,900

WINDSOR AT WESTSIDE PH 2B

1614 Lima Ave, KISSIMMEE

8 Beds 6 Baths 4,041 SqFt Residential Single Family Residence MLS® # S5126817

Active

$629,900

WINDSOR/WESTSIDE-PH 2B

1678 Lima Ave, KISSIMMEE

9 Beds 6 Baths 4,391 SqFt Residential Single Family Residence MLS® # O6420335

Active

$629,000

WINDSOR AT WESTSIDE PH 2A

1829 Gobi Dr, KISSIMMEE

8 Beds 6 Baths 4,041 SqFt Residential Single Family Residence MLS® # O6412821

Active

$610,000

WINDSOR AT WESTSIDE PH 1

8801 Rhodes St, KISSIMMEE

8 Beds 6 Baths 4,041 SqFt Residential Single Family Residence MLS® # O6289038

Windsor at Westside Private-Pool Homes for Sale, $600,000 - $700,000

$670,000

1941 Nice Ct, KISSIMMEE

$660,000

8896 Bengal Ct, KISSIMMEE

$659,000

2183 Tripoli Ct, KISSIMMEE

$658,000

2147 Tripoli Ct, KISSIMMEE

$655,000

1844 Gobi Dr, KISSIMMEE

$655,000

1610 Lima Ave, KISSIMMEE

$649,900

8924 Bengal Ct, KISSIMMEE

$649,000

2135 Tripoli Ct, KISSIMMEE

$639,900

1614 Lima Ave, KISSIMMEE

$629,900

1678 Lima Ave, KISSIMMEE

$629,000

1829 Gobi Dr, KISSIMMEE

$610,000

8801 Rhodes St, KISSIMMEE