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, $500,000

Active

$589,000

WINDSOR AT WESTSIDE PH 2A

1744 Lima Ave, KISSIMMEE

7 Beds 6 Baths 3,314 SqFt Residential Single Family Residence MLS® # O6407493

Active

$580,000

▼ $20,000 WINDSOR/WESTSIDE-PH 2A

1627 Lima Ave, KISSIMMEE

7 Beds 6 Baths 3,314 SqFt Residential Single Family Residence MLS® # O6380867

Active

$579,000

▼ $11,000 WINDSOR AT WESTSIDE PH 3

8900 Prague Way, KISSIMMEE

7 Beds 6 Baths 3,314 SqFt Residential Single Family Residence MLS® # O6329265

Active

$575,000

WINDSOR AT WESTSIDE PH 3A

8956 Zurich Ln, KISSIMMEE

7 Beds 6 Baths 3,314 SqFt Residential Single Family Residence MLS® # O6406521

Active

$570,000

▼ $30,000 WINDSOR/WESTSIDE-PH 2A

1724 Lima Ave, KISSIMMEE

7 Beds 6 Baths 3,314 SqFt Residential Single Family Residence MLS® # O6331125

Active

$570,000

WINDSOR AT WESTSIDE PH 2B-1

8824 Bengal Ct, KISSIMMEE

8 Beds 6 Baths 4,041 SqFt Residential Single Family Residence MLS® # O6426928

Active

$568,000

▼ $1,000 WINDSOR AT WESTSIDE

1861 Nice Ct, KISSIMMEE

7 Beds 6 Baths 3,281 SqFt Residential Single Family Residence MLS® # O6363676

Active

$568,000

▲ $30,000 WINDSOR AT WESTSIDE PH 3

2438 Tanger Dr, KISSIMMEE

7 Beds 6 Baths 3,314 SqFt Residential Single Family Residence MLS® # O6347903

Active

$565,000

WINDSOR AT WESTSIDE PH 2B

8877 Bengal Ct, KISSIMMEE

5 Beds 6 Baths 2,622 SqFt Residential Single Family Residence MLS® # O6402816

Active

$560,000

▲ $5,000 WINDSOR/WESTSIDE-PH 2A

1836 Nice Ct, KISSIMMEE

8 Beds 6 Baths 4,041 SqFt Residential Single Family Residence MLS® # O6429118

Active

$559,000

WINDSOR AT WESTSIDE

1885 Nice Ct, KISSIMMEE

6 Beds 5 Baths 3,142 SqFt Residential Single Family Residence MLS® # O6415911

Active

$549,990

WINDSOR AT WESTSIDE PH 2A

1917 Nice Ct, KISSIMMEE

5 Beds 4 Baths 2,492 SqFt Residential Single Family Residence MLS® # O6428506

Windsor at Westside Private-Pool Homes for Sale, $500,000 - $600,000

$589,000

1744 Lima Ave, KISSIMMEE

$580,000

1627 Lima Ave, KISSIMMEE

$579,000

8900 Prague Way, KISSIMMEE

$575,000

8956 Zurich Ln, KISSIMMEE

$570,000

1724 Lima Ave, KISSIMMEE

$570,000

8824 Bengal Ct, KISSIMMEE

$568,000

1861 Nice Ct, KISSIMMEE

$568,000

2438 Tanger Dr, KISSIMMEE

$565,000

8877 Bengal Ct, KISSIMMEE

$560,000

1836 Nice Ct, KISSIMMEE

$559,000

1885 Nice Ct, KISSIMMEE

$549,990

1917 Nice Ct, KISSIMMEE