Windsor at Westside - FIVE Bedroom Homes
Windsor at Westside
Bedrooms: Four Bedroom | Five Bedroom | Six Bedroom | Seven Bedroom | Eight Bedroom | Nine Bedroom
Floor Plans: Townhome Floor Plans | Single-Family Home Floor Plans
Street: Adriatico Lane | Bengal Court | Corcovado Drive | Dubai Street | Geneve Court | Gobi Drive | Lima Avenue | Luxor Drive | Macapa Drive | Majorca Drive | Malta Terrace | Menton Loop | Monaco Boulevard | Morocco Way | Mumbai Way | Nice Court | Prague Way | Qin Loop | Rhodes Street | Rome Drive | Sydney Ave | Tangier Drive | Tripoli Court | Zurich Lane
Features: Pool | Water View
Windsor at Westside Community Reports: Text Report | Photo Report
Windsor at Westside - Five Bedroom Homes
FEATURED
Active
$444,000
▼ $20,000
WINDSOR AT WESTSIDE
2427 Dubai St, KISSIMMEE
5
Beds
5
Baths
2,265 SqFt
Residential
Townhouse
MLS® # S5123971
FEATURED
Active
$434,999
▼ $10,001
WINDSOR AT WESTSIDE
1909 Majorca Dr, KISSIMMEE
5
Beds
5
Baths
2,263 SqFt
Residential
Townhouse
MLS® # S5149758
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
$549,000
WINDSOR AT WESTSIDE PH 3A
8931 Zurich Ln, KISSIMMEE
5
Beds
4
Baths
2,492 SqFt
Residential
Single Family Residence
MLS® # O6393822
Active
$499,000
▼ $6,000
WINDSOR AT WESTSIDE PH 3A
2462 Dubai St, KISSIMMEE
5
Beds
4
Baths
2,492 SqFt
Residential
Single Family Residence
MLS® # FC312189
Active
$499,000
WINDSOR AT WESTSIDE PH 3
2458 Dubai St, KISSIMMEE
5
Beds
5
Baths
2,265 SqFt
Residential
Townhouse
MLS® # O6382385
Active
$499,000
▼ $20,900
WINDSOR AT WESTSIDE PH 3
2429 Dubai St, KISSIMMEE
5
Beds
5
Baths
2,263 SqFt
Residential
Townhouse
MLS® # O6206939
New
Active
$499,000
WINDSOR AT WESTSIDE
1857 Nice Ct, KISSIMMEE
5
Beds
4
Baths
2,492 SqFt
Residential
Single Family Residence
MLS® # O6426220
Active
$498,000
WINDSOR AT WESTSIDE PH 3
8933 Prague Way, KISSIMMEE
5
Beds
4
Baths
2,492 SqFt
Residential
Single Family Residence
MLS® # O6403698
Active
$495,000
▼ $4,000
WINDSOR/WESTSIDE-PH 2B
1512 Mumbai Way, KISSIMMEE
5
Beds
4
Baths
2,492 SqFt
Residential
Single Family Residence
MLS® # O6334704
Active
$495,000
WINDSOR AT WESTSIDE PH 3
2426 Tangier Dr, KISSIMMEE
5
Beds
5
Baths
2,263 SqFt
Residential
Townhouse
MLS® # O6419842
Active
$490,000
WINDSOR AT WESTSIDE PH 3
2430 Tangier Dr, KISSIMMEE
5
Beds
5
Baths
2,263 SqFt
Residential
Townhouse
MLS® # O6199004
Active
$489,000
WINDSOR AT WESTSIDE PH 2B
8866 Geneve Ct, KISSIMMEE
5
Beds
5
Baths
2,265 SqFt
Residential
Townhouse
MLS® # O6420355
Active
$482,900
▼ $3,000
WINDSOR AT WESTSIDE PH 3A
8926 Zurich Ln, KISSIMMEE
5
Beds
4
Baths
2,492 SqFt
Residential
Single Family Residence
MLS® # O6311534
Active
$479,000
▼ $40,000
WNDSOR/WESTSIDE-PH 3
2452 Dubai St, KISSIMMEE
5
Beds
5
Baths
2,265 SqFt
Residential
Townhouse
MLS® # O6334730
Active
$479,000
WINDSOR AT WESTSIDE
8916 Sydney Ave, KISSIMMEE
5
Beds
5
Baths
2,265 SqFt
Residential
Townhouse
MLS® # O6133760
New
Active
$465,000
WINDSOR AT WESTSIDE PH 3
8923 Sydney Ave, KISSIMMEE
5
Beds
5
Baths
2,263 SqFt
Residential
Townhouse
MLS® # O6425993
Active
$460,000
WINDSOR/WESTSIDE-PH 3
8929 Sydney Ave, KISSIMMEE
5
Beds
5
Baths
2,263 SqFt
Residential
Townhouse
MLS® # O6353549
Active
$460,000
▲ $2,000
WINDSOR AT WESTSIDE PH 3
2402 Dubai St, KISSIMMEE
5
Beds
5
Baths
2,263 SqFt
Residential
Townhouse
MLS® # O6341750
Active
$455,000
▼ $4,000
WINDSOR AT WESTSIDE PH 2A
1869 Nice Ct, KISSIMMEE
5
Beds
4
Baths
2,492 SqFt
Residential
Single Family Residence
MLS® # O6383451
Active
$450,000
WINDSOR/WESTSIDE-PH 3
2407 Dubai St, KISSIMMEE
5
Beds
5
Baths
2,263 SqFt
Residential
Townhouse
MLS® # O6398836
Active
$449,990
▼ $5,000
WINDSOR AT WESTSIDE PH 3
2422 Dubai St, KISSIMMEE
5
Beds
5
Baths
2,263 SqFt
Residential
Townhouse
MLS® # O6328333
Active
$449,000
WINDSOR AT WESTSIDE; WINDSOR/WESTSIDE
8932 Sydney Ave, KISSIMMEE
5
Beds
5
Baths
2,265 SqFt
Residential
Townhouse
MLS® # O6412966
Active
$445,000
WINDSOR AT WESTSIDE PH 3
8936 Sydney Ave, KISSIMMEE
5
Beds
5
Baths
2,263 SqFt
Residential
Townhouse
MLS® # O6374304
Active
$445,000
▼ $13,000
WINDSOR AT WESTSIDE; WINDSOR/WESTSIDE
8942 Sydney Ave, KISSIMMEE
5
Beds
5
Baths
2,263 SqFt
Residential
Townhouse
MLS® # O6404821
Active
$445,000
WINDSOR AT WESTSIDE PH 3 PB 27 PGS 158-162 LOT 101
2436 Dubai St, KISSIMMEE
5
Beds
4
Baths
2,263 SqFt
Residential
Townhouse
MLS® # O6417398
Active
$445,000
WINDSOR AT WESTSIDE; WINDSOR/WESTSIDE
8904 Sydney Ave, KISSIMMEE
5
Beds
5
Baths
2,263 SqFt
Residential
Townhouse
MLS® # O6413060
Active
$444,900
WINDSOR AT WESTSIDE PH 1
1974 Majorca Dr, KISSIMMEE
5
Beds
5
Baths
2,265 SqFt
Residential
Townhouse
MLS® # S5151890
Active
$439,000
WINDSOR AT WESTSIDE
2413 Dubai St, KISSIMMEE
5
Beds
5
Baths
2,263 SqFt
Residential
Townhouse
MLS® # O6418129
Active
$435,000
▼ $10,000
WINDSOR AT WESTSIDE PH 1
8952 Adriatico Ln, KISSIMMEE
5
Beds
5
Baths
2,263 SqFt
Residential
Townhouse
MLS® # O6363446
Active
$435,000
WINDSOR AT WESTSIDE PH 2B
8838 Geneve Ct, KISSIMMEE
5
Beds
5
Baths
2,263 SqFt
Residential
Townhouse
MLS® # O6420591
Active
$428,000
WINDSOR AT WESTSIDE PH 3
2414 Dubai St, KISSIMMEE
5
Beds
5
Baths
2,265 SqFt
Residential
Townhouse
MLS® # O6414579
Active
$425,000
WINDSOR/WESTSIDE PH 1
8932 Adriatico Ln, KISSIMMEE
5
Beds
5
Baths
2,265 SqFt
Residential
Townhouse
MLS® # O6411777
Active
$420,000
WINDSOR AT WESTSIDE PH 2B
8875 Geneve Ct, KISSIMMEE
5
Beds
5
Baths
2,263 SqFt
Residential
Townhouse
MLS® # O6422639
Active
$419,000
▼ $21,000
WINDSOR AT WESTSIDE PH 3
2428 Dubai St, KISSIMMEE
5
Beds
4
Baths
2,263 SqFt
Residential
Townhouse
MLS® # O6233761
Active
$418,000
▼ $10,000
WINDSOR AT WESTSIDE PH 3
2410 Tangier Dr, KISSIMMEE
5
Beds
5
Baths
2,263 SqFt
Residential
Townhouse
MLS® # A4692263
Active
$415,000
▼ $24,000
WINDSOR AT WESTSIDE
8900 Sydney Ave, KISSIMMEE
5
Beds
5
Baths
2,263 SqFt
Residential
Townhouse
MLS® # O6401749
Active
$412,900
WINDSOR AT WESTSIDE
2015 Majorca Dr, KISSIMMEE
5
Beds
5
Baths
2,263 SqFt
Residential
Townhouse
MLS® # S5148415
Active
$409,000
▼ $20,900
WINDSOR/WESTSIDE-PH 3
8944 Sydney Ave, KISSIMMEE
5
Beds
5
Baths
2,263 SqFt
Residential
Townhouse
MLS® # O6306929
Active
$409,000
WINDSOR AT WESTSIDE PH 3
8930 Sydney Ave, KISSIMMEE
5
Beds
5
Baths
2,265 SqFt
Residential
Townhouse
MLS® # O6421749
Active
$399,000
▼ $36,000
WINDSOR AT WESTSIDE PH 2B
8887 Geneve Ct, KISSIMMEE
5
Beds
5
Baths
2,265 SqFt
Residential
Townhouse
MLS® # O6295445
Active
$37,500
▼ $22,500
WINDSOR AT WESTSIDE PH 1
1995 Majorca Dr, KISSIMMEE
5
Beds
5
Baths
2,263 SqFt
Residential
Townhouse
MLS® # O6335963
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.

Windsor at Westside Community Map

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.
Townhome Floor Plans
Watermarke (2,102 sq ft) | Castaway (2,263 sq ft)
For those desiring modern comfort with a touch of community, Windsor at Westside townhomes offer an exceptional choice. These four to five-bedroom residences provide an inviting environment for families or groups of friends, with spacious living areas, well-appointed kitchens, and the convenience of shared walls that foster a sense of camaraderie. Townhome living at Windsor at Westside allows you to create memories with loved ones while enjoying the amenities of the resort at your doorstep.

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Watermarke - 4 BED - 2,102 SQ. FT.
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Castaway - 5 BED - 2,263 SQ. FT.
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Single Family Home Floor Plans
Winstone (5 Bed, 2,490 sq ft) | Lakeshore (5 Bed, 2,587 sq ft) | Hideaway (6 Bed, 3,117 sq ft) | Seashore (7 Bed, 3,281 sq ft) | Baymont (8 Bed, 4,032 sq ft) | Clearwater (9 Bed, 4,382 sq ft)
If you're seeking the ultimate in privacy and personal space, the community's single-family homes are an exquisite option. Vacation home buyers have a wide variety of two-story floor plans to choose from at Windsor at Westside, ranging from 5 bedroom homes with 2,490 square feet of living space, up to 9 bedroom homes with 4,382 square feet of living space. The vacation homes include features such as a spacious kitchen, shimmering private pools, master bedroom with on-suite master bath, and some homes located on the water. Buyers and rental guests will be able to enjoy the Florida breeze from their private, screened-in lanais, while enjoying an open floor plan perfect for entertaining family and friends.
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Winstone - 5 BED - 2,490 SQ. FT.
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Lakeshore - 5 BED - 2,587 SQ. FT.
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Hideaway - 6 BED - 3,117 SQ. FT.
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Seashore - 7 BED - 3,314 SQ. FT.
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Baymont - 8 BED - 4,032 SQ. FT.
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Clearwater - 9 BED - 4,382 SQ. FT.
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For additional information regarding purchasing a property at Windsor at Westside, contact Team Donovan at 407-705-2616 of Contact Us Here.
If you own a property at Windsor at Westside and are considering selling or have questions regarding the sales process, Contact Us here to find out how your property would benefit as a featured listing.
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