David Shippey
863.521.4517

Windsor At Westside Real Estate

Market Snapshot of Listings in Windsor At Westside - Kissimmee, FL 34747
The current prices for all Real Estate Listings in Windsor At Westside - Kissimmee, FL are reflected in the the table below.
Averages based on current search criteria as of 07/21/2025 12:57 PM
Class Total Number Price Beds Baths Age
Residential12$526,1545.84.37.2
Displaying results 1-10 of 12
48 Photos 2147 Tripoli Court Kissimmee, FL 34747

2147 Tripoli Court
Kissimmee, FL 34747
Windsor At Westside
Residential

MLS# S5126754 / Active
9 Beds, 6.00 Total Baths, 6 Full Bath, 4391 Sqft
Area: 34747 - Kissimmee/celebration, Subdivision: Windsor At Westside

The largest home on one of the best lots in entire Windsor at Westside resort. This fully furnished/equipped home with private pool deck, is just s... 

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$680,000
Provided courtesy of EMPIRE NETWORK REALTY
29 Photos 2183 Tripoli Ct Kissimmee, FL 34747

2183 Tripoli Ct
Kissimmee, FL 34747
Windsor At Westside
Residential

MLS# S5130786 / Active
9 Beds, 6.00 Total Baths, 6 Full Bath, 4391 Sqft
Area: 34747 - Kissimmee/celebration, Subdivision: Windsor At Westside

This spacious fully furnished 9-bedroom, 6-bathroom pool home is located in the sought-after Windsor at Westside Resort. One of the largest floor p... 

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$676,000
Provided courtesy of AAA GLOBAL VENTURES PA
49 Photos 1801 Nice Court Kissimmee, FL 34747

1801 Nice Court
Kissimmee, FL 34747
Windsor At Westside
Residential

MLS# O6303942 / Active
6 Beds, 5.00 Total Baths, 4 Full Bath, 1 Half Bath, 3142 Sqft
Area: 34747 - Kissimmee/celebration, Subdivision: Windsor At Westside

Welcome to this beautifully maintained six-bedroom, 4.5-bath home, built in 2018, offering 3,142 square feet of living space. On a cul-de-sac with ... 

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$599,999
Provided courtesy of PREMIER SOTHEBYS INT'L REALTY
64 Photos 8897 Rhodes Street Kissimmee, FL 34747

8897 Rhodes Street
Kissimmee, FL 34747
Windsor At Westside
Residential

MLS# S5128935 / Active
6 Beds, 5.00 Total Baths, 4 Full Bath, 1 Half Bath, 3142 Sqft
Area: 34747 - Kissimmee/celebration, Subdivision: Windsor At Westside

Discover the ultimate vacation retreat at 8897 Rhodes Street, a fully furnished 6-bedroom, 4.5-bath home in the upscale, guard-gated community of W... 

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$598,000
Provided courtesy of TEAM DONOVAN
78 Photos 2427 Dubai Street Kissimmee, FL 34747

2427 Dubai Street
Kissimmee, FL 34747
Windsor At Westside
Residential

MLS# S5123971 / Active
5 Beds, 5.00 Total Baths, 4 Full Bath, 1 Half Bath, 2265 Sqft
Area: 34747 - Kissimmee/celebration, Subdivision: Windsor At Westside

Dive headfirst into paradise at 2427 Dubai Street, Windsor At Westside! Forget ordinary - this is your resort, a dazzling, delivering a 6.9% Cap ra... 

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$479,950
Provided courtesy of TEAM DONOVAN
27 Photos 8916 Sydney Avenue Kissimmee, FL 34747

8916 Sydney Avenue
Kissimmee, FL 34747
Windsor At Westside
Residential

MLS# O6133760 / Active
5 Beds, 5.00 Total Baths, 4 Full Bath, 1 Half Bath, 2265 Sqft
Area: 34747 - Kissimmee/celebration, Subdivision: Windsor At Westside

Welcome to this beautiful home located at the unique Windsor At Westside. This 5 bedrooms, 4 full bathrooms and 1 half bathroom features an open pl... 

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$479,000
Reduced -$10,000
Provided courtesy of SELECTA REALTY LLC
59 Photos 8931 Sydney Ave Kissimmee, FL 34747

8931 Sydney Ave
Kissimmee, FL 34747
Windsor At Westside
Residential

MLS# O6251348 / Active
5 Beds, 5.00 Total Baths, 4 Full Bath, 1 Half Bath, 2265 Sqft
Area: 34747 - Kissimmee/celebration, Subdivision: Windsor At Westside

Located in the popular Windsor at Westside this stunning 5-bedroom, 4.5-bathroom townhome is beautifully decorated with themed bedrooms and is bein... 

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$479,000
Reduced -$6,000
Provided courtesy of KYLIN REALTY LLC
39 Photos 2015 Majorca Drive Kissimmee, FL 34747

2015 Majorca Drive
Kissimmee, FL 34747
Windsor At Westside
Residential

MLS# O6223590 / Active
5 Beds, 5.00 Total Baths, 4 Full Bath, 1 Half Bath, 2263 Sqft
Area: 34747 - Kissimmee/celebration, Subdivision: Windsor At Westside

PRICE IMPROVEMENT!!!! Welcome to Paradise at Windsor at Westside, one of the most sought after vacation rental communities in the area. This spacio... 

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$470,000
Provided courtesy of REALTY ONE GROUP INSPIRATION
90 Photos 8886 Geneve Court Kissimmee, FL 34747

8886 Geneve Court
Kissimmee, FL 34747
Windsor At Westside
Residential

MLS# S5119924 / Active
5 Beds, 5.00 Total Baths, 4 Full Bath, 1 Half Bath, 2263 Sqft
Area: 34747 - Kissimmee/celebration, Subdivision: Windsor At Westside

Escape to your dream Florida vacation home at 8886 Geneve Court, a stunning 5-bedroom, 4.5-bathroom townhome in the highly desirable Windsor at Wes... 

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$469,900
Reduced -$30,050
Provided courtesy of TEAM DONOVAN
22 Photos 8940 Sydney Ave Kissimmee, FL 34747

8940 Sydney Ave
Kissimmee, FL 34747
Windsor At Westside
Residential

MLS# O6214266 / Active
5 Beds, 5.00 Total Baths, 4 Full Bath, 1 Half Bath, 2263 Sqft
Area: 34747 - Kissimmee/celebration, Subdivision: Windsor At Westside

Attention Investors! THIS VACATION POOL HOME IS A MUST-SEE!!! Beautiful FULLY FURNISHED! VERY CHARMING AND ELEGANT! this TurnKey Luxurious Townhous... 

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$468,000
Provided courtesy of KYLIN REALTY LLC

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