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.

Market Snapshot

Averages based on current search criteria as of 07/22/2026 6:58 AM

Class Total Price Beds Baths Age
Residential 11 $493,718 5.7 4.3 7.3
Displaying results 1-10 of 11
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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$659,000
Provided courtesy of AAA GLOBAL VENTURES PA
67 Photos 1861 Nice Ct Kissimmee, FL 34747

1861 Nice Ct
Kissimmee, FL 34747
Windsor At Westside
Residential

MLS# O6363676 / Active
7 Beds, 6.00 Total Baths, 5 Full Bath, 1 Half Bath, 3281 Sqft
Area: 34747 - Kissimmee/celebration, Subdivision: Windsor At Westside

Price Reduction! Turnkey 7-Bedroom Vacation Home in Windsor at Westside - Active Short-Term Rental! Welcome to 1861 Nice Court, a beautifully f... 

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$570,000
Reduced -$2,000
Provided courtesy of EXP REALTY LLC
57 Photos 1885 Nice Court Kissimmee, FL 34747

1885 Nice Court
Kissimmee, FL 34747
Windsor At Westside
Residential

MLS# O6415911 / 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 resort-style living at its finest in the highly sought-after Windsor at Westside Resort! This beautifully maintained 6-bedroom, 4.5-bath... 

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$559,000
Provided courtesy of FLORIDA RESORT REALTY LLC
40 Photos 8908 Prague Way Kissimmee, FL 34747

8908 Prague Way
Kissimmee, FL 34747
Windsor At Westside
Residential

MLS# O6356954 / Active
6 Beds, 5.00 Total Baths, 4 Full Bath, 1 Half Bath, 3142 Sqft
Area: 34747 - Kissimmee/celebration, Subdivision: Windsor At Westside

Your Private Oasis Awaits at the fantastic Windsor at Westside Resort community. Step into luxury and leisure of this fully furnished 6-bedroom, 4.... 

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$529,000
Reduced -$10,000
Provided courtesy of CHARLES RUTENBERG REALTY ORLANDO
44 Photos 1857 Nice Court Kissimmee, FL 34747

1857 Nice Court
Kissimmee, FL 34747
Windsor At Westside
Residential

MLS# O6426220 / Active
5 Beds, 4.00 Total Baths, 4 Full Bath, 2492 Sqft
Area: 34747 - Kissimmee/celebration, Subdivision: Windsor At Westside

Welcome to a fantastic investment opportunity in the Windsor at Westside resort community! This fully furnished 5-bedroom, 4-bathroom pool home off... 

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$499,000
Provided courtesy of RATIO REAL ESTATE, LLC
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
Provided courtesy of SELECTA REALTY LLC
70 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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$444,000
Reduced -$20,000
Provided courtesy of TEAM DONOVAN
39 Photos 2413 Dubai St Kissimmee, FL 34747

2413 Dubai St
Kissimmee, FL 34747
Windsor At Westside
Residential

MLS# O6418129 / Active
5 Beds, 5.00 Total Baths, 4 Full Bath, 1 Half Bath, 2263 Sqft
Area: 34747 - Kissimmee/celebration, Subdivision: Windsor At Westside

Welcome to this exceptional 5-bedroom, 4 full bathroom, and 1 half-bathroom home, where luxury, comfort, and entertainment come together perfectly!... 

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$439,000
Provided courtesy of FLORIDA SCANDI REALTY LLC
70 Photos 1909 Majorca Drive Kissimmee, FL 34747

1909 Majorca Drive
Kissimmee, FL 34747
Windsor At Westside
Residential

MLS# S5149758 / Active
5 Beds, 5.00 Total Baths, 4 Full Bath, 1 Half Bath, 2263 Sqft
Area: 34747 - Kissimmee/celebration, Subdivision: Windsor At Westside

Discover the pinnacle of Florida living in this stunning, fully furnished 5-bedroom, 4.5-bathroom townhome, nestled within the highly sought-after ... 

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$434,999
Provided courtesy of TEAM DONOVAN
36 Photos 2015 Majorca Drive Kissimmee, FL 34747

2015 Majorca Drive
Kissimmee, FL 34747
Windsor At Westside
Residential

MLS# S5148415 / Active
5 Beds, 5.00 Total Baths, 4 Full Bath, 1 Half Bath, 2263 Sqft
Area: 34747 - Kissimmee/celebration, Subdivision: Windsor At Westside

Welcome to your slice of paradise at Windsor at Westside! Fully furnished and Airbnb-ready, this spacious 5-bedroom, 4.5-bath townhome with a priva... 

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$412,900
Provided courtesy of REALTY ONE GROUP INSPIRATION

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