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Windsor At Westside Homes for Sale in Kissimmee - 76 homes

Windsor At Westside homes for sale are located in Osceola County, Florida. Find Windsor At Westside Homes in Kissimmee for sale with data from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your search for Windsor At Westside, Kissimmee homes.

Location: Windsor At Westside, Kissimmee

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  • 8932 SYDNEY AVE, KISSIMMEE, FL 34747

    $449,00010 Days on yellowkey   MLS ID: O6412966

    For Sale O6412966 - 8932 SYDNEY AVE, KISSIMMEE, FL 34747 31 photos

    Bed: 5   Bath: 4.5
    Liv Area Sq Ft: 2265
       Built: 2019
    Monthly Fee: $584
       Tax: $6,773 (2025)
    Community: Windsor At Westside; Windsor/Westside
    Spa: Yes

    Townhouse


    Estimated Monthly Payment: $3,609 (change assumption)
    Mortgage ($2,460) + Fees ($584) + Taxes in 2025 ($564)


    Taxes:$6,773

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8901 RHODES ST, KISSIMMEE, FL 34747

    $550,000363 Days on yellowkey   MLS ID: O6319078

    REDUCED by $15,000 (2.7%) on 05/08/2026

    For Sale O6319078 - 8901 RHODES ST, KISSIMMEE, FL 34747 39 photos

    Bed: 6   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3142
       Built: 2016
    Monthly Fee: $553
       Tax: $6,382 (2024)
    Community: Windsor At Westside Ph 1
    Single Family


    Estimated Monthly Payment: $4,098 (change assumption)
    Mortgage ($3,014) + Fees ($553) + Taxes in 2024 ($532)


    Taxes:$6,382

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 8839 GENEVE COURT, KISSIMMEE, FL 34747

    $404,000144 Days on yellowkey   MLS ID: TB8467307

    REDUCED by $5,000 (1.2%) on 06/01/2026

    For Sale TB8467307 - 8839 GENEVE COURT, KISSIMMEE, FL 34747 33 photos

    Bed: 4   Bath: 3.5
    Liv Area Sq Ft: 2102
       Built: 2018
    Monthly Fee: $605
       Tax: $7,587 (2025)
    Community: Windsor At Westside
    Spa: Yes

    Townhouse


    Estimated Monthly Payment: $3,451 (change assumption)
    Mortgage ($2,214) + Fees ($605) + Taxes in 2025 ($632)


    Taxes:$7,587

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8909 BENGAL CT, KISSIMMEE, FL 34747

    $629,00055 Days on yellowkey   MLS ID: S5148316

    For Sale S5148316 - 8909 BENGAL CT, KISSIMMEE, FL 34747 46 photos

    Bed: 8   Bath: 6.0   Gar: 2
    Liv Area Sq Ft: 4041
       Built: 2019
    Monthly Fee: $607
       Tax: $11,657 (2025)
    Community: Windsor At Westside Ph 2B
    Single Family


    Estimated Monthly Payment: $5,025 (change assumption)
    Mortgage ($3,446) + Fees ($607) + Taxes in 2025 ($971)


    Taxes:$11,657

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1610 LIMA AVE, KISSIMMEE, FL 34747

    $729,000502 Days on yellowkey   MLS ID: S5119586

    For Sale S5119586 - 1610 LIMA AVE, KISSIMMEE, FL 34747 81 photos

    Bed: 8   Bath: 6.0   Gar: 2
    Liv Area Sq Ft: 4041
       Built: 2019
    Monthly Fee: $552
       Tax: $11,691 (2023)
    Community: Windsor At Westside Ph 2B
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,521 (change assumption)
    Mortgage ($3,994) + Fees ($552) + Taxes in 2023 ($974)


    Taxes:$11,691

    Elementary School: None

    High School: None

    Tax Year: 2023

    Middle School: None


  • 2438 TANGER DR, KISSIMMEE, FL 34747

    $588,000261 Days on yellowkey   MLS ID: O6347903

    For Sale O6347903 - 2438 TANGER DR, KISSIMMEE, FL 34747 84 photos

    Bed: 7   Bath: 5.5   Gar: 2
    Liv Area Sq Ft: 3314
       Built: 2019
    Monthly Fee: $587
       Tax: $9,467 (2024)
    Community: Windsor At Westside Ph 3
    Single Family


    Estimated Monthly Payment: $4,598 (change assumption)
    Mortgage ($3,222) + Fees ($587) + Taxes in 2024 ($789)


    Taxes:$9,467

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1861 NICE CT, KISSIMMEE, FL 34747

    $573,000197 Days on yellowkey   MLS ID: O6363676

    REDUCED by $4,000 (0.7%) on 06/05/2026

    SHORT SALE O6363676 - 1861 NICE CT, KISSIMMEE, FL 34747 67 photos

    Bed: 7   Bath: 5.5   Gar: 2
    Liv Area Sq Ft: 3281
       Built: 2018
    Monthly Fee: $563
       Tax: $7,850 (2025)
    Community: Windsor At Westside
    Single Family


    Estimated Monthly Payment: $4,357 (change assumption)
    Mortgage ($3,140) + Fees ($563) + Taxes in 2025 ($654)


    Taxes:$7,850

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8811 MACAPA DR, KISSIMMEE, FL 34747

    $735,000121 Days on yellowkey   MLS ID: O6382041

    REDUCED by $5,000 (0.7%) on 06/04/2026

    For Sale O6382041 - 8811 MACAPA DR, KISSIMMEE, FL 34747 88 photos

    Bed: 9   Bath: 6.0   Gar: 2
    Liv Area Sq Ft: 4391
       Built: 2017
    Monthly Fee: $563
       Tax: $11,694 (2025)
    Community: Windsor At Westside Ph 2A
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,565 (change assumption)
    Mortgage ($4,027) + Fees ($563) + Taxes in 2025 ($975)


    Taxes:$11,694

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: West Side


  • 8832 MACAPA DR, KISSIMMEE, FL 34747

    $699,000594 Days on yellowkey   MLS ID: O6252445

    For Sale O6252445 - 8832 MACAPA DR, KISSIMMEE, FL 34747 30 photos

    Bed: 8   Bath: 6.0   Gar: 2
    Liv Area Sq Ft: 4041
       Built: 2016
    Monthly Fee: $607
       Tax: $10,965 (2023)
    Community: Windsor At Westside Ph 2A
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,351 (change assumption)
    Mortgage ($3,830) + Fees ($607) + Taxes in 2023 ($914)


    Taxes:$10,965

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2023

    Middle School: Horizon Middle


  • 1885 GOBI DR, KISSIMMEE, FL 34747

    $740,000118 Days on yellowkey   MLS ID: O6383464

    REDUCED by $25,000 (3.3%) on 06/04/2026

    For Sale O6383464 - 1885 GOBI DR, KISSIMMEE, FL 34747 56 photos

    Bed: 8   Bath: 6.0   Gar: 2
    Liv Area Sq Ft: 4041
       Built: 2016
    Monthly Fee: $607
       Tax: $11,612 (2025)
    Community: Windsor/Westside, Windsor At Westside
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,629 (change assumption)
    Mortgage ($4,055) + Fees ($607) + Taxes in 2025 ($968)


    Taxes:$11,612

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: West Side


  • 1995 MAJORCA DR, KISSIMMEE, FL 34747

    $60,000305 Days on yellowkey   MLS ID: O6335963

    REDUCED by $359,000 (85.7%) on 04/22/2026

    For Sale O6335963 - 1995 MAJORCA DR, KISSIMMEE, FL 34747 52 photos

    Bed: 5   Bath: 4.5   Gar: 1
    Liv Area Sq Ft: 2263
       Built: 2016
    Monthly Fee: $531
       Tax: $8,075 (2024)
    Community: Windsor At Westside Ph 1
    Townhouse


    Estimated Monthly Payment: $1,533 (change assumption)
    Mortgage ($329) + Fees ($531) + Taxes in 2024 ($673)


    Taxes:$8,075

    Elementary School: None

    High School: Celebration High

    Tax Year: 2024

    Middle School: West Side


  • 8849 RHODES ST, KISSIMMEE, FL 34747

    $660,000334 Days on yellowkey   MLS ID: O6327522

    3 Days Off yellowkey (back on 5/18/2026)

    For Sale O6327522 - 8849 RHODES ST, KISSIMMEE, FL 34747 78 photos

    Bed: 8   Bath: 6.0   Gar: 2
    Liv Area Sq Ft: 4041
       Built: 2015
    Monthly Fee: $563
       Tax: $11,592 (2024)
    Community: Windsor At Westside Ph 1
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,145 (change assumption)
    Mortgage ($3,616) + Fees ($563) + Taxes in 2024 ($966)


    Taxes:$11,592

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2410 TANGIER DR, KISSIMMEE, FL 34747

    $418,00044 Days on yellowkey   MLS ID: A4692263

    REDUCED by $10,000 (2.3%) on 06/04/2026

    For Sale A4692263 - 2410 TANGIER DR, KISSIMMEE, FL 34747 24 photos

    Bed: 5   Bath: 4.5
    Liv Area Sq Ft: 2263
       Built: 2020
    Monthly Fee: $584
       Tax: $7,083 (2025)
    Community: Windsor At Westside Ph 3
    Townhouse


    Estimated Monthly Payment: $3,465 (change assumption)
    Mortgage ($2,290) + Fees ($584) + Taxes in 2025 ($590)


    Taxes:$7,083

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1829 GOBI DR, KISSIMMEE, FL 34747

    $629,00013 Days on yellowkey   MLS ID: O6412821

    For Sale O6412821 - 1829 GOBI DR, KISSIMMEE, FL 34747 83 photos

    Bed: 8   Bath: 6.0   Gar: 2
    Liv Area Sq Ft: 4041
       Built: 2017   Tax: $11,676 (2025)
    Community: Windsor At Westside Ph 2A
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,420 (change assumption)
    Mortgage ($3,446) + Taxes in 2025 ($973)


    Taxes:$11,676

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2422 DUBAI ST, KISSIMMEE, FL 34747

    $449,990332 Days on yellowkey   MLS ID: O6328333

    For Sale O6328333 - 2422 DUBAI ST, KISSIMMEE, FL 34747 73 photos

    Bed: 5   Bath: 4.5
    Liv Area Sq Ft: 2263
       Built: 2020
    Monthly Fee: $608
       Tax: $6,643 (2024)
    Community: Windsor At Westside Ph 3
    Townhouse


    Estimated Monthly Payment: $3,627 (change assumption)
    Mortgage ($2,466) + Fees ($608) + Taxes in 2024 ($554)


    Taxes:$6,643

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1953 MAJORCA DR, KISSIMMEE, FL 34747

    $357,000156 Days on yellowkey   MLS ID: O6372789

    REDUCED by $13,000 (3.5%) on 06/02/2026

    For Sale O6372789 - 1953 MAJORCA DR, KISSIMMEE, FL 34747 49 photos

    Bed: 4   Bath: 3.5   Gar: 1
    Liv Area Sq Ft: 2102
       Built: 2016
    Monthly Fee: $530
       Tax: $7,751 (2025)
    Community: Windsor At Westside Ph 1
    Townhouse


    Estimated Monthly Payment: $3,132 (change assumption)
    Mortgage ($1,956) + Fees ($530) + Taxes in 2025 ($646)


    Taxes:$7,751

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: West Side


  • 1809 NICE CT, KISSIMMEE, FL 34747

    $529,00014 Days on yellowkey   MLS ID: O6412809

    For Sale O6412809 - 1809 NICE CT, KISSIMMEE, FL 34747 49 photos

    Bed: 6   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3142
       Built: 2019   Tax: $10,159 (2025)
    Community: Windsor At Westside Ph 2A
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,745 (change assumption)
    Mortgage ($2,899) + Taxes in 2025 ($847)


    Taxes:$10,159

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2022 MAJORCA DR, KISSIMMEE, FL 34747

    $399,99073 Days on yellowkey   MLS ID: O6396215

    For Sale O6396215 - 2022 MAJORCA DR, KISSIMMEE, FL 34747 81 photos

    Bed: 4   Bath: 3.5   Gar: 1
    Liv Area Sq Ft: 2102
       Built: 2015
    Monthly Fee: $665
       Tax: $7,697 (2025)
    Community: Windsor At Westside Ph 1
    Spa: No

    Townhouse


    Estimated Monthly Payment: $3,498 (change assumption)
    Mortgage ($2,192) + Fees ($665) + Taxes in 2025 ($641)


    Taxes:$7,697

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8900 PRAGUE WAY, KISSIMMEE, FL 34747

    $579,000326 Days on yellowkey   MLS ID: O6329265

    REDUCED by $11,000 (1.9%) on 05/20/2026

    For Sale O6329265 - 8900 PRAGUE WAY, KISSIMMEE, FL 34747 37 photos

    Bed: 7   Bath: 5.5   Gar: 2
    Liv Area Sq Ft: 3314
       Built: 2019
    Monthly Fee: $587
       Tax: $9,677 (2024)
    Community: Windsor At Westside Ph 3
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,566 (change assumption)
    Mortgage ($3,173) + Fees ($587) + Taxes in 2024 ($806)


    Taxes:$9,677

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2024

    Middle School: West Side


  • 8926 ZURICH LN, KISSIMMEE, FL 34747

    $485,900389 Days on yellowkey   MLS ID: O6311534

    For Sale O6311534 - 8926 ZURICH LN, KISSIMMEE, FL 34747 31 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2492
       Built: 2019
    Monthly Fee: $587
       Tax: $7,737 (2024)
    Community: Windsor At Westside Ph 3A
    Single Family


    Estimated Monthly Payment: $3,894 (change assumption)
    Mortgage ($2,662) + Fees ($587) + Taxes in 2024 ($645)


    Taxes:$7,737

    Elementary School: Westside Elem

    High School: Celebration High

    Tax Year: 2024

    Middle School: West Side




Why Bother Searching Elsewhere for Windsor At Westside Homes for Sale and Other Kissimmee Real Estate?

Windsor At Westside home, townhome, condo, villa, and other listing sales data is continuously updated on yellowkeyrealty.com. yellowkeyrealty.com offers one of the most exhaustive, current, and relevant set of data you can find on houses for sale in Windsor At Westside. You can use our website to view Multiple Listing Service (MLS) data on Windsor At Westside Real Estate. Feel free to reach out to a REALTOR ® at 1-954-369-1486 if you are unable to find specific information on any of our Windsor At Westside. Kissimmee listings.



Data is updated at least once a week by Sunday nights. Some properties that appear for sale on this web site may subsequently have been sold and may no longer be available. The data relating to real estate for sale/lease on this web site come in part from a cooperative data exchange program of the multiple listing service (MLS) in which this real estate firm (Broker) participates. Data can be retrieved from any one of the following MLS’s: Greater Fort Lauderdale REALTORS®, Space Coast Association of REALTORS®, My Florida Regional MLS, Florida Gulf Coast MLS, "©2024 Northeast Florida Multiple Listing Service, Inc. All rights reserved." The properties displayed may not be all of the properties in the MLS’s database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Properties listed by Brokers other than this Broker are marked with either the listing Broker’s logo or name or the MLS name or a logo provided by the MLS. Detailed information about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. The Florida Association of Realtors® and its cooperating MLSs do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing.