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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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  • 2411 DUBAI ST, KISSIMMEE, FL 34747

    $415,00064 Days on yellowkey   MLS ID: O6398120

    0 Days Off yellowkey (back on 4/23/2026)

    For Sale O6398120 - 2411 DUBAI ST, KISSIMMEE, FL 34747 51 photos

    Bed: 5   Bath: 4.5
    Liv Area Sq Ft: 2263
       Built: 2020
    Monthly Fee: $579
       Tax: $6,787 (2025)
    Community: Windsor At Westside Ph 3
    Townhouse


    Estimated Monthly Payment: $3,418 (change assumption)
    Mortgage ($2,274) + Fees ($579) + Taxes in 2025 ($566)


    Taxes:$6,787

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1974 MAJORCA DR, KISSIMMEE, FL 34747

    $444,900Listed 06/13/2026 11:00PM   MLS ID: S5151890

    For Sale S5151890 - 1974 MAJORCA DR, KISSIMMEE, FL 34747 47 photos

    Bed: 5   Bath: 4.5   Gar: 1
    Liv Area Sq Ft: 2265
       Built: 2015
    Monthly Fee: $580
       Tax: $6,044 (2025)
    Community: Windsor At Westside Ph 1
    Spa: No

    Townhouse


    Estimated Monthly Payment: $3,521 (change assumption)
    Mortgage ($2,438) + Fees ($580) + Taxes in 2025 ($504)


    Taxes:$6,044

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2183 TRIPOLI CT, KISSIMMEE, FL 34747

    $659,000336 Days on yellowkey   MLS ID: S5130786

    For Sale S5130786 - 2183 TRIPOLI CT, KISSIMMEE, FL 34747 29 photos

    Bed: 9   Bath: 6.0   Gar: 2
    Liv Area Sq Ft: 4391
       Built: 2016
    Monthly Fee: $563
       Tax: $12,617 (2024)
    Community: Windsor At Westside
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,225 (change assumption)
    Mortgage ($3,611) + Fees ($563) + Taxes in 2024 ($1,051)


    Taxes:$12,617

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2070 ROME DR, KISSIMMEE, FL 34747

    $459,000148 Days on yellowkey   MLS ID: O6374736

    For Sale O6374736 - 2070 ROME DR, KISSIMMEE, FL 34747 57 photos

    Bed: 5   Bath: 4.5   Gar: 1
    Liv Area Sq Ft: 2265
       Built: 2015
    Monthly Fee: $665
       Tax: $7,966 (2025)
    Community: Windsor At Westside Ph 1
    Townhouse


    Estimated Monthly Payment: $3,844 (change assumption)
    Mortgage ($2,515) + Fees ($665) + Taxes in 2025 ($664)


    Taxes:$7,966

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8825 RHODES ST, KISSIMMEE, FL 34747

    $675,0003 Days on yellowkey   MLS ID: S5151659

    For Sale S5151659 - 8825 RHODES ST, KISSIMMEE, FL 34747 52 photos

    Bed: 8   Bath: 6.0   Gar: 2
    Liv Area Sq Ft: 4041
       Built: 2016
    Monthly Fee: $563
       Tax: $11,485 (2025)
    Community: Windsor At Westside Ph 1
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,219 (change assumption)
    Mortgage ($3,699) + Fees ($563) + Taxes in 2025 ($957)


    Taxes:$11,485

    Elementary School: Island Village Elementary School

    High School: Celebration High

    Tax Year: 2025

    Middle School: Horizon Middle


  • 8956 ZURICH LN, KISSIMMEE, FL 34747

    $575,00036 Days on yellowkey   MLS ID: O6406521

    For Sale O6406521 - 8956 ZURICH LN, KISSIMMEE, FL 34747 48 photos

    Bed: 7   Bath: 5.5   Gar: 2
    Liv Area Sq Ft: 3314
       Built: 2019
    Monthly Fee: $577
       Tax: $9,051 (2025)
    Community: Windsor At Westside Ph 3A
    Single Family


    Estimated Monthly Payment: $4,482 (change assumption)
    Mortgage ($3,151) + Fees ($577) + Taxes in 2025 ($754)


    Taxes:$9,051

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2006 MAJORCA DR, KISSIMMEE, FL 34747

    $439,000127 Days on yellowkey   MLS ID: O6380751

    1 Days Off yellowkey (back on 5/1/2026)

    For Sale O6380751 - 2006 MAJORCA DR, KISSIMMEE, FL 34747 47 photos

    Bed: 5   Bath: 4.5   Gar: 1
    Liv Area Sq Ft: 2265
       Built: 2015
    Monthly Fee: $579
       Tax: $7,966 (2025)
    Community: Windsor At Westside Ph 1
    Spa: No

    Townhouse


    Estimated Monthly Payment: $3,648 (change assumption)
    Mortgage ($2,405) + Fees ($579) + Taxes in 2025 ($664)


    Taxes:$7,966

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: West Side


  • 2428 DUBAI ST, KISSIMMEE, FL 34747

    $419,000663 Days on yellowkey   MLS ID: O6233761

    REDUCED by $21,000 (4.8%) on 06/11/2026

    For Sale O6233761 - 2428 DUBAI ST, KISSIMMEE, FL 34747 62 photos

    Bed: 5   Bath: 4.5
    Liv Area Sq Ft: 2263
       Built: 2020
    Monthly Fee: $605
       Tax: $7,376 (2023)
    Community: Windsor At Westside Ph 3
    Townhouse


    Estimated Monthly Payment: $3,515 (change assumption)
    Mortgage ($2,296) + Fees ($605) + Taxes in 2023 ($615)


    Taxes:$7,376

    Elementary School: None

    High School: None

    Tax Year: 2023

    Middle School: None


  • 1885 NICE CT, KISSIMMEE, FL 34747

    $559,0003 Days on yellowkey   MLS ID: O6415911

    For Sale O6415911 - 1885 NICE CT, KISSIMMEE, FL 34747 57 photos

    Bed: 6   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3142
       Built: 2019
    Monthly Fee: $607
       Tax: $10,159 (2025)
    Community: Windsor At Westside
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,517 (change assumption)
    Mortgage ($3,063) + Fees ($607) + Taxes in 2025 ($847)


    Taxes:$10,159

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8942 SYDNEY AVE, KISSIMMEE, FL 34747

    $445,00040 Days on yellowkey   MLS ID: O6404821

    REDUCED by $13,000 (2.8%) on 06/10/2026

    For Sale O6404821 - 8942 SYDNEY AVE, KISSIMMEE, FL 34747 44 photos

    Bed: 5   Bath: 4.5
    Liv Area Sq Ft: 2263
       Built: 2019
    Monthly Fee: $584
       Tax: $6,808 (2025)
    Community: Windsor At Westside; Windsor/Westside
    Spa: Yes

    Townhouse


    Estimated Monthly Payment: $3,590 (change assumption)
    Mortgage ($2,438) + Fees ($584) + Taxes in 2025 ($567)


    Taxes:$6,808

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8900 SYDNEY AVE, KISSIMMEE, FL 34747

    $439,00051 Days on yellowkey   MLS ID: O6401749

    For Sale O6401749 - 8900 SYDNEY AVE, KISSIMMEE, FL 34747 64 photos

    Bed: 5   Bath: 4.5
    Liv Area Sq Ft: 2263
       Built: 2019
    Monthly Fee: $591
       Tax: $5,607 (2025)
    Community: Windsor At Westside
    Townhouse


    Estimated Monthly Payment: $3,464 (change assumption)
    Mortgage ($2,405) + Fees ($591) + Taxes in 2025 ($467)


    Taxes:$5,607

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8881 RHODES ST, KISSIMMEE, FL 34747

    $525,000156 Days on yellowkey   MLS ID: TB8462660

    For Sale TB8462660 - 8881 RHODES ST, KISSIMMEE, FL 34747 26 photos

    Bed: 6   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3142
       Built: 2016
    Monthly Fee: $563
       Tax: $7,694 (2025)
    Community: Windsor At Westside Ph 1
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,081 (change assumption)
    Mortgage ($2,877) + Fees ($563) + Taxes in 2025 ($641)


    Taxes:$7,694

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: West Side


  • 8936 PRAGUE WAY, KISSIMMEE, FL 34747

    $550,0006 Days on yellowkey   MLS ID: O6414964

    For Sale O6414964 - 8936 PRAGUE WAY, KISSIMMEE, FL 34747 77 photos

    Bed: 6   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3142
       Built: 2019
    Monthly Fee: $721
       Tax: $8,850 (2025)
    Community: Windsor At Westside Ph 3
    Single Family


    Estimated Monthly Payment: $4,472 (change assumption)
    Mortgage ($3,014) + Fees ($721) + Taxes in 2025 ($737)


    Taxes:$8,850

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: Horizon Middle


  • 8912 RHODES ST, KISSIMMEE, FL 34747

    $520,00053 Days on yellowkey   MLS ID: S5148044

    SHORT SALE S5148044 - 8912 RHODES ST, KISSIMMEE, FL 34747 93 photos

    Bed: 7   Bath: 5.5   Gar: 2
    Liv Area Sq Ft: 3314
       Built: 2016
    Monthly Fee: $607
       Tax: $10,299 (2025)
    Community: Windsor At Westside Ph 1
    Single Family


    Estimated Monthly Payment: $4,314 (change assumption)
    Mortgage ($2,849) + Fees ($607) + Taxes in 2025 ($858)


    Taxes:$10,299

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8887 GENEVE CT, KISSIMMEE, FL 34747

    $399,000439 Days on yellowkey   MLS ID: O6295445

    REDUCED by $36,000 (8.3%) on 06/08/2026

    For Sale O6295445 - 8887 GENEVE CT, KISSIMMEE, FL 34747 33 photos

    Bed: 5   Bath: 4.5
    Liv Area Sq Ft: 2265
       Built: 2018
    Monthly Fee: $560
       Tax: $7,963 (2024)
    Community: Windsor At Westside Ph 2B
    Spa: Yes

    Townhouse


    Estimated Monthly Payment: $3,410 (change assumption)
    Mortgage ($2,186) + Fees ($560) + Taxes in 2024 ($664)


    Taxes:$7,963

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 9047 RHODES ST, KISSIMMEE, FL 34747

    $399,000100 Days on yellowkey   MLS ID: S5145124

    0 Days Off yellowkey (back on 4/29/2026)

    For Sale S5145124 - 9047 RHODES ST, KISSIMMEE, FL 34747 50 photos

    Bed: 4   Bath: 3.5   Gar: 1
    Liv Area Sq Ft: 2102
       Built: 2016
    Monthly Fee: $516
       Tax: $7,751 (2025)
    Community: Windsor At Westside Ph 1
    Spa: No

    Townhouse


    Estimated Monthly Payment: $3,348 (change assumption)
    Mortgage ($2,186) + Fees ($516) + Taxes in 2025 ($646)


    Taxes:$7,751

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: West Side


  • 1864 NICE CT, KISSIMMEE, FL 34747

    $695,90067 Days on yellowkey   MLS ID: O6396750

    For Sale O6396750 - 1864 NICE CT, KISSIMMEE, FL 34747 35 photos

    Bed: 8   Bath: 6.0   Gar: 2
    Liv Area Sq Ft: 4041
       Built: 2018
    Monthly Fee: $607
       Tax: $11,733 (2025)
    Community: Windsor At Westside Ph 2A
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,398 (change assumption)
    Mortgage ($3,813) + Fees ($607) + Taxes in 2025 ($978)


    Taxes:$11,733

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: None


  • 2015 MAJORCA DRIVE, KISSIMMEE, FL 34747

    $412,90051 Days on yellowkey   MLS ID: S5148415

    For Sale S5148415 - 2015 MAJORCA DRIVE, KISSIMMEE, FL 34747 36 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 2263
       Built: 2016
    Monthly Fee: $580
       Tax: $7,670 (2025)
    Community: Windsor At Westside
    Spa: No

    Townhouse


    Estimated Monthly Payment: $3,482 (change assumption)
    Mortgage ($2,262) + Fees ($580) + Taxes in 2025 ($639)


    Taxes:$7,670

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: Horizon Middle


  • 2414 DUBAI ST, KISSIMMEE, FL 34747

    $428,0008 Days on yellowkey   MLS ID: O6414579

    For Sale O6414579 - 2414 DUBAI ST, KISSIMMEE, FL 34747 27 photos

    Bed: 5   Bath: 4.5
    Liv Area Sq Ft: 2265
       Built: 2020
    Monthly Fee: $560
       Tax: $7,109 (2025)
    Community: Windsor At Westside Ph 3
    Townhouse


    Estimated Monthly Payment: $3,498 (change assumption)
    Mortgage ($2,345) + Fees ($560) + Taxes in 2025 ($592)


    Taxes:$7,109

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8904 SYDNEY AVE, KISSIMMEE, FL 34747

    $445,0009 Days on yellowkey   MLS ID: O6413060

    For Sale O6413060 - 8904 SYDNEY AVE, KISSIMMEE, FL 34747 40 photos

    Bed: 5   Bath: 4.5
    Liv Area Sq Ft: 2263
       Built: 2019
    Monthly Fee: $584
       Tax: $6,738 (2025)
    Community: Windsor At Westside; Windsor/Westside
    Spa: Yes

    Townhouse


    Estimated Monthly Payment: $3,584 (change assumption)
    Mortgage ($2,438) + Fees ($584) + Taxes in 2025 ($562)


    Taxes:$6,738

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None




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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.