REFINE SEARCH
Status
Keywords
Price
 
Bedrooms
Bathrooms
Garages
Liv Area Sq Ft
Min Year
Max Year
Property Types
No Image
Age Restricted
Foreclosure
Short Sale
Pets Allowed
Furnished
Pool
Spa
Reduced Price
Back on yellowkey
Possible Short Term Rental
Carports
Max Association Fee (monthly)
Max Monthly Payment
Search

Windsor At Westside Homes for Sale in Kissimmee - 68 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

Sort:
  • 2147 TRIPOLI CT, KISSIMMEE, FL 34747

    $698,00026 Days on yellowkey   MLS ID: S5149067

    For Sale S5149067 - 2147 TRIPOLI CT, KISSIMMEE, FL 34747 47 photos

    Bed: 9   Bath: 6.0   Gar: 2
    Liv Area Sq Ft: 4391
       Built: 2016
    Monthly Fee: $563
       Tax: $11,982 (2025)
    Community: Windsor At Westside Ph 1
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,386 (change assumption)
    Mortgage ($3,825) + Fees ($563) + Taxes in 2025 ($999)


    Taxes:$11,982

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2015 MAJORCA DRIVE, KISSIMMEE, FL 34747

    $412,90035 Days on yellowkey   MLS ID: S5148415

    1 Days Off yellowkey (back on 5/4/2026)

    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


  • 8933 PRAGUE WAY, KISSIMMEE, FL 34747

    $498,00028 Days on yellowkey   MLS ID: O6403698

    For Sale O6403698 - 8933 PRAGUE WAY, KISSIMMEE, FL 34747 35 photos

    Bed: 5   Bath: 4.0   Gar: 1
    Liv Area Sq Ft: 2492
       Built: 2019
    Monthly Fee: $620
       Tax: $7,546 (2025)
    Community: Windsor At Westside Ph 3
    Single Family


    Estimated Monthly Payment: $3,978 (change assumption)
    Mortgage ($2,729) + Fees ($620) + Taxes in 2025 ($629)


    Taxes:$7,546

    Elementary School: Westside Elem

    High School: Celebration High

    Tax Year: 2025

    Middle School: West Side


  • 8887 GENEVE CT, KISSIMMEE, FL 34747

    $435,000423 Days on yellowkey   MLS ID: O6295445

    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: $3,607 (change assumption)
    Mortgage ($2,384) + Fees ($560) + Taxes in 2024 ($664)


    Taxes:$7,963

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2006 MAJORCA DR, KISSIMMEE, FL 34747

    $439,000111 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


  • 8867 GENEVE CT, KISSIMMEE, FL 34747

    $404,00040 Days on yellowkey   MLS ID: S5147875

    For Sale S5147875 - 8867 GENEVE CT, KISSIMMEE, FL 34747 52 photos

    Bed: 4   Bath: 3.5
    Liv Area Sq Ft: 2102
       Built: 2018
    Monthly Fee: $580
       Tax: $7,588 (2025)
    Community: Windsor At Westside Ph 2B
    Townhouse


    Estimated Monthly Payment: $3,426 (change assumption)
    Mortgage ($2,214) + Fees ($580) + Taxes in 2025 ($632)


    Taxes:$7,588

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8891 GENEVE CT, KISSIMMEE, FL 34747

    $420,000163 Days on yellowkey   MLS ID: S5140222

    REDUCED by $20,000 (4.5%) on 04/29/2026

    For Sale S5140222 - 8891 GENEVE CT, KISSIMMEE, FL 34747 45 photos

    Bed: 5   Bath: 4.5
    Liv Area Sq Ft: 2263
       Built: 2018
    Monthly Fee: $584
       Tax: $5,607 (2025)
    Community: Windsor At Westside Ph 2B
    Spa: No

    Townhouse


    Estimated Monthly Payment: $3,353 (change assumption)
    Mortgage ($2,301) + Fees ($584) + Taxes in 2025 ($467)


    Taxes:$5,607

    Elementary School: Westside Elem

    High School: Celebration High

    Tax Year: 2025

    Middle School: West Side


  • 9047 RHODES ST, KISSIMMEE, FL 34747

    $399,00084 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


  • 2412 TANGER DR, KISSIMMEE, FL 34747

    $418,000101 Days on yellowkey   MLS ID: G5108377

    0 Days Off yellowkey (back on 4/27/2026)

    For Sale G5108377 - 2412 TANGER DR, KISSIMMEE, FL 34747 53 photos

    Bed: 5   Bath: 4.5
    Liv Area Sq Ft: 2263
       Built: 2020
    Monthly Fee: $538
       Tax: $7,071 (2025)
    Community: Windsor At Westside Ph 3
    Townhouse


    Estimated Monthly Payment: $3,418 (change assumption)
    Mortgage ($2,290) + Fees ($538) + Taxes in 2025 ($589)


    Taxes:$7,071

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2411 DUBAI ST, KISSIMMEE, FL 34747

    $415,00048 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


  • 1995 MAJORCA DR, KISSIMMEE, FL 34747

    $60,000288 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


  • 1599 LIMA AVE, KISSIMMEE, FL 34747

    $684,000126 Days on yellowkey   MLS ID: S5142261

    For Sale S5142261 - 1599 LIMA AVE, KISSIMMEE, FL 34747 56 photos

    Bed: 8   Bath: 6.0   Gar: 2
    Liv Area Sq Ft: 4041
       Built: 2019
    Monthly Fee: $607
       Tax: $11,660 (2025)
    Community: Windsor At Westside Ph 2B
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,326 (change assumption)
    Mortgage ($3,748) + Fees ($607) + Taxes in 2025 ($972)


    Taxes:$11,660

    Elementary School: Westside Elem

    High School: Celebration High

    Tax Year: 2025

    Middle School: West Side


  • 1690 LIMA AVE, KISSIMMEE, FL 34747

    $684,00051 Days on yellowkey   MLS ID: S5147226

    REDUCED by $36,000 (5.0%) on 04/21/2026

    For Sale S5147226 - 1690 LIMA AVE, KISSIMMEE, FL 34747 27 photos

    Bed: 8   Bath: 6.0   Gar: 2
    Liv Area Sq Ft: 4041
       Built: 2018
    Monthly Fee: $563
       Tax: $11,604 (2025)
    Community: Windsor At Westside Ph 2B
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,278 (change assumption)
    Mortgage ($3,748) + Fees ($563) + Taxes in 2025 ($967)


    Taxes:$11,604

    Elementary School: Westside Elem

    High School: Celebration High

    Tax Year: 2025

    Middle School: West Side


  • 2422 DUBAI ST, KISSIMMEE, FL 34747

    $449,990315 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


  • 1610 LIMA AVE, KISSIMMEE, FL 34747

    $729,000485 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


  • 8832 MACAPA DR, KISSIMMEE, FL 34747

    $699,000577 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


  • 8810 MACAPA DR, KISSIMMEE, FL 34747

    $599,000670 Days on yellowkey   MLS ID: O6227461

    1 Days Off yellowkey (back on 4/14/2026)

    For Sale O6227461 - 8810 MACAPA DR, KISSIMMEE, FL 34747 38 photos

    Bed: 8   Bath: 6.0   Gar: 2
    Liv Area Sq Ft: 4041
       Built: 2016
    Monthly Fee: $552
       Tax: $8,296 (2023)
    Community: Windsor At Westside Ph 2
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,525 (change assumption)
    Mortgage ($3,282) + Fees ($552) + Taxes in 2023 ($691)


    Taxes:$8,296

    Elementary School: None

    High School: None

    Tax Year: 2023

    Middle School: None


  • 2401 LUXOR DR, KISSIMMEE, FL 34747

    $680,00084 Days on yellowkey   MLS ID: O6388392

    0 Days Off yellowkey (back on 4/13/2026)

    For Sale O6388392 - 2401 LUXOR DR, KISSIMMEE, FL 34747 63 photos

    Bed: 8   Bath: 6.0   Gar: 2
    Liv Area Sq Ft: 4041
       Built: 2019
    Monthly Fee: $570
       Tax: $9,864 (2025)
    Community: Windsor At Westside Ph 3A
    Single Family


    Estimated Monthly Payment: $5,118 (change assumption)
    Mortgage ($3,726) + Fees ($570) + Taxes in 2025 ($822)


    Taxes:$9,864

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8811 MACAPA DR, KISSIMMEE, FL 34747

    $740,000104 Days on yellowkey   MLS ID: O6382041

    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: $5,592 (change assumption)
    Mortgage ($4,055) + 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


  • 2022 MAJORCA DR, KISSIMMEE, FL 34747

    $399,99056 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
    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




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.