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Westside Single Family Homes For Sale in Kissimmee - 63 homes

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

Location: Westside, Kissimmee

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  • 9016 PYRUS ST, KISSIMMEE, FL 34747

    $444,99953 Days on yellowkey   MLS ID: S5147295

    REDUCED by $10,000 (2.2%) on 05/16/2026

    For Sale S5147295 - 9016 PYRUS ST, KISSIMMEE, FL 34747 56 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2845
       Built: 2020
    Monthly Fee: $90
       Tax: $6,659 (2025)
    Community: Murano At Westside Ph 2
    Single Family


    Estimated Monthly Payment: $3,083 (change assumption)
    Mortgage ($2,438) + Fees ($90) + Taxes in 2025 ($555)


    Taxes:$6,659

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: Horizon Middle


  • 8900 PRAGUE WAY, KISSIMMEE, FL 34747

    $579,000310 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

    $485,900373 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


  • 9052 PAOLOS PL, KISSIMMEE, FL 34747

    $539,90063 Days on yellowkey   MLS ID: O6394431

    0 Days Off yellowkey (back on 5/29/2026)

    For Sale O6394431 - 9052 PAOLOS PL, KISSIMMEE, FL 34747 39 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2891
       Built: 2006
    Monthly Fee: $209
       Tax: $8,815 (2025)
    Community: Westside Prcl D Calabria
    Single Family


    Estimated Monthly Payment: $3,902 (change assumption)
    Mortgage ($2,958) + Fees ($209) + Taxes in 2025 ($735)


    Taxes:$8,815

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8908 PRAGUE WAY, KISSIMMEE, FL 34747

    $529,000211 Days on yellowkey   MLS ID: O6356954

    For Sale O6356954 - 8908 PRAGUE WAY, KISSIMMEE, FL 34747 40 photos

    Bed: 6   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3142
       Built: 2019
    Monthly Fee: $563
       Tax: $8,764 (2025)
    Community: Windsor At Westside
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,192 (change assumption)
    Mortgage ($2,899) + Fees ($563) + Taxes in 2025 ($730)


    Taxes:$8,764

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1512 MUMBAI WAY, KISSIMMEE, FL 34747

    $495,000294 Days on yellowkey   MLS ID: O6334704

    For Sale O6334704 - 1512 MUMBAI WAY, KISSIMMEE, FL 34747 51 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2492
       Built: 2019
    Monthly Fee: $563
       Tax: $8,849 (2025)
    Community: Windsor/Westside-Ph 2B
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,013 (change assumption)
    Mortgage ($2,712) + Fees ($563) + Taxes in 2025 ($737)


    Taxes:$8,849

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1881 NICE CT, KISSIMMEE, FL 34747

    $585,0001 Day on yellowkey   MLS ID: O6411765

    For Sale O6411765 - 1881 NICE CT, KISSIMMEE, FL 34747 45 photos

    Bed: 7   Bath: 5.5   Gar: 2
    Liv Area Sq Ft: 3314
       Built: 2019
    Monthly Fee: $606
       Tax: $7,849 (2025)
    Community: Windsor/Westside-Ph 2A
    Single Family


    Estimated Monthly Payment: $4,465 (change assumption)
    Mortgage ($3,205) + Fees ($606) + Taxes in 2025 ($654)


    Taxes:$7,849

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1864 NICE CT, KISSIMMEE, FL 34747

    $695,90052 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


  • 2784 ROCCELLA CT, KISSIMMEE, FL 34747

    $529,000190 Days on yellowkey   MLS ID: O6360906

    REDUCED by $20,000 (3.6%) on 05/29/2026

    For Sale O6360906 - 2784 ROCCELLA CT, KISSIMMEE, FL 34747 22 photos

    Bed: 5   Bath: 5.0   Gar: 2
    Liv Area Sq Ft: 2109
       Built: 2013
    Monthly Fee: $142
       Tax: $6,297 (2024)
    Community: Westside
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,565 (change assumption)
    Mortgage ($2,899) + Fees ($142) + Taxes in 2024 ($525)


    Taxes:$6,297

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 9001 PAOLOS PL, KISSIMMEE, FL 34747

    $575,00058 Days on yellowkey   MLS ID: O6394845

    For Sale O6394845 - 9001 PAOLOS PL, KISSIMMEE, FL 34747 50 photos

    Bed: 5   Bath: 4.0
    Liv Area Sq Ft: 3395
       Built: 2007
    Monthly Fee: $330
       Tax: $10,178 (2025)
    Community: Westside Prcl D Calabria
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,329 (change assumption)
    Mortgage ($3,151) + Fees ($330) + Taxes in 2025 ($848)


    Taxes:$10,178

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: None


  • 8894 QIN LOOP, KISSIMMEE, FL 34747

    $585,000225 Days on yellowkey   MLS ID: O6353019

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

    For Sale O6353019 - 8894 QIN LOOP, KISSIMMEE, FL 34747 47 photos

    Bed: 7   Bath: 5.5   Gar: 2
    Liv Area Sq Ft: 3314
       Built: 2019
    Monthly Fee: $607
       Tax: $11,608 (2024)
    Community: Windsor At Westside Ph 2A
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,780 (change assumption)
    Mortgage ($3,205) + Fees ($607) + Taxes in 2024 ($967)


    Taxes:$11,608

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1141 LAKESHORE BREEZE PL, KISSIMMEE, FL 34747

    $459,90052 Days on yellowkey   MLS ID: O6397466

    For Sale O6397466 - 1141 LAKESHORE BREEZE PL, KISSIMMEE, FL 34747 25 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2018
       Built: 2023
    Monthly Fee: $132
       Tax: $7,515 (2024)
    Community: Soleil At Westside
    Single Family


    Estimated Monthly Payment: $3,278 (change assumption)
    Mortgage ($2,520) + Fees ($132) + Taxes in 2024 ($626)


    Taxes:$7,515

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2352 WHITE POPPY DR, KISSIMMEE, FL 34747

    $354,90033 Days on yellowkey   MLS ID: O6402216

    REDUCED by $10,000 (2.7%) on 05/20/2026

    For Sale O6402216 - 2352 WHITE POPPY DR, KISSIMMEE, FL 34747 20 photos

    Bed: 4   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1846
       Built: 2019
    Monthly Fee: $129
       Tax: $4,406 (2025)
    Community: Murano At Westside Ph 2
    Single Family


    Estimated Monthly Payment: $2,441 (change assumption)
    Mortgage ($1,945) + Fees ($129) + Taxes in 2025 ($367)


    Taxes:$4,406

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: West Side


  • 8901 RHODES ST, KISSIMMEE, FL 34747

    $550,000347 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


  • 8825 CORCOVADO DR, KISSIMMEE, FL 34747

    $669,90062 Days on yellowkey   MLS ID: S5146750

    REDUCED by $30,000 (4.3%) on 05/25/2026

    For Sale S5146750 - 8825 CORCOVADO DR, KISSIMMEE, FL 34747 26 photos

    Bed: 8   Bath: 6.0   Gar: 2
    Liv Area Sq Ft: 4041
       Built: 2018
    Monthly Fee: $563
       Tax: $11,733 (2025)
    Community: Windsor At Westside Ph 2B
    Single Family


    Estimated Monthly Payment: $5,211 (change assumption)
    Mortgage ($3,671) + Fees ($563) + Taxes in 2025 ($978)


    Taxes:$11,733

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2818 ROCCELLA CT, KISSIMMEE, FL 34747

    $479,90097 Days on yellowkey   MLS ID: S5143744

    REDUCED by $5,100 (1.1%) on 05/15/2026

    For Sale S5143744 - 2818 ROCCELLA CT, KISSIMMEE, FL 34747 40 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2140
       Built: 2008
    Monthly Fee: $118
       Tax: $6,775 (2025)
    Community: Westside Prcl E Tuscany
    Single Family


    Estimated Monthly Payment: $3,312 (change assumption)
    Mortgage ($2,630) + Fees ($118) + Taxes in 2025 ($565)


    Taxes:$6,775

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: None


  • 2464 WHITE POPPY DR, KISSIMMEE, FL 34747

    $515,00037 Days on yellowkey   MLS ID: S5147622

    For Sale S5147622 - 2464 WHITE POPPY DR, KISSIMMEE, FL 34747 39 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2845
       Built: 2019
    Monthly Fee: $130
       Tax: $5,393 (2025)
    Community: Murano At Westside
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,401 (change assumption)
    Mortgage ($2,822) + Fees ($130) + Taxes in 2025 ($449)


    Taxes:$5,393

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: Horizon Middle


  • 1181 LAKESHORE BREEZE PL, KISSIMMEE, FL 34747

    $485,00044 Days on yellowkey   MLS ID: O6399978

    REDUCED by $25,000 (4.9%) on 05/23/2026

    For Sale O6399978 - 1181 LAKESHORE BREEZE PL, KISSIMMEE, FL 34747 43 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2580
       Built: 2023
    Monthly Fee: $132
       Tax: $7,792 (2025)
    Community: Soleil At Westside
    Single Family


    Estimated Monthly Payment: $3,439 (change assumption)
    Mortgage ($2,657) + Fees ($132) + Taxes in 2025 ($649)


    Taxes:$7,792

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: West Side


  • 8869 RHODES ST, KISSIMMEE, FL 34747

    $559,000148 Days on yellowkey   MLS ID: O6369898

    REDUCED by $51,000 (8.4%) on 04/26/2026

    For Sale O6369898 - 8869 RHODES ST, KISSIMMEE, FL 34747 66 photos

    Bed: 6   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3142
       Built: 2016
    Monthly Fee: $552
       Tax: $11,004 (2024)
    Community: Windsor At Westside Ph 1
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,532 (change assumption)
    Mortgage ($3,063) + Fees ($552) + Taxes in 2024 ($917)


    Taxes:$11,004

    Elementary School: Westside Elem

    High School: Celebration High

    Tax Year: 2024

    Middle School: West Side


  • 8912 RHODES ST, KISSIMMEE, FL 34747

    $520,00038 Days on yellowkey   MLS ID: S5148044

    5 Days Off yellowkey (back on 5/20/2026)

    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




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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.