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Homes for Sale Near West Side in Kissimmee - 140 homes

West Side is an Middle School in Osceola County. Find homes for sale close to West Side. Our REALTORS® can assist you in your search for West Side, Kissimmee nearby homes.

Location: Kissimmee

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  • 7761 TOSTETH ST, KISSIMMEE, FL 34747

    $650,000123 Days on yellowkey   MLS ID: O6376480

    0 Days Off yellowkey (back on 5/19/2026)

    For Sale O6376480 - 7761 TOSTETH ST, KISSIMMEE, FL 34747 60 photos

    Bed: 6   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2812
       Built: 2005
    Monthly Fee: $512
       Tax: $7,208 (2025)
    Community: Windsor Hills Ph 3
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,674 (change assumption)
    Mortgage ($3,562) + Fees ($512) + Taxes in 2025 ($601)


    Taxes:$7,208

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: West Side


  • 3177 FELTRIM PL #104, KISSIMMEE, FL 34747

    $195,000562 Days on yellowkey   MLS ID: O6257327

    For Sale O6257327 - 3177 FELTRIM PL #104, KISSIMMEE, FL 34747 24 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1062
       Built: 2008
    Monthly Fee: $485
       Tax: $2,490 (2023)
    Community: Villas At Secret Lake Condo
    Condo


    Estimated Monthly Payment: $1,761 (change assumption)
    Mortgage ($1,068) + Fees ($485) + Taxes in 2023 ($207)


    Taxes:$2,490

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2023

    Middle School: West Side


  • 2943 PADDINGTON WAY, KISSIMMEE, FL 34747

    $399,90032 Days on yellowkey   MLS ID: O6402195

    REDUCED by $20,090 (4.8%) on 05/19/2026

    For Sale O6402195 - 2943 PADDINGTON WAY, KISSIMMEE, FL 34747 41 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1840
       Built: 1991   Tax: $1,808 (2025)
    Community: Lindfields Unit 3
    Single Family


    Estimated Monthly Payment: $2,342 (change assumption)
    Mortgage ($2,191) + Taxes in 2025 ($151)


    Taxes:$1,808

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: West Side


  • 3133 YELLOW LANTANA LN, KISSIMMEE, FL 34747

    $309,500455 Days on yellowkey   MLS ID: O6285491

    2 Days Off yellowkey (back on 3/2/2026)

    SHORT SALE O6285491 - 3133 YELLOW LANTANA LN, KISSIMMEE, FL 34747 27 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1295
       Built: 2006
    Monthly Fee: $594
       Tax: $3,853 (2024)
    Community: Encantada Ph 01
    Spa: No

    Townhouse


    Estimated Monthly Payment: $2,611 (change assumption)
    Mortgage ($1,696) + Fees ($594) + Taxes in 2024 ($321)


    Taxes:$3,853

    Elementary School: Westside Elem

    High School: Celebration High

    Tax Year: 2024

    Middle School: West Side


  • 3167A BRASILIA AVE, KISSIMMEE, FL 34747

    $420,00072 Days on yellowkey   MLS ID: O6383923

    For Sale O6383923 - 3167A BRASILIA AVE, KISSIMMEE, FL 34747 50 photos

    Bed: 3   Bath: 3.5
    Liv Area Sq Ft: 2181
       Built: 2018
    Monthly Fee: $648
       Tax: $5,256 (2025)
    Community: Magic Village
    Spa: Yes

    Townhouse


    Estimated Monthly Payment: $3,387 (change assumption)
    Mortgage ($2,301) + Fees ($648) + Taxes in 2025 ($438)


    Taxes:$5,256

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: West Side


  • 1885 GOBI DR, KISSIMMEE, FL 34747

    $765,000101 Days on yellowkey   MLS ID: O6383464

    REDUCED by $5,000 (0.6%) on 05/19/2026

    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: $5,766 (change assumption)
    Mortgage ($4,192) + 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


  • 9033 ALBA LN, KISSIMMEE, FL 34747

    $334,500344 Days on yellowkey   MLS ID: O6319729

    For Sale O6319729 - 9033 ALBA LN, KISSIMMEE, FL 34747 17 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1530
       Built: 2019
    Monthly Fee: $129
       Tax: $3,721 (2024)
    Community: Murano At Westside
    Townhouse


    Estimated Monthly Payment: $2,272 (change assumption)
    Mortgage ($1,833) + Fees ($129) + Taxes in 2024 ($310)


    Taxes:$3,721

    Elementary School: Westside Elem

    High School: Celebration High

    Tax Year: 2024

    Middle School: West Side


  • 8906 ZURICH LN, KISSIMMEE, FL 34747

    $559,00085 Days on yellowkey   MLS ID: O6387866

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

    For Sale O6387866 - 8906 ZURICH LN, KISSIMMEE, FL 34747 52 photos

    Bed: 6   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3142
       Built: 2019
    Monthly Fee: $577
       Tax: $8,739 (2025)
    Community: Windsor At Westside Ph 3A
    Single Family


    Estimated Monthly Payment: $4,368 (change assumption)
    Mortgage ($3,063) + Fees ($577) + Taxes in 2025 ($728)


    Taxes:$8,739

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: West Side


  • 7714 COMROW ST, KISSIMMEE, FL 34747

    $585,00044 Days on yellowkey   MLS ID: S5147850

    0 Days Off yellowkey (back on 4/17/2026)

    For Sale S5147850 - 7714 COMROW ST, KISSIMMEE, FL 34747 68 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 1824
       Built: 2004
    Monthly Fee: $171
       Tax: $6,331 (2025)
    Community: Windsor Hills Ph 1
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,904 (change assumption)
    Mortgage ($3,205) + Fees ($171) + Taxes in 2025 ($528)


    Taxes:$6,331

    Elementary School: Four Corner Elem

    High School: Celebration High

    Tax Year: 2025

    Middle School: West Side


  • 7639 WILMINGTON LOOP, KISSIMMEE, FL 34747

    $965,000169 Days on yellowkey   MLS ID: O6366508

    REDUCED by $21,000 (2.1%) on 05/16/2026

    For Sale O6366508 - 7639 WILMINGTON LOOP, KISSIMMEE, FL 34747 79 photos

    Bed: 11   Bath: 10.0   Gar: 2
    Liv Area Sq Ft: 4707
       Built: 2015
    Monthly Fee: $697
       Tax: $11,518 (2025)
    Community: Reunion West Ph 1 West & Ament Ctr Rplt
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,944 (change assumption)
    Mortgage ($5,288) + Fees ($697) + Taxes in 2025 ($960)


    Taxes:$11,518

    Elementary School: Westside K-8

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: West Side


  • 8101 COCONUT PALM WAY #205, KISSIMMEE, FL 34747

    $229,00054 Days on yellowkey   MLS ID: O6396286

    REDUCED by $9,000 (3.8%) on 05/15/2026

    For Sale O6396286 - 8101 COCONUT PALM WAY #205, KISSIMMEE, FL 34747 26 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1268
       Built: 2001   Tax: $3,188 (2025)
    Community: Wyndham Palms Ph 3
    Condo


    Estimated Monthly Payment: $1,520 (change assumption)
    Mortgage ($1,255) + Taxes in 2025 ($266)


    Taxes:$3,188

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: West Side


  • 8042 KING PALM CIR, KISSIMMEE, FL 34747

    $475,000193 Days on yellowkey   MLS ID: O6361051

    REDUCED by $25,000 (5.0%) on 05/15/2026

    For Sale O6361051 - 8042 KING PALM CIR, KISSIMMEE, FL 34747 40 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1834
       Built: 2000
    Monthly Fee: $270
       Tax: $2,956 (2024)
    Community: Wyndham Palms Ph 01A
    Single Family


    Estimated Monthly Payment: $3,119 (change assumption)
    Mortgage ($2,603) + Fees ($270) + Taxes in 2024 ($246)


    Taxes:$2,956

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2024

    Middle School: West Side


  • 9014 PELICAN COVE TRL, KISSIMMEE, FL 34747

    $860,00043 Days on yellowkey   MLS ID: O6399359

    For Sale O6399359 - 9014 PELICAN COVE TRL, KISSIMMEE, FL 34747 85 photos

    Bed: 9   Bath: 6.5   Gar: 2
    Liv Area Sq Ft: 4378
       Built: 2018
    Monthly Fee: $726
       Tax: $11,915 (2025)
    Community: Solara Resort
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,431 (change assumption)
    Mortgage ($4,712) + Fees ($726) + Taxes in 2025 ($993)


    Taxes:$11,915

    Elementary School: None

    High School: Celebration High

    Tax Year: 2025

    Middle School: West Side


  • 9026 PAOLOS PL, KISSIMMEE, FL 34747

    $535,00015 Days on yellowkey   MLS ID: S5149922

    For Sale S5149922 - 9026 PAOLOS PL, KISSIMMEE, FL 34747 42 photos

    Bed: 6   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2870
       Built: 2011
    Monthly Fee: $209
       Tax: $9,016 (2025)
    Community: Westside Prcl D Calabria
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,892 (change assumption)
    Mortgage ($2,931) + Fees ($209) + Taxes in 2025 ($751)


    Taxes:$9,016

    Elementary School: Westside Elem

    High School: Celebration High

    Tax Year: 2025

    Middle School: West Side


  • 8927 LEGACY CT #302, KISSIMMEE, FL 34747

    $135,00022 Days on yellowkey   MLS ID: OM724293

    1 Days Off yellowkey (back on 5/14/2026)

    For Sale OM724293 - 8927 LEGACY CT #302, KISSIMMEE, FL 34747 24 photos

    Bed: 1   Bath: 1.0   Gar: 1
    Liv Area Sq Ft: 636
       Built: 2000
    Monthly Fee: $323
       Tax: $2,167 (2025)
    Community: Legacy Dunes Condo
    Condo


    Estimated Monthly Payment: $1,243 (change assumption)
    Mortgage ($740) + Fees ($323) + Taxes in 2025 ($181)


    Taxes:$2,167

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: West Side


  • 631 LASSO DR, KISSIMMEE, FL 34747

    $989,000104 Days on yellowkey   MLS ID: O6382195

    For Sale O6382195 - 631 LASSO DR, KISSIMMEE, FL 34747 80 photos

    Bed: 10   Bath: 10.0   Gar: 2
    Liv Area Sq Ft: 4724
       Built: 2016
    Monthly Fee: $697
       Tax: $13,956 (2025)
    Community: Encore At Reunion, Reunion West
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $7,279 (change assumption)
    Mortgage ($5,419) + Fees ($697) + Taxes in 2025 ($1,163)


    Taxes:$13,956

    Elementary School: Westside Elem

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: West Side


  • 2808 LIDO KEY CT, KISSIMMEE, FL 34747

    $515,00016 Days on yellowkey   MLS ID: O6406836

    For Sale O6406836 - 2808 LIDO KEY CT, KISSIMMEE, FL 34747 36 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2317
       Built: 2006
    Monthly Fee: $482
       Tax: $5,958 (2025)
    Community: Emerald Island Resort Ph 5B
    Single Family


    Estimated Monthly Payment: $3,800 (change assumption)
    Mortgage ($2,822) + Fees ($482) + Taxes in 2025 ($497)


    Taxes:$5,958

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: West Side


  • 2721 LIDO KEY DR, KISSIMMEE, FL 34747

    $450,00046 Days on yellowkey   MLS ID: O6397773

    For Sale O6397773 - 2721 LIDO KEY DR, KISSIMMEE, FL 34747 71 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1960
       Built: 2004
    Monthly Fee: $367
       Tax: $5,199 (2025)
    Community: Emerald Island Resort Ph 4
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,266 (change assumption)
    Mortgage ($2,466) + Fees ($367) + Taxes in 2025 ($433)


    Taxes:$5,199

    Elementary School: Westside Elem

    High School: Celebration High

    Tax Year: 2025

    Middle School: West Side


  • 7525 BLISS WAY, KISSIMMEE, FL 34747

    $319,900253 Days on yellowkey   MLS ID: O6345659

    For Sale O6345659 - 7525 BLISS WAY, KISSIMMEE, FL 34747 31 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1808
       Built: 2007   Tax: $4,544 (2024)
    Community: Oakwater Condo Ph 2-6
    Townhouse


    Estimated Monthly Payment: $2,131 (change assumption)
    Mortgage ($1,753) + Taxes in 2024 ($379)


    Taxes:$4,544

    Elementary School: None

    High School: Celebration High

    Tax Year: 2024

    Middle School: West Side


  • 2333 SILVER PALM DR, KISSIMMEE, FL 34747

    $321,900192 Days on yellowkey   MLS ID: S5138500

    REDUCED by $4,000 (1.2%) on 05/13/2026

    For Sale S5138500 - 2333 SILVER PALM DR, KISSIMMEE, FL 34747 59 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 1440
       Built: 2002
    Monthly Fee: $200
       Tax: $3,666 (2024)
    Community: Windsor Palms Twnhms Ph 3A
    Spa: No

    Townhouse


    Estimated Monthly Payment: $2,269 (change assumption)
    Mortgage ($1,764) + Fees ($200) + Taxes in 2024 ($306)


    Taxes:$3,666

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2024

    Middle School: West Side




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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.