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Homes for Sale Near West Side in Kissimmee - 147 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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  • 8836 DUNES CT #208, KISSIMMEE, FL 34747

    $275,000300 Days on yellowkey   MLS ID: O6344221

    REDUCED by $4,000 (1.4%) on 06/18/2026

    For Sale O6344221 - 8836 DUNES CT #208, KISSIMMEE, FL 34747 53 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1377
       Built: 2000
    Monthly Fee: $640
       Tax: $3,428 (2024)
    Community: Legacy Dunes Condo
    Condo


    Estimated Monthly Payment: $2,432 (change assumption)
    Mortgage ($1,507) + Fees ($640) + Taxes in 2024 ($286)


    Taxes:$3,428

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2024

    Middle School: West Side


  • 1174 SEASIDE MIST TRL, KISSIMMEE, FL 34747

    $328,400118 Days on yellowkey   MLS ID: O6390614

    REDUCED by $20,200 (5.8%) on 06/18/2026

    For Sale O6390614 - 1174 SEASIDE MIST TRL, KISSIMMEE, FL 34747 25 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1654
       Built: 2023
    Monthly Fee: $253
       Tax: $6,154 (2025)
    Community: Soleil At Westside
    Townhouse


    Estimated Monthly Payment: $2,565 (change assumption)
    Mortgage ($1,799) + Fees ($253) + Taxes in 2025 ($513)


    Taxes:$6,154

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: West Side


  • 3308 TRANQUIL TRL, KISSIMMEE, FL 34747

    $370,000395 Days on yellowkey   MLS ID: O6317867

    For Sale O6317867 - 3308 TRANQUIL TRL, KISSIMMEE, FL 34747 51 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 1365
       Built: 2023
    Monthly Fee: $198
       Tax: $3,705 (2025)
    Community: Hub At Westside
    Townhouse


    Estimated Monthly Payment: $2,534 (change assumption)
    Mortgage ($2,027) + Fees ($198) + Taxes in 2025 ($309)


    Taxes:$3,705

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: West Side


  • 2477 THACKER TRL, KISSIMMEE, FL 34747

    $990,000101 Days on yellowkey   MLS ID: O6395094

    For Sale O6395094 - 2477 THACKER TRL, KISSIMMEE, FL 34747 62 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2554
       Built: 2003
    Monthly Fee: $52
       Tax: $5,350 (2025)
    Community: Happy Trails Unit 3 Unrec
    Single Family


    Estimated Monthly Payment: $5,922 (change assumption)
    Mortgage ($5,425) + Fees ($52) + Taxes in 2025 ($446)


    Taxes:$5,350

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: West Side


  • 2756 LIDO KEY DR, KISSIMMEE, FL 34747

    $460,00062 Days on yellowkey   MLS ID: S5148950

    For Sale S5148950 - 2756 LIDO KEY DR, KISSIMMEE, FL 34747 42 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1960
       Built: 2005
    Monthly Fee: $367
       Tax: $5,126 (2025)
    Community: Emerald Island Resort Ph 5B
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,315 (change assumption)
    Mortgage ($2,520) + Fees ($367) + Taxes in 2025 ($427)


    Taxes:$5,126

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: West Side


  • 3209 ENERGY DR, KISSIMMEE, FL 34747

    $329,500207 Days on yellowkey   MLS ID: O6367611

    4 Days Off yellowkey (back on 6/16/2026)

    REDUCED by $400 (0.1%) on 06/05/2026

    For Sale O6367611 - 3209 ENERGY DR, KISSIMMEE, FL 34747 55 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 1360
       Built: 2024
    Monthly Fee: $227
       Tax: $4,417 (2025)
    Community: Hub At Westside Reserve
    Townhouse


    Estimated Monthly Payment: $2,401 (change assumption)
    Mortgage ($1,805) + Fees ($227) + Taxes in 2025 ($368)


    Taxes:$4,417

    Elementary School: Westside Elem

    High School: Celebration High

    Tax Year: 2025

    Middle School: West Side


  • 3012 SECRET LAKE DR, KISSIMMEE, FL 34747

    $310,00097 Days on yellowkey   MLS ID: O6395642

    0 Days Off yellowkey (back on 6/15/2026)

    REDUCED by $19,000 (5.8%) on 04/29/2026

    For Sale O6395642 - 3012 SECRET LAKE DR, KISSIMMEE, FL 34747 42 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1470
       Built: 2011
    Monthly Fee: $594
       Tax: $4,208 (2025)
    Community: Encantada Ph 2
    Spa: Yes

    Townhouse


    Estimated Monthly Payment: $2,643 (change assumption)
    Mortgage ($1,699) + Fees ($594) + Taxes in 2025 ($351)


    Taxes:$4,208

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: West Side


  • 3191 BRASILIA AVE, KISSIMMEE, FL 34747

    $450,00083 Days on yellowkey   MLS ID: O6398263

    For Sale O6398263 - 3191 BRASILIA AVE, KISSIMMEE, FL 34747 57 photos

    Bed: 4   Bath: 4.5
    Liv Area Sq Ft: 2396
       Built: 2019
    Monthly Fee: $530
       Tax: $5,582 (2025)
    Community: Magic Village Rep
    Townhouse


    Estimated Monthly Payment: $3,461 (change assumption)
    Mortgage ($2,466) + Fees ($530) + Taxes in 2025 ($465)


    Taxes:$5,582

    Elementary School: Four Corner Elem

    High School: Celebration High

    Tax Year: 2025

    Middle School: West Side


  • 8128 YELLOW CRANE DR, KISSIMMEE, FL 34747

    $365,00075 Days on yellowkey   MLS ID: O6402487

    0 Days Off yellowkey (back on 6/11/2026)

    For Sale O6402487 - 8128 YELLOW CRANE DR, KISSIMMEE, FL 34747 55 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2707
       Built: 2002
    Monthly Fee: $86
       Tax: $6,704 (2025)
    Community: Oak Island Cove
    Single Family


    Estimated Monthly Payment: $2,645 (change assumption)
    Mortgage ($2,000) + Fees ($86) + Taxes in 2025 ($559)


    Taxes:$6,704

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: West Side


  • 9033 FLAMINGO KEY WAY, KISSIMMEE, FL 34747

    $574,000486 Days on yellowkey   MLS ID: O6289623

    REDUCED by $1,000 (0.2%) on 06/11/2026

    For Sale O6289623 - 9033 FLAMINGO KEY WAY, KISSIMMEE, FL 34747 10 photos

    Bed: 6   Bath: 4.5   Gar: 1
    Liv Area Sq Ft: 2987
       Built: 2018
    Monthly Fee: $550
       Tax: $7,658 (2023)
    Community: Solara Resort
    Single Family


    Estimated Monthly Payment: $4,333 (change assumption)
    Mortgage ($3,145) + Fees ($550) + Taxes in 2023 ($638)


    Taxes:$7,658

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2023

    Middle School: West Side


  • 8881 RHODES ST, KISSIMMEE, FL 34747

    $525,000184 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


  • 8404 RISING STAR CT, KISSIMMEE, FL 34747

    $595,000296 Days on yellowkey   MLS ID: S5134441

    REDUCED by $55,000 (8.5%) on 05/11/2026

    For Sale S5134441 - 8404 RISING STAR CT, KISSIMMEE, FL 34747 55 photos

    Bed: 6   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2604
       Built: 1999
    Monthly Fee: $125
       Tax: $6,273 (2024)
    Community: Sunset Lakes Ph 3
    Single Family


    Estimated Monthly Payment: $3,908 (change assumption)
    Mortgage ($3,260) + Fees ($125) + Taxes in 2024 ($523)


    Taxes:$6,273

    Elementary School: Westside Elem

    High School: Celebration High

    Tax Year: 2024

    Middle School: West Side


  • 8424 CRYSTAL COVE LOOP, KISSIMMEE, FL 34747

    $260,00066 Days on yellowkey   MLS ID: O6404613

    REDUCED by $10,000 (3.7%) on 05/28/2026

    For Sale O6404613 - 8424 CRYSTAL COVE LOOP, KISSIMMEE, FL 34747 41 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1291
       Built: 2003
    Monthly Fee: $305
       Tax: $3,501 (2025)
    Community: Emerald Island Resort Ph 2
    Townhouse


    Estimated Monthly Payment: $2,021 (change assumption)
    Mortgage ($1,425) + Fees ($305) + Taxes in 2025 ($292)


    Taxes:$3,501

    Elementary School: Westside Elem

    High School: Celebration High

    Tax Year: 2025

    Middle School: West Side


  • 3024 BRANSBURY CT, KISSIMMEE, FL 34747

    $399,99938 Days on yellowkey   MLS ID: O6413949

    For Sale O6413949 - 3024 BRANSBURY CT, KISSIMMEE, FL 34747 31 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1712
       Built: 1991   Tax: $2,553 (2025)
    Community: Lindfields Unit 01
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,404 (change assumption)
    Mortgage ($2,192) + Taxes in 2025 ($213)


    Taxes:$2,553

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: West Side


  • 8811 MACAPA DR, KISSIMMEE, FL 34747

    $735,000148 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


  • 1885 GOBI DR, KISSIMMEE, FL 34747

    $740,000145 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


  • 308 SOUTHFIELD ST, KISSIMMEE, FL 34747

    $1,350,000157 Days on yellowkey   MLS ID: O6380091

    0 Days Off yellowkey (back on 6/4/2026)

    For Sale O6380091 - 308 SOUTHFIELD ST, KISSIMMEE, FL 34747 56 photos

    Bed: 13   Bath: 12.5   Gar: 4
    Liv Area Sq Ft: 6351
       Built: 2020
    Monthly Fee: $697
       Tax: $14,776 (2025)
    Community: Reunion West Ph 4
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $9,325 (change assumption)
    Mortgage ($7,397) + Fees ($697) + Taxes in 2025 ($1,231)


    Taxes:$14,776

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: West Side


  • 8029 KNEE DEEP RD, KISSIMMEE, FL 34747

    $679,000279 Days on yellowkey   MLS ID: O6348965

    For Sale O6348965 - 8029 KNEE DEEP RD, KISSIMMEE, FL 34747 36 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 1564
       Built: 2021
    Monthly Fee: $592
       Tax: $11,482 (2024)
    Community: Rolling Oaks Ph 6B
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,269 (change assumption)
    Mortgage ($3,720) + Fees ($592) + Taxes in 2024 ($957)


    Taxes:$11,482

    Elementary School: Westside Elem

    High School: Celebration High

    Tax Year: 2024

    Middle School: West Side


  • 3050 PIRATES RETREAT CT #307, KISSIMMEE, FL 34747

    $264,950310 Days on yellowkey   MLS ID: S5134118

    For Sale S5134118 - 3050 PIRATES RETREAT CT #307, KISSIMMEE, FL 34747 44 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1445
       Built: 2007
    Monthly Fee: $684
       Tax: $3,905 (2024)
    Community: Caribe Cove Ph 02 Condo
    Condo


    Estimated Monthly Payment: $2,461 (change assumption)
    Mortgage ($1,452) + Fees ($684) + Taxes in 2024 ($325)


    Taxes:$3,905

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2024

    Middle School: West Side


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

    $219,90098 Days on yellowkey   MLS ID: O6396286

    REDUCED by $9,100 (4.0%) on 06/02/2026

    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: $1,471 (change assumption)
    Mortgage ($1,205) + Taxes in 2025 ($266)


    Taxes:$3,188

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: West Side




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Home, townhome, condo, villa, and other listing sales data closeby West Side is continuously updated on yellowkeyrealty.com. yellowkeyrealty.com offers one of the most exhaustive, current, and relevant set of data you can find on homes for sale nearby West Side, Kissimmee. You can use our website to view Multiple Listing Service (MLS) data on Kissimmee homes near West Side. 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 listings that are close to West Side.



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.