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Homes for Sale Near West Side in Kissimmee - 143 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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  • 7675 COMROW ST #402, KISSIMMEE, FL 34747

    $259,00090 Days on yellowkey   MLS ID: O6391758

    For Sale O6391758 - 7675 COMROW ST #402, KISSIMMEE, FL 34747 54 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1081
       Built: 2005   Tax: $3,484 (2025)
    Community: Ventura At Windsor Hills Condo Ph 5
    Condo


    Estimated Monthly Payment: $1,709 (change assumption)
    Mortgage ($1,419) + Taxes in 2025 ($290)


    Taxes:$3,484

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: West Side


  • 1181 LAKESHORE BREEZE PL, KISSIMMEE, FL 34747

    $485,00061 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


  • 8836 DUNES CT #206, KISSIMMEE, FL 34747

    $190,000132 Days on yellowkey   MLS ID: O6379558

    0 Days Off yellowkey (back on 6/10/2026)

    REDUCED by $5,000 (2.6%) on 04/30/2026

    For Sale O6379558 - 8836 DUNES CT #206, KISSIMMEE, FL 34747 20 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1249
       Built: 2000   Tax: $3,147 (2025)
    Community: Legacy Dunes Condo
    Condo


    Estimated Monthly Payment: $1,303 (change assumption)
    Mortgage ($1,041) + Taxes in 2025 ($262)


    Taxes:$3,147

    Elementary School: Westside Elem

    High School: Celebration High

    Tax Year: 2025

    Middle School: West Side


  • 7761 TOSTETH ST, KISSIMMEE, FL 34747

    $650,000141 Days on yellowkey   MLS ID: O6376480

    1 Days Off yellowkey (back on 6/10/2026)

    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


  • 2756 LIDO KEY DR, KISSIMMEE, FL 34747

    $460,00036 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


  • 3305 TRANQUIL TRL, KISSIMMEE, FL 34747

    $367,000106 Days on yellowkey   MLS ID: O6386555

    1 Days Off yellowkey (back on 4/30/2026)

    For Sale O6386555 - 3305 TRANQUIL TRL, KISSIMMEE, FL 34747 42 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 1360
       Built: 2023
    Monthly Fee: $198
       Tax: $4,452 (2025)
    Community: The Hub At Westside
    Townhouse


    Estimated Monthly Payment: $2,580 (change assumption)
    Mortgage ($2,011) + Fees ($198) + Taxes in 2025 ($371)


    Taxes:$4,452

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: West Side


  • 8881 RHODES ST, KISSIMMEE, FL 34747

    $525,000158 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


  • 8986 SHINE DR, KISSIMMEE, FL 34747

    $315,000137 Days on yellowkey   MLS ID: O6377697

    For Sale O6377697 - 8986 SHINE DR, KISSIMMEE, FL 34747 48 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1300
       Built: 2017
    Monthly Fee: $464
       Tax: $3,973 (2025)
    Community: West Lucaya Village
    Townhouse


    Estimated Monthly Payment: $2,521 (change assumption)
    Mortgage ($1,726) + Fees ($464) + Taxes in 2025 ($331)


    Taxes:$3,973

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: West Side


  • 1909 TROPICAL PALMS CIR, KISSIMMEE, FL 34747

    $585,000852 Days on yellowkey   MLS ID: O6177997

    2 Days Off yellowkey (back on 6/8/2026)

    REDUCED by $65,000 (10.0%) on 04/09/2026

    For Sale O6177997 - 1909 TROPICAL PALMS CIR, KISSIMMEE, FL 34747 51 photos

    Bed: 7   Bath: 4.5   Gar: 1
    Liv Area Sq Ft: 2998
       Built: 2022
    Monthly Fee: $645
       Tax: $8,651 (2023)
    Community: Solara Residence Vacation Villas
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,571 (change assumption)
    Mortgage ($3,205) + Fees ($645) + Taxes in 2023 ($721)


    Taxes:$8,651

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2023

    Middle School: West Side


  • 9047 RHODES ST, KISSIMMEE, FL 34747

    $399,000102 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


  • 8404 RISING STAR CT, KISSIMMEE, FL 34747

    $595,000270 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


  • 9026 PAOLOS PL, KISSIMMEE, FL 34747

    $535,00033 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


  • 8424 CRYSTAL COVE LOOP, KISSIMMEE, FL 34747

    $260,00040 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


  • 3209 ENERGY DR, KISSIMMEE, FL 34747

    $329,500181 Days on yellowkey   MLS ID: O6367611

    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


  • 3024 BRANSBURY CT, KISSIMMEE, FL 34747

    $399,99912 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


  • 7657 WILMINGTON LOOP, KISSIMMEE, FL 34747

    $949,00012 Days on yellowkey   MLS ID: O6412755

    For Sale O6412755 - 7657 WILMINGTON LOOP, KISSIMMEE, FL 34747 54 photos

    Bed: 11   Bath: 10.0   Gar: 2
    Liv Area Sq Ft: 4723
       Built: 2015
    Monthly Fee: $697
       Tax: $11,855 (2025)
    Community: Reunion West Ph 1 West & Ament Ctr Rplt
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,885 (change assumption)
    Mortgage ($5,200) + Fees ($697) + Taxes in 2025 ($988)


    Taxes:$11,855

    Elementary School: Westside K-8

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: West Side


  • 8811 MACAPA DR, KISSIMMEE, FL 34747

    $735,000122 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

    $740,000119 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


  • 631 LASSO DR, KISSIMMEE, FL 34747

    $965,000122 Days on yellowkey   MLS ID: O6382195

    REDUCED by $24,000 (2.4%) on 06/04/2026

    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: $7,148 (change assumption)
    Mortgage ($5,288) + 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


  • 308 SOUTHFIELD ST, KISSIMMEE, FL 34747

    $1,350,000131 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




Why Bother Searching Elsewhere for Homes For Sale and Real Estate nearby West Side?

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.