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Homes for Sale Near West Side in Kissimmee - 148 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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  • 8029 KNEE DEEP RD, KISSIMMEE, FL 34747

    $679,000280 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

    $264,950311 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

    $219,90099 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


  • 8957 CALIFORNIA PALM RD, KISSIMMEE, FL 34747

    $349,000272 Days on yellowkey   MLS ID: O6351042

    For Sale O6351042 - 8957 CALIFORNIA PALM RD, KISSIMMEE, FL 34747 39 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 1902
       Built: 2012
    Monthly Fee: $732
       Tax: $5,755 (2024)
    Community: Paradise Palms Resort Ph 1
    Townhouse


    Estimated Monthly Payment: $3,124 (change assumption)
    Mortgage ($1,912) + Fees ($732) + Taxes in 2024 ($480)


    Taxes:$5,755

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2024

    Middle School: West Side


  • 8900 PRAGUE WAY, KISSIMMEE, FL 34747

    $579,000354 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


  • 9004 SHINE DR, KISSIMMEE, FL 34747

    $285,000146 Days on yellowkey   MLS ID: O6383458

    For Sale O6383458 - 9004 SHINE DR, KISSIMMEE, FL 34747 20 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1300
       Built: 2016
    Monthly Fee: $432
       Tax: $3,942 (2025)
    Community: West Lucaya Village
    Townhouse


    Estimated Monthly Payment: $2,322 (change assumption)
    Mortgage ($1,562) + Fees ($432) + Taxes in 2025 ($329)


    Taxes:$3,942

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: West Side


  • 8958 SUGAR PALM RD, KISSIMMEE, FL 34747

    $459,90069 Days on yellowkey   MLS ID: S5149166

    REDUCED by $9,800 (2.1%) on 05/29/2026

    For Sale S5149166 - 8958 SUGAR PALM RD, KISSIMMEE, FL 34747 64 photos

    Bed: 5   Bath: 5.0   Gar: 1
    Liv Area Sq Ft: 3081
       Built: 2014
    Monthly Fee: $682
       Tax: $6,821 (2025)
    Community: Paradise Palms Resort Ph 3B
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,770 (change assumption)
    Mortgage ($2,520) + Fees ($682) + Taxes in 2025 ($568)


    Taxes:$6,821

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: West Side


  • 8932 ADRIATICO LN, KISSIMMEE, FL 34747

    $425,00046 Days on yellowkey   MLS ID: O6411777

    For Sale O6411777 - 8932 ADRIATICO LN, KISSIMMEE, FL 34747 42 photos

    Bed: 5   Bath: 4.5   Gar: 1
    Liv Area Sq Ft: 2265
       Built: 2017
    Monthly Fee: $582
       Tax: $6,709 (2026)
    Community: Windsor/Westside Ph 1
    Spa: No

    Townhouse


    Estimated Monthly Payment: $3,470 (change assumption)
    Mortgage ($2,329) + Fees ($582) + Taxes in 2026 ($559)


    Taxes:$6,709

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2026

    Middle School: West Side


  • 7955 MAGNOLIA BEND CT, KISSIMMEE, FL 34747

    $499,000119 Days on yellowkey   MLS ID: O6387772

    REDUCED by $21,000 (4.0%) on 05/09/2026

    For Sale O6387772 - 7955 MAGNOLIA BEND CT, KISSIMMEE, FL 34747 48 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2618
       Built: 1999
    Monthly Fee: $54
       Tax: $7,153 (2025)
    Community: Rolling Hills Estates Unit 2 At Formosa Gardens
    Single Family


    Estimated Monthly Payment: $3,384 (change assumption)
    Mortgage ($2,734) + Fees ($54) + Taxes in 2025 ($596)


    Taxes:$7,153

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: West Side


  • 2352 WHITE POPPY DR, KISSIMMEE, FL 34747

    $354,90077 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


  • 9021 FLAMINGO KEY WAY, KISSIMMEE, FL 34747

    $510,000336 Days on yellowkey   MLS ID: O6334076

    For Sale O6334076 - 9021 FLAMINGO KEY WAY, KISSIMMEE, FL 34747 41 photos

    Bed: 4   Bath: 3.5   Gar: 1
    Liv Area Sq Ft: 2478
       Built: 2019
    Monthly Fee: $719
       Tax: $6,243 (2024)
    Community: Solara Resort
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,034 (change assumption)
    Mortgage ($2,794) + Fees ($719) + Taxes in 2024 ($520)


    Taxes:$6,243

    Elementary School: Westside K-8

    High School: Osceola High School

    Tax Year: 2024

    Middle School: West Side


  • 3203 OYSTER LN, KISSIMMEE, FL 34747

    $274,900129 Days on yellowkey   MLS ID: O6388134

    REDUCED by $5,000 (1.8%) on 05/25/2026

    For Sale O6388134 - 3203 OYSTER LN, KISSIMMEE, FL 34747 52 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1300
       Built: 2017
    Monthly Fee: $432
       Tax: $3,973 (2025)
    Community: West Lucaya Village
    Townhouse


    Estimated Monthly Payment: $2,269 (change assumption)
    Mortgage ($1,506) + Fees ($432) + Taxes in 2025 ($331)


    Taxes:$3,973

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: West Side


  • 2673 EMERALD ISLAND BLVD, KISSIMMEE, FL 34747

    $525,99089 Days on yellowkey   MLS ID: S5147863

    REDUCED by $20,000 (3.7%) on 05/22/2026

    For Sale S5147863 - 2673 EMERALD ISLAND BLVD, KISSIMMEE, FL 34747 23 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1542
       Built: 2003
    Monthly Fee: $115
       Tax: $5,375 (2025)
    Community: Emerald Island Resort Ph 3
    Single Family


    Estimated Monthly Payment: $3,445 (change assumption)
    Mortgage ($2,882) + Fees ($115) + Taxes in 2025 ($448)


    Taxes:$5,375

    Elementary School: Westside Elem

    High School: Celebration High

    Tax Year: 2025

    Middle School: West Side


  • 8841 CANDY PALM RD, KISSIMMEE, FL 34747

    $394,900112 Days on yellowkey   MLS ID: O6391123

    REDUCED by $5,100 (1.3%) on 05/21/2026

    For Sale O6391123 - 8841 CANDY PALM RD, KISSIMMEE, FL 34747 49 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 1902
       Built: 2013
    Monthly Fee: $737
       Tax: $5,192 (2025)
    Community: Paradise Palms Resort Ph 2
    Townhouse


    Estimated Monthly Payment: $3,333 (change assumption)
    Mortgage ($2,164) + Fees ($737) + Taxes in 2025 ($433)


    Taxes:$5,192

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: West Side


  • 1987 MAJORCA DR, KISSIMMEE, FL 34747

    $416,99959 Days on yellowkey   MLS ID: O6397361

    For Sale O6397361 - 1987 MAJORCA DR, KISSIMMEE, FL 34747 33 photos

    Bed: 4   Bath: 3.5   Gar: 1
    Liv Area Sq Ft: 2263
       Built: 2016
    Monthly Fee: $665
       Tax: $7,682 (2025)
    Community: Windsor At Westside Ph 1
    Spa: No

    Townhouse


    Estimated Monthly Payment: $3,590 (change assumption)
    Mortgage ($2,285) + Fees ($665) + Taxes in 2025 ($640)


    Taxes:$7,682

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: West Side


  • 7616 BROOKHURST LN, KISSIMMEE, FL 34747

    $1,059,000186 Days on yellowkey   MLS ID: O6371934

    REDUCED by $80,000 (7.0%) on 05/19/2026

    For Sale O6371934 - 7616 BROOKHURST LN, KISSIMMEE, FL 34747 93 photos

    Bed: 11   Bath: 12.0   Gar: 2
    Liv Area Sq Ft: 5496
       Built: 2016
    Monthly Fee: $697
       Tax: $12,767 (2025)
    Community: Reunion West Ph 1 West & Ament Ctr Rplt
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $7,563 (change assumption)
    Mortgage ($5,803) + Fees ($697) + Taxes in 2025 ($1,064)


    Taxes:$12,767

    Elementary School: Westside K-8

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: West Side


  • 3133 YELLOW LANTANA LN, KISSIMMEE, FL 34747

    $309,500500 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


  • 9033 ALBA LN, KISSIMMEE, FL 34747

    $334,500389 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


  • 9014 PELICAN COVE TRL, KISSIMMEE, FL 34747

    $860,00088 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


  • 7525 BLISS WAY, KISSIMMEE, FL 34747

    $319,900298 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




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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.