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Kissimmee Homes For Sale & Real Estate - 3166 homes

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

Location: Kissimmee

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  • 3180 PARADOX CIR #108, KISSIMMEE, FL 34746

    $379,000151 Days on yellowkey   MLS ID: S5140982

    For Sale S5140982 - 3180 PARADOX CIR #108, KISSIMMEE, FL 34746 25 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1329
       Built: 2020
    Monthly Fee: $879
       Tax: $5,877 (2025)
    Community: Storey Lake
    Condo


    Estimated Monthly Payment: $3,445 (change assumption)
    Mortgage ($2,077) + Fees ($879) + Taxes in 2025 ($490)


    Taxes:$5,877

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2622 ROUGHSIDE CIR, KISSIMMEE, FL 34746

    $499,000303 Days on yellowkey   MLS ID: O6332997

    0 Days Off yellowkey (back on 1/13/2026)

    For Sale O6332997 - 2622 ROUGHSIDE CIR, KISSIMMEE, FL 34746 26 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2671
       Built: 2004
    Monthly Fee: $25
       Tax: $4,437 (2024)
    Community: Oaks Ph 1 B1
    Single Family


    Estimated Monthly Payment: $3,129 (change assumption)
    Mortgage ($2,734) + Fees ($25) + Taxes in 2024 ($370)


    Taxes:$4,437

    Elementary School: Pleasant Hill Elem

    High School: Liberty High

    Tax Year: 2024

    Middle School: Horizon Middle


  • 563 BRISTOL CIR, KISSIMMEE, FL 34758

    $420,00037 Days on yellowkey   MLS ID: S5148610

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

    For Sale S5148610 - 563 BRISTOL CIR, KISSIMMEE, FL 34758 29 photos

    Bed: 5   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2734
       Built: 2006
    Monthly Fee: $90
       Tax: $5,231 (2025)
    Community: Poinciana Village 2 Nbhd 3
    Single Family


    Estimated Monthly Payment: $2,827 (change assumption)
    Mortgage ($2,301) + Fees ($90) + Taxes in 2025 ($436)


    Taxes:$5,231

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 353 PORT PLEASANT DR #353, KISSIMMEE, FL 34759

    $158,000228 Days on yellowkey   MLS ID: S5136872

    For Sale S5136872 - 353 PORT PLEASANT DR #353, KISSIMMEE, FL 34759 16 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 812
       Built: 2005   Tax: $1,631 (2024)
    Community: Lake Marion Golf Resort Condo
    Condo


    Estimated Monthly Payment: $1,002 (change assumption)
    Mortgage ($866) + Taxes in 2024 ($136)


    Taxes:$1,631

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1777 WALNUT CREEK DR, KISSIMMEE, FL 34744

    $439,90072 Days on yellowkey   MLS ID: O6390965

    REDUCED by $5,000 (1.1%) on 05/26/2026

    For Sale O6390965 - 1777 WALNUT CREEK DR, KISSIMMEE, FL 34744 74 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2339
       Built: 2023
    Monthly Fee: $11
       Tax: $3,358 (2025)
    Community: Kindred Ph 3A
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,701 (change assumption)
    Mortgage ($2,410) + Fees ($11) + Taxes in 2025 ($280)


    Taxes:$3,358

    Elementary School: None

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 8008 FORMOSA VALLEY PL, KISSIMMEE, FL 34747

    $455,00051 Days on yellowkey   MLS ID: O6397667

    For Sale O6397667 - 8008 FORMOSA VALLEY PL, KISSIMMEE, FL 34747 55 photos

    Bed: 4   Bath: 4.5
    Liv Area Sq Ft: 2112
       Built: 2021
    Monthly Fee: $359
       Tax: $5,896 (2025)
    Community: Formosa Valley
    Spa: No

    Townhouse


    Estimated Monthly Payment: $3,343 (change assumption)
    Mortgage ($2,493) + Fees ($359) + Taxes in 2025 ($491)


    Taxes:$5,896

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 667 HERALDO CT, KISSIMMEE, FL 34758

    $236,000484 Days on yellowkey   MLS ID: S5118760

    3 Days Off yellowkey (back on 2/16/2026)

    SHORT SALE S5118760 - 667 HERALDO CT, KISSIMMEE, FL 34758 26 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1372
       Built: 1988
    Monthly Fee: $15
       Tax: $622 (2023)
    Community: Poinciana Village 1 Nbhd 3 West
    Single Family


    Estimated Monthly Payment: $1,360 (change assumption)
    Mortgage ($1,293) + Fees ($15) + Taxes in 2023 ($52)


    Taxes:$622

    Elementary School: None

    High School: None

    Tax Year: 2023

    Middle School: None


  • 2356 CARAVELLE CIR, KISSIMMEE, FL 34746

    $329,00017 Days on yellowkey   MLS ID: O6408587

    For Sale O6408587 - 2356 CARAVELLE CIR, KISSIMMEE, FL 34746 36 photos

    Bed: 5   Bath: 3.0
    Liv Area Sq Ft: 1779
       Built: 2006
    Monthly Fee: $290
       Tax: $4,118 (2025)
    Community: Coral Cay Resort
    Spa: Yes

    Townhouse


    Estimated Monthly Payment: $2,436 (change assumption)
    Mortgage ($1,803) + Fees ($290) + Taxes in 2025 ($343)


    Taxes:$4,118

    Elementary School: Floral Ridge Elementary

    High School: Celebration High

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 2665 CALISTOGA AVE, KISSIMMEE, FL 34741

    $599,00055 Days on yellowkey   MLS ID: O6395220

    REDUCED by $40,000 (6.3%) on 05/26/2026

    For Sale O6395220 - 2665 CALISTOGA AVE, KISSIMMEE, FL 34741 35 photos

    Bed: 5   Bath: 5.0   Gar: 2
    Liv Area Sq Ft: 3067
       Built: 2016
    Monthly Fee: $660
       Tax: $9,916 (2025)
    Community: Sonoma Res/Tapestry Ph 1
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,768 (change assumption)
    Mortgage ($3,282) + Fees ($660) + Taxes in 2025 ($826)


    Taxes:$9,916

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3837 CARRICK BEND DR, KISSIMMEE, FL 34746

    $486,000203 Days on yellowkey   MLS ID: O6360013

    REDUCED by $10,000 (2.0%) on 05/15/2026

    For Sale O6360013 - 3837 CARRICK BEND DR, KISSIMMEE, FL 34746 32 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2420
       Built: 2020
    Monthly Fee: $159
       Tax: $4,193 (2024)
    Community: Bellalago Ph 5J
    Single Family


    Estimated Monthly Payment: $3,171 (change assumption)
    Mortgage ($2,663) + Fees ($159) + Taxes in 2024 ($349)


    Taxes:$4,193

    Elementary School: Bellalago Charter Academy (K-8)

    High School: Liberty High

    Tax Year: 2024

    Middle School: Bellalago Charter Academy (K-8)


  • 8152 FAN PALM WAY, KISSIMMEE, FL 34747

    $359,000357 Days on yellowkey   MLS ID: O6317015

    2 Days Off yellowkey (back on 5/30/2026)

    REDUCED by $10,000 (2.7%) on 05/18/2026

    For Sale O6317015 - 8152 FAN PALM WAY, KISSIMMEE, FL 34747 25 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1567
       Built: 2001
    Monthly Fee: $489
       Tax: $4,445 (2024)
    Community: Windsor Palms
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $2,826 (change assumption)
    Mortgage ($1,967) + Fees ($489) + Taxes in 2024 ($370)


    Taxes:$4,445

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2024

    Middle School: Horizon Middle


  • 566-568 IMPERIAL PL, KISSIMMEE, FL 34758

    $339,900199 Days on yellowkey   MLS ID: S5138656

    0 Days Off yellowkey (back on 4/8/2026)

    For Sale S5138656 - 566-568 IMPERIAL PL, KISSIMMEE, FL 34758 46 photos

    Bed: 4   Bath: 0.0
    Liv Area Sq Ft: 1908
       Built: 1988
    Monthly Fee: $150
       Tax: $4,794 (2025)
    Community: Poinciana Village 1 Nbhd 1 South
    Apartment


    Estimated Monthly Payment: $2,412 (change assumption)
    Mortgage ($1,862) + Fees ($150) + Taxes in 2025 ($399)


    Taxes:$4,794

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2352 ROSS ST, KISSIMMEE, FL 34744

    $315,000349 Days on yellowkey   MLS ID: O6320029

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

    For Sale O6320029 - 2352 ROSS ST, KISSIMMEE, FL 34744 5 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1330
       Built: 2025   Tax: $608 (2024)
    Community: Gilchrist Add To Kissimmee
    Single Family


    Estimated Monthly Payment: $1,777 (change assumption)
    Mortgage ($1,726) + Taxes in 2024 ($51)


    Taxes:$608

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 910 AMY RIDGE CT, KISSIMMEE, FL 34747

    $374,99920 Days on yellowkey   MLS ID: S5148198

    For Sale S5148198 - 910 AMY RIDGE CT, KISSIMMEE, FL 34747 27 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1535
       Built: 1988
    Monthly Fee: $6
       Tax: $1,542 (2025)
    Community: Indian Ridge Unit 1
    Single Family


    Estimated Monthly Payment: $2,189 (change assumption)
    Mortgage ($2,055) + Fees ($6) + Taxes in 2025 ($129)


    Taxes:$1,542

    Elementary School: Celebration K-8

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Celebration K-8


  • 2977 BUCCANEER PALM RD, KISSIMMEE, FL 34747

    $499,900176 Days on yellowkey   MLS ID: O6365822

    REDUCED by $17,100 (3.3%) on 04/16/2026

    For Sale O6365822 - 2977 BUCCANEER PALM RD, KISSIMMEE, FL 34747 66 photos

    Bed: 6   Bath: 5.0   Gar: 1
    Liv Area Sq Ft: 3291
       Built: 2013
    Monthly Fee: $660
       Tax: $7,215 (2024)
    Community: Paradise Palms Resort Ph 3A
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,000 (change assumption)
    Mortgage ($2,739) + Fees ($660) + Taxes in 2024 ($601)


    Taxes:$7,215

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1710 WOODSIDE CT, KISSIMMEE, FL 34744

    $550,000162 Days on yellowkey   MLS ID: O6369122

    REDUCED by $50,000 (8.3%) on 05/26/2026

    For Sale O6369122 - 1710 WOODSIDE CT, KISSIMMEE, FL 34744 50 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2369
       Built: 1980
    Monthly Fee: $17
       Tax: $2,230 (2024)
    Community: Harbour Oaks Unit 1
    Single Family


    Estimated Monthly Payment: $3,216 (change assumption)
    Mortgage ($3,014) + Fees ($17) + Taxes in 2024 ($186)


    Taxes:$2,230

    Elementary School: Partin Settlement Elem

    High School: Osceola High School

    Tax Year: 2024

    Middle School: Neptune Middle (6-8)


  • 5022 WORCHESTER DR, KISSIMMEE, FL 34746

    $401,7567 Days on yellowkey   MLS ID: O6411269

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

    For Sale O6411269 - 5022 WORCHESTER DR, KISSIMMEE, FL 34746 19 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1936
       Built: 2026
    Monthly Fee: $88

    Community: Knightsbridge 50S
    Single Family


    Estimated Monthly Payment: $2,289 (change assumption)
    Mortgage ($2,201) + Fees ($88) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Reedy Creek Elem (K 5)

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Horizon Middle


  • 2030 CASCADES BLVD #302, KISSIMMEE, FL 34741

    $154,50022 Days on yellowkey   MLS ID: L4961829

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

    For Sale L4961829 - 2030 CASCADES BLVD #302, KISSIMMEE, FL 34741 28 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1042
       Built: 1987
    Monthly Fee: $542
       Tax: $1,224 (2025)
    Community: Cascade At Kissimmee Condo
    Condo


    Estimated Monthly Payment: $1,491 (change assumption)
    Mortgage ($847) + Fees ($542) + Taxes in 2025 ($102)


    Taxes:$1,224

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2654 HAWTHORNE LN, KISSIMMEE, FL 34743

    $470,0006 Days on yellowkey   MLS ID: O6408755

    For Sale O6408755 - 2654 HAWTHORNE LN, KISSIMMEE, FL 34743 31 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2081
       Built: 1994
    Monthly Fee: $35
       Tax: $5,159 (2025)
    Community: Pebble Pointe Unit 2
    Single Family


    Estimated Monthly Payment: $3,040 (change assumption)
    Mortgage ($2,575) + Fees ($35) + Taxes in 2025 ($430)


    Taxes:$5,159

    Elementary School: Ventura Elem-OS

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Parkway Middle


  • 4756 TRIBUTE TRL, KISSIMMEE, FL 34746

    $359,900244 Days on yellowkey   MLS ID: S5135287

    REDUCED by $4,800 (1.3%) on 06/01/2026

    For Sale S5135287 - 4756 TRIBUTE TRL, KISSIMMEE, FL 34746 48 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1848
       Built: 2018
    Monthly Fee: $443
       Tax: $6,121 (2024)
    Community: Storey Lake Tr K
    Townhouse


    Estimated Monthly Payment: $2,925 (change assumption)
    Mortgage ($1,972) + Fees ($443) + Taxes in 2024 ($510)


    Taxes:$6,121

    Elementary School: Floral Ridge Elementary

    High School: Celebration High

    Tax Year: 2024

    Middle School: Kissimmee Middle




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Kissimmee home, townhome, condo, villa, and other listing sales data is continuously updated on yellowkeyrealty.com. yellowkeyrealty.com offers one of the most exhaustive, current, and relevant set of data you can find on houses for sale in Kissimmee. You can use our website to view Multiple Listing Service (MLS) data on Kissimmee Real Estate. 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 Kissimmee listings.



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.