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Kissimmee Single Family Homes For Sale - 2131 homes

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

Location: Kissimmee

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  • KISSIMMEE, FL 34744

    $499,9007 Days on yellowkey   MLS ID: S5152516

    For Sale S5152516 - KISSIMMEE, FL 34744 20 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2272
       Built: 2023
    Monthly Fee: $129
       Tax: $6,118 (2025)
    Community: Pennyroyal
    Single Family


    Estimated Monthly Payment: $3,378 (change assumption)
    Mortgage ($2,739) + Fees ($129) + Taxes in 2025 ($510)


    Taxes:$6,118

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4027 LONGWORTH LOOP, KISSIMMEE, FL 34744

    $344,9007 Days on yellowkey   MLS ID: TB8522361

    For Sale TB8522361 - 4027 LONGWORTH LOOP, KISSIMMEE, FL 34744 15 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1484
       Built: 2007
    Monthly Fee: $83
       Tax: $801 (2025)
    Community: Turnberry Reserve Unit 2
    Single Family


    Estimated Monthly Payment: $2,040 (change assumption)
    Mortgage ($1,890) + Fees ($83) + Taxes in 2025 ($67)


    Taxes:$801

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2960 SALTED RIM RD, KISSIMMEE, FL 34747

    $565,00050 Days on yellowkey   MLS ID: A4695024

    For Sale A4695024 - 2960 SALTED RIM RD, KISSIMMEE, FL 34747 18 photos

    Bed: 4   Bath: 4.5
    Liv Area Sq Ft: 2166
       Built: 2020
    Monthly Fee: $586
       Tax: $11,383 (2025)
    Community: Rolling Oaks Ph 6
    Single Family


    Estimated Monthly Payment: $4,630 (change assumption)
    Mortgage ($3,096) + Fees ($586) + Taxes in 2025 ($949)


    Taxes:$11,383

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1939 MANATEE DR, KISSIMMEE, FL 34759

    $235,900100 Days on yellowkey   MLS ID: S5146491

    SHORT SALE S5146491 - 1939 MANATEE DR, KISSIMMEE, FL 34759 17 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2500
       Built: 2019
    Monthly Fee: $100
       Tax: $4,678 (2025)
    Community: Poinciana Nbrhd 05 Village 07
    Single Family


    Estimated Monthly Payment: $1,782 (change assumption)
    Mortgage ($1,293) + Fees ($100) + Taxes in 2025 ($390)


    Taxes:$4,678

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5795 PORTICO PL, KISSIMMEE, FL 34758

    $325,00099 Days on yellowkey   MLS ID: O6397599

    REDUCED by $25,000 (7.1%) on 07/10/2026

    For Sale O6397599 - 5795 PORTICO PL, KISSIMMEE, FL 34758 32 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1792
       Built: 2026
    Monthly Fee: $50

    Community: Aden North At Westview
    Single Family


    Estimated Monthly Payment: $1,831 (change assumption)
    Mortgage ($1,781) + Fees ($50) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Koa Elementary

    High School: Liberty High

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 4360 SEVEN CANYONS DR, KISSIMMEE, FL 34746

    $520,000120 Days on yellowkey   MLS ID: P4938189

    For Sale P4938189 - 4360 SEVEN CANYONS DR, KISSIMMEE, FL 34746 45 photos

    Bed: 4   Bath: 2.5   Gar: 3
    Liv Area Sq Ft: 3438
       Built: 2020
    Monthly Fee: $88
       Tax: $6,418 (2025)
    Community: Sedona Ph 2
    Single Family


    Estimated Monthly Payment: $3,472 (change assumption)
    Mortgage ($2,849) + Fees ($88) + Taxes in 2025 ($535)


    Taxes:$6,418

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 423 VERNON CT, KISSIMMEE, FL 34759

    $270,000296 Days on yellowkey   MLS ID: S5135083

    SHORT SALE S5135083 - 423 VERNON CT, KISSIMMEE, FL 34759 37 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1163
       Built: 2024
    Monthly Fee: $90
       Tax: $982 (2024)
    Community: Poinciana Nbrhd 02 West Village 07
    Single Family


    Estimated Monthly Payment: $1,651 (change assumption)
    Mortgage ($1,479) + Fees ($90) + Taxes in 2024 ($82)


    Taxes:$982

    Elementary School: Laurel Elementary

    High School: Haines City Senior High

    Tax Year: 2024

    Middle School: Lake Marion Creek Middle


  • 308 BIG SIOUX LN, KISSIMMEE, FL 34759

    $235,00034 Days on yellowkey   MLS ID: S5151798

    0 Days Off yellowkey (back on 7/10/2026)

    FORECLOSURE S5151798 - 308 BIG SIOUX LN, KISSIMMEE, FL 34759 19 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2262
       Built: 2006
    Monthly Fee: $100
       Tax: $4,167 (2025)
    Community: Poinciana Nbrhd 06 Village 07
    Single Family


    Estimated Monthly Payment: $1,735 (change assumption)
    Mortgage ($1,288) + Fees ($100) + Taxes in 2025 ($347)


    Taxes:$4,167

    Elementary School: Sandhill Elem

    High School: Haines City Senior High

    Tax Year: 2025

    Middle School: Lake Marion Creek Middle


  • 2663 GOLD DUST CIR, KISSIMMEE, FL 34744

    $419,9009 Days on yellowkey   MLS ID: S5153091

    For Sale S5153091 - 2663 GOLD DUST CIR, KISSIMMEE, FL 34744 62 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2085
       Built: 2000
    Monthly Fee: $34
       Tax: $5,587 (2025)
    Community: Fortune Lakes
    Single Family


    Estimated Monthly Payment: $2,800 (change assumption)
    Mortgage ($2,301) + Fees ($34) + Taxes in 2025 ($466)


    Taxes:$5,587

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2079 SHANNON LAKES BLVD, KISSIMMEE, FL 34743

    $345,00019 Days on yellowkey   MLS ID: O6419905

    REDUCED by $4,900 (1.4%) on 07/09/2026

    For Sale O6419905 - 2079 SHANNON LAKES BLVD, KISSIMMEE, FL 34743 24 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1688
       Built: 1997
    Monthly Fee: $28
       Tax: $950 (2025)
    Community: Shannon Lakes
    Single Family


    Estimated Monthly Payment: $1,998 (change assumption)
    Mortgage ($1,890) + Fees ($28) + Taxes in 2025 ($79)


    Taxes:$950

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2451 VARENNA LOOP, KISSIMMEE, FL 34741

    $305,00075 Days on yellowkey   MLS ID: S5149050

    REDUCED by $26,990 (8.1%) on 07/09/2026

    For Sale S5149050 - 2451 VARENNA LOOP, KISSIMMEE, FL 34741 38 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1603
       Built: 2020
    Monthly Fee: $417
       Tax: $5,892 (2025)
    Community: Tapestry Ph 5
    Single Family


    Estimated Monthly Payment: $2,579 (change assumption)
    Mortgage ($1,671) + Fees ($417) + Taxes in 2025 ($491)


    Taxes:$5,892

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1850 CHAUCER WAY, KISSIMMEE, FL 34744

    $398,95037 Days on yellowkey   MLS ID: S5151405

    REDUCED by $6,050 (1.5%) on 07/09/2026

    For Sale S5151405 - 1850 CHAUCER WAY, KISSIMMEE, FL 34744 19 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1828
       Built: 1988
    Monthly Fee: $13
       Tax: $5,352 (2025)
    Community: Brighton Place
    Single Family


    Estimated Monthly Payment: $2,645 (change assumption)
    Mortgage ($2,186) + Fees ($13) + Taxes in 2025 ($446)


    Taxes:$5,352

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 704 CARACARA CT, KISSIMMEE, FL 34759

    $290,00028 Days on yellowkey   MLS ID: O6417413

    REDUCED by $10,000 (3.3%) on 07/09/2026

    For Sale O6417413 - 704 CARACARA CT, KISSIMMEE, FL 34759 7 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1903
       Built: 2005
    Monthly Fee: $8
       Tax: $3,401 (2025)
    Community: Poinciana Nbrhd 05 North Village 03
    Single Family


    Estimated Monthly Payment: $1,880 (change assumption)
    Mortgage ($1,589) + Fees ($8) + Taxes in 2025 ($283)


    Taxes:$3,401

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2260 TRADEWINDS DR, KISSIMMEE, FL 34746

    $442,00034 Days on yellowkey   MLS ID: O6416638

    FORECLOSURE O6416638 - 2260 TRADEWINDS DR, KISSIMMEE, FL 34746 32 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2944
       Built: 2007
    Monthly Fee: $11
       Tax: $8,168 (2025)
    Community: Concorde Estates Ph 2A
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,114 (change assumption)
    Mortgage ($2,422) + Fees ($11) + Taxes in 2025 ($681)


    Taxes:$8,168

    Elementary School: Bellalago Charter Academy (K-8)

    High School: Liberty High

    Tax Year: 2025

    Middle School: Bellalago Charter Academy (K-8)


  • 8595 SUNRISE KEY DR, KISSIMMEE, FL 34747

    $430,000208 Days on yellowkey   MLS ID: TB8458096

    REDUCED by $10,000 (2.3%) on 07/09/2026

    SHORT SALE TB8458096 - 8595 SUNRISE KEY DR, KISSIMMEE, FL 34747 60 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1960
       Built: 2005   Tax: $5,239 (2024)
    Community: Emerald Island Resort Ph 5A
    Single Family


    Estimated Monthly Payment: $2,793 (change assumption)
    Mortgage ($2,356) + Taxes in 2024 ($437)


    Taxes:$5,239

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 4774 CUMBRIAN LAKES DR, KISSIMMEE, FL 34746

    $424,999130 Days on yellowkey   MLS ID: S5145366

    REDUCED by $5,000 (1.2%) on 04/20/2026

    For Sale S5145366 - 4774 CUMBRIAN LAKES DR, KISSIMMEE, FL 34746 40 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 1830
       Built: 2004
    Monthly Fee: $175
       Tax: $6,013 (2025)
    Community: Cumbrian Lakes Resort Ph 3
    Single Family


    Estimated Monthly Payment: $3,005 (change assumption)
    Mortgage ($2,329) + Fees ($175) + Taxes in 2025 ($501)


    Taxes:$6,013

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2320 PEBBLE BROOK RD, KISSIMMEE, FL 34741

    $349,990316 Days on yellowkey   MLS ID: O6341345

    INCREASED by $10,000 (2.9%) on 07/09/2026

    For Sale O6341345 - 2320 PEBBLE BROOK RD, KISSIMMEE, FL 34741 25 photos

    Bed: 3   Bath: 3.0   Gar: 1
    Liv Area Sq Ft: 1393
       Built: 1989
    Monthly Fee: $44
       Tax: $534 (2024)
    Community: Plantation
    Single Family


    Estimated Monthly Payment: $2,006 (change assumption)
    Mortgage ($1,918) + Fees ($44) + Taxes in 2024 ($45)


    Taxes:$534

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 354 DUNDEE DR, KISSIMMEE, FL 34759

    $245,000133 Days on yellowkey   MLS ID: O6385356

    REDUCED by $4,000 (1.6%) on 05/15/2026

    For Sale O6385356 - 354 DUNDEE DR, KISSIMMEE, FL 34759 17 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1071
       Built: 2004   Tax: $3,218 (2025)
    Community: Poinciana Nbrhd 02 Village 03
    Single Family


    Estimated Monthly Payment: $1,611 (change assumption)
    Mortgage ($1,342) + Taxes in 2025 ($268)


    Taxes:$3,218

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2922 FAIRWEATHER WAY, KISSIMMEE, FL 34758

    $324,00077 Days on yellowkey   MLS ID: O6402157

    REDUCED by $5,000 (1.5%) on 07/05/2026

    For Sale O6402157 - 2922 FAIRWEATHER WAY, KISSIMMEE, FL 34758 25 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1656
       Built: 2004
    Monthly Fee: $50
       Tax: $4,108 (2025)
    Community: Poinciana Estates Sec B
    Single Family


    Estimated Monthly Payment: $2,168 (change assumption)
    Mortgage ($1,775) + Fees ($50) + Taxes in 2025 ($342)


    Taxes:$4,108

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3214 HOPEWELL DR, KISSIMMEE, FL 34746

    $430,000150 Days on yellowkey   MLS ID: S5143810

    REDUCED by $4,000 (0.9%) on 07/09/2026

    For Sale S5143810 - 3214 HOPEWELL DR, KISSIMMEE, FL 34746 82 photos

    Bed: 4   Bath: 2.5   Gar: 3
    Liv Area Sq Ft: 2944
       Built: 2006
    Monthly Fee: $11
       Tax: $8,661 (2025)
    Community: Concorde Estates Ph 1B
    Single Family


    Estimated Monthly Payment: $3,089 (change assumption)
    Mortgage ($2,356) + Fees ($11) + Taxes in 2025 ($722)


    Taxes:$8,661

    Elementary School: Bellalago Charter Academy (K-8)

    High School: Liberty High

    Tax Year: 2025

    Middle School: Bellalago Charter Academy (K-8)




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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.