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Kissimmee Single Family Homes For Sale - 1549 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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  • 2045 WALNUT CREEK DR, KISSIMMEE, FL 34744

    $456,990Listed 04/14/2026 10:35AM   MLS ID: O6398932

    For Sale O6398932 - 2045 WALNUT CREEK DR, KISSIMMEE, FL 34744 47 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2447
       Built: 2025
    Monthly Fee: $11
       Tax: $3,684 (2025)
    Community: Kindred Ph 3B 3C & 3D
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,822 (change assumption)
    Mortgage ($2,504) + Fees ($11) + Taxes in 2025 ($307)


    Taxes:$3,684

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 300 PENDANT CT, KISSIMMEE, FL 34747

    $525,000125 Days on yellowkey   MLS ID: O6362525

    1 Days Off yellowkey (back on 4/14/2026)

    For Sale O6362525 - 300 PENDANT CT, KISSIMMEE, FL 34747 36 photos

    Bed: 6   Bath: 6.0   Gar: 2
    Liv Area Sq Ft: 2831
       Built: 2016
    Monthly Fee: $777
       Tax: $10,956 (2024)
    Community: Reunion West Ph 1 East
    Single Family


    Estimated Monthly Payment: $4,567 (change assumption)
    Mortgage ($2,877) + Fees ($777) + Taxes in 2024 ($913)


    Taxes:$10,956

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1874 HICKORY BLUFF RD, KISSIMMEE, FL 34744

    $550,000Listed 04/14/2026 10:39AM   MLS ID: O6398896

    For Sale O6398896 - 1874 HICKORY BLUFF RD, KISSIMMEE, FL 34744 20 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2674
       Built: 2017
    Monthly Fee: $12
       Tax: $15,385 (2025)
    Community: Kindred
    Single Family


    Estimated Monthly Payment: $4,308 (change assumption)
    Mortgage ($3,014) + Fees ($12) + Taxes in 2025 ($1,282)


    Taxes:$15,385

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4704 FLACK CT, KISSIMMEE, FL 34758

    $378,000Listed 04/13/2026 7:51PM   MLS ID: O6397609

    For Sale O6397609 - 4704 FLACK CT, KISSIMMEE, FL 34758 14 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1870
       Built: 2004
    Monthly Fee: $100
       Tax: $2,568 (2025)
    Community: Poinciana Estates Sec B
    Single Family


    Estimated Monthly Payment: $2,385 (change assumption)
    Mortgage ($2,071) + Fees ($100) + Taxes in 2025 ($214)


    Taxes:$2,568

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8491 OASIS KEY CV, KISSIMMEE, FL 34747

    $539,95063 Days on yellowkey   MLS ID: S5143577

    For Sale S5143577 - 8491 OASIS KEY CV, KISSIMMEE, FL 34747 61 photos

    Bed: 7   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 2934
       Built: 2002
    Monthly Fee: $115
       Tax: $6,306 (2025)
    Community: Emerald Island Resort
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,599 (change assumption)
    Mortgage ($2,959) + Fees ($115) + Taxes in 2025 ($525)


    Taxes:$6,306

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 157 SAND PIPER DR, KISSIMMEE, FL 34759

    $319,900221 Days on yellowkey   MLS ID: P4936191

    REDUCED by $2,590 (0.8%) on 04/08/2026

    For Sale P4936191 - 157 SAND PIPER DR, KISSIMMEE, FL 34759 43 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2267
       Built: 2002
    Monthly Fee: $359
       Tax: $3,442 (2024)
    Community: Solivita Ph Iib
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,399 (change assumption)
    Mortgage ($1,753) + Fees ($359) + Taxes in 2024 ($287)


    Taxes:$3,442

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 3211 SILVER FIN WAY, KISSIMMEE, FL 34746

    $395,00089 Days on yellowkey   MLS ID: O6373988

    For Sale O6373988 - 3211 SILVER FIN WAY, KISSIMMEE, FL 34746 25 photos

    Bed: 4   Bath: 2.0   Gar: 3
    Liv Area Sq Ft: 2165
       Built: 2018
    Monthly Fee: $205
       Tax: $5,986 (2025)
    Community: Bellalago Ph 7L
    Single Family


    Estimated Monthly Payment: $2,868 (change assumption)
    Mortgage ($2,164) + Fees ($205) + Taxes in 2025 ($499)


    Taxes:$5,986

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 314 A DAGAMA CT, KISSIMMEE, FL 34758

    $324,500459 Days on yellowkey   MLS ID: S5117253

    REDUCED by $10,400 (3.1%) on 04/14/2026

    For Sale S5117253 - 314 A DAGAMA CT, KISSIMMEE, FL 34758 21 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1746
       Built: 2024
    Monthly Fee: $85
       Tax: $435 (2024)
    Community: Poinciana Vlg
    Single Family


    Estimated Monthly Payment: $1,899 (change assumption)
    Mortgage ($1,778) + Fees ($85) + Taxes in 2024 ($36)


    Taxes:$435

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1136 DONCASTER CT, KISSIMMEE, FL 34758

    $279,000405 Days on yellowkey   MLS ID: A4641203

    0 Days Off yellowkey (back on 4/14/2026)

    SHORT SALE A4641203 - 1136 DONCASTER CT, KISSIMMEE, FL 34758 9 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1730
       Built: 2002
    Monthly Fee: $23
       Tax: $3,908 (2023)
    Community: Poinciana Village 2 Nbhd 1
    Single Family


    Estimated Monthly Payment: $1,877 (change assumption)
    Mortgage ($1,529) + Fees ($23) + Taxes in 2023 ($326)


    Taxes:$3,908

    Elementary School: None

    High School: None

    Tax Year: 2023

    Middle School: None


  • 134 MADIERA BEACH BLVD, KISSIMMEE, FL 34746

    $620,00018 Days on yellowkey   MLS ID: O6394444

    For Sale O6394444 - 134 MADIERA BEACH BLVD, KISSIMMEE, FL 34746 61 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2269
       Built: 2004
    Monthly Fee: $350
       Tax: $4,946 (2024)
    Community: Terra Verde
    Single Family


    Estimated Monthly Payment: $4,159 (change assumption)
    Mortgage ($3,397) + Fees ($350) + Taxes in 2024 ($412)


    Taxes:$4,946

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 8041 LOST SHAKER LN, KISSIMMEE, FL 34747

    $450,000Listed 04/14/2026 9:34AM   MLS ID: O6398528

    SHORT SALE O6398528 - 8041 LOST SHAKER LN, KISSIMMEE, FL 34747 74 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 1410
       Built: 2019
    Monthly Fee: $467
       Tax: $9,565 (2025)
    Community: Margaritaville
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,730 (change assumption)
    Mortgage ($2,466) + Fees ($467) + Taxes in 2025 ($797)


    Taxes:$9,565

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 420 MARLBERRY LEAF CT, KISSIMMEE, FL 34758

    $360,00057 Days on yellowkey   MLS ID: C7522050

    0 Days Off yellowkey (back on 2/20/2026)

    For Sale C7522050 - 420 MARLBERRY LEAF CT, KISSIMMEE, FL 34758 15 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2679
       Built: 2002
    Monthly Fee: $22
       Tax: $4,896 (2025)
    Community: Tamarind Parke At Cypress Woods
    Single Family


    Estimated Monthly Payment: $2,403 (change assumption)
    Mortgage ($1,973) + Fees ($22) + Taxes in 2025 ($408)


    Taxes:$4,896

    Elementary School: Koa Elementary

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 654 S DELMONTE CT, KISSIMMEE, FL 34758

    $270,00082 Days on yellowkey   MLS ID: S5142270

    0 Days Off yellowkey (back on 1/31/2026)

    For Sale S5142270 - 654 S DELMONTE CT, KISSIMMEE, FL 34758 36 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1825
       Built: 2005
    Monthly Fee: $100
       Tax: $4,137 (2025)
    Community: Poinciana Nbhd 1 S Vlg 1
    Single Family


    Estimated Monthly Payment: $1,924 (change assumption)
    Mortgage ($1,479) + Fees ($100) + Taxes in 2025 ($345)


    Taxes:$4,137

    Elementary School: Koa Elementary

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 1568 E OAK LEAF LN, KISSIMMEE, FL 34744

    $464,00078 Days on yellowkey   MLS ID: O6376960

    For Sale O6376960 - 1568 E OAK LEAF LN, KISSIMMEE, FL 34744 32 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1845
       Built: 1975   Tax: $4,836 (2025)
    Community: Heather Oaks
    Single Family


    Estimated Monthly Payment: $2,945 (change assumption)
    Mortgage ($2,542) + Taxes in 2025 ($403)


    Taxes:$4,836

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 738 CARIBOU DR, KISSIMMEE, FL 34759

    $199,000Listed 04/13/2026 4:09PM   MLS ID: TB8497098

    For Sale TB8497098 - 738 CARIBOU DR, KISSIMMEE, FL 34759 24 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1014
       Built: 1986
    Monthly Fee: $100
       Tax: $939 (2025)
    Community: Poinciana Nbrhd 03 Village 03
    Single Family


    Estimated Monthly Payment: $1,269 (change assumption)
    Mortgage ($1,090) + Fees ($100) + Taxes in 2025 ($78)


    Taxes:$939

    Elementary School: Palmetto Elementary

    High School: Haines City Senior High

    Tax Year: 2025

    Middle School: Lake Marion Creek Middle


  • 1938 COMMANDER WAY, KISSIMMEE, FL 34746

    $360,000229 Days on yellowkey   MLS ID: S5133451

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

    For Sale S5133451 - 1938 COMMANDER WAY, KISSIMMEE, FL 34746 30 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2382
       Built: 2014
    Monthly Fee: $183
       Tax: $6,557 (2024)
    Community: Shingle Creek Reserve At The Oaks
    Single Family


    Estimated Monthly Payment: $2,702 (change assumption)
    Mortgage ($1,973) + Fees ($183) + Taxes in 2024 ($546)


    Taxes:$6,557

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 447 LARK CT, KISSIMMEE, FL 34759

    $230,000Listed 04/14/2026 9:23AM   MLS ID: O6398819

    For Sale O6398819 - 447 LARK CT, KISSIMMEE, FL 34759 18 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1189
       Built: 2003
    Monthly Fee: $100
       Tax: $2,139 (2025)
    Community: Poinciana Nbrhd 05 North Village 03
    Single Family


    Estimated Monthly Payment: $1,539 (change assumption)
    Mortgage ($1,260) + Fees ($100) + Taxes in 2025 ($178)


    Taxes:$2,139

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 716 VERSAILLES LN, KISSIMMEE, FL 34759

    $265,000Listed 04/14/2026 9:20AM   MLS ID: S5147755

    For Sale S5147755 - 716 VERSAILLES LN, KISSIMMEE, FL 34759 24 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1536
       Built: 2003
    Monthly Fee: $100
       Tax: $2,685 (2025)
    Community: Poinciana Village 5 Nbhd 1
    Single Family


    Estimated Monthly Payment: $1,776 (change assumption)
    Mortgage ($1,452) + Fees ($100) + Taxes in 2025 ($224)


    Taxes:$2,685

    Elementary School: Chestnut Elem

    High School: Liberty High

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 2248 WYNDHAM PALMS WAY, KISSIMMEE, FL 34747

    $485,00070 Days on yellowkey   MLS ID: S5143017

    1 Days Off yellowkey (back on 2/25/2026)

    For Sale S5143017 - 2248 WYNDHAM PALMS WAY, KISSIMMEE, FL 34747 45 photos

    Bed: 6   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2434
       Built: 2002
    Monthly Fee: $260
       Tax: $4,217 (2025)
    Community: Wyndham Palms Ph 03
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,269 (change assumption)
    Mortgage ($2,657) + Fees ($260) + Taxes in 2025 ($351)


    Taxes:$4,217

    Elementary School: Westside Elem

    High School: Celebration High

    Tax Year: 2025

    Middle School: Horizon Middle


  • 2879 OCONNELL DR, KISSIMMEE, FL 34741

    $435,00032 Days on yellowkey   MLS ID: O6390445

    For Sale O6390445 - 2879 OCONNELL DR, KISSIMMEE, FL 34741 34 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2245
       Built: 2005
    Monthly Fee: $100
       Tax: $2,760 (2025)
    Community: Cypress Reserve
    Single Family


    Estimated Monthly Payment: $2,714 (change assumption)
    Mortgage ($2,384) + Fees ($100) + Taxes in 2025 ($230)


    Taxes:$2,760

    Elementary School: Floral Ridge Elementary

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Kissimmee Middle




Why Bother Searching Elsewhere for Kissimmee Single Family Homes for Sale?

Kissimmee home, townhome, and condo, villa, and other listing sale 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 single family homes for sale in Kissimmee . You can use our website to view Multiple Listing Service (MLS) data on Kissimmee single family homes. 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 single family home 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.