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Kissimmee Single Family Homes For Sale - 2068 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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  • 5588 DENNERY BAY RD, KISSIMMEE, FL 34758

    $386,78012 Days on yellowkey   MLS ID: O6413445

    For Sale O6413445 - 5588 DENNERY BAY RD, KISSIMMEE, FL 34758 39 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2175
       Built: 2026
    Monthly Fee: $125

    Community: Westview 50S Gc
    Single Family


    Estimated Monthly Payment: $2,244 (change assumption)
    Mortgage ($2,119) + Fees ($125) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1959 CACUTTA WAY, KISSIMMEE, FL 34744

    $400,00010 Days on yellowkey   MLS ID: S5151373

    SHORT SALE S5151373 - 1959 CACUTTA WAY, KISSIMMEE, FL 34744 50 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1846
       Built: 2023
    Monthly Fee: $11
       Tax: $7,033 (2025)
    Community: Kindred
    Single Family


    Estimated Monthly Payment: $2,789 (change assumption)
    Mortgage ($2,192) + Fees ($11) + Taxes in 2025 ($586)


    Taxes:$7,033

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Harmony Middle


  • 4704 FLACK CT, KISSIMMEE, FL 34758

    $378,00063 Days on yellowkey   MLS ID: O6397609

    3 Days Off yellowkey (back on 5/11/2026)

    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


  • 1309 REUNION VILLAGE BLVD, KISSIMMEE, FL 34747

    $435,90011 Days on yellowkey   MLS ID: TB8515803

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

    For Sale TB8515803 - 1309 REUNION VILLAGE BLVD, KISSIMMEE, FL 34747 8 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1553
       Built: 2026
    Monthly Fee: $699
       Tax: $5,244 (2025)
    Community: Reunion Village Phase 4
    Single Family


    Estimated Monthly Payment: $3,524 (change assumption)
    Mortgage ($2,388) + Fees ($699) + Taxes in 2025 ($437)


    Taxes:$5,244

    Elementary School: Knights Point

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: None


  • 439 MULBERRY CT, KISSIMMEE, FL 34759

    $229,000462 Days on yellowkey   MLS ID: O6288653

    REDUCED by $21,000 (8.4%) on 06/08/2026

    SHORT SALE O6288653 - 439 MULBERRY CT, KISSIMMEE, FL 34759 13 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1273
       Built: 2023
    Monthly Fee: $85
       Tax: $3,330 (2024)
    Community: Poinciana Nbrhd 02 West Village 07
    Single Family


    Estimated Monthly Payment: $1,617 (change assumption)
    Mortgage ($1,255) + Fees ($85) + Taxes in 2024 ($277)


    Taxes:$3,330

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 104 BIRMINGHAM DR, KISSIMMEE, FL 34758

    $245,000438 Days on yellowkey   MLS ID: O6294274

    2 Days Off yellowkey (back on 3/26/2026)

    For Sale O6294274 - 104 BIRMINGHAM DR, KISSIMMEE, FL 34758 47 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1332
       Built: 1999
    Monthly Fee: $90
       Tax: $3,603 (2024)
    Community: Poinciana Nbrhd 3 Village 2
    Single Family


    Estimated Monthly Payment: $1,733 (change assumption)
    Mortgage ($1,342) + Fees ($90) + Taxes in 2024 ($300)


    Taxes:$3,603

    Elementary School: Poinciana Elem

    High School: Liberty High

    Tax Year: 2024

    Middle School: Discovery Intermediate


  • 1914 DAMON AVE, KISSIMMEE, FL 34744

    $299,00069 Days on yellowkey   MLS ID: O6396516

    REDUCED by $3,500 (1.2%) on 06/10/2026

    For Sale O6396516 - 1914 DAMON AVE, KISSIMMEE, FL 34744 25 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1385
       Built: 1972   Tax: $3,300 (2025)
    Community: Kissimmee Heights
    Single Family


    Estimated Monthly Payment: $1,913 (change assumption)
    Mortgage ($1,638) + Taxes in 2025 ($275)


    Taxes:$3,300

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1767 SMARTS RULE ST, KISSIMMEE, FL 34744

    $509,90036 Days on yellowkey   MLS ID: S5149626

    For Sale S5149626 - 1767 SMARTS RULE ST, KISSIMMEE, FL 34744 58 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2764
       Built: 2022
    Monthly Fee: $1
       Tax: $7,949 (2024)
    Community: Tohoqua Ph 1B
    Single Family


    Estimated Monthly Payment: $3,457 (change assumption)
    Mortgage ($2,794) + Fees ($1) + Taxes in 2024 ($662)


    Taxes:$7,949

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2024

    Middle School: Neptune Middle (6-8)


  • 2737 BOOKMARK DR, KISSIMMEE, FL 34746

    $685,000182 Days on yellowkey   MLS ID: O6366505

    For Sale O6366505 - 2737 BOOKMARK DR, KISSIMMEE, FL 34746 77 photos

    Bed: 6   Bath: 5.0   Gar: 1
    Liv Area Sq Ft: 3343
       Built: 2019
    Monthly Fee: $564
       Tax: $10,610 (2025)
    Community: Cove At Storey Lake Ii
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,201 (change assumption)
    Mortgage ($3,753) + Fees ($564) + Taxes in 2025 ($884)


    Taxes:$10,610

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8951 AMELIA DOWNS TRL, KISSIMMEE, FL 34747

    $589,00018 Days on yellowkey   MLS ID: O6411198

    For Sale O6411198 - 8951 AMELIA DOWNS TRL, KISSIMMEE, FL 34747 53 photos

    Bed: 7   Bath: 6.5   Gar: 1
    Liv Area Sq Ft: 3533
       Built: 2020
    Monthly Fee: $718
       Tax: $8,192 (2025)
    Community: Solara Resort Vacation Villas Rep
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,628 (change assumption)
    Mortgage ($3,227) + Fees ($718) + Taxes in 2025 ($683)


    Taxes:$8,192

    Elementary School: Westside Elem

    High School: Celebration High

    Tax Year: 2025

    Middle School: None


  • 130 WESTMORELAND CIR, KISSIMMEE, FL 34744

    $478,90033 Days on yellowkey   MLS ID: O6404741

    REDUCED by $36,000 (7.0%) on 05/28/2026

    For Sale O6404741 - 130 WESTMORELAND CIR, KISSIMMEE, FL 34744 44 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2814
       Built: 1997   Tax: $7,501 (2025)
    Community: Remington
    Single Family


    Estimated Monthly Payment: $3,249 (change assumption)
    Mortgage ($2,624) + Taxes in 2025 ($625)


    Taxes:$7,501

    Elementary School: Partin Settlement Elem

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 2912 SUNSET LAKES BLVD, KISSIMMEE, FL 34747

    $585,000111 Days on yellowkey   MLS ID: O6385139

    For Sale O6385139 - 2912 SUNSET LAKES BLVD, KISSIMMEE, FL 34747 61 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2604
       Built: 1997
    Monthly Fee: $132
       Tax: $7,083 (2025)
    Community: Sunset Lakes Ph 1
    Single Family


    Estimated Monthly Payment: $3,928 (change assumption)
    Mortgage ($3,205) + Fees ($132) + Taxes in 2025 ($590)


    Taxes:$7,083

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 7761 TOSTETH ST, KISSIMMEE, FL 34747

    $650,000140 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


  • 948 HACIENDA CIR, KISSIMMEE, FL 34741

    $359,50060 Days on yellowkey   MLS ID: S5146282

    REDUCED by $5,000 (1.4%) on 06/10/2026

    For Sale S5146282 - 948 HACIENDA CIR, KISSIMMEE, FL 34741 20 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1720
       Built: 2005
    Monthly Fee: $76
       Tax: $5,134 (2025)
    Community: Estancia
    Single Family


    Estimated Monthly Payment: $2,474 (change assumption)
    Mortgage ($1,970) + Fees ($76) + Taxes in 2025 ($428)


    Taxes:$5,134

    Elementary School: Thacker Avenue Elem (K 5)

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Denn John Middle


  • 306 AYLESBURY CT, KISSIMMEE, FL 34758

    $225,000364 Days on yellowkey   MLS ID: O6318976

    For Sale O6318976 - 306 AYLESBURY CT, KISSIMMEE, FL 34758 37 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1174
       Built: 1997
    Monthly Fee: $90
       Tax: $3,062 (2024)
    Community: Poinciana Village 2 Nbhd 3
    Single Family


    Estimated Monthly Payment: $1,578 (change assumption)
    Mortgage ($1,233) + Fees ($90) + Taxes in 2024 ($255)


    Taxes:$3,062

    Elementary School: None

    High School: Liberty High

    Tax Year: 2024

    Middle School: Discovery Intermediate


  • 5253 SUNSET CANYON DR, KISSIMMEE, FL 34758

    $435,00025 Days on yellowkey   MLS ID: S5149240

    For Sale S5149240 - 5253 SUNSET CANYON DR, KISSIMMEE, FL 34758 58 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2948
       Built: 2005
    Monthly Fee: $42
       Tax: $3,369 (2025)
    Community: Blackstone Landing Ph 1
    Single Family


    Estimated Monthly Payment: $2,706 (change assumption)
    Mortgage ($2,384) + Fees ($42) + Taxes in 2025 ($281)


    Taxes:$3,369

    Elementary School: Reedy Creek Elem (K 5)

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Horizon Middle


  • 907 STOCKPORT DR, KISSIMMEE, FL 34758

    $279,90055 Days on yellowkey   MLS ID: S5148313

    REDUCED by $9,100 (3.1%) on 06/10/2026

    For Sale S5148313 - 907 STOCKPORT DR, KISSIMMEE, FL 34758 19 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1732
       Built: 2002
    Monthly Fee: $100
       Tax: $3,614 (2025)
    Community: Poinciana Village 2 Nbhd 1
    Single Family


    Estimated Monthly Payment: $1,935 (change assumption)
    Mortgage ($1,534) + Fees ($100) + Taxes in 2025 ($301)


    Taxes:$3,614

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2879 OCONNELL DR, KISSIMMEE, FL 34741

    $415,00094 Days on yellowkey   MLS ID: O6390445

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

    REDUCED by $10,000 (2.4%) on 05/26/2026

    For Sale O6390445 - 2879 OCONNELL DR, KISSIMMEE, FL 34741 36 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: $2,604 (change assumption)
    Mortgage ($2,274) + 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


  • 381 ALDERSHOT CT, KISSIMMEE, FL 34758

    $295,00050 Days on yellowkey   MLS ID: O6402323

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

    REDUCED by $50,000 (14.5%) on 06/04/2026

    For Sale O6402323 - 381 ALDERSHOT CT, KISSIMMEE, FL 34758 5 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2763
       Built: 2002
    Monthly Fee: $100
       Tax: $5,085 (2025)
    Community: Poinciana Village 2 Nbhd 3
    Single Family


    Estimated Monthly Payment: $2,140 (change assumption)
    Mortgage ($1,616) + Fees ($100) + Taxes in 2025 ($424)


    Taxes:$5,085

    Elementary School: Deerwood Elem (Osceola Cty)

    High School: Liberty High

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 31 CHIP CT, KISSIMMEE, FL 34759

    $224,500201 Days on yellowkey   MLS ID: O6360275

    REDUCED by $10,000 (4.3%) on 05/31/2026

    For Sale O6360275 - 31 CHIP CT, KISSIMMEE, FL 34759 35 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1218
       Built: 1973
    Monthly Fee: $100
       Tax: $964 (2024)
    Community: Poinciana Village 1 Nbhd 3 South
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,410 (change assumption)
    Mortgage ($1,230) + Fees ($100) + Taxes in 2024 ($80)


    Taxes:$964

    Elementary School: Chestnut Elem

    High School: Liberty High

    Tax Year: 2024

    Middle School: Discovery Intermediate




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.