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Kissimmee Single Family Homes For Sale - 2087 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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  • 2708 PRESTWICK LN, KISSIMMEE, FL 34744

    $387,00044 Days on yellowkey   MLS ID: S5149647

    2 Days Off yellowkey (back on 6/3/2026)

    INCREASED by $7,000 (1.8%) on 05/22/2026

    For Sale S5149647 - 2708 PRESTWICK LN, KISSIMMEE, FL 34744 26 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2513
       Built: 2004
    Monthly Fee: $92
       Tax: $7,102 (2025)
    Community: Remington Prcl M1
    Single Family


    Estimated Monthly Payment: $2,804 (change assumption)
    Mortgage ($2,120) + Fees ($92) + Taxes in 2025 ($592)


    Taxes:$7,102

    Elementary School: Partin Settlement Elem

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 170 THORNBURY DR, KISSIMMEE, FL 34744

    $370,000124 Days on yellowkey   MLS ID: O6383967

    0 Days Off yellowkey (back on 5/15/2026)

    REDUCED by $15,000 (3.9%) on 05/12/2026

    For Sale O6383967 - 170 THORNBURY DR, KISSIMMEE, FL 34744 34 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1766
       Built: 2002
    Monthly Fee: $13
       Tax: $3,058 (2025)
    Community: Remington Prcl H Ph 2
    Single Family


    Estimated Monthly Payment: $2,295 (change assumption)
    Mortgage ($2,027) + Fees ($13) + Taxes in 2025 ($255)


    Taxes:$3,058

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2943 CASABELLA DR, KISSIMMEE, FL 34744

    $399,900200 Days on yellowkey   MLS ID: O6363943

    For Sale O6363943 - 2943 CASABELLA DR, KISSIMMEE, FL 34744 18 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1895
       Built: 2014
    Monthly Fee: $175
       Tax: $7,799 (2024)
    Community: Villa Sol Village
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,016 (change assumption)
    Mortgage ($2,191) + Fees ($175) + Taxes in 2024 ($650)


    Taxes:$7,799

    Elementary School: East Lake Elem

    High School: Tohopekaliga High School

    Tax Year: 2024

    Middle School: Neptune Middle (6-8)


  • 330 CORTEZ CT, KISSIMMEE, FL 34758

    $247,000159 Days on yellowkey   MLS ID: O6374485

    INCREASED by $222,300 (900.0%) on 06/03/2026

    For Sale O6374485 - 330 CORTEZ CT, KISSIMMEE, FL 34758 29 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1734
       Built: 1994
    Monthly Fee: $100
       Tax: $3,407 (2025)
    Community: Poinciana Village 1 Nbd 1 North
    Single Family


    Estimated Monthly Payment: $1,737 (change assumption)
    Mortgage ($1,353) + Fees ($100) + Taxes in 2025 ($284)


    Taxes:$3,407

    Elementary School: Deerwood Elem (Osceola Cty)

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 4461 INDIGO SKY LN, KISSIMMEE, FL 34744

    $524,00022 Days on yellowkey   MLS ID: S5151142

    For Sale S5151142 - 4461 INDIGO SKY LN, KISSIMMEE, FL 34744 43 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1941
       Built: 2013
    Monthly Fee: $111
       Tax: $3,837 (2025)
    Community: North Point Ph 1B
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,302 (change assumption)
    Mortgage ($2,871) + Fees ($111) + Taxes in 2025 ($320)


    Taxes:$3,837

    Elementary School: East Lake Elementary-OS

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Narcoossee Middle


  • 1829 GOBI DR, KISSIMMEE, FL 34747

    $629,00022 Days on yellowkey   MLS ID: O6412821

    For Sale O6412821 - 1829 GOBI DR, KISSIMMEE, FL 34747 83 photos

    Bed: 8   Bath: 6.0   Gar: 2
    Liv Area Sq Ft: 4041
       Built: 2017   Tax: $11,676 (2025)
    Community: Windsor At Westside Ph 2A
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,420 (change assumption)
    Mortgage ($3,446) + Taxes in 2025 ($973)


    Taxes:$11,676

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1577 STARFISH ST, KISSIMMEE, FL 34744

    $598,99922 Days on yellowkey   MLS ID: O6412641

    For Sale O6412641 - 1577 STARFISH ST, KISSIMMEE, FL 34744 36 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1733
       Built: 1979   Tax: $4,214 (2025)
    Community: Neptune Shores 3 Add
    Single Family


    Estimated Monthly Payment: $3,633 (change assumption)
    Mortgage ($3,282) + Taxes in 2025 ($351)


    Taxes:$4,214

    Elementary School: None

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 2609 MILL RUN BLVD, KISSIMMEE, FL 34744

    $394,99022 Days on yellowkey   MLS ID: S5150924

    For Sale S5150924 - 2609 MILL RUN BLVD, KISSIMMEE, FL 34744 21 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1280
       Built: 1986   Tax: $5,034 (2024)
    Community: Mill Run Unit 5
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $2,584 (change assumption)
    Mortgage ($2,164) + Taxes in 2024 ($420)


    Taxes:$5,034

    Elementary School: Michigan Avenue Elem (K 5)

    High School: Gateway High School (9 12)

    Tax Year: 2024

    Middle School: Denn John Middle


  • 1200 WAHNETA DR, KISSIMMEE, FL 34759

    $299,99522 Days on yellowkey   MLS ID: O6411659

    For Sale O6411659 - 1200 WAHNETA DR, KISSIMMEE, FL 34759 40 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1445
       Built: 2023
    Monthly Fee: $90
       Tax: $2,451 (2025)
    Community: Poinciana Nbrhd 02 West Village 07
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,938 (change assumption)
    Mortgage ($1,644) + Fees ($90) + Taxes in 2025 ($204)


    Taxes:$2,451

    Elementary School: Laurel Elementary

    High School: Haines City Senior High

    Tax Year: 2025

    Middle School: Lake Marion Creek Middle


  • 406 S LATONIA ST, KISSIMMEE, FL 34741

    $345,000111 Days on yellowkey   MLS ID: O6387083

    1 Days Off yellowkey (back on 6/3/2026)

    REDUCED by $5,000 (1.4%) on 04/20/2026

    For Sale O6387083 - 406 S LATONIA ST, KISSIMMEE, FL 34741 26 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1592
       Built: 1995   Tax: $5,317 (2025)
    Community: Rosewood Unit 2
    Single Family


    Estimated Monthly Payment: $2,333 (change assumption)
    Mortgage ($1,890) + Taxes in 2025 ($443)


    Taxes:$5,317

    Elementary School: Thacker Avenue Elem (K 5)

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 2626 CALISTOGA AVE, KISSIMMEE, FL 34741

    $849,500478 Days on yellowkey   MLS ID: O6285913

    For Sale O6285913 - 2626 CALISTOGA AVE, KISSIMMEE, FL 34741 43 photos

    Bed: 10   Bath: 8.0   Gar: 2
    Liv Area Sq Ft: 4275
       Built: 2018
    Monthly Fee: $517
       Tax: $13,038 (2024)
    Community: Sonoma Resort At Tapestry Ph 1
    Single Family


    Estimated Monthly Payment: $6,258 (change assumption)
    Mortgage ($4,655) + Fees ($517) + Taxes in 2024 ($1,086)


    Taxes:$13,038

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1844 BRIGHT SKY DR, KISSIMMEE, FL 34744

    $385,00057 Days on yellowkey   MLS ID: S5148768

    REDUCED by $4,900 (1.3%) on 06/02/2026

    SHORT SALE S5148768 - 1844 BRIGHT SKY DR, KISSIMMEE, FL 34744 35 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1795
       Built: 2025
    Monthly Fee: $7
       Tax: $2,686 (2025)
    Community: Tohoqua Ph 7
    Single Family


    Estimated Monthly Payment: $2,340 (change assumption)
    Mortgage ($2,110) + Fees ($7) + Taxes in 2025 ($224)


    Taxes:$2,686

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 9029 SUNSHINE RIDGE LOOP, KISSIMMEE, FL 34747

    $850,000211 Days on yellowkey   MLS ID: O6363130

    For Sale O6363130 - 9029 SUNSHINE RIDGE LOOP, KISSIMMEE, FL 34747 42 photos

    Bed: 9   Bath: 6.5   Gar: 2
    Liv Area Sq Ft: 4363
       Built: 2018
    Monthly Fee: $726
       Tax: $11,229 (2024)
    Community: Solara Resort
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,319 (change assumption)
    Mortgage ($4,657) + Fees ($726) + Taxes in 2024 ($936)


    Taxes:$11,229

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1005 LAKE BERKLEY DR, KISSIMMEE, FL 34746

    $459,000335 Days on yellowkey   MLS ID: O6329552

    For Sale O6329552 - 1005 LAKE BERKLEY DR, KISSIMMEE, FL 34746 25 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1960
       Built: 2000
    Monthly Fee: $138
       Tax: $5,144 (2024)
    Community: Lake Berkley Resort Ph 02
    Single Family


    Estimated Monthly Payment: $3,082 (change assumption)
    Mortgage ($2,515) + Fees ($138) + Taxes in 2024 ($429)


    Taxes:$5,144

    Elementary School: Kissimmee Elem

    High School: Poinciana High School

    Tax Year: 2024

    Middle School: Kissimmee Middle


  • 604 TAMARIN LN, KISSIMMEE, FL 34759

    $384,990111 Days on yellowkey   MLS ID: S5145138

    REDUCED by $10,000 (2.5%) on 06/02/2026

    For Sale S5145138 - 604 TAMARIN LN, KISSIMMEE, FL 34759 40 photos

    Bed: 6   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2793
       Built: 2003
    Monthly Fee: $21
       Tax: $4,570 (2025)
    Community: Poinciana Nbrhd 03 Village 03
    Single Family


    Estimated Monthly Payment: $2,511 (change assumption)
    Mortgage ($2,109) + Fees ($21) + Taxes in 2025 ($381)


    Taxes:$4,570

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3040 CARDILLINO WAY, KISSIMMEE, FL 34741

    $610,000504 Days on yellowkey   MLS ID: S5120036

    For Sale S5120036 - 3040 CARDILLINO WAY, KISSIMMEE, FL 34741 45 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3105
       Built: 2018
    Monthly Fee: $246
       Tax: $9,754 (2023)
    Community: Tapestry Ph 2
    Single Family


    Estimated Monthly Payment: $4,401 (change assumption)
    Mortgage ($3,342) + Fees ($246) + Taxes in 2023 ($813)


    Taxes:$9,754

    Elementary School: None

    High School: None

    Tax Year: 2023

    Middle School: None


  • 2940 SIMILE ST, KISSIMMEE, FL 34746

    $799,900155 Days on yellowkey   MLS ID: O6375366

    0 Days Off yellowkey (back on 4/13/2026)

    For Sale O6375366 - 2940 SIMILE ST, KISSIMMEE, FL 34746 51 photos

    Bed: 9   Bath: 5.0
    Liv Area Sq Ft: 4289
       Built: 2022
    Monthly Fee: $564
       Tax: $13,207 (2025)
    Community: Storey Lake Iii
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,047 (change assumption)
    Mortgage ($4,383) + Fees ($564) + Taxes in 2025 ($1,101)


    Taxes:$13,207

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2901 FABLE ST, KISSIMMEE, FL 34746

    $810,000229 Days on yellowkey   MLS ID: O6358672

    REDUCED by $40,000 (4.7%) on 05/22/2026

    For Sale O6358672 - 2901 FABLE ST, KISSIMMEE, FL 34746 82 photos

    Bed: 8   Bath: 5.0
    Liv Area Sq Ft: 4303
       Built: 2018
    Monthly Fee: $259
       Tax: $13,758 (2024)
    Community: Storey Lake Ph 3
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,844 (change assumption)
    Mortgage ($4,438) + Fees ($259) + Taxes in 2024 ($1,147)


    Taxes:$13,758

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2320 PEBBLE BROOK RD, KISSIMMEE, FL 34741

    $335,500294 Days on yellowkey   MLS ID: O6341345

    REDUCED by $400 (0.1%) on 06/02/2026

    For Sale O6341345 - 2320 PEBBLE BROOK RD, KISSIMMEE, FL 34741 24 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: $1,927 (change assumption)
    Mortgage ($1,838) + Fees ($44) + Taxes in 2024 ($45)


    Taxes:$534

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 191 LASSO DR, KISSIMMEE, FL 34747

    $795,000260 Days on yellowkey   MLS ID: O6350262

    3 Days Off yellowkey (back on 3/12/2026)

    For Sale O6350262 - 191 LASSO DR, KISSIMMEE, FL 34747 63 photos

    Bed: 10   Bath: 10.0
    Liv Area Sq Ft: 4683
       Built: 2015
    Monthly Fee: $784
       Tax: $15,578 (2024)
    Community: Reunion West Ph 1 West & Ament Ctr Rplt
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,438 (change assumption)
    Mortgage ($4,356) + Fees ($784) + Taxes in 2024 ($1,298)


    Taxes:$15,578

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None




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.