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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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  • 2260 RAPOLLO DR, KISSIMMEE, FL 34741

    $519,9905 Days on yellowkey   MLS ID: OM726419

    For Sale OM726419 - 2260 RAPOLLO DR, KISSIMMEE, FL 34741 55 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2138
       Built: 2019
    Monthly Fee: $208
       Tax: $5,801 (2025)
    Community: Tapestry Ph 4
    Single Family


    Estimated Monthly Payment: $3,541 (change assumption)
    Mortgage ($2,849) + Fees ($208) + Taxes in 2025 ($483)


    Taxes:$5,801

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8515 PALM HARBOR DR, KISSIMMEE, FL 34747

    $454,00043 Days on yellowkey   MLS ID: S5149105

    REDUCED by $21,000 (4.4%) on 06/12/2026

    For Sale S5149105 - 8515 PALM HARBOR DR, KISSIMMEE, FL 34747 56 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2317
       Built: 2005
    Monthly Fee: $115
       Tax: $5,725 (2025)
    Community: Emerald Island Resort Ph 5A
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,080 (change assumption)
    Mortgage ($2,488) + Fees ($115) + Taxes in 2025 ($477)


    Taxes:$5,725

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: None


  • 1510 GANTS CIR, KISSIMMEE, FL 34744

    $499,999144 Days on yellowkey   MLS ID: O6376374

    REDUCED by $11,501 (2.2%) on 05/02/2026

    For Sale O6376374 - 1510 GANTS CIR, KISSIMMEE, FL 34744 54 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2025
       Built: 2002
    Monthly Fee: $75
       Tax: $3,603 (2025)
    Community: Ashley Cove Unit 3
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,115 (change assumption)
    Mortgage ($2,740) + Fees ($75) + Taxes in 2025 ($300)


    Taxes:$3,603

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 87 FLORIDA PKWY, KISSIMMEE, FL 34743

    $325,00039 Days on yellowkey   MLS ID: O6405038

    REDUCED by $10,000 (3.0%) on 06/04/2026

    For Sale O6405038 - 87 FLORIDA PKWY, KISSIMMEE, FL 34743 29 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1312
       Built: 1986   Tax: $2,023 (2025)
    Community: Bvl Unit 11 3Rd Add
    Single Family


    Estimated Monthly Payment: $1,949 (change assumption)
    Mortgage ($1,781) + Taxes in 2025 ($169)


    Taxes:$2,023

    Elementary School: Ventura Elem

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Parkway Middle


  • 1950 ANCESTRY TRL, KISSIMMEE, FL 34746

    $315,00054 Days on yellowkey   MLS ID: TB8500622

    For Sale TB8500622 - 1950 ANCESTRY TRL, KISSIMMEE, FL 34746 26 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1260
       Built: 2020
    Monthly Fee: $155
       Tax: $5,876 (2025)
    Community: Storey Creek Ph 2A
    Single Family


    Estimated Monthly Payment: $2,371 (change assumption)
    Mortgage ($1,726) + Fees ($155) + Taxes in 2025 ($490)


    Taxes:$5,876

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2831 OCONNELL DR, KISSIMMEE, FL 34741

    $469,000284 Days on yellowkey   MLS ID: S5133420

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

    For Sale S5133420 - 2831 OCONNELL DR, KISSIMMEE, FL 34741 27 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2287
       Built: 2005
    Monthly Fee: $82
       Tax: $2,296 (2024)
    Community: Cypress Reserve Ph 2
    Single Family


    Estimated Monthly Payment: $2,843 (change assumption)
    Mortgage ($2,570) + Fees ($82) + Taxes in 2024 ($191)


    Taxes:$2,296

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 206 AMBER WAY, KISSIMMEE, FL 34758

    $358,000145 Days on yellowkey   MLS ID: S5142349

    0 Days Off yellowkey (back on 5/14/2026)

    REDUCED by $26,900 (7.0%) on 05/04/2026

    For Sale S5142349 - 206 AMBER WAY, KISSIMMEE, FL 34758 61 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2168
       Built: 2023
    Monthly Fee: $75
       Tax: $4,536 (2025)
    Community: Stepping Stone Pod A Ph 2
    Single Family


    Estimated Monthly Payment: $2,415 (change assumption)
    Mortgage ($1,962) + Fees ($75) + Taxes in 2025 ($378)


    Taxes:$4,536

    Elementary School: Koa Elementary

    High School: Liberty High

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 305 CHELMSFORD CT, KISSIMMEE, FL 34758

    $275,000181 Days on yellowkey   MLS ID: O6367634

    SHORT SALE O6367634 - 305 CHELMSFORD CT, KISSIMMEE, FL 34758 19 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1808
       Built: 2017
    Monthly Fee: $90
       Tax: $3,916 (2024)
    Community: Poinciana Village 2 Nbhd 1
    Single Family


    Estimated Monthly Payment: $1,923 (change assumption)
    Mortgage ($1,507) + Fees ($90) + Taxes in 2024 ($326)


    Taxes:$3,916

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2819 MAGUIRE DR, KISSIMMEE, FL 34741

    $389,9506 Days on yellowkey   MLS ID: O6413988

    For Sale O6413988 - 2819 MAGUIRE DR, KISSIMMEE, FL 34741 52 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2063
       Built: 2004
    Monthly Fee: $100
       Tax: $6,509 (2025)
    Community: Cypress Reserve Ph 01
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,779 (change assumption)
    Mortgage ($2,137) + Fees ($100) + Taxes in 2025 ($542)


    Taxes:$6,509

    Elementary School: Floral Ridge Elementary

    High School: Osceola County School for Arts

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 4417 CANOPY CT, KISSIMMEE, FL 34758

    $405,000106 Days on yellowkey   MLS ID: O6386701

    REDUCED by $17,000 (4.0%) on 06/12/2026

    For Sale O6386701 - 4417 CANOPY CT, KISSIMMEE, FL 34758 22 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2847
       Built: 2003
    Monthly Fee: $100
       Tax: $5,326 (2025)
    Community: Banyan Cove At Cypress Woods
    Single Family


    Estimated Monthly Payment: $2,763 (change assumption)
    Mortgage ($2,219) + Fees ($100) + Taxes in 2025 ($444)


    Taxes:$5,326

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2951 TOP WATER WAY, KISSIMMEE, FL 34746

    $339,90015 Days on yellowkey   MLS ID: O6412467

    For Sale O6412467 - 2951 TOP WATER WAY, KISSIMMEE, FL 34746 41 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1644
       Built: 2016
    Monthly Fee: $168
       Tax: $4,965 (2025)
    Community: Shingle Crk Resrv At Oaks
    Single Family


    Estimated Monthly Payment: $2,444 (change assumption)
    Mortgage ($1,862) + Fees ($168) + Taxes in 2025 ($414)


    Taxes:$4,965

    Elementary School: Pleasant Hill Elem

    High School: Liberty High

    Tax Year: 2025

    Middle School: Horizon Middle


  • 3032 PRELUDE LN, KISSIMMEE, FL 34746

    $792,00019 Days on yellowkey   MLS ID: S5150542

    REDUCED by $15,000 (1.9%) on 06/11/2026

    For Sale S5150542 - 3032 PRELUDE LN, KISSIMMEE, FL 34746 73 photos

    Bed: 6   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3294
       Built: 2019
    Monthly Fee: $249
       Tax: $8,126 (2025)
    Community: Storey Lake Ph I-3B
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,266 (change assumption)
    Mortgage ($4,340) + Fees ($249) + Taxes in 2025 ($677)


    Taxes:$8,126

    Elementary School: Floral Ridge Elementary

    High School: Celebration High

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 4561 NOBLE ST, KISSIMMEE, FL 34746

    $329,990202 Days on yellowkey   MLS ID: TB8451877

    4 Days Off yellowkey (back on 6/12/2026)

    For Sale TB8451877 - 4561 NOBLE ST, KISSIMMEE, FL 34746 3 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1818
       Built: 2025
    Monthly Fee: $60
       Tax: $995 (2025)
    Community: Ham Brown Reserve Ph 1A, 1B, 1C & 1D
    Single Family


    Estimated Monthly Payment: $1,951 (change assumption)
    Mortgage ($1,808) + Fees ($60) + Taxes in 2025 ($83)


    Taxes:$995

    Elementary School: Sunrise Elementary

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Horizon Middle


  • 1905 MAGICAL LN, KISSIMMEE, FL 34744

    $390,00046 Days on yellowkey   MLS ID: O6403327

    1 Days Off yellowkey (back on 5/12/2026)

    For Sale O6403327 - 1905 MAGICAL LN, KISSIMMEE, FL 34744 34 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1790
       Built: 2005
    Monthly Fee: $63
       Tax: $4,388 (2025)
    Community: Magic Landings Ph 2
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $2,566 (change assumption)
    Mortgage ($2,137) + Fees ($63) + Taxes in 2025 ($366)


    Taxes:$4,388

    Elementary School: Mill Creek Elem (K 5)

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Denn John Middle


  • 5768 GINGHAM DR, KISSIMMEE, FL 34758

    $384,99026 Days on yellowkey   MLS ID: O6409905

    REDUCED by $5,000 (1.3%) on 06/12/2026

    For Sale O6409905 - 5768 GINGHAM DR, KISSIMMEE, FL 34758 36 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1940
       Built: 2024
    Monthly Fee: $125
       Tax: $7,392 (2025)
    Community: Westview 50S
    Single Family


    Estimated Monthly Payment: $2,850 (change assumption)
    Mortgage ($2,109) + Fees ($125) + Taxes in 2025 ($616)


    Taxes:$7,392

    Elementary School: Koa Elementary

    High School: Liberty High

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 4501 MONADO DR, KISSIMMEE, FL 34746

    $565,000553 Days on yellowkey   MLS ID: O6263041

    For Sale O6263041 - 4501 MONADO DR, KISSIMMEE, FL 34746 52 photos

    Bed: 6   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2872
       Built: 2019
    Monthly Fee: $346
       Tax: $8,111 (2023)
    Community: Bellavida Ph 2A
    Single Family


    Estimated Monthly Payment: $4,118 (change assumption)
    Mortgage ($3,096) + Fees ($346) + Taxes in 2023 ($676)


    Taxes:$8,111

    Elementary School: Central Avenue Elem

    High School: Poinciana High School

    Tax Year: 2023

    Middle School: Kissimmee Middle


  • 885 ADOUR DR, KISSIMMEE, FL 34759

    $325,00021 Days on yellowkey   MLS ID: L4962213

    0 Days Off yellowkey (back on 6/12/2026)

    For Sale L4962213 - 885 ADOUR DR, KISSIMMEE, FL 34759 36 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2400
       Built: 2004
    Monthly Fee: $85
       Tax: $3,947 (2025)
    Community: Poinciana Village 5 Nbhd 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,195 (change assumption)
    Mortgage ($1,781) + Fees ($85) + Taxes in 2025 ($329)


    Taxes:$3,947

    Elementary School: Chestnut Elem

    High School: Liberty High

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 7752 SOMERSWORTH DR, KISSIMMEE, FL 34747

    $529,900546 Days on yellowkey   MLS ID: TB8331032

    REDUCED by $18,000 (3.3%) on 05/15/2026

    For Sale TB8331032 - 7752 SOMERSWORTH DR, KISSIMMEE, FL 34747 7 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2268
       Built: 2025
    Monthly Fee: $699
       Tax: $6,156 (2025)
    Community: Reunion Village Phase 4
    Single Family


    Estimated Monthly Payment: $4,115 (change assumption)
    Mortgage ($2,903) + Fees ($699) + Taxes in 2025 ($513)


    Taxes:$6,156

    Elementary School: Knights Point

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: None


  • 156 BAREFOOT BEACH WAY, KISSIMMEE, FL 34746

    $425,00013 Days on yellowkey   MLS ID: O6412507

    For Sale O6412507 - 156 BAREFOOT BEACH WAY, KISSIMMEE, FL 34746 42 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1549
       Built: 2004
    Monthly Fee: $100
       Tax: $5,728 (2025)
    Community: Terra Verde Ph 02
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,906 (change assumption)
    Mortgage ($2,329) + Fees ($100) + Taxes in 2025 ($477)


    Taxes:$5,728

    Elementary School: Knights Point

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: None


  • 161 HIDEAWAY BEACH LN, KISSIMMEE, FL 34746

    $539,000123 Days on yellowkey   MLS ID: O6380471

    For Sale O6380471 - 161 HIDEAWAY BEACH LN, KISSIMMEE, FL 34746 50 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2269
       Built: 2004
    Monthly Fee: $100
       Tax: $6,370 (2025)
    Community: Terra Verde Ph 02
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,584 (change assumption)
    Mortgage ($2,953) + Fees ($100) + Taxes in 2025 ($531)


    Taxes:$6,370

    Elementary School: Sunrise Elementary

    High School: Poinciana 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.