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Kissimmee Single Family Homes For Sale - 2076 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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  • 87 FLORIDA PKWY, KISSIMMEE, FL 34743

    $325,00043 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

    $315,00058 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

    $469,000288 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

    $358,000149 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


  • 2819 MAGUIRE DR, KISSIMMEE, FL 34741

    $389,95010 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

    $405,000110 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

    $339,90019 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


  • 4561 NOBLE ST, KISSIMMEE, FL 34746

    $329,990206 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


  • 4501 MONADO DR, KISSIMMEE, FL 34746

    $565,000557 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

    $325,00025 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

    $529,900550 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

    $425,00017 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

    $539,000127 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


  • 665 REGENCY WAY, KISSIMMEE, FL 34758

    $374,9909 Days on yellowkey   MLS ID: O6415683

    For Sale O6415683 - 665 REGENCY WAY, KISSIMMEE, FL 34758 26 photos

    Bed: 6   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2417
       Built: 1995
    Monthly Fee: $100
       Tax: $1,214 (2025)
    Community: Poinciana Village 1 Nbhd 3 West
    Single Family


    Estimated Monthly Payment: $2,256 (change assumption)
    Mortgage ($2,055) + Fees ($100) + Taxes in 2025 ($101)


    Taxes:$1,214

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4894 OLD TAMPA HWY, KISSIMMEE, FL 34758

    $399,90014 Days on yellowkey   MLS ID: O6414471

    For Sale O6414471 - 4894 OLD TAMPA HWY, KISSIMMEE, FL 34758 35 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 1616
       Built: 1979   Tax: $4,704 (2025)
    Community: Cherub Homes
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $2,583 (change assumption)
    Mortgage ($2,191) + Taxes in 2025 ($392)


    Taxes:$4,704

    Elementary School: None

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: None


  • 4687 FAIRY TALE CIR, KISSIMMEE, FL 34746

    $550,000453 Days on yellowkey   MLS ID: O6292839

    For Sale O6292839 - 4687 FAIRY TALE CIR, KISSIMMEE, FL 34746 18 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2166
       Built: 2017
    Monthly Fee: $239
       Tax: $7,233 (2024)
    Community: Storey Lake
    Single Family


    Estimated Monthly Payment: $3,855 (change assumption)
    Mortgage ($3,014) + Fees ($239) + Taxes in 2024 ($603)


    Taxes:$7,233

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2675 HILLIARD CT, KISSIMMEE, FL 34744

    $575,00015 Days on yellowkey   MLS ID: S5151356

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

    For Sale S5151356 - 2675 HILLIARD CT, KISSIMMEE, FL 34744 30 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2614
       Built: 1999   Tax: $3,961 (2025)
    Community: Hilliard Place
    Single Family


    Estimated Monthly Payment: $3,481 (change assumption)
    Mortgage ($3,151) + Taxes in 2025 ($330)


    Taxes:$3,961

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1823 SUMMER SERENITY DR, KISSIMMEE, FL 34744

    $379,00064 Days on yellowkey   MLS ID: O6400356

    REDUCED by $16,000 (4.1%) on 05/20/2026

    For Sale O6400356 - 1823 SUMMER SERENITY DR, KISSIMMEE, FL 34744 66 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1900
       Built: 2022
    Monthly Fee: $26
       Tax: $6,999 (2024)
    Community: Tohoqua Ph 4A
    Single Family


    Estimated Monthly Payment: $2,686 (change assumption)
    Mortgage ($2,077) + Fees ($26) + Taxes in 2024 ($583)


    Taxes:$6,999

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 3869 SHORESIDE DR, KISSIMMEE, FL 34746

    $715,000376 Days on yellowkey   MLS ID: R4909422

    REDUCED by $20,000 (2.7%) on 06/12/2026

    For Sale R4909422 - 3869 SHORESIDE DR, KISSIMMEE, FL 34746 37 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3583
       Built: 2016
    Monthly Fee: $310
       Tax: $9,315 (2024)
    Community: Bellalago Ph 4K
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,004 (change assumption)
    Mortgage ($3,918) + Fees ($310) + Taxes in 2024 ($776)


    Taxes:$9,315

    Elementary School: Bellalago Charter Academy (K-8)

    High School: Liberty High

    Tax Year: 2024

    Middle School: Bellalago Charter Academy (K-8)


  • 8825 RHODES ST, KISSIMMEE, FL 34747

    $675,0009 Days on yellowkey   MLS ID: S5151659

    For Sale S5151659 - 8825 RHODES ST, KISSIMMEE, FL 34747 52 photos

    Bed: 8   Bath: 6.0   Gar: 2
    Liv Area Sq Ft: 4041
       Built: 2016
    Monthly Fee: $563
       Tax: $11,485 (2025)
    Community: Windsor At Westside Ph 1
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,219 (change assumption)
    Mortgage ($3,699) + Fees ($563) + Taxes in 2025 ($957)


    Taxes:$11,485

    Elementary School: Island Village Elementary School

    High School: Celebration High

    Tax Year: 2025

    Middle School: Horizon 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.