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Kissimmee Single Family Homes For Sale - 2081 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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  • 2356 ROYALE OAKS BLVD, KISSIMMEE, FL 34744

    $425,00013 Days on yellowkey   MLS ID: S5151604

    For Sale S5151604 - 2356 ROYALE OAKS BLVD, KISSIMMEE, FL 34744 30 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2079
       Built: 1989   Tax: $4,158 (2025)
    Community: Royale Oaks Ph 1
    Single Family


    Estimated Monthly Payment: $2,675 (change assumption)
    Mortgage ($2,329) + Taxes in 2025 ($347)


    Taxes:$4,158

    Elementary School: Mill Creek Elem (K 5)

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Denn John Middle


  • 2629 STAR LAKE VIEW DR, KISSIMMEE, FL 34747

    $440,00019 Days on yellowkey   MLS ID: S5151228

    For Sale S5151228 - 2629 STAR LAKE VIEW DR, KISSIMMEE, FL 34747 20 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1662
       Built: 1998
    Monthly Fee: $53
       Tax: $5,534 (2025)
    Community: Rolling Hills Estates Unit 1 At Formosa Gardens
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,925 (change assumption)
    Mortgage ($2,411) + Fees ($53) + Taxes in 2025 ($461)


    Taxes:$5,534

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: None


  • 2858 PAYNES PRAIRIE CIR, KISSIMMEE, FL 34743

    $385,00035 Days on yellowkey   MLS ID: TB8508751

    REDUCED by $14,900 (3.7%) on 06/12/2026

    For Sale TB8508751 - 2858 PAYNES PRAIRIE CIR, KISSIMMEE, FL 34743 29 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1950
       Built: 2004
    Monthly Fee: $73
       Tax: $5,077 (2025)
    Community: Heritage Lakes Ph 2
    Single Family


    Estimated Monthly Payment: $2,606 (change assumption)
    Mortgage ($2,110) + Fees ($73) + Taxes in 2025 ($423)


    Taxes:$5,077

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4722 CUMBRIAN LAKES DR, KISSIMMEE, FL 34746

    $459,00076 Days on yellowkey   MLS ID: O6397603

    REDUCED by $10,000 (2.1%) on 06/05/2026

    For Sale O6397603 - 4722 CUMBRIAN LAKES DR, KISSIMMEE, FL 34746 38 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2565
       Built: 2004
    Monthly Fee: $175
       Tax: $8,133 (2025)
    Community: Cumbrian Lakes Residence Ph 3
    Single Family


    Estimated Monthly Payment: $3,368 (change assumption)
    Mortgage ($2,515) + Fees ($175) + Taxes in 2025 ($678)


    Taxes:$8,133

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2260 RAPOLLO DR, KISSIMMEE, FL 34741

    $519,99012 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

    $454,00050 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


  • 1950 ANCESTRY TRL, KISSIMMEE, FL 34746

    $315,00061 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

    $469,000291 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

    $358,000152 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

    $389,95013 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

    $405,000113 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

    $339,90022 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

    $329,990209 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

    $565,000560 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

    $325,00028 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

    $529,900553 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


  • 161 HIDEAWAY BEACH LN, KISSIMMEE, FL 34746

    $539,000130 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

    $374,99012 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

    $399,90017 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

    $550,000456 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




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.