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Kissimmee Single Family Homes For Sale - 2077 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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  • 2629 STAR LAKE VIEW DR, KISSIMMEE, FL 34747

    $440,00011 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


  • 306 MICHIGAN LN, KISSIMMEE, FL 34759

    $230,0004 Days on yellowkey   MLS ID: TB8496518

    For Sale TB8496518 - 306 MICHIGAN LN, KISSIMMEE, FL 34759 20 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1632
       Built: 2018
    Monthly Fee: $100
       Tax: $3,823 (2025)
    Community: Poinciana Nbrhd 05 Village 07
    Single Family


    Estimated Monthly Payment: $1,679 (change assumption)
    Mortgage ($1,260) + Fees ($100) + Taxes in 2025 ($319)


    Taxes:$3,823

    Elementary School: Laurel Elementary

    High School: Haines City Senior High

    Tax Year: 2025

    Middle School: Lake Marion Creek Middle


  • 2858 PAYNES PRAIRIE CIR, KISSIMMEE, FL 34743

    $385,00027 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


  • 4382 FINCH LN, KISSIMMEE, FL 34746

    $549,99965 Days on yellowkey   MLS ID: O6389699

    REDUCED by $15,000 (2.7%) on 06/07/2026

    For Sale O6389699 - 4382 FINCH LN, KISSIMMEE, FL 34746 50 photos

    Bed: 5   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2896
       Built: 2022
    Monthly Fee: $181
       Tax: $8,190 (2025)
    Community: Storey Creek
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,877 (change assumption)
    Mortgage ($3,014) + Fees ($181) + Taxes in 2025 ($683)


    Taxes:$8,190

    Elementary School: Sunrise Elementary

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Horizon Middle


  • 4722 CUMBRIAN LAKES DR, KISSIMMEE, FL 34746

    $459,00068 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


  • 5795 PORTICO PL, KISSIMMEE, FL 34758

    $350,00068 Days on yellowkey   MLS ID: O6397599

    REDUCED by $10,000 (2.8%) on 06/03/2026

    For Sale O6397599 - 5795 PORTICO PL, KISSIMMEE, FL 34758 37 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1792
       Built: 2026
    Monthly Fee: $50

    Community: Aden North At Westview
    Single Family


    Estimated Monthly Payment: $1,968 (change assumption)
    Mortgage ($1,918) + Fees ($50) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Koa Elementary

    High School: Liberty High

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 5807 PORTICO PL, KISSIMMEE, FL 34758

    $390,00069 Days on yellowkey   MLS ID: O6397110

    REDUCED by $19,129 (4.7%) on 06/03/2026

    For Sale O6397110 - 5807 PORTICO PL, KISSIMMEE, FL 34758 44 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 1989
       Built: 2026
    Monthly Fee: $50

    Community: Westview
    Single Family


    Estimated Monthly Payment: $2,187 (change assumption)
    Mortgage ($2,137) + Fees ($50) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Koa Elementary

    High School: Liberty High

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 5801 PORTICO PL, KISSIMMEE, FL 34758

    $405,00077 Days on yellowkey   MLS ID: O6394755

    REDUCED by $4,369 (1.1%) on 06/03/2026

    For Sale O6394755 - 5801 PORTICO PL, KISSIMMEE, FL 34758 45 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2138
       Built: 2026
    Monthly Fee: $50

    Community: Westview
    Single Family


    Estimated Monthly Payment: $2,269 (change assumption)
    Mortgage ($2,219) + Fees ($50) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Koa Elementary

    High School: Liberty High

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 2260 RAPOLLO DR, KISSIMMEE, FL 34741

    $519,9904 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

    $454,00042 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

    $499,999143 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

    $325,00038 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

    $315,00053 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

    $469,000283 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

    $358,000144 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

    $275,000180 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

    $389,9505 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

    $405,000105 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

    $339,90014 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

    $792,00018 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




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.