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Kissimmee Single Family Homes For Sale - 2020 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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  • 2527 HIKERS CT, KISSIMMEE, FL 34743

    $375,000Listed 05/31/2026 5:00PM   MLS ID: S5150952

    For Sale S5150952 - 2527 HIKERS CT, KISSIMMEE, FL 34743 31 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2023
       Built: 1996
    Monthly Fee: $27
       Tax: $1,465 (2025)
    Community: Westlake Hammock
    Single Family


    Estimated Monthly Payment: $2,204 (change assumption)
    Mortgage ($2,055) + Fees ($27) + Taxes in 2025 ($122)


    Taxes:$1,465

    Elementary School: Cypress Elem (K 6)

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Denn John Middle


  • 3109 HANGING MOSS CIR, KISSIMMEE, FL 34741

    $520,0004 Days on yellowkey   MLS ID: S5150672

    For Sale S5150672 - 3109 HANGING MOSS CIR, KISSIMMEE, FL 34741 38 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2765
       Built: 2000
    Monthly Fee: $234
       Tax: $7,448 (2025)
    Community: Parkside Estates At Stonefield
    Single Family


    Estimated Monthly Payment: $3,704 (change assumption)
    Mortgage ($2,849) + Fees ($234) + Taxes in 2025 ($621)


    Taxes:$7,448

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 378 BUTTONWOOD DR, KISSIMMEE, FL 34743

    $349,9001 Day on yellowkey   MLS ID: O6410901

    For Sale O6410901 - 378 BUTTONWOOD DR, KISSIMMEE, FL 34743 31 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1486
       Built: 1984   Tax: $4,690 (2026)
    Community: Bvl Unit 7 6Th Add
    Single Family


    Estimated Monthly Payment: $2,308 (change assumption)
    Mortgage ($1,917) + Taxes in 2026 ($391)


    Taxes:$4,690

    Elementary School: Boggy Creek Elem (K 5)

    High School: Tohopekaliga High School

    Tax Year: 2026

    Middle School: Parkway Middle


  • 7410 BARRIER COVE WAY, KISSIMMEE, FL 34747

    $920,00042 Days on yellowkey   MLS ID: O6394679

    For Sale O6394679 - 7410 BARRIER COVE WAY, KISSIMMEE, FL 34747 31 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2316
       Built: 2023
    Monthly Fee: $138
       Tax: $11,770 (2025)
    Community: Celebration Island Village Ph 1B
    Single Family


    Estimated Monthly Payment: $6,160 (change assumption)
    Mortgage ($5,041) + Fees ($138) + Taxes in 2025 ($981)


    Taxes:$11,770

    Elementary School: Island Village Elementary School

    High School: Celebration High

    Tax Year: 2025

    Middle School: Celebration K-8


  • 8511 LA ISLA DR, KISSIMMEE, FL 34747

    $649,000490 Days on yellowkey   MLS ID: O6273598

    REDUCED by $30,000 (4.4%) on 05/02/2026

    For Sale O6273598 - 8511 LA ISLA DR, KISSIMMEE, FL 34747 92 photos

    Bed: 7   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 3599
       Built: 2003
    Monthly Fee: $115
       Tax: $6,968 (2023)
    Community: Emerald Island Resort Ph 3
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,252 (change assumption)
    Mortgage ($3,556) + Fees ($115) + Taxes in 2023 ($581)


    Taxes:$6,968

    Elementary School: None

    High School: None

    Tax Year: 2023

    Middle School: None


  • 3400 MT VERNON WAY, KISSIMMEE, FL 34741

    $435,000376 Days on yellowkey   MLS ID: S5127303

    3 Days Off yellowkey (back on 5/31/2026)

    For Sale S5127303 - 3400 MT VERNON WAY, KISSIMMEE, FL 34741 38 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1964
       Built: 2014
    Monthly Fee: $90
       Tax: $4,426 (2024)
    Community: Preserve At Tapestry Ph 1
    Single Family


    Estimated Monthly Payment: $2,842 (change assumption)
    Mortgage ($2,384) + Fees ($90) + Taxes in 2024 ($369)


    Taxes:$4,426

    Elementary School: Floral Ridge Elementary

    High School: Osceola High School

    Tax Year: 2024

    Middle School: Kissimmee Middle


  • 2736 BOOKMARK DR, KISSIMMEE, FL 34746

    $639,000206 Days on yellowkey   MLS ID: O6358873

    For Sale O6358873 - 2736 BOOKMARK DR, KISSIMMEE, FL 34746 35 photos

    Bed: 6   Bath: 5.0   Gar: 1
    Liv Area Sq Ft: 3343
       Built: 2019
    Monthly Fee: $564
       Tax: $10,955 (2025)
    Community: Cove At Storey Lake Ii
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,978 (change assumption)
    Mortgage ($3,501) + Fees ($564) + Taxes in 2025 ($913)


    Taxes:$10,955

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2924 DANA LN, KISSIMMEE, FL 34744

    $320,0003 Days on yellowkey   MLS ID: O6408879

    For Sale O6408879 - 2924 DANA LN, KISSIMMEE, FL 34744 61 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1133
       Built: 1989   Tax: $1,070 (2025)
    Community: Oaks At Mill Run The
    Single Family


    Estimated Monthly Payment: $1,843 (change assumption)
    Mortgage ($1,753) + Taxes in 2025 ($89)


    Taxes:$1,070

    Elementary School: Mill Creek Elem (K 5)

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Denn John Middle


  • 2551 DHARMA CIR, KISSIMMEE, FL 34746

    $485,00011 Days on yellowkey   MLS ID: O6404506

    For Sale O6404506 - 2551 DHARMA CIR, KISSIMMEE, FL 34746 25 photos

    Bed: 6   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 2874
       Built: 2011
    Monthly Fee: $333
       Tax: $7,017 (2025)
    Community: Veranda Palms
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,575 (change assumption)
    Mortgage ($2,657) + Fees ($333) + Taxes in 2025 ($585)


    Taxes:$7,017

    Elementary School: Floral Ridge Elementary

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 1578 CONTENTMENT LOOP, KISSIMMEE, FL 34744

    $511,00013 Days on yellowkey   MLS ID: S5150200

    For Sale S5150200 - 1578 CONTENTMENT LOOP, KISSIMMEE, FL 34744 16 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2113
       Built: 2023
    Monthly Fee: $7
       Tax: $6,094 (2025)
    Community: Tohoqua Ph 3
    Single Family


    Estimated Monthly Payment: $3,315 (change assumption)
    Mortgage ($2,800) + Fees ($7) + Taxes in 2025 ($508)


    Taxes:$6,094

    Elementary School: Island Village Elementary School

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Narcoossee Middle


  • 460 MARTIGUES DR, KISSIMMEE, FL 34759

    $295,00018 Days on yellowkey   MLS ID: S5149910

    REDUCED by $14,000 (4.5%) on 05/29/2026

    For Sale S5149910 - 460 MARTIGUES DR, KISSIMMEE, FL 34759 26 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1559
       Built: 2000
    Monthly Fee: $100
       Tax: $4,023 (2025)
    Community: Poinciana Village 5 Nbhd 1
    Single Family


    Estimated Monthly Payment: $2,052 (change assumption)
    Mortgage ($1,616) + Fees ($100) + Taxes in 2025 ($335)


    Taxes:$4,023

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2126 BLACKSTONE LANDING DR, KISSIMMEE, FL 34758

    $395,00044 Days on yellowkey   MLS ID: O6399765

    For Sale O6399765 - 2126 BLACKSTONE LANDING DR, KISSIMMEE, FL 34758 39 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2200
       Built: 2004
    Monthly Fee: $42
       Tax: $4,117 (2025)
    Community: Blackstone Landing Ph 1
    Single Family


    Estimated Monthly Payment: $2,549 (change assumption)
    Mortgage ($2,164) + Fees ($42) + Taxes in 2025 ($343)


    Taxes:$4,117

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2733 SERENITY MEADOW DRIVE, KISSIMMEE, FL 34744

    $392,01062 Days on yellowkey   MLS ID: O6395315

    For Sale O6395315 - 2733 SERENITY MEADOW DRIVE, KISSIMMEE, FL 34744 33 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1670
       Built: 2025
    Monthly Fee: $136
       Tax: $3,086 (2025)
    Community: Tohoqua Reserve
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,541 (change assumption)
    Mortgage ($2,148) + Fees ($136) + Taxes in 2025 ($257)


    Taxes:$3,086

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2121 AVIAN LOOP, KISSIMMEE, FL 34741

    $485,00066 Days on yellowkey   MLS ID: S5146340

    REDUCED by $10,000 (2.0%) on 04/17/2026

    For Sale S5146340 - 2121 AVIAN LOOP, KISSIMMEE, FL 34741 38 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2176
       Built: 2020
    Monthly Fee: $211
       Tax: $8,299 (2025)
    Community: Tapestry Ph 5
    Single Family


    Estimated Monthly Payment: $3,560 (change assumption)
    Mortgage ($2,657) + Fees ($211) + Taxes in 2025 ($692)


    Taxes:$8,299

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5543 MORANT BAY PATH, KISSIMMEE, FL 34758

    $335,89068 Days on yellowkey   MLS ID: O6393657

    INCREASED by $2,000 (0.6%) on 05/26/2026

    For Sale O6393657 - 5543 MORANT BAY PATH, KISSIMMEE, FL 34758 12 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1580
       Built: 2026
    Monthly Fee: $125

    Community: Westview 50S Gc
    Single Family


    Estimated Monthly Payment: $1,965 (change assumption)
    Mortgage ($1,840) + Fees ($125) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4754 MAPLE CROSS DR, KISSIMMEE, FL 34746

    $356,99097 Days on yellowkey   MLS ID: O6385301

    1 Days Off yellowkey (back on 5/27/2026)

    INCREASED by $5,000 (1.4%) on 05/26/2026

    For Sale O6385301 - 4754 MAPLE CROSS DR, KISSIMMEE, FL 34746 19 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1555
       Built: 2025
    Monthly Fee: $88

    Community: Knightsbridge 50S
    Single Family


    Estimated Monthly Payment: $2,044 (change assumption)
    Mortgage ($1,956) + Fees ($88) + Taxes in 2024 ($0)


    Taxes:$0

    Elementary School: Reedy Creek Elem (K 5)

    High School: Poinciana High School

    Tax Year: 2024

    Middle School: Horizon Middle


  • 2035 SPRING SHOWER CIR, KISSIMMEE, FL 34744

    $424,390137 Days on yellowkey   MLS ID: O6374311

    REDUCED by $26,150 (5.8%) on 04/08/2026

    For Sale O6374311 - 2035 SPRING SHOWER CIR, KISSIMMEE, FL 34744 23 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2018
       Built: 2026
    Monthly Fee: $128
       Tax: $3,007 (2025)
    Community: Tohoqua Reserve
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,704 (change assumption)
    Mortgage ($2,325) + Fees ($128) + Taxes in 2025 ($251)


    Taxes:$3,007

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 601 GRAND CANAL DR, KISSIMMEE, FL 34759

    $239,239178 Days on yellowkey   MLS ID: S5139145

    For Sale S5139145 - 601 GRAND CANAL DR, KISSIMMEE, FL 34759 30 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1258
       Built: 2006
    Monthly Fee: $263
       Tax: $3,921 (2025)
    Community: Solivita
    Single Family


    Estimated Monthly Payment: $1,901 (change assumption)
    Mortgage ($1,311) + Fees ($263) + Taxes in 2025 ($327)


    Taxes:$3,921

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2801 BAYWOOD LN, KISSIMMEE, FL 34746

    $444,900215 Days on yellowkey   MLS ID: S5137135

    For Sale S5137135 - 2801 BAYWOOD LN, KISSIMMEE, FL 34746 44 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2259
       Built: 2000
    Monthly Fee: $24
       Tax: $5,517 (2024)
    Community: The Oaks Plat No 2
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $2,921 (change assumption)
    Mortgage ($2,438) + Fees ($24) + Taxes in 2024 ($460)


    Taxes:$5,517

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 537 MONTAGE LN, KISSIMMEE, FL 34759

    $538,900388 Days on yellowkey   MLS ID: G5096869

    REDUCED by $1,000 (0.2%) on 05/10/2026

    For Sale G5096869 - 537 MONTAGE LN, KISSIMMEE, FL 34759 53 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2441
       Built: 2002
    Monthly Fee: $278
       Tax: $6,337 (2024)
    Community: Solivita Ph 04A
    Single Family


    Estimated Monthly Payment: $3,759 (change assumption)
    Mortgage ($2,953) + Fees ($278) + Taxes in 2024 ($528)


    Taxes:$6,337

    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.