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Kissimmee Single Family Homes For Sale - 2087 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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  • 2916 SIMILE ST, KISSIMMEE, FL 34746

    $759,900418 Days on yellowkey   MLS ID: O6305401

    REDUCED by $29,100 (3.7%) on 06/23/2026

    For Sale O6305401 - 2916 SIMILE ST, KISSIMMEE, FL 34746 55 photos

    Bed: 6   Bath: 6.0
    Liv Area Sq Ft: 3760
       Built: 2022
    Monthly Fee: $304
       Tax: $11,920 (2024)
    Community: Cove At Storey Lake Iii
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,461 (change assumption)
    Mortgage ($4,164) + Fees ($304) + Taxes in 2024 ($993)


    Taxes:$11,920

    Elementary School: Floral Ridge Elementary

    High School: Celebration High

    Tax Year: 2024

    Middle School: Kissimmee Middle


  • 3790 EAGLE ISLE CIR, KISSIMMEE, FL 34746

    $795,00078 Days on yellowkey   MLS ID: O6393887

    For Sale O6393887 - 3790 EAGLE ISLE CIR, KISSIMMEE, FL 34746 82 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3591
       Built: 2008
    Monthly Fee: $205
       Tax: $7,952 (2025)
    Community: Bellalago / Isles Of
    Single Family


    Estimated Monthly Payment: $5,224 (change assumption)
    Mortgage ($4,356) + Fees ($205) + Taxes in 2025 ($663)


    Taxes:$7,952

    Elementary School: Island Village Elementary School

    High School: Liberty High

    Tax Year: 2025

    Middle School: Harmony Middle


  • 4130 BERGAMONT CT, KISSIMMEE, FL 34746

    $275,0006 Days on yellowkey   MLS ID: O6418146

    2 Days Off yellowkey (back on 6/22/2026)

    For Sale O6418146 - 4130 BERGAMONT CT, KISSIMMEE, FL 34746 25 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1289
       Built: 1987   Tax: $5,098 (2025)
    Community: Orange Vista Unit 1
    Single Family


    Estimated Monthly Payment: $1,932 (change assumption)
    Mortgage ($1,507) + Taxes in 2025 ($425)


    Taxes:$5,098

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • KISSIMMEE, FL 34759

    $269,90062 Days on yellowkey   MLS ID: O6400877

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

    REDUCED by $10,100 (3.6%) on 05/13/2026

    For Sale O6400877 - KISSIMMEE, FL 34759 24 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 2024
       Built: 2015
    Monthly Fee: $100
       Tax: $2,363 (2025)
    Community: Poinciana Nbrhd 02 Village 08
    Single Family


    Estimated Monthly Payment: $1,776 (change assumption)
    Mortgage ($1,479) + Fees ($100) + Taxes in 2025 ($197)


    Taxes:$2,363

    Elementary School: Dundee Elem

    High School: Haines City Senior High

    Tax Year: 2025

    Middle School: Lake Marion Creek Middle


  • 7410 BARRIER COVE WAY, KISSIMMEE, FL 34747

    $920,00065 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


  • 4603 CUMBRIAN LAKES DR, KISSIMMEE, FL 34746

    $449,500572 Days on yellowkey   MLS ID: S5116342

    For Sale S5116342 - 4603 CUMBRIAN LAKES DR, KISSIMMEE, FL 34746 44 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2325
       Built: 2002
    Monthly Fee: $165
       Tax: $5,468 (2024)
    Community: Cumbrian Lakes Resort
    Single Family


    Estimated Monthly Payment: $3,084 (change assumption)
    Mortgage ($2,463) + Fees ($165) + Taxes in 2024 ($456)


    Taxes:$5,468

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 4842 ASHURST ST, KISSIMMEE, FL 34758

    $365,00062 Days on yellowkey   MLS ID: R4911131

    INCREASED by $15,100 (4.3%) on 06/02/2026

    For Sale R4911131 - 4842 ASHURST ST, KISSIMMEE, FL 34758 52 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1889
       Built: 2014
    Monthly Fee: $53
       Tax: $2,778 (2025)
    Community: Doral Pointe North
    Single Family


    Estimated Monthly Payment: $2,284 (change assumption)
    Mortgage ($2,000) + Fees ($53) + Taxes in 2025 ($232)


    Taxes:$2,778

    Elementary School: Sunrise Elementary

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Horizon Middle


  • 8511 LA ISLA DR, KISSIMMEE, FL 34747

    $625,000513 Days on yellowkey   MLS ID: O6273598

    REDUCED by $24,000 (3.7%) on 06/23/2026

    For Sale O6273598 - 8511 LA ISLA DR, KISSIMMEE, FL 34747 79 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: $4,120 (change assumption)
    Mortgage ($3,425) + Fees ($115) + Taxes in 2023 ($581)


    Taxes:$6,968

    Elementary School: None

    High School: None

    Tax Year: 2023

    Middle School: None


  • 7517 MARKER AVE, KISSIMMEE, FL 34747

    $925,0005 Days on yellowkey   MLS ID: O6418018

    For Sale O6418018 - 7517 MARKER AVE, KISSIMMEE, FL 34747 59 photos

    Bed: 10   Bath: 10.0   Gar: 2
    Liv Area Sq Ft: 4730
       Built: 2016
    Monthly Fee: $697
       Tax: $15,449 (2025)
    Community: Reunion West Ph 1 East
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $7,053 (change assumption)
    Mortgage ($5,068) + Fees ($697) + Taxes in 2025 ($1,287)


    Taxes:$15,449

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 7607 BENJI RIDGE TRL, KISSIMMEE, FL 34747

    $410,000359 Days on yellowkey   MLS ID: TB8400267

    0 Days Off yellowkey (back on 6/23/2026)

    For Sale TB8400267 - 7607 BENJI RIDGE TRL, KISSIMMEE, FL 34747 58 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1602
       Built: 1988
    Monthly Fee: $6
       Tax: $4,608 (2024)
    Community: Indian Ridge Unit 1
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $2,636 (change assumption)
    Mortgage ($2,247) + Fees ($6) + Taxes in 2024 ($384)


    Taxes:$4,608

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2648 DINVILLE ST, KISSIMMEE, FL 34747

    $625,00089 Days on yellowkey   MLS ID: O6394288

    REDUCED by $20,000 (3.1%) on 06/23/2026

    For Sale O6394288 - 2648 DINVILLE ST, KISSIMMEE, FL 34747 23 photos

    Bed: 5   Bath: 5.0   Gar: 2
    Liv Area Sq Ft: 2297
       Built: 2006
    Monthly Fee: $171
       Tax: $6,390 (2025)
    Community: Windsor Hills Ph 3
    Single Family


    Estimated Monthly Payment: $4,128 (change assumption)
    Mortgage ($3,425) + Fees ($171) + Taxes in 2025 ($533)


    Taxes:$6,390

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1624 BARBERRY DR, KISSIMMEE, FL 34744

    $559,9901 Day on yellowkey   MLS ID: S5152366

    For Sale S5152366 - 1624 BARBERRY DR, KISSIMMEE, FL 34744 30 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 2851
       Built: 2023
    Monthly Fee: $11
       Tax: $6,483 (2025)
    Community: Kindred Ph 2C & 2D
    Single Family


    Estimated Monthly Payment: $3,620 (change assumption)
    Mortgage ($3,068) + Fees ($11) + Taxes in 2025 ($540)


    Taxes:$6,483

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 2717 FIESTA KEY DR, KISSIMMEE, FL 34747

    $599,9901 Day on yellowkey   MLS ID: O6419154

    For Sale O6419154 - 2717 FIESTA KEY DR, KISSIMMEE, FL 34747 36 photos

    Bed: 7   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 2881
       Built: 2005
    Monthly Fee: $115
       Tax: $6,936 (2025)
    Community: Emerald Island Resort Ph 5A
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,981 (change assumption)
    Mortgage ($3,288) + Fees ($115) + Taxes in 2025 ($578)


    Taxes:$6,936

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1213 CHEROKEE DR, KISSIMMEE, FL 34744

    $325,0001 Day on yellowkey   MLS ID: K4903584

    For Sale K4903584 - 1213 CHEROKEE DR, KISSIMMEE, FL 34744 5 photos

    Bed: 3   Bath: 1.0
    Liv Area Sq Ft: 1715
       Built: 1965   Tax: $4,057 (2025)
    Community: Osceola Acres
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,119 (change assumption)
    Mortgage ($1,781) + Taxes in 2025 ($338)


    Taxes:$4,057

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 17 S FLAG CT, KISSIMMEE, FL 34759

    $309,9001 Day on yellowkey   MLS ID: O6418950

    For Sale O6418950 - 17 S FLAG CT, KISSIMMEE, FL 34759 27 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1500
       Built: 1974
    Monthly Fee: $100
       Tax: $3,684 (2025)
    Community: Poinciana Village 1 Nbhd 3 South
    Single Family


    Estimated Monthly Payment: $2,105 (change assumption)
    Mortgage ($1,698) + Fees ($100) + Taxes in 2025 ($307)


    Taxes:$3,684

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 12 HERRING CT, KISSIMMEE, FL 34759

    $219,9001 Day on yellowkey   MLS ID: O6418012

    For Sale O6418012 - 12 HERRING CT, KISSIMMEE, FL 34759 16 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1055
       Built: 1993
    Monthly Fee: $100
       Tax: $2,893 (2025)
    Community: Poinciana Nbrhd 04 Village 07
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,546 (change assumption)
    Mortgage ($1,205) + Fees ($100) + Taxes in 2025 ($241)


    Taxes:$2,893

    Elementary School: Laurel Elementary

    High School: Haines City Senior High

    Tax Year: 2025

    Middle School: Lake Marion Creek Middle


  • 4526 FICUS TREE RD, KISSIMMEE, FL 34758

    $314,9001 Day on yellowkey   MLS ID: TB8519530

    For Sale TB8519530 - 4526 FICUS TREE RD, KISSIMMEE, FL 34758 21 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2308
       Built: 2018
    Monthly Fee: $100
       Tax: $4,357 (2024)
    Community: Banyan Cove At Cypress Woods
    Single Family


    Estimated Monthly Payment: $2,189 (change assumption)
    Mortgage ($1,725) + Fees ($100) + Taxes in 2024 ($363)


    Taxes:$4,357

    Elementary School: Koa Elementary

    High School: Poinciana High School

    Tax Year: 2024

    Middle School: Discovery Intermediate


  • 1132 VIA GALUPPI ST, KISSIMMEE, FL 34759

    $369,0001 Day on yellowkey   MLS ID: O6418633

    For Sale O6418633 - 1132 VIA GALUPPI ST, KISSIMMEE, FL 34759 60 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1725
       Built: 2023
    Monthly Fee: $273
       Tax: $4,360 (2025)
    Community: Solivita Ph 5D
    Single Family


    Estimated Monthly Payment: $2,658 (change assumption)
    Mortgage ($2,022) + Fees ($273) + Taxes in 2025 ($363)


    Taxes:$4,360

    Elementary School: Palmetto Elementary

    High School: Haines City Senior High

    Tax Year: 2025

    Middle School: Lake Marion Creek Middle


  • 102 CARLISLE CT, KISSIMMEE, FL 34758

    $279,9006 Days on yellowkey   MLS ID: O6418123

    For Sale O6418123 - 102 CARLISLE CT, KISSIMMEE, FL 34758 17 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1134
       Built: 1995
    Monthly Fee: $19
       Tax: $959 (2025)
    Community: Poinciana Village 2 Nbhd 1
    Single Family


    Estimated Monthly Payment: $1,633 (change assumption)
    Mortgage ($1,534) + Fees ($19) + Taxes in 2025 ($80)


    Taxes:$959

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2462 MILL RUN BLVD, KISSIMMEE, FL 34744

    $439,9001 Day on yellowkey   MLS ID: O6418912

    For Sale O6418912 - 2462 MILL RUN BLVD, KISSIMMEE, FL 34744 46 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1538
       Built: 1980   Tax: $1,698 (2025)
    Community: Mill Run
    Single Family


    Estimated Monthly Payment: $2,552 (change assumption)
    Mortgage ($2,410) + Taxes in 2025 ($141)


    Taxes:$1,698

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None




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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.