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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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  • 4603 CUMBRIAN LAKES DR, KISSIMMEE, FL 34746

    $449,500573 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

    $365,00063 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

    $625,000514 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


  • 7607 BENJI RIDGE TRL, KISSIMMEE, FL 34747

    $410,000360 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

    $625,00090 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


  • 2717 FIESTA KEY DR, KISSIMMEE, FL 34747

    $599,9903 Days 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

    $325,0003 Days 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

    $309,9003 Days 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

    $219,9003 Days 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

    $314,9003 Days 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

    $369,0003 Days 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

    $279,9007 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


  • 253 SOUTHFIELD ST, KISSIMMEE, FL 34747

    $729,9003 Days on yellowkey   MLS ID: O6418879

    For Sale O6418879 - 253 SOUTHFIELD ST, KISSIMMEE, FL 34747 19 photos

    Bed: 5   Bath: 5.5   Gar: 2
    Liv Area Sq Ft: 2945
       Built: 2020
    Monthly Fee: $777
       Tax: $11,422 (2025)
    Community: Reunion West Ph 4
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,728 (change assumption)
    Mortgage ($3,999) + Fees ($777) + Taxes in 2025 ($952)


    Taxes:$11,422

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 640 LASSO DR, KISSIMMEE, FL 34747

    $770,0003 Days on yellowkey   MLS ID: O6418592

    For Sale O6418592 - 640 LASSO DR, KISSIMMEE, FL 34747 31 photos

    Bed: 8   Bath: 7.0
    Liv Area Sq Ft: 3412
       Built: 2016
    Monthly Fee: $825
       Tax: $12,582 (2025)
    Community: Reunion West Ph 1 West & Ament Ctr Rplt
    Single Family


    Estimated Monthly Payment: $6,093 (change assumption)
    Mortgage ($4,219) + Fees ($825) + Taxes in 2025 ($1,049)


    Taxes:$12,582

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2349 JERNIGAN LOOP, KISSIMMEE, FL 34746

    $385,0003 Days on yellowkey   MLS ID: O6416499

    For Sale O6416499 - 2349 JERNIGAN LOOP, KISSIMMEE, FL 34746 37 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2006
       Built: 2019
    Monthly Fee: $105
       Tax: $5,804 (2025)
    Community: Harbor Shores
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,698 (change assumption)
    Mortgage ($2,110) + Fees ($105) + Taxes in 2025 ($484)


    Taxes:$5,804

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8067 KNEE DEEP RD, KISSIMMEE, FL 34747

    $472,00037 Days on yellowkey   MLS ID: O6408722

    For Sale O6408722 - 8067 KNEE DEEP RD, KISSIMMEE, FL 34747 63 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 1564
       Built: 2019
    Monthly Fee: $467
       Tax: $9,760 (2025)
    Community: Margaritaville
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,867 (change assumption)
    Mortgage ($2,586) + Fees ($467) + Taxes in 2025 ($813)


    Taxes:$9,760

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2537 SHANTI DR, KISSIMMEE, FL 34746

    $799,000370 Days on yellowkey   MLS ID: O6318231

    For Sale O6318231 - 2537 SHANTI DR, KISSIMMEE, FL 34746 35 photos

    Bed: 9   Bath: 7.0   Gar: 2
    Liv Area Sq Ft: 4267
       Built: 2023
    Monthly Fee: $250
       Tax: $10,786 (2024)
    Community: Veranda Palms
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,527 (change assumption)
    Mortgage ($4,378) + Fees ($250) + Taxes in 2024 ($899)


    Taxes:$10,786

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1502 JADEWOOD WAY, KISSIMMEE, FL 34744

    $350,000675 Days on yellowkey   MLS ID: O6233314

    0 Days Off yellowkey (back on 6/18/2026)

    SHORT SALE O6233314 - 1502 JADEWOOD WAY, KISSIMMEE, FL 34744 35 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1846
       Built: 2022
    Monthly Fee: $11
       Tax: $7,144 (2025)
    Community: Kindred Ph 2C & 2D Pb 30 Pgs 74-80 Lot 323
    Single Family


    Estimated Monthly Payment: $2,524 (change assumption)
    Mortgage ($1,918) + Fees ($11) + Taxes in 2025 ($595)


    Taxes:$7,144

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8055 KING PALM CIR, KISSIMMEE, FL 34747

    $395,00019 Days on yellowkey   MLS ID: O6414590

    For Sale O6414590 - 8055 KING PALM CIR, KISSIMMEE, FL 34747 50 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1567
       Built: 2000
    Monthly Fee: $273
       Tax: $4,917 (2025)
    Community: Wyndham Palms Ph 1A
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,847 (change assumption)
    Mortgage ($2,164) + Fees ($273) + Taxes in 2025 ($410)


    Taxes:$4,917

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3563 BROADWING BLVD, KISSIMMEE, FL 34759

    $315,00070 Days on yellowkey   MLS ID: L4961156

    For Sale L4961156 - 3563 BROADWING BLVD, KISSIMMEE, FL 34759 52 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1288
       Built: 2024
    Monthly Fee: $85
       Tax: $5,869 (2025)
    Community: Lake Deer Estates
    Single Family


    Estimated Monthly Payment: $2,300 (change assumption)
    Mortgage ($1,726) + Fees ($85) + Taxes in 2025 ($489)


    Taxes:$5,869

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: Discovery Academy of Lake Alfred




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.