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Kissimmee Single Family Homes For Sale - 2029 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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  • 3054 PIRATE WAY, KISSIMMEE, FL 34747

    $355,9998 Days on yellowkey   MLS ID: S5150421

    For Sale S5150421 - 3054 PIRATE WAY, KISSIMMEE, FL 34747 26 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 660
       Built: 2018
    Monthly Fee: $197
       Tax: $7,562 (2025)
    Community: Rolling Oaks Ph 5
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,778 (change assumption)
    Mortgage ($1,951) + Fees ($197) + Taxes in 2025 ($630)


    Taxes:$7,562

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2437 HYBRID DR, KISSIMMEE, FL 34758

    $360,0008 Days on yellowkey   MLS ID: S5150405

    For Sale S5150405 - 2437 HYBRID DR, KISSIMMEE, FL 34758 56 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1420
       Built: 1997   Tax: $2,465 (2025)
    Community: Orchid Edge At Crescent Lakes Unit 1
    Single Family


    Estimated Monthly Payment: $2,178 (change assumption)
    Mortgage ($1,973) + Taxes in 2025 ($205)


    Taxes:$2,465

    Elementary School: Reedy Creek Elem (K 5)

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Horizon Middle


  • 5768 GINGHAM DR, KISSIMMEE, FL 34758

    $389,9908 Days on yellowkey   MLS ID: O6409905

    For Sale O6409905 - 5768 GINGHAM DR, KISSIMMEE, FL 34758 36 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1940
       Built: 2024
    Monthly Fee: $125
       Tax: $7,392 (2025)
    Community: Westview 50S
    Single Family


    Estimated Monthly Payment: $2,878 (change assumption)
    Mortgage ($2,137) + Fees ($125) + Taxes in 2025 ($616)


    Taxes:$7,392

    Elementary School: Koa Elementary

    High School: Liberty High

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 1831 MANITOBA CT, KISSIMMEE, FL 34759

    $280,0008 Days on yellowkey   MLS ID: TB8510996

    For Sale TB8510996 - 1831 MANITOBA CT, KISSIMMEE, FL 34759 28 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1632
       Built: 2006
    Monthly Fee: $99
       Tax: $3,104 (2025)
    Community: Poinciana Sub Nbrhd 05 Village 07
    Single Family


    Estimated Monthly Payment: $1,892 (change assumption)
    Mortgage ($1,534) + Fees ($99) + Taxes in 2025 ($259)


    Taxes:$3,104

    Elementary School: Laurel Elementary

    High School: Haines City Senior High

    Tax Year: 2025

    Middle School: Lake Marion Creek Middle


  • 1153 PERPIGNAN CT, KISSIMMEE, FL 34759

    $249,0008 Days on yellowkey   MLS ID: O6409679

    SHORT SALE O6409679 - 1153 PERPIGNAN CT, KISSIMMEE, FL 34759 32 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1236
       Built: 1996   Tax: $3,356 (2025)
    Community: Poinciana Village 5 Nbhd 1
    Single Family


    Estimated Monthly Payment: $1,644 (change assumption)
    Mortgage ($1,364) + Taxes in 2025 ($280)


    Taxes:$3,356

    Elementary School: Chestnut Elem

    High School: Liberty High

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 5344 CORAL VINE LN, KISSIMMEE, FL 34758

    $425,0008 Days on yellowkey   MLS ID: S5150325

    For Sale S5150325 - 5344 CORAL VINE LN, KISSIMMEE, FL 34758 81 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2384
       Built: 1999   Tax: $5,880 (2026)
    Community: Dahlia Reserve At Crescent Lakes
    Single Family


    Estimated Monthly Payment: $2,819 (change assumption)
    Mortgage ($2,329) + Taxes in 2026 ($490)


    Taxes:$5,880

    Elementary School: Reedy Creek Elem (K 5)

    High School: Poinciana High School

    Tax Year: 2026

    Middle School: Horizon Middle


  • 1010 VAN LIEU ST, KISSIMMEE, FL 34744

    $349,5009 Days on yellowkey   MLS ID: O6409485

    For Sale O6409485 - 1010 VAN LIEU ST, KISSIMMEE, FL 34744 12 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1062
       Built: 1986   Tax: $3,618 (2025)
    Community: Kissimmee Heights
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,217 (change assumption)
    Mortgage ($1,915) + Taxes in 2025 ($302)


    Taxes:$3,618

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2772 BOOKMARK DR, KISSIMMEE, FL 34746

    $750,0008 Days on yellowkey   MLS ID: O6409305

    For Sale O6409305 - 2772 BOOKMARK DR, KISSIMMEE, FL 34746 60 photos

    Bed: 6   Bath: 5.0   Gar: 2
    Liv Area Sq Ft: 3343
       Built: 2020
    Monthly Fee: $563
       Tax: $10,527 (2025)
    Community: Cove/Storey Lake Il
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,550 (change assumption)
    Mortgage ($4,109) + Fees ($563) + Taxes in 2025 ($877)


    Taxes:$10,527

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1844 SANDY PARK TRL, KISSIMMEE, FL 34747

    $650,0008 Days on yellowkey   MLS ID: O6409303

    For Sale O6409303 - 1844 SANDY PARK TRL, KISSIMMEE, FL 34747 69 photos

    Bed: 7   Bath: 6.5   Gar: 2
    Liv Area Sq Ft: 3533
       Built: 2018
    Monthly Fee: $710
       Tax: $8,903 (2025)
    Community: Solara Resort
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,013 (change assumption)
    Mortgage ($3,562) + Fees ($710) + Taxes in 2025 ($742)


    Taxes:$8,903

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4269 PROLOGUE WAY, KISSIMMEE, FL 34746

    $695,0008 Days on yellowkey   MLS ID: O6409242

    For Sale O6409242 - 4269 PROLOGUE WAY, KISSIMMEE, FL 34746 75 photos

    Bed: 6   Bath: 5.0   Gar: 1
    Liv Area Sq Ft: 3343
       Built: 2022
    Monthly Fee: $563
       Tax: $11,163 (2025)
    Community: Cove/Storey Lk Iv
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,301 (change assumption)
    Mortgage ($3,808) + Fees ($563) + Taxes in 2025 ($930)


    Taxes:$11,163

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 602 CARIBOU CT, KISSIMMEE, FL 34759

    $210,0008 Days on yellowkey   MLS ID: TB8510290

    For Sale TB8510290 - 602 CARIBOU CT, KISSIMMEE, FL 34759 28 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1295
       Built: 1993
    Monthly Fee: $100
       Tax: $1,268 (2025)
    Community: Poinciana Nbrhd 03 Village 03
    Single Family


    Estimated Monthly Payment: $1,356 (change assumption)
    Mortgage ($1,151) + Fees ($100) + Taxes in 2025 ($106)


    Taxes:$1,268

    Elementary School: Palmetto Elementary

    High School: Haines City Senior High

    Tax Year: 2025

    Middle School: Lake Marion Creek Middle


  • 9029 FLAMINGO KEY WAY, KISSIMMEE, FL 34747

    $530,0008 Days on yellowkey   MLS ID: O6409063

    For Sale O6409063 - 9029 FLAMINGO KEY WAY, KISSIMMEE, FL 34747 59 photos

    Bed: 4   Bath: 3.5   Gar: 1
    Liv Area Sq Ft: 2472
       Built: 2018
    Monthly Fee: $717
       Tax: $7,379 (2025)
    Community: Solara Resort
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,236 (change assumption)
    Mortgage ($2,904) + Fees ($717) + Taxes in 2025 ($615)


    Taxes:$7,379

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 945 TRAMELLS TRL, KISSIMMEE, FL 34744

    $399,9008 Days on yellowkey   MLS ID: S5150165

    For Sale S5150165 - 945 TRAMELLS TRL, KISSIMMEE, FL 34744 8 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2014
       Built: 2006
    Monthly Fee: $14
       Tax: $3,991 (2025)
    Community: Remington Prcl O
    Single Family


    Estimated Monthly Payment: $2,538 (change assumption)
    Mortgage ($2,191) + Fees ($14) + Taxes in 2025 ($333)


    Taxes:$3,991

    Elementary School: Partin Settlement Elem

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 1981 FLORA PASS PL, KISSIMMEE, FL 34747

    $685,0008 Days on yellowkey   MLS ID: O6408833

    For Sale O6408833 - 1981 FLORA PASS PL, KISSIMMEE, FL 34747 51 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2130
       Built: 2020
    Monthly Fee: $408
       Tax: $11,198 (2025)
    Community: Four Seasons At Orlando Ph 2
    Single Family


    Estimated Monthly Payment: $5,095 (change assumption)
    Mortgage ($3,753) + Fees ($408) + Taxes in 2025 ($933)


    Taxes:$11,198

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 235 HIDDEN SPRINGS CIR, KISSIMMEE, FL 34743

    $379,9009 Days on yellowkey   MLS ID: O6407794

    For Sale O6407794 - 235 HIDDEN SPRINGS CIR, KISSIMMEE, FL 34743 50 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 1508
       Built: 1990   Tax: $4,416 (2025)
    Community: Cypress Lakes Ph 3
    Single Family


    Estimated Monthly Payment: $2,450 (change assumption)
    Mortgage ($2,082) + Taxes in 2025 ($368)


    Taxes:$4,416

    Elementary School: Ventura Elem

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Parkway Middle


  • 87 FLORIDA PKWY, KISSIMMEE, FL 34743

    $335,00021 Days on yellowkey   MLS ID: O6405038

    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: $2,004 (change assumption)
    Mortgage ($1,836) + Taxes in 2025 ($169)


    Taxes:$2,023

    Elementary School: Ventura Elem

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Parkway Middle


  • 1979 CACUTTA WAY, KISSIMMEE, FL 34744

    $415,000133 Days on yellowkey   MLS ID: O6374518

    For Sale O6374518 - 1979 CACUTTA WAY, KISSIMMEE, FL 34744 23 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1672
       Built: 2022
    Monthly Fee: $11
       Tax: $6,900 (2025)
    Community: Kindred
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,860 (change assumption)
    Mortgage ($2,274) + Fees ($11) + Taxes in 2025 ($575)


    Taxes:$6,900

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2791 PUNCTUATION PL, KISSIMMEE, FL 34746

    $664,000392 Days on yellowkey   MLS ID: O6305622

    For Sale O6305622 - 2791 PUNCTUATION PL, KISSIMMEE, FL 34746 52 photos

    Bed: 5   Bath: 5.0   Gar: 1
    Liv Area Sq Ft: 2996
       Built: 2021
    Monthly Fee: $304
       Tax: $10,896 (2024)
    Community: Cove At Storey Lake 4
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,850 (change assumption)
    Mortgage ($3,638) + Fees ($304) + Taxes in 2024 ($908)


    Taxes:$10,896

    Elementary School: Floral Ridge Elementary

    High School: Celebration High

    Tax Year: 2024

    Middle School: Kissimmee Middle


  • 8610 SUNRISE KEY DR, KISSIMMEE, FL 34747

    $649,0009 Days on yellowkey   MLS ID: O6409259

    For Sale O6409259 - 8610 SUNRISE KEY DR, KISSIMMEE, FL 34747 53 photos

    Bed: 7   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 2881
       Built: 2005
    Monthly Fee: $115
       Tax: $6,996 (2025)
    Community: Emerald Island Resort Ph 5A
    Single Family


    Estimated Monthly Payment: $4,254 (change assumption)
    Mortgage ($3,556) + Fees ($115) + Taxes in 2025 ($583)


    Taxes:$6,996

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2436 VARENNA LOOP, KISSIMMEE, FL 34741

    $499,99954 Days on yellowkey   MLS ID: O6396410

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

    For Sale O6396410 - 2436 VARENNA LOOP, KISSIMMEE, FL 34741 39 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2408
       Built: 2019
    Monthly Fee: $215
       Tax: $8,979 (2025)
    Community: Tapestry
    Single Family


    Estimated Monthly Payment: $3,703 (change assumption)
    Mortgage ($2,740) + Fees ($215) + Taxes in 2025 ($748)


    Taxes:$8,979

    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.