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Kissimmee Single Family Homes For Sale - 2133 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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  • 410 ROSLAND DR, KISSIMMEE, FL 34741

    $344,900133 Days on yellowkey   MLS ID: O6387077

    For Sale O6387077 - 410 ROSLAND DR, KISSIMMEE, FL 34741 5 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1829
       Built: 1973   Tax: $5,413 (2025)
    Community: Woodall & Doyles
    Single Family


    Estimated Monthly Payment: $2,341 (change assumption)
    Mortgage ($1,890) + Taxes in 2025 ($451)


    Taxes:$5,413

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2624 BLOWING BREEZE AVE, KISSIMMEE, FL 34744

    $489,900155 Days on yellowkey   MLS ID: O6381066

    REDUCED by $10,000 (2.0%) on 05/06/2026

    For Sale O6381066 - 2624 BLOWING BREEZE AVE, KISSIMMEE, FL 34744 44 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2590
       Built: 2022
    Monthly Fee: $10
       Tax: $8,564 (2025)
    Community: Tohoqua Ph 4A
    Single Family


    Estimated Monthly Payment: $3,408 (change assumption)
    Mortgage ($2,684) + Fees ($10) + Taxes in 2025 ($714)


    Taxes:$8,564

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 4240 BARBUDA LN, KISSIMMEE, FL 34758

    $430,000151 Days on yellowkey   MLS ID: O6381612

    For Sale O6381612 - 4240 BARBUDA LN, KISSIMMEE, FL 34758 37 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2100
       Built: 2025
    Monthly Fee: $421
       Tax: $3,241 (2025)
    Community: Westview Pod B Neighborhood 5 Ph 1
    Single Family


    Estimated Monthly Payment: $3,047 (change assumption)
    Mortgage ($2,356) + Fees ($421) + Taxes in 2025 ($270)


    Taxes:$3,241

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4246 BARBUDA LN, KISSIMMEE, FL 34758

    $415,000151 Days on yellowkey   MLS ID: O6381620

    For Sale O6381620 - 4246 BARBUDA LN, KISSIMMEE, FL 34758 25 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1923
       Built: 2025
    Monthly Fee: $421
       Tax: $3,241 (2025)
    Community: Westview Pod B Neighborhood 5 Ph 1
    Single Family


    Estimated Monthly Payment: $2,965 (change assumption)
    Mortgage ($2,274) + Fees ($421) + Taxes in 2025 ($270)


    Taxes:$3,241

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8019 KNEE DEEP RD, KISSIMMEE, FL 34747

    $724,50073 Days on yellowkey   MLS ID: S5149245

    For Sale S5149245 - 8019 KNEE DEEP RD, KISSIMMEE, FL 34747 59 photos

    Bed: 5   Bath: 4.0
    Liv Area Sq Ft: 1908
       Built: 2021
    Monthly Fee: $603
       Tax: $10,888 (2025)
    Community: Margaritaville Resort, Rolling Oaks
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,480 (change assumption)
    Mortgage ($3,970) + Fees ($603) + Taxes in 2025 ($907)


    Taxes:$10,888

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8904 TROPICAL HAVEN CT, KISSIMMEE, FL 34747

    $760,000336 Days on yellowkey   MLS ID: O6336265

    REDUCED by $5,000 (0.7%) on 05/05/2026

    For Sale O6336265 - 8904 TROPICAL HAVEN CT, KISSIMMEE, FL 34747 28 photos

    Bed: 8   Bath: 5.5   Gar: 2
    Liv Area Sq Ft: 4166
       Built: 2022
    Monthly Fee: $250
       Tax: $11,911 (2024)
    Community: Solara Resort Vacation Villas Rep
    Single Family


    Estimated Monthly Payment: $5,407 (change assumption)
    Mortgage ($4,164) + Fees ($250) + Taxes in 2024 ($993)


    Taxes:$11,911

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 3058 PIRATE WAY, KISSIMMEE, FL 34747

    $375,000107 Days on yellowkey   MLS ID: O6394128

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

    SHORT SALE O6394128 - 3058 PIRATE WAY, KISSIMMEE, FL 34747 61 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 1305
       Built: 2018
    Monthly Fee: $468
       Tax: $9,460 (2025)
    Community: Rolling Oaks Ph 5
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,311 (change assumption)
    Mortgage ($2,055) + Fees ($468) + Taxes in 2025 ($788)


    Taxes:$9,460

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: West Side


  • 3533 SOMERSET CIR, KISSIMMEE, FL 34746

    $489,000127 Days on yellowkey   MLS ID: O6389228

    REDUCED by $11,000 (2.2%) on 04/06/2026

    For Sale O6389228 - 3533 SOMERSET CIR, KISSIMMEE, FL 34746 65 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2452
       Built: 2005
    Monthly Fee: $364
       Tax: $6,092 (2025)
    Community: Bellalago Ph 2N
    Single Family


    Estimated Monthly Payment: $3,551 (change assumption)
    Mortgage ($2,679) + Fees ($364) + Taxes in 2025 ($508)


    Taxes:$6,092

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1929 TROPICAL PALMS CIR, KISSIMMEE, FL 34747

    $540,000108 Days on yellowkey   MLS ID: O6395222

    REDUCED by $15,000 (2.7%) on 05/05/2026

    For Sale O6395222 - 1929 TROPICAL PALMS CIR, KISSIMMEE, FL 34747 35 photos

    Bed: 6   Bath: 4.5   Gar: 1
    Liv Area Sq Ft: 2987
       Built: 2022
    Monthly Fee: $645
       Tax: $8,496 (2025)
    Community: Solara Resort Vacation Villas Rep
    Single Family


    Estimated Monthly Payment: $4,312 (change assumption)
    Mortgage ($2,959) + Fees ($645) + Taxes in 2025 ($708)


    Taxes:$8,496

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 105 CATTAIL CT, KISSIMMEE, FL 34743

    $365,000475 Days on yellowkey   MLS ID: FC308382

    For Sale FC308382 - 105 CATTAIL CT, KISSIMMEE, FL 34743 33 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1395
       Built: 1997
    Monthly Fee: $46
       Tax: $1,289 (2023)
    Community: Coralwood
    Single Family


    Estimated Monthly Payment: $2,153 (change assumption)
    Mortgage ($2,000) + Fees ($46) + Taxes in 2023 ($107)


    Taxes:$1,289

    Elementary School: None

    High School: None

    Tax Year: 2023

    Middle School: None


  • 3150 APPALOOSA CT, KISSIMMEE, FL 34746

    $999,99974 Days on yellowkey   MLS ID: TB8502920

    For Sale TB8502920 - 3150 APPALOOSA CT, KISSIMMEE, FL 34746 31 photos

    Bed: 5   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 3796
       Built: 2003   Tax: $8,291 (2025)
    Community: Pleasant Hill Trails Unit 2
    Single Family


    Estimated Monthly Payment: $6,170 (change assumption)
    Mortgage ($5,479) + Taxes in 2025 ($691)


    Taxes:$8,291

    Elementary School: Sunrise Elementary

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Horizon Middle


  • 8877 BENGAL CT, KISSIMMEE, FL 34747

    $565,00074 Days on yellowkey   MLS ID: O6402816

    For Sale O6402816 - 8877 BENGAL CT, KISSIMMEE, FL 34747 77 photos

    Bed: 5   Bath: 5.5   Gar: 2
    Liv Area Sq Ft: 2622
       Built: 2019
    Monthly Fee: $607
       Tax: $9,316 (2025)
    Community: Windsor At Westside Ph 2B
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,479 (change assumption)
    Mortgage ($3,096) + Fees ($607) + Taxes in 2025 ($776)


    Taxes:$9,316

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1874 FLOURISH AVE, KISSIMMEE, FL 34744

    $489,000149 Days on yellowkey   MLS ID: O6382902

    For Sale O6382902 - 1874 FLOURISH AVE, KISSIMMEE, FL 34744 35 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2151
       Built: 2024
    Monthly Fee: $10
       Tax: $9,479 (2025)
    Community: Tohoqua Ph 7
    Single Family


    Estimated Monthly Payment: $3,479 (change assumption)
    Mortgage ($2,679) + Fees ($10) + Taxes in 2025 ($790)


    Taxes:$9,479

    Elementary School: Island Village Elementary School

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 2433 HURON CIR, KISSIMMEE, FL 34746

    $465,000436 Days on yellowkey   MLS ID: TB8378409

    For Sale TB8378409 - 2433 HURON CIR, KISSIMMEE, FL 34746 29 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2880
       Built: 2001
    Monthly Fee: $13
       Tax: $7,622 (2024)
    Community: Brighton Lakes Ph 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,196 (change assumption)
    Mortgage ($2,548) + Fees ($13) + Taxes in 2024 ($635)


    Taxes:$7,622

    Elementary School: Sunrise Elementary

    High School: Poinciana High School

    Tax Year: 2024

    Middle School: Horizon Middle


  • 2650 SANTOSH CV, KISSIMMEE, FL 34746

    $499,900109 Days on yellowkey   MLS ID: O6394749

    For Sale O6394749 - 2650 SANTOSH CV, KISSIMMEE, FL 34746 27 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 2806
       Built: 2014
    Monthly Fee: $396
       Tax: $6,942 (2025)
    Community: Veranda Palms Ph 1C
    Single Family


    Estimated Monthly Payment: $3,714 (change assumption)
    Mortgage ($2,739) + Fees ($396) + Taxes in 2025 ($579)


    Taxes:$6,942

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 442 BIG BLACK PL, KISSIMMEE, FL 34759

    $256,000123 Days on yellowkey   MLS ID: S5145812

    0 Days Off yellowkey (back on 5/4/2026)

    REDUCED by $13,000 (4.8%) on 04/16/2026

    FORECLOSURE S5145812 - 442 BIG BLACK PL, KISSIMMEE, FL 34759 14 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1924
       Built: 2022
    Monthly Fee: $100
       Tax: $4,053 (2025)
    Community: Poinciana Nbrhd 06 Village 07
    Single Family


    Estimated Monthly Payment: $1,840 (change assumption)
    Mortgage ($1,403) + Fees ($100) + Taxes in 2025 ($338)


    Taxes:$4,053

    Elementary School: Lake Marion Creek Elementary

    High School: Haines City Senior High

    Tax Year: 2025

    Middle School: Dundee Ridge Middle


  • 7936 JACKS CLUB CT, KISSIMMEE, FL 34747

    $1,725,000150 Days on yellowkey   MLS ID: S5144037

    REDUCED by $125,000 (6.8%) on 04/28/2026

    For Sale S5144037 - 7936 JACKS CLUB CT, KISSIMMEE, FL 34747 48 photos

    Bed: 6   Bath: 6.5   Gar: 2
    Liv Area Sq Ft: 4588
       Built: 2020   Tax: $23,260 (2025)
    Community: Reunion, Bears Den, Reunion West
    Single Family


    Estimated Monthly Payment: $11,390 (change assumption)
    Mortgage ($9,452) + Taxes in 2025 ($1,938)


    Taxes:$23,260

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1407 WATER LILLY LN, KISSIMMEE, FL 34744

    $980,000446 Days on yellowkey   MLS ID: S5125695

    For Sale S5125695 - 1407 WATER LILLY LN, KISSIMMEE, FL 34744 68 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3845
       Built: 2004
    Monthly Fee: $195
       Tax: $10,992 (2024)
    Community: Kissimmee Bay
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,481 (change assumption)
    Mortgage ($5,370) + Fees ($195) + Taxes in 2024 ($916)


    Taxes:$10,992

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 4324 PROLOGUE WAY, KISSIMMEE, FL 34746

    $970,000114 Days on yellowkey   MLS ID: O6393364

    For Sale O6393364 - 4324 PROLOGUE WAY, KISSIMMEE, FL 34746 53 photos

    Bed: 8   Bath: 5.0   Gar: 2
    Liv Area Sq Ft: 4289
       Built: 2022
    Monthly Fee: $264
       Tax: $13,735 (2025)
    Community: Cove At Storey Lake 4
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,724 (change assumption)
    Mortgage ($5,315) + Fees ($264) + Taxes in 2025 ($1,145)


    Taxes:$13,735

    Elementary School: Sunrise Elementary

    High School: Liberty High

    Tax Year: 2025

    Middle School: Horizon Middle


  • 120 MADIERA BEACH BLVD, KISSIMMEE, FL 34746

    $525,00075 Days on yellowkey   MLS ID: S5149098

    For Sale S5149098 - 120 MADIERA BEACH BLVD, KISSIMMEE, FL 34746 63 photos

    Bed: 6   Bath: 5.5   Gar: 2
    Liv Area Sq Ft: 2834
       Built: 2003
    Monthly Fee: $100
       Tax: $7,139 (2025)
    Community: Terra Verde Resort
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,572 (change assumption)
    Mortgage ($2,877) + Fees ($100) + Taxes in 2025 ($595)


    Taxes:$7,139

    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.