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Kissimmee Homes For Sale & Real Estate - 3372 homes

Kissimmee homes for sale are located in Osceola County, Florida. Find homes in Kissimmee for sale with data from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your real estate search for Kissimmee houses.

Location: Kissimmee

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  • 158 BAREFOOT BEACH WAY, KISSIMMEE, FL 34746

    $500,000112 Days on yellowkey   MLS ID: O6392103

    REDUCED by $15,000 (2.9%) on 06/03/2026

    For Sale O6392103 - 158 BAREFOOT BEACH WAY, KISSIMMEE, FL 34746 30 photos

    Bed: 8   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 2834
       Built: 2004
    Monthly Fee: $100
       Tax: $7,019 (2024)
    Community: Terra Verde
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,425 (change assumption)
    Mortgage ($2,740) + Fees ($100) + Taxes in 2024 ($585)


    Taxes:$7,019

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1158 PERPIGNAN CT, KISSIMMEE, FL 34759

    $285,999231 Days on yellowkey   MLS ID: S5139127

    REDUCED by $14,000 (4.7%) on 06/26/2026

    For Sale S5139127 - 1158 PERPIGNAN CT, KISSIMMEE, FL 34759 33 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1770
       Built: 2000
    Monthly Fee: $30
       Tax: $4,089 (2024)
    Community: Poinciana Village 5 Nbhd 1
    Single Family


    Estimated Monthly Payment: $1,938 (change assumption)
    Mortgage ($1,567) + Fees ($30) + Taxes in 2024 ($341)


    Taxes:$4,089

    Elementary School: Chestnut Elem

    High School: Liberty High

    Tax Year: 2024

    Middle School: Discovery Intermediate


  • 209 CIMARRON DR, KISSIMMEE, FL 34759

    $265,000105 Days on yellowkey   MLS ID: O6395162

    INCREASED by $15,000 (6.0%) on 07/15/2026

    SHORT SALE O6395162 - 209 CIMARRON DR, KISSIMMEE, FL 34759 54 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1684
       Built: 2022
    Monthly Fee: $100
       Tax: $3,380 (2025)
    Community: Poinciana Nbrhd 06 Village 07
    Single Family


    Estimated Monthly Payment: $1,834 (change assumption)
    Mortgage ($1,452) + Fees ($100) + Taxes in 2025 ($282)


    Taxes:$3,380

    Elementary School: Sandhill Elem

    High School: Haines City Senior High

    Tax Year: 2025

    Middle School: Lake Marion Creek Middle


  • 1144 VIA GALUPPI ST, KISSIMMEE, FL 34759

    $365,00017 Days on yellowkey   MLS ID: S5152472

    For Sale S5152472 - 1144 VIA GALUPPI ST, KISSIMMEE, FL 34759 47 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1723
       Built: 2023
    Monthly Fee: $436
       Tax: $4,406 (2025)
    Community: Solivita
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,803 (change assumption)
    Mortgage ($2,000) + Fees ($436) + Taxes in 2025 ($367)


    Taxes:$4,406

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4443 SHIVA LOOP, KISSIMMEE, FL 34746

    $720,00050 Days on yellowkey   MLS ID: O6407672

    REDUCED by $5,000 (0.7%) on 07/15/2026

    For Sale O6407672 - 4443 SHIVA LOOP, KISSIMMEE, FL 34746 41 photos

    Bed: 8   Bath: 7.0   Gar: 2
    Liv Area Sq Ft: 3565
       Built: 2016
    Monthly Fee: $367
       Tax: $8,850 (2025)
    Community: Veranda Palms Ph 2A
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,050 (change assumption)
    Mortgage ($3,945) + Fees ($367) + Taxes in 2025 ($737)


    Taxes:$8,850

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2026 WALNUT CREEK DR, KISSIMMEE, FL 34744

    $394,9902 Days on yellowkey   MLS ID: O6424608

    INCREASED by $5,000 (1.3%) on 07/15/2026

    For Sale O6424608 - 2026 WALNUT CREEK DR, KISSIMMEE, FL 34744 67 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1614
       Built: 2025
    Monthly Fee: $11
       Tax: $3,684 (2025)
    Community: Kindred Ph 3B 3C & 3D
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,482 (change assumption)
    Mortgage ($2,164) + Fees ($11) + Taxes in 2025 ($307)


    Taxes:$3,684

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4414 SHIVA LOOP, KISSIMMEE, FL 34746

    $618,000337 Days on yellowkey   MLS ID: O6335292

    REDUCED by $10,000 (1.6%) on 07/15/2026

    For Sale O6335292 - 4414 SHIVA LOOP, KISSIMMEE, FL 34746 50 photos

    Bed: 7   Bath: 7.0   Gar: 2
    Liv Area Sq Ft: 3565
       Built: 2017
    Monthly Fee: $367
       Tax: $8,351 (2024)
    Community: Veranda Palms Ph 2A
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,449 (change assumption)
    Mortgage ($3,386) + Fees ($367) + Taxes in 2024 ($696)


    Taxes:$8,351

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 256 CRANBROOK DR, KISSIMMEE, FL 34758

    $265,00013 Days on yellowkey   MLS ID: S5152953

    For Sale S5152953 - 256 CRANBROOK DR, KISSIMMEE, FL 34758 27 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1212
       Built: 1991
    Monthly Fee: $100
       Tax: $3,748 (2025)
    Community: Poinciana Village 01 Neighborhood 01 North
    Single Family


    Estimated Monthly Payment: $1,864 (change assumption)
    Mortgage ($1,452) + Fees ($100) + Taxes in 2025 ($312)


    Taxes:$3,748

    Elementary School: Deerwood Elem (Osceola Cty)

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 308 BEACON AVE, KISSIMMEE, FL 34759

    $310,000173 Days on yellowkey   MLS ID: S5141183

    For Sale S5141183 - 308 BEACON AVE, KISSIMMEE, FL 34759 54 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2038
       Built: 2002
    Monthly Fee: $441
       Tax: $3,631 (2025)
    Community: Solivita
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,442 (change assumption)
    Mortgage ($1,699) + Fees ($441) + Taxes in 2025 ($303)


    Taxes:$3,631

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2042 WALNUT CREEK DR, KISSIMMEE, FL 34744

    $394,9908 Days on yellowkey   MLS ID: O6422932

    REDUCED by $5,000 (1.3%) on 07/15/2026

    For Sale O6422932 - 2042 WALNUT CREEK DR, KISSIMMEE, FL 34744 67 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1614
       Built: 2025
    Monthly Fee: $11
       Tax: $3,684 (2025)
    Community: Kindred Ph 3B 3C & 3D
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,482 (change assumption)
    Mortgage ($2,164) + Fees ($11) + Taxes in 2025 ($307)


    Taxes:$3,684

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1868 HOWARD MESA DR, KISSIMMEE, FL 34744

    $428,99034 Days on yellowkey   MLS ID: O6416122

    REDUCED by $5,000 (1.2%) on 07/15/2026

    For Sale O6416122 - 1868 HOWARD MESA DR, KISSIMMEE, FL 34744 50 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1665
       Built: 2025
    Monthly Fee: $11
       Tax: $3,684 (2025)
    Community: Kindred Ph 3B 3C & 3D
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,669 (change assumption)
    Mortgage ($2,351) + Fees ($11) + Taxes in 2025 ($307)


    Taxes:$3,684

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1846 HOWARD MESA DR, KISSIMMEE, FL 34744

    $459,99034 Days on yellowkey   MLS ID: O6416092

    REDUCED by $5,000 (1.1%) on 07/15/2026

    For Sale O6416092 - 1846 HOWARD MESA DR, KISSIMMEE, FL 34744 51 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2447
       Built: 2025
    Monthly Fee: $11
       Tax: $3,684 (2025)
    Community: Kindred Ph 3B 3C & 3D
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,838 (change assumption)
    Mortgage ($2,520) + Fees ($11) + Taxes in 2025 ($307)


    Taxes:$3,684

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1842 HOWARD MESA DR, KISSIMMEE, FL 34744

    $404,99034 Days on yellowkey   MLS ID: O6416068

    REDUCED by $5,000 (1.2%) on 07/15/2026

    For Sale O6416068 - 1842 HOWARD MESA DR, KISSIMMEE, FL 34744 50 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1504
       Built: 2025
    Monthly Fee: $11
       Tax: $3,684 (2025)
    Community: Kindred Ph 3B 3C & 3D
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,537 (change assumption)
    Mortgage ($2,219) + Fees ($11) + Taxes in 2025 ($307)


    Taxes:$3,684

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 17 TROTTERS CIR, KISSIMMEE, FL 34743

    $284,00069 Days on yellowkey   MLS ID: S5149373

    INCREASED by $54,000 (23.5%) on 07/15/2026

    SHORT SALE S5149373 - 17 TROTTERS CIR, KISSIMMEE, FL 34743 3 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1120
       Built: 1984   Tax: $4,313 (2025)
    Community: Bvl Unit 11 1St Add
    Single Family


    Estimated Monthly Payment: $1,916 (change assumption)
    Mortgage ($1,556) + Taxes in 2025 ($359)


    Taxes:$4,313

    Elementary School: Boggy Creek Elem (K 5)

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Parkway Middle


  • 1838 HOWARD MESA DR, KISSIMMEE, FL 34744

    $454,99034 Days on yellowkey   MLS ID: O6416080

    REDUCED by $6,000 (1.3%) on 07/15/2026

    For Sale O6416080 - 1838 HOWARD MESA DR, KISSIMMEE, FL 34744 51 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2447
       Built: 2025
    Monthly Fee: $11
       Tax: $3,684 (2025)
    Community: Kindred Ph 3B 3C & 3D
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,811 (change assumption)
    Mortgage ($2,493) + Fees ($11) + Taxes in 2025 ($307)


    Taxes:$3,684

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1834 HOWARD MESA DR, KISSIMMEE, FL 34744

    $419,99034 Days on yellowkey   MLS ID: O6416060

    REDUCED by $7,000 (1.6%) on 07/15/2026

    For Sale O6416060 - 1834 HOWARD MESA DR, KISSIMMEE, FL 34744 50 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1665
       Built: 2025
    Monthly Fee: $11
       Tax: $3,684 (2025)
    Community: Kindred Ph 3B 3C & 3D
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,619 (change assumption)
    Mortgage ($2,301) + Fees ($11) + Taxes in 2025 ($307)


    Taxes:$3,684

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1830 HOWARD MESA DR, KISSIMMEE, FL 34744

    $454,99050 Days on yellowkey   MLS ID: O6410966

    REDUCED by $10,000 (2.2%) on 07/15/2026

    For Sale O6410966 - 1830 HOWARD MESA DR, KISSIMMEE, FL 34744 51 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2447
       Built: 2025
    Monthly Fee: $11
       Tax: $3,684 (2025)
    Community: Kindred Ph 3B 3C & 3D
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,811 (change assumption)
    Mortgage ($2,493) + Fees ($11) + Taxes in 2025 ($307)


    Taxes:$3,684

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1804 HOWARD MESA DR, KISSIMMEE, FL 34744

    $384,99057 Days on yellowkey   MLS ID: O6409252

    REDUCED by $5,000 (1.3%) on 07/15/2026

    For Sale O6409252 - 1804 HOWARD MESA DR, KISSIMMEE, FL 34744 49 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1504
       Built: 2025
    Monthly Fee: $11
       Tax: $3,684 (2025)
    Community: Kindred Ph 3B 3C & 3D
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,427 (change assumption)
    Mortgage ($2,109) + Fees ($11) + Taxes in 2025 ($307)


    Taxes:$3,684

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8117 SURF ST, KISSIMMEE, FL 34747

    $615,000Listed 07/15/2026 9:52AM   MLS ID: O6421843

    For Sale O6421843 - 8117 SURF ST, KISSIMMEE, FL 34747 34 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1787
       Built: 2021
    Monthly Fee: $468
       Tax: $10,408 (2025)
    Community: Margaritaville
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,705 (change assumption)
    Mortgage ($3,370) + Fees ($468) + Taxes in 2025 ($867)


    Taxes:$10,408

    Elementary School: Westside Elem

    High School: Celebration High

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 2705 WILLOW GLEN CIR, KISSIMMEE, FL 34744

    $429,99941 Days on yellowkey   MLS ID: G5113160

    REDUCED by $5,000 (1.1%) on 06/26/2026

    For Sale G5113160 - 2705 WILLOW GLEN CIR, KISSIMMEE, FL 34744 33 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1679
       Built: 2001
    Monthly Fee: $23
       Tax: $6,110 (2025)
    Community: Gleneagles
    Single Family


    Estimated Monthly Payment: $2,888 (change assumption)
    Mortgage ($2,356) + Fees ($23) + Taxes in 2025 ($509)


    Taxes:$6,110

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None




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Kissimmee home, townhome, condo, villa, and other listing sales 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 houses for sale in Kissimmee . You can use our website to view Multiple Listing Service (MLS) data on Kissimmee Real Estate. 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 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.