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Kissimmee Homes For Sale & Real Estate - 2370 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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  • 8520 LA ISLA DR, KISSIMMEE, FL 34747

    $569,90076 Days on yellowkey   MLS ID: O6377229

    2 Days Off yellowkey (back on 4/8/2026)

    For Sale O6377229 - 8520 LA ISLA DR, KISSIMMEE, FL 34747 36 photos

    Bed: 7   Bath: 6.0   Gar: 2
    Liv Area Sq Ft: 3599
       Built: 2003
    Monthly Fee: $367
       Tax: $7,127 (2025)
    Community: Emerald Island Resort Ph 3
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,084 (change assumption)
    Mortgage ($3,123) + Fees ($367) + Taxes in 2025 ($594)


    Taxes:$7,127

    Elementary School: Westside Elem

    High School: Celebration High

    Tax Year: 2025

    Middle School: West Side


  • 737 BITTERN LN, KISSIMMEE, FL 34759

    $493,00099 Days on yellowkey   MLS ID: O6371245

    REDUCED by $17,000 (3.3%) on 04/02/2026

    For Sale O6371245 - 737 BITTERN LN, KISSIMMEE, FL 34759 17 photos

    Bed: 6   Bath: 0.0   Gar: 2
    Liv Area Sq Ft: 2398
       Built: 2005
    Monthly Fee: $30
       Tax: $5,423 (2025)
    Community: Poinciana Nbrhd 05 North Village 03
    Apartment


    Estimated Monthly Payment: $3,183 (change assumption)
    Mortgage ($2,701) + Fees ($30) + Taxes in 2025 ($452)


    Taxes:$5,423

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 348 JACKSONVILLE CT, KISSIMMEE, FL 34759

    $300,000176 Days on yellowkey   MLS ID: O6354075

    REDUCED by $5,000 (1.6%) on 04/08/2026

    For Sale O6354075 - 348 JACKSONVILLE CT, KISSIMMEE, FL 34759 26 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1590
       Built: 1986
    Monthly Fee: $25
       Tax: $2,963 (2024)
    Community: Poinciana Nbrhd 02 Village 03
    Single Family


    Estimated Monthly Payment: $1,916 (change assumption)
    Mortgage ($1,644) + Fees ($25) + Taxes in 2024 ($247)


    Taxes:$2,963

    Elementary School: Lake Alfred Elem

    High School: Haines City Senior High

    Tax Year: 2024

    Middle School: Lake Marion Creek Middle


  • 2975 WHITE CEDAR CIR, KISSIMMEE, FL 34741

    $399,900307 Days on yellowkey   MLS ID: O6306395

    INCREASED by $10,900 (2.8%) on 04/08/2026

    For Sale O6306395 - 2975 WHITE CEDAR CIR, KISSIMMEE, FL 34741 31 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1560
       Built: 2004
    Monthly Fee: $73
       Tax: $1,793 (2024)
    Community: Windsor Point Ph 2
    Single Family


    Estimated Monthly Payment: $2,414 (change assumption)
    Mortgage ($2,191) + Fees ($73) + Taxes in 2024 ($149)


    Taxes:$1,793

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 4556 HAWKS RUN BLVD, KISSIMMEE, FL 34746

    $384,990140 Days on yellowkey   MLS ID: TB8451846

    5 Days Off yellowkey (back on 4/8/2026)

    For Sale TB8451846 - 4556 HAWKS RUN BLVD, KISSIMMEE, FL 34746 3 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1843
       Built: 2025
    Monthly Fee: $60
       Tax: $995 (2024)
    Community: Ham Brown Reserve Ph 1A, 1B, 1C & 1D
    Single Family


    Estimated Monthly Payment: $2,252 (change assumption)
    Mortgage ($2,109) + Fees ($60) + Taxes in 2024 ($83)


    Taxes:$995

    Elementary School: Sunrise Elementary

    High School: Poinciana High School

    Tax Year: 2024

    Middle School: Horizon Middle


  • 2670 REAGAN LN, KISSIMMEE, FL 34744

    $370,00048 Days on yellowkey   MLS ID: O6385604

    For Sale O6385604 - 2670 REAGAN LN, KISSIMMEE, FL 34744 65 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1294
       Built: 1981   Tax: $1,125 (2025)
    Community: Gehrett Gardens
    Single Family


    Estimated Monthly Payment: $2,121 (change assumption)
    Mortgage ($2,027) + Taxes in 2025 ($94)


    Taxes:$1,125

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 7936 JACKS CLUB CT, KISSIMMEE, FL 34747

    $1,850,00057 Days on yellowkey   MLS ID: S5144037

    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: $12,075 (change assumption)
    Mortgage ($10,137) + Taxes in 2025 ($1,938)


    Taxes:$23,260

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 715 CARIBOU DR, KISSIMMEE, FL 34759

    $219,900160 Days on yellowkey   MLS ID: O6358718

    For Sale O6358718 - 715 CARIBOU DR, KISSIMMEE, FL 34759 13 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1484
       Built: 1989
    Monthly Fee: $90
       Tax: $3,243 (2024)
    Community: Poinciana Nbrhd 03 Village 03
    Single Family


    Estimated Monthly Payment: $1,565 (change assumption)
    Mortgage ($1,205) + Fees ($90) + Taxes in 2024 ($270)


    Taxes:$3,243

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 9008 SUNSHINE RIDGE LOOP, KISSIMMEE, FL 34747

    $715,0007 Days on yellowkey   MLS ID: O6396158

    For Sale O6396158 - 9008 SUNSHINE RIDGE LOOP, KISSIMMEE, FL 34747 47 photos

    Bed: 9   Bath: 6.5   Gar: 2
    Liv Area Sq Ft: 4363
       Built: 2018
    Monthly Fee: $726
       Tax: $11,287 (2025)
    Community: Solara Resort
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,584 (change assumption)
    Mortgage ($3,918) + Fees ($726) + Taxes in 2025 ($941)


    Taxes:$11,287

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2662 ROADSTER LN, KISSIMMEE, FL 34746

    $365,00025 Days on yellowkey   MLS ID: O6392552

    For Sale O6392552 - 2662 ROADSTER LN, KISSIMMEE, FL 34746 46 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1474
       Built: 2015
    Monthly Fee: $435
       Tax: $4,532 (2025)
    Community: Regal Oaks At Old Town
    Townhouse


    Estimated Monthly Payment: $2,813 (change assumption)
    Mortgage ($2,000) + Fees ($435) + Taxes in 2025 ($378)


    Taxes:$4,532

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2634 DINVILLE ST, KISSIMMEE, FL 34747

    $644,90012 Days on yellowkey   MLS ID: V4948323

    1 Days Off yellowkey (back on 4/7/2026)

    For Sale V4948323 - 2634 DINVILLE ST, KISSIMMEE, FL 34747 41 photos

    Bed: 5   Bath: 5.0   Gar: 2
    Liv Area Sq Ft: 2297
       Built: 2005
    Monthly Fee: $171
       Tax: $6,569 (2025)
    Community: Windsor Hills Ph 3
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,252 (change assumption)
    Mortgage ($3,534) + Fees ($171) + Taxes in 2025 ($547)


    Taxes:$6,569

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: West Side


  • 107 IGUALA DR, KISSIMMEE, FL 34743

    $390,00023 Days on yellowkey   MLS ID: S5145868

    For Sale S5145868 - 107 IGUALA DR, KISSIMMEE, FL 34743 60 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1842
       Built: 1980   Tax: $10,027 (2025)
    Community: Bvl Unit 3
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,973 (change assumption)
    Mortgage ($2,137) + Taxes in 2025 ($836)


    Taxes:$10,027

    Elementary School: Boggy Creek Elem (K 5)

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Parkway Middle


  • 3869 SHORESIDE DR, KISSIMMEE, FL 34746

    $775,000310 Days on yellowkey   MLS ID: R4909422

    For Sale R4909422 - 3869 SHORESIDE DR, KISSIMMEE, FL 34746 37 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3583
       Built: 2016
    Monthly Fee: $310
       Tax: $9,315 (2024)
    Community: Bellalago Ph 4K
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,333 (change assumption)
    Mortgage ($4,246) + Fees ($310) + Taxes in 2024 ($776)


    Taxes:$9,315

    Elementary School: Bellalago Charter Academy (K-8)

    High School: Liberty High

    Tax Year: 2024

    Middle School: Bellalago Charter Academy (K-8)


  • 2416 MORGAN POINT BLVD, KISSIMMEE, FL 34743

    $378,000136 Days on yellowkey   MLS ID: R4910312

    For Sale R4910312 - 2416 MORGAN POINT BLVD, KISSIMMEE, FL 34743 24 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1486
       Built: 1991
    Monthly Fee: $28
       Tax: $4,606 (2024)
    Community: Morgan Point Ph 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,483 (change assumption)
    Mortgage ($2,071) + Fees ($28) + Taxes in 2024 ($384)


    Taxes:$4,606

    Elementary School: Cypress Elem (K 6)

    High School: Gateway High School (9 12)

    Tax Year: 2024

    Middle School: Denn John Middle


  • 7740 SANDY RIDGE DR #122, KISSIMMEE, FL 34747

    $284,00054 Days on yellowkey   MLS ID: S5144332

    REDUCED by $2,000 (0.7%) on 04/08/2026

    For Sale S5144332 - 7740 SANDY RIDGE DR #122, KISSIMMEE, FL 34747 63 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 1500
       Built: 2023
    Monthly Fee: $930
       Tax: $5,389 (2025)
    Community: Spectrum At Reunion Condo Ph 5A Or 6337/630 Unit 7
    Spa: Yes

    Condo


    Estimated Monthly Payment: $2,935 (change assumption)
    Mortgage ($1,556) + Fees ($930) + Taxes in 2025 ($449)


    Taxes:$5,389

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2926 FORAKER WAY, KISSIMMEE, FL 34758

    $349,999183 Days on yellowkey   MLS ID: TB8437694

    REDUCED by $4,001 (1.1%) on 04/08/2026

    For Sale TB8437694 - 2926 FORAKER WAY, KISSIMMEE, FL 34758 43 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1825
       Built: 2004
    Monthly Fee: $33
       Tax: $1,532 (2024)
    Community: Poinciana Estates Sec B
    Single Family


    Estimated Monthly Payment: $2,078 (change assumption)
    Mortgage ($1,918) + Fees ($33) + Taxes in 2024 ($128)


    Taxes:$1,532

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 8008 SANDY TOES WAY, KISSIMMEE, FL 34747

    $675,00082 Days on yellowkey   MLS ID: S5142398

    For Sale S5142398 - 8008 SANDY TOES WAY, KISSIMMEE, FL 34747 21 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 1410
       Built: 2020
    Monthly Fee: $600
       Tax: $7,249 (2024)
    Community: Rolling Oaks Ph 6B
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,903 (change assumption)
    Mortgage ($3,699) + Fees ($600) + Taxes in 2024 ($604)


    Taxes:$7,249

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2024

    Middle School: West Side


  • 4011 VENETIAN BAY VILLAGE #104, KISSIMMEE, FL 34741

    $220,000301 Days on yellowkey   MLS ID: O6317973

    For Sale O6317973 - 4011 VENETIAN BAY VILLAGE #104, KISSIMMEE, FL 34741 21 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1296
       Built: 2003
    Monthly Fee: $500
       Tax: $3,823 (2024)
    Community: Venetian Bay Vlg Condo Ph
    Condo


    Estimated Monthly Payment: $2,024 (change assumption)
    Mortgage ($1,205) + Fees ($500) + Taxes in 2024 ($319)


    Taxes:$3,823

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2103 DERRINGER CT, KISSIMMEE, FL 34743

    $339,90052 Days on yellowkey   MLS ID: O6384641

    0 Days Off yellowkey (back on 4/8/2026)

    REDUCED by $20,000 (5.6%) on 04/01/2026

    For Sale O6384641 - 2103 DERRINGER CT, KISSIMMEE, FL 34743 17 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1622
       Built: 1998
    Monthly Fee: $28
       Tax: $5,991 (2025)
    Community: Remington Pointe Ph 4
    Single Family


    Estimated Monthly Payment: $2,390 (change assumption)
    Mortgage ($1,862) + Fees ($28) + Taxes in 2025 ($499)


    Taxes:$5,991

    Elementary School: Cypress Elem (K 6)

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Denn John Middle


  • 4867 ROMEO CIR, KISSIMMEE, FL 34746

    $464,90044 Days on yellowkey   MLS ID: O6384344

    For Sale O6384344 - 4867 ROMEO CIR, KISSIMMEE, FL 34746 100 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 1914
       Built: 2017
    Monthly Fee: $264
       Tax: $7,733 (2025)
    Community: Storey Lake Ph 2
    Spa: No

    Townhouse


    Estimated Monthly Payment: $3,456 (change assumption)
    Mortgage ($2,547) + Fees ($264) + Taxes in 2025 ($644)


    Taxes:$7,733

    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.