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Kissimmee Homes For Sale & Real Estate - 3388 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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  • 4294 PARAGRAPH DR, KISSIMMEE, FL 34746

    $664,99083 Days on yellowkey   MLS ID: O6396690

    For Sale O6396690 - 4294 PARAGRAPH DR, KISSIMMEE, FL 34746 27 photos

    Bed: 5   Bath: 5.0   Gar: 1
    Liv Area Sq Ft: 2996
       Built: 2022
    Monthly Fee: $569
       Tax: $11,010 (2025)
    Community: Cove At Storey Lake 4
    Single Family


    Estimated Monthly Payment: $5,130 (change assumption)
    Mortgage ($3,644) + Fees ($569) + Taxes in 2025 ($917)


    Taxes:$11,010

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2924 PENELOPE LOOP, KISSIMMEE, FL 34746

    $920,000209 Days on yellowkey   MLS ID: O6366087

    For Sale O6366087 - 2924 PENELOPE LOOP, KISSIMMEE, FL 34746 40 photos

    Bed: 8   Bath: 5.0
    Liv Area Sq Ft: 4289
       Built: 2022
    Monthly Fee: $496
       Tax: $13,543 (2024)
    Community: Cove At Storey Lake 4
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,666 (change assumption)
    Mortgage ($5,041) + Fees ($496) + Taxes in 2024 ($1,129)


    Taxes:$13,543

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 153 POMPANO BEACH DR DR, KISSIMMEE, FL 34746

    $310,00074 Days on yellowkey   MLS ID: O6405051

    REDUCED by $10,000 (3.1%) on 05/28/2026

    For Sale O6405051 - 153 POMPANO BEACH DR DR, KISSIMMEE, FL 34746 31 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1286
       Built: 2004
    Monthly Fee: $403
       Tax: $3,573 (2024)
    Community: Terra Verde Villas Ph 2
    Townhouse


    Estimated Monthly Payment: $2,399 (change assumption)
    Mortgage ($1,699) + Fees ($403) + Taxes in 2024 ($298)


    Taxes:$3,573

    Elementary School: Knights Point

    High School: Poinciana High School

    Tax Year: 2024

    Middle School: Kissimmee Middle


  • 3032 PARKWAY BLVD #201, KISSIMMEE, FL 34747

    $209,97589 Days on yellowkey   MLS ID: S5148281

    For Sale S5148281 - 3032 PARKWAY BLVD #201, KISSIMMEE, FL 34747 22 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 937
       Built: 1990   Tax: $2,678 (2025)
    Community: Blossom Park Villas Condo
    Condo


    Estimated Monthly Payment: $1,374 (change assumption)
    Mortgage ($1,151) + Taxes in 2025 ($223)


    Taxes:$2,678

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4729 CORAL CASTLE DR, KISSIMMEE, FL 34746

    $295,90077 Days on yellowkey   MLS ID: S5148424

    For Sale S5148424 - 4729 CORAL CASTLE DR, KISSIMMEE, FL 34746 32 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1762
       Built: 2022
    Monthly Fee: $295
       Tax: $3,832 (2025)
    Community: Fiesta Key Ph 2
    Townhouse


    Estimated Monthly Payment: $2,236 (change assumption)
    Mortgage ($1,621) + Fees ($295) + Taxes in 2025 ($319)


    Taxes:$3,832

    Elementary School: Knights Point

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: None


  • 4431 LE REVE CT, KISSIMMEE, FL 34746

    $495,00053 Days on yellowkey   MLS ID: O6410920

    For Sale O6410920 - 4431 LE REVE CT, KISSIMMEE, FL 34746 27 photos

    Bed: 4   Bath: 3.5   Gar: 1
    Liv Area Sq Ft: 1745
       Built: 2018
    Monthly Fee: $503
       Tax: $7,037 (2025)
    Community: Le Reve
    Townhouse


    Estimated Monthly Payment: $3,802 (change assumption)
    Mortgage ($2,712) + Fees ($503) + Taxes in 2025 ($586)


    Taxes:$7,037

    Elementary School: Central Avenue Elem

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 1563 CROSS PRAIRIE PKWY, KISSIMMEE, FL 34744

    $349,90096 Days on yellowkey   MLS ID: S5147463

    REDUCED by $10,100 (2.8%) on 05/28/2026

    SHORT SALE S5147463 - 1563 CROSS PRAIRIE PKWY, KISSIMMEE, FL 34744 54 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1802
       Built: 2023
    Monthly Fee: $10
       Tax: $7,403 (2025)
    Community: Tohoqua Ph 3
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,544 (change assumption)
    Mortgage ($1,917) + Fees ($10) + Taxes in 2025 ($617)


    Taxes:$7,403

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4821 BRIER ROSE LN, KISSIMMEE, FL 34746

    $449,00062 Days on yellowkey   MLS ID: S5150099

    For Sale S5150099 - 4821 BRIER ROSE LN, KISSIMMEE, FL 34746 27 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 1914
       Built: 2015
    Monthly Fee: $545
       Tax: $7,529 (2025)
    Community: Storey Lake Ph 1B-2A
    Townhouse


    Estimated Monthly Payment: $3,633 (change assumption)
    Mortgage ($2,460) + Fees ($545) + Taxes in 2025 ($627)


    Taxes:$7,529

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 396 GRAND CANAL DR, KISSIMMEE, FL 34759

    $220,000144 Days on yellowkey   MLS ID: O6385413

    REDUCED by $5,000 (2.2%) on 05/28/2026

    For Sale O6385413 - 396 GRAND CANAL DR, KISSIMMEE, FL 34759 19 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1240
       Built: 2005
    Monthly Fee: $429
       Tax: $2,392 (2025)
    Community: Solivita Ph Iiia
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,834 (change assumption)
    Mortgage ($1,205) + Fees ($429) + Taxes in 2025 ($199)


    Taxes:$2,392

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3050 PIRATES RETREAT CT #108, KISSIMMEE, FL 34747

    $180,000257 Days on yellowkey   MLS ID: S5137797

    REDUCED by $8,000 (4.3%) on 05/28/2026

    For Sale S5137797 - 3050 PIRATES RETREAT CT #108, KISSIMMEE, FL 34747 42 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1445
       Built: 2007
    Monthly Fee: $676
       Tax: $3,275 (2024)
    Community: Caribe Cove Condo Ph 2
    Condo


    Estimated Monthly Payment: $1,935 (change assumption)
    Mortgage ($986) + Fees ($676) + Taxes in 2024 ($273)


    Taxes:$3,275

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 4411 WHITE OAK CIR, KISSIMMEE, FL 34746

    $599,000176 Days on yellowkey   MLS ID: O6376398

    2 Days Off yellowkey (back on 5/28/2026)

    For Sale O6376398 - 4411 WHITE OAK CIR, KISSIMMEE, FL 34746 34 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2271
       Built: 1994   Tax: $4,844 (2025)
    Community: Whispering Oaks
    Single Family


    Estimated Monthly Payment: $3,686 (change assumption)
    Mortgage ($3,282) + Taxes in 2025 ($404)


    Taxes:$4,844

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1561 CAREY PALM CIR, KISSIMMEE, FL 34747

    $519,99952 Days on yellowkey   MLS ID: O6411209

    For Sale O6411209 - 1561 CAREY PALM CIR, KISSIMMEE, FL 34747 63 photos

    Bed: 5   Bath: 4.5
    Liv Area Sq Ft: 2294
       Built: 2019
    Monthly Fee: $450
       Tax: $7,134 (2025)
    Community: Solara Resort
    Spa: No

    Townhouse


    Estimated Monthly Payment: $3,894 (change assumption)
    Mortgage ($2,849) + Fees ($450) + Taxes in 2025 ($595)


    Taxes:$7,134

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2386 RUTH LN, KISSIMMEE, FL 34744

    $465,00052 Days on yellowkey   MLS ID: S5150697

    For Sale S5150697 - 2386 RUTH LN, KISSIMMEE, FL 34744 16 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1836
       Built: 1987   Tax: $2,245 (2025)
    Community: Tierra Del Sol Unit 2 2Nd Add
    Single Family


    Estimated Monthly Payment: $2,735 (change assumption)
    Mortgage ($2,548) + Taxes in 2025 ($187)


    Taxes:$2,245

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2202 KEY WEST CT #626, KISSIMMEE, FL 34741

    $174,89952 Days on yellowkey   MLS ID: S5150652

    For Sale S5150652 - 2202 KEY WEST CT #626, KISSIMMEE, FL 34741 15 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1026
       Built: 1999
    Monthly Fee: $350
       Tax: $2,849 (2025)
    Community: Villas Del Sol At Kissimmee Condo Inc
    Condo


    Estimated Monthly Payment: $1,546 (change assumption)
    Mortgage ($958) + Fees ($350) + Taxes in 2025 ($237)


    Taxes:$2,849

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3243 SUSTAINABLE WAY, KISSIMMEE, FL 34747

    $329,90052 Days on yellowkey   MLS ID: S5150504

    For Sale S5150504 - 3243 SUSTAINABLE WAY, KISSIMMEE, FL 34747 28 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 1360
       Built: 2024
    Monthly Fee: $198
       Tax: $4,417 (2025)
    Community: Hub At Westside Reserve
    Townhouse


    Estimated Monthly Payment: $2,374 (change assumption)
    Mortgage ($1,808) + Fees ($198) + Taxes in 2025 ($368)


    Taxes:$4,417

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1326 SEVEN EAGLES CT #1326, KISSIMMEE, FL 34747

    $467,50063 Days on yellowkey   MLS ID: S5150080

    For Sale S5150080 - 1326 SEVEN EAGLES CT #1326, KISSIMMEE, FL 34747 34 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 2124
       Built: 2003
    Monthly Fee: $1,130
       Tax: $5,774 (2025)
    Community: Seven Eagles Condo
    Condo


    Estimated Monthly Payment: $4,173 (change assumption)
    Mortgage ($2,562) + Fees ($1,130) + Taxes in 2025 ($481)


    Taxes:$5,774

    Elementary School: None

    High School: Celebration High

    Tax Year: 2025

    Middle School: None


  • 2573 FOLIO WAY, KISSIMMEE, FL 34741

    $349,00052 Days on yellowkey   MLS ID: O6401958

    For Sale O6401958 - 2573 FOLIO WAY, KISSIMMEE, FL 34741 81 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1603
       Built: 2017
    Monthly Fee: $289
       Tax: $5,767 (2025)
    Community: Tapestry
    Townhouse


    Estimated Monthly Payment: $2,682 (change assumption)
    Mortgage ($1,912) + Fees ($289) + Taxes in 2025 ($481)


    Taxes:$5,767

    Elementary School: Kissimmee Elem

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 746 MADERIA CT, KISSIMMEE, FL 34758

    $320,000234 Days on yellowkey   MLS ID: O6363600

    For Sale O6363600 - 746 MADERIA CT, KISSIMMEE, FL 34758 32 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1719
       Built: 1988
    Monthly Fee: $21
       Tax: $2,419 (2024)
    Community: Poinciana Village 1 Nbhd 3 West
    Single Family


    Estimated Monthly Payment: $1,976 (change assumption)
    Mortgage ($1,753) + Fees ($21) + Taxes in 2024 ($202)


    Taxes:$2,419

    Elementary School: Koa Elementary

    High School: Poinciana High School

    Tax Year: 2024

    Middle School: Discovery Intermediate


  • 4011 VENETIAN BAY DR #101, KISSIMMEE, FL 34741

    $275,000325 Days on yellowkey   MLS ID: O6339267

    For Sale O6339267 - 4011 VENETIAN BAY DR #101, KISSIMMEE, FL 34741 73 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 1470
       Built: 2003
    Monthly Fee: $500
       Tax: $3,600 (2024)
    Community: Venetian Bay Village Condo Ph 1
    Townhouse


    Estimated Monthly Payment: $2,307 (change assumption)
    Mortgage ($1,507) + Fees ($500) + Taxes in 2024 ($300)


    Taxes:$3,600

    Elementary School: Kissimmee Elem

    High School: Celebration High

    Tax Year: 2024

    Middle School: Kissimmee Middle


  • 1286 WISPY CYPRESS DR, KISSIMMEE, FL 34746

    $286,000268 Days on yellowkey   MLS ID: O6354485

    2 Days Off yellowkey (back on 5/28/2026)

    REDUCED by $3,000 (1.0%) on 05/16/2026

    SHORT SALE O6354485 - 1286 WISPY CYPRESS DR, KISSIMMEE, FL 34746 29 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1918
       Built: 2022
    Monthly Fee: $318
       Tax: $4,565 (2025)
    Community: Cypress Hammock Ph 1
    Townhouse


    Estimated Monthly Payment: $2,266 (change assumption)
    Mortgage ($1,567) + Fees ($318) + Taxes in 2025 ($380)


    Taxes:$4,565

    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.