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Homes For Sale in Kissimmee 34744 - 270 homes

34744 zip code is located in Osceola County, Florida. Find homes for sale in Kissimmee 34744 from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your search for Kissimmee 34744 homes for sale.

Location: Kissimmee , 34744

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  • 2931 OAKTREE DR, KISSIMMEE, FL 34744

    $369,00034 Days on yellowkey   MLS ID: O6389581

    0 Days Off yellowkey (back on 3/22/2026)

    For Sale O6389581 - 2931 OAKTREE DR, KISSIMMEE, FL 34744 15 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1442
       Built: 1996
    Community: Westwood Forest
    Single Family


    Estimated Monthly Payment: $2,022 (change assumption)
    Mortgage ($2,022)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 1724 CROSS PRAIRIE PKWY, KISSIMMEE, FL 34744

    $389,90078 Days on yellowkey   MLS ID: O6376465

    0 Days Off yellowkey (back on 3/22/2026)

    For Sale O6376465 - 1724 CROSS PRAIRIE PKWY, KISSIMMEE, FL 34744 24 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 2044
       Built: 2022
    Community: Tohoqua Ph 2
    Single Family


    Estimated Monthly Payment: $2,136 (change assumption)
    Mortgage ($2,136)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 2352 SOUTHBURY DR, KISSIMMEE, FL 34744

    $394,490155 Days on yellowkey   MLS ID: O6359382

    For Sale O6359382 - 2352 SOUTHBURY DR, KISSIMMEE, FL 34744 27 photos

    Bed: 4   Bath: 2.5
    Liv Area Sq Ft: 1770
       Built: 2026
    Community: Tohoqua
    Townhouse


    Estimated Monthly Payment: $2,162 (change assumption)
    Mortgage ($2,162)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 2733 SCARBOROUGH DR, KISSIMMEE, FL 34744

    $460,000279 Days on yellowkey   MLS ID: OM705024

    1 Days Off yellowkey (back on 3/22/2026)

    For Sale OM705024 - 2733 SCARBOROUGH DR, KISSIMMEE, FL 34744 51 photos

    Bed: 4   Bath: 2.5
    Liv Area Sq Ft: 2780
       Built: 1996
    Community: Remington Ph 1 Tr E
    Single Family


    Estimated Monthly Payment: $2,520 (change assumption)
    Mortgage ($2,520)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 720 SHORE DR, KISSIMMEE, FL 34744

    $439,90033 Days on yellowkey   MLS ID: S5144757

    3 Days Off yellowkey (back on 3/21/2026)

    For Sale S5144757 - 720 SHORE DR, KISSIMMEE, FL 34744 42 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1503
       Built: 1975
    Community: Cypress Shores Rep
    Single Family


    Estimated Monthly Payment: $2,410 (change assumption)
    Mortgage ($2,410)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 1137 SHAWNEE DR, KISSIMMEE, FL 34744

    $239,000217 Days on yellowkey   MLS ID: O6342706

    1 Days Off yellowkey (back on 3/21/2026)

    For Sale O6342706 - 1137 SHAWNEE DR, KISSIMMEE, FL 34744 22 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 684
       Built: 1920
    Community: Osceola Acres
    Townhouse


    Estimated Monthly Payment: $1,310 (change assumption)
    Mortgage ($1,310)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 1420 MYRNA LN, KISSIMMEE, FL 34744

    $420,00027 Days on yellowkey   MLS ID: S5145932

    For Sale S5145932 - 1420 MYRNA LN, KISSIMMEE, FL 34744 13 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 1632
       Built: 1981
    Community: Mill Run Unit 3
    Single Family


    Estimated Monthly Payment: $2,301 (change assumption)
    Mortgage ($2,301)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 1665 BARBERRY DR, KISSIMMEE, FL 34744

    $485,00041 Days on yellowkey   MLS ID: O6387839

    For Sale O6387839 - 1665 BARBERRY DR, KISSIMMEE, FL 34744 39 photos

    Bed: 5   Bath: 3.0
    Liv Area Sq Ft: 2601
       Built: 2023
    Community: Kindred Ph 2C & 2D
    Single Family


    Estimated Monthly Payment: $2,657 (change assumption)
    Mortgage ($2,657)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 2970 SERA BELLA WAY, KISSIMMEE, FL 34744

    $540,00040 Days on yellowkey   MLS ID: S5145092

    For Sale S5145092 - 2970 SERA BELLA WAY, KISSIMMEE, FL 34744 96 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 2427
       Built: 2016
    Community: Sera Bella
    Single Family


    Estimated Monthly Payment: $2,959 (change assumption)
    Mortgage ($2,959)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 2430 QUAIL RUN BLVD, KISSIMMEE, FL 34744

    $339,00025 Days on yellowkey   MLS ID: V4948022

    For Sale V4948022 - 2430 QUAIL RUN BLVD, KISSIMMEE, FL 34744 28 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1080
       Built: 1998
    Community: Quail Hollow Ph 3
    Single Family


    Estimated Monthly Payment: $1,857 (change assumption)
    Mortgage ($1,857)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 4019 HELY CATE PL, KISSIMMEE, FL 34744

    $589,000237 Days on yellowkey   MLS ID: S5133152

    For Sale S5133152 - 4019 HELY CATE PL, KISSIMMEE, FL 34744 23 photos

    Bed: 6   Bath: 4.5
    Liv Area Sq Ft: 3948
       Built: 2005
    Community: Turnberry Reserve Unit 1
    Single Family


    Estimated Monthly Payment: $3,227 (change assumption)
    Mortgage ($3,227)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 2438 SABLE DR, KISSIMMEE, FL 34744

    $360,00032 Days on yellowkey   MLS ID: S5145736

    0 Days Off yellowkey (back on 3/20/2026)

    For Sale S5145736 - 2438 SABLE DR, KISSIMMEE, FL 34744 31 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1683
       Built: 1980
    Community: Mill Run Unit 02
    Single Family


    Estimated Monthly Payment: $1,973 (change assumption)
    Mortgage ($1,973)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • KISSIMMEE, FL 34744

    $469,00032 Days on yellowkey   MLS ID: O6388839

    For Sale O6388839 - KISSIMMEE, FL 34744 1 photos

    Bed: 6   Bath: 3.0
    Liv Area Sq Ft: 2568
       Built: 1982
    Community: Kissimmee Heights
    Single Family


    Estimated Monthly Payment: $2,570 (change assumption)
    Mortgage ($2,570)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • KISSIMMEE, FL 34744

    $469,00032 Days on yellowkey   MLS ID: O6388827

    For Sale O6388827 - KISSIMMEE, FL 34744 1 photos

    Bed: 6   Bath: 3.0
    Liv Area Sq Ft: 2568
       Built: 1982
    Community: Kissimmee Heights
    Single Family


    Estimated Monthly Payment: $2,570 (change assumption)
    Mortgage ($2,570)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • KISSIMMEE, FL 34744

    $349,00032 Days on yellowkey   MLS ID: O6388756

    For Sale O6388756 - KISSIMMEE, FL 34744 1 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1792
       Built: 1982
    Community: Kissimmee Heights
    Single Family


    Estimated Monthly Payment: $1,912 (change assumption)
    Mortgage ($1,912)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 1418 BAY ST, KISSIMMEE, FL 34744

    $195,000123 Days on yellowkey   MLS ID: S5139572

    For Sale S5139572 - 1418 BAY ST, KISSIMMEE, FL 34744 20 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 744
       Built: 1925
    Community: R P Robinsons
    Single Family


    Estimated Monthly Payment: $1,068 (change assumption)
    Mortgage ($1,068)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 100 THORNBURY LN, KISSIMMEE, FL 34744

    $440,000217 Days on yellowkey   MLS ID: O6342537

    For Sale O6342537 - 100 THORNBURY LN, KISSIMMEE, FL 34744 50 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 2379
       Built: 2002
    Community: Remington Prcl H Ph 2
    Single Family


    Estimated Monthly Payment: $2,411 (change assumption)
    Mortgage ($2,411)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 2705 PRESTWICK LN, KISSIMMEE, FL 34744

    $410,00049 Days on yellowkey   MLS ID: O6384546

    For Sale O6384546 - 2705 PRESTWICK LN, KISSIMMEE, FL 34744 43 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 1719
       Built: 2005
    Community: Remington Prcl M1
    Single Family


    Estimated Monthly Payment: $2,247 (change assumption)
    Mortgage ($2,247)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 4735 CHELSEA CT, KISSIMMEE, FL 34744

    $749,900330 Days on yellowkey   MLS ID: O6309757

    For Sale O6309757 - 4735 CHELSEA CT, KISSIMMEE, FL 34744 48 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 1936
       Built: 2005
    Community: Rustic Acres Unit 1
    Single Family


    Estimated Monthly Payment: $4,109 (change assumption)
    Mortgage ($4,109)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 1905 HOWARD MESA DR, KISSIMMEE, FL 34744

    $407,99027 Days on yellowkey   MLS ID: O6391723

    For Sale O6391723 - 1905 HOWARD MESA DR, KISSIMMEE, FL 34744 60 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1504
       Built: 2025
    Community: Kindred Ph 3B 3C & 3D
    Single Family


    Estimated Monthly Payment: $2,236 (change assumption)
    Mortgage ($2,236)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None




Why Bother Searching Elsewhere for 34744 Homes for Sale and Other Kissimmee Real Estate?

34744, Kissimmee home, townhome, condo, villa, and other listing rental 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 the 34744 zip code. You can use our website to view Multiple Listing Service (MLS) data on 34744, 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 34744, 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.