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Homes For Sale in Kissimmee 34744 - 272 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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  • 860 SHORE DR, KISSIMMEE, FL 34744

    $775,000153 Days on yellowkey   MLS ID: O6359612

    For Sale O6359612 - 860 SHORE DR, KISSIMMEE, FL 34744 81 photos

    Bed: 4   Bath: 2.5
    Liv Area Sq Ft: 2380
       Built: 1991
    Community: Cypress Shores Rep
    Single Family


    Estimated Monthly Payment: $4,246 (change assumption)
    Mortgage ($4,246)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 1540 GRANDVIEW BLVD, KISSIMMEE, FL 34744

    $999,90060 Days on yellowkey   MLS ID: S5143565

    For Sale S5143565 - 1540 GRANDVIEW BLVD, KISSIMMEE, FL 34744 56 photos

    Bed: 4   Bath: 4.5
    Liv Area Sq Ft: 5207
       Built: 1981
    Community: Regal Oak Shores Unit 1
    Single Family


    Estimated Monthly Payment: $5,479 (change assumption)
    Mortgage ($5,479)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 2817 ALPINE MEADOW LN, KISSIMMEE, FL 34744

    $458,00061 Days on yellowkey   MLS ID: O6382171

    2 Days Off yellowkey (back on 3/25/2026)

    For Sale O6382171 - 2817 ALPINE MEADOW LN, KISSIMMEE, FL 34744 68 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 2416
       Built: 2020
    Community: Marbella Ph 1
    Single Family


    Estimated Monthly Payment: $2,510 (change assumption)
    Mortgage ($2,510)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 1979 CACUTTA WAY, KISSIMMEE, FL 34744

    $415,00088 Days on yellowkey   MLS ID: O6374518

    For Sale O6374518 - 1979 CACUTTA WAY, KISSIMMEE, FL 34744 23 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1672
       Built: 2022
    Community: Kindred
    Single Family


    Estimated Monthly Payment: $2,274 (change assumption)
    Mortgage ($2,274)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 259 MAGICAL WAY, KISSIMMEE, FL 34744

    $400,00089 Days on yellowkey   MLS ID: S5141740

    2 Days Off yellowkey (back on 3/25/2026)

    For Sale S5141740 - 259 MAGICAL WAY, KISSIMMEE, FL 34744 21 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 1853
       Built: 2007
    Community: Magic Landings Ph 2
    Single Family


    Estimated Monthly Payment: $2,192 (change assumption)
    Mortgage ($2,192)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 1670 TAYLOR RIDGE LOOP, KISSIMMEE, FL 34744

    $643,000195 Days on yellowkey   MLS ID: S5135712

    For Sale S5135712 - 1670 TAYLOR RIDGE LOOP, KISSIMMEE, FL 34744 36 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 2359
       Built: 2004
    Community: Taylor Ridge
    Single Family


    Estimated Monthly Payment: $3,523 (change assumption)
    Mortgage ($3,523)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 651 CORNERSTONE DR, KISSIMMEE, FL 34744

    $267,00031 Days on yellowkey   MLS ID: S5145831

    0 Days Off yellowkey (back on 3/25/2026)

    For Sale S5145831 - 651 CORNERSTONE DR, KISSIMMEE, FL 34744 55 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1408
       Built: 2007
    Community: Heritage Key Villas Ph 1 & 2
    Townhouse


    Estimated Monthly Payment: $1,463 (change assumption)
    Mortgage ($1,463)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 1893 HOWARD MESA DR, KISSIMMEE, FL 34744

    $481,690148 Days on yellowkey   MLS ID: O6361399

    3 Days Off yellowkey (back on 12/27/2025)

    For Sale O6361399 - 1893 HOWARD MESA DR, KISSIMMEE, FL 34744 62 photos

    Bed: 5   Bath: 3.0
    Liv Area Sq Ft: 2601
       Built: 2025
    Community: Kindred Ph 3B 3C & 3D
    Single Family


    Estimated Monthly Payment: $2,639 (change assumption)
    Mortgage ($2,639)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 1764 STAMEN DR, KISSIMMEE, FL 34744

    $450,00027 Days on yellowkey   MLS ID: O6391946

    For Sale O6391946 - 1764 STAMEN DR, KISSIMMEE, FL 34744 20 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1985
       Built: 2023
    Community: Pennyroyal
    Single Family


    Estimated Monthly Payment: $2,466 (change assumption)
    Mortgage ($2,466)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 176 CLUB VILLAS LN, KISSIMMEE, FL 34744

    $280,000368 Days on yellowkey   MLS ID: S5124115

    0 Days Off yellowkey (back on 3/24/2026)

    For Sale S5124115 - 176 CLUB VILLAS LN, KISSIMMEE, FL 34744 44 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1417
       Built: 1998
    Community: Remington Ph 1 Tr A
    Townhouse


    Estimated Monthly Payment: $1,534 (change assumption)
    Mortgage ($1,534)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 1835 FLOURISH AVE, KISSIMMEE, FL 34744

    $425,00047 Days on yellowkey   MLS ID: O6385286

    0 Days Off yellowkey (back on 3/24/2026)

    For Sale O6385286 - 1835 FLOURISH AVE, KISSIMMEE, FL 34744 32 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1802
       Built: 2024
    Community: Tohoqua Ph 7
    Single Family


    Estimated Monthly Payment: $2,329 (change assumption)
    Mortgage ($2,329)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 2937 SLOUGH CREEK DR, KISSIMMEE, FL 34744

    $519,90059 Days on yellowkey   MLS ID: S5143801

    For Sale S5143801 - 2937 SLOUGH CREEK DR, KISSIMMEE, FL 34744 21 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 2727
       Built: 2023
    Community: Creekside At Boggy Creek Ph 3
    Single Family


    Estimated Monthly Payment: $2,849 (change assumption)
    Mortgage ($2,849)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 1067 BERKELEY DR, KISSIMMEE, FL 34744

    $475,000181 Days on yellowkey   MLS ID: O6352726

    For Sale O6352726 - 1067 BERKELEY DR, KISSIMMEE, FL 34744 47 photos

    Bed: 4   Bath: 3.5
    Liv Area Sq Ft: 2620
       Built: 2006
    Community: Remington Ph
    Single Family


    Estimated Monthly Payment: $2,603 (change assumption)
    Mortgage ($2,603)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 2994 GAVIN SKY DR, KISSIMMEE, FL 34744

    $540,00087 Days on yellowkey   MLS ID: O6374709

    For Sale O6374709 - 2994 GAVIN SKY DR, KISSIMMEE, FL 34744 75 photos

    Bed: 5   Bath: 3.5
    Liv Area Sq Ft: 3057
       Built: 2023
    Community: Seasons At Big Sky Ph 1
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 1454 RIVERBOAT DR, KISSIMMEE, FL 34744

    $414,99035 Days on yellowkey   MLS ID: O6389075

    3 Days Off yellowkey (back on 3/24/2026)

    For Sale O6389075 - 1454 RIVERBOAT DR, KISSIMMEE, FL 34744 34 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1846
       Built: 2021
    Community: Kindred Ph 1Fb
    Single Family


    Estimated Monthly Payment: $2,274 (change assumption)
    Mortgage ($2,274)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 1777 WALNUT CREEK DR, KISSIMMEE, FL 34744

    $459,00022 Days on yellowkey   MLS ID: O6390965

    For Sale O6390965 - 1777 WALNUT CREEK DR, KISSIMMEE, FL 34744 73 photos

    Bed: 4   Bath: 2.5
    Liv Area Sq Ft: 2339
       Built: 2023
    Community: Kindred Ph 3A
    Single Family


    Estimated Monthly Payment: $2,515 (change assumption)
    Mortgage ($2,515)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 2743 KISSIMMEE BAY CIR, KISSIMMEE, FL 34744

    $715,00041 Days on yellowkey   MLS ID: O6386876

    For Sale O6386876 - 2743 KISSIMMEE BAY CIR, KISSIMMEE, FL 34744 54 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 2856
       Built: 2005
    Community: Kissimmee Bay
    Single Family


    Estimated Monthly Payment: $3,918 (change assumption)
    Mortgage ($3,918)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 170 THORNBURY DR, KISSIMMEE, FL 34744

    $385,00053 Days on yellowkey   MLS ID: O6383967

    For Sale O6383967 - 170 THORNBURY DR, KISSIMMEE, FL 34744 34 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1766
       Built: 2002
    Community: Remington Prcl H Ph 2
    Single Family


    Estimated Monthly Payment: $2,110 (change assumption)
    Mortgage ($2,110)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 3566 SOUTHERN CROSS LOOP, KISSIMMEE, FL 34744

    $419,900100 Days on yellowkey   MLS ID: O6368866

    For Sale O6368866 - 3566 SOUTHERN CROSS LOOP, KISSIMMEE, FL 34744 34 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 2128
       Built: 2018
    Community: East Lake Preserve Ph 1
    Single Family


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 1604 REGAL COVE CT, KISSIMMEE, FL 34744

    $1,385,77732 Days on yellowkey   MLS ID: S5145793

    For Sale S5145793 - 1604 REGAL COVE CT, KISSIMMEE, FL 34744 57 photos

    Bed: 5   Bath: 3.0
    Liv Area Sq Ft: 3664
       Built: 2000
    Community: Regal Cove
    Single Family


    Estimated Monthly Payment: $7,593 (change assumption)
    Mortgage ($7,593)


    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.