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Homes For Sale in Kissimmee 34744 - 343 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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  • 498 MARLLO RD, KISSIMMEE, FL 34744

    $640,00032 Days on yellowkey   MLS ID: S5147436

    For Sale S5147436 - 498 MARLLO RD, KISSIMMEE, FL 34744 22 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1956
       Built: 2026   Tax: $434 (2025)
    Community: Florida Fruit Belt Sales Company No 1
    Single Family


    Estimated Monthly Payment: $3,543 (change assumption)
    Mortgage ($3,507) + Taxes in 2025 ($36)


    Taxes:$434

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2540 BLOWING BREEZE AVE, KISSIMMEE, FL 34744

    $370,000141 Days on yellowkey   MLS ID: S5141277

    For Sale S5141277 - 2540 BLOWING BREEZE AVE, KISSIMMEE, FL 34744 29 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1700
       Built: 2021
    Monthly Fee: $154
       Tax: $6,407 (2025)
    Community: Tohoqua Ph 1B
    Townhouse


    Estimated Monthly Payment: $2,715 (change assumption)
    Mortgage ($2,027) + Fees ($154) + Taxes in 2025 ($534)


    Taxes:$6,407

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 14 GLENDALE DR, KISSIMMEE, FL 34744

    $509,90077 Days on yellowkey   MLS ID: S5145799

    REDUCED by $19,000 (3.6%) on 05/13/2026

    For Sale S5145799 - 14 GLENDALE DR, KISSIMMEE, FL 34744 22 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2510
       Built: 1970   Tax: $5,664 (2025)
    Community: Fairlawn Manor
    Single Family


    Estimated Monthly Payment: $3,266 (change assumption)
    Mortgage ($2,794) + Taxes in 2025 ($472)


    Taxes:$5,664

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3824 BLUE DASHER DR, KISSIMMEE, FL 34744

    $499,990361 Days on yellowkey   MLS ID: O6314514

    For Sale O6314514 - 3824 BLUE DASHER DR, KISSIMMEE, FL 34744 48 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3783
       Built: 2004
    Monthly Fee: $106
       Tax: $6,729 (2024)
    Community: Springlake Village Ph 03
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,406 (change assumption)
    Mortgage ($2,740) + Fees ($106) + Taxes in 2024 ($561)


    Taxes:$6,729

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1823 SUMMER SERENITY DR, KISSIMMEE, FL 34744

    $379,00042 Days on yellowkey   MLS ID: O6400356

    REDUCED by $16,000 (4.1%) on 05/20/2026

    For Sale O6400356 - 1823 SUMMER SERENITY DR, KISSIMMEE, FL 34744 66 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1900
       Built: 2022
    Monthly Fee: $26
       Tax: $6,999 (2024)
    Community: Tohoqua Ph 4A
    Single Family


    Estimated Monthly Payment: $2,686 (change assumption)
    Mortgage ($2,077) + Fees ($26) + Taxes in 2024 ($583)


    Taxes:$6,999

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1957 RED CANYON DR, KISSIMMEE, FL 34744

    $460,00010 Days on yellowkey   MLS ID: O6409138

    For Sale O6409138 - 1957 RED CANYON DR, KISSIMMEE, FL 34744 55 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2469
       Built: 2016
    Monthly Fee: $11
       Tax: $8,263 (2025)
    Community: Kindred Ph 1A & 1B
    Single Family


    Estimated Monthly Payment: $3,220 (change assumption)
    Mortgage ($2,520) + Fees ($11) + Taxes in 2025 ($689)


    Taxes:$8,263

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1804 HOWARD MESA DR, KISSIMMEE, FL 34744

    $399,99010 Days on yellowkey   MLS ID: O6409252

    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: $2,510 (change assumption)
    Mortgage ($2,192) + Fees ($11) + Taxes in 2025 ($307)


    Taxes:$3,684

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2789 WOODLAND CREEK LOOP, KISSIMMEE, FL 34744

    $550,00010 Days on yellowkey   MLS ID: O6409086

    For Sale O6409086 - 2789 WOODLAND CREEK LOOP, KISSIMMEE, FL 34744 25 photos

    Bed: 4   Bath: 2.5   Gar: 3
    Liv Area Sq Ft: 2419
       Built: 2004
    Monthly Fee: $41
       Tax: $2,204 (2025)
    Community: Woodland Creek
    Single Family


    Estimated Monthly Payment: $3,238 (change assumption)
    Mortgage ($3,014) + Fees ($41) + Taxes in 2025 ($184)


    Taxes:$2,204

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2220 EMPEROR DR, KISSIMMEE, FL 34744

    $624,90038 Days on yellowkey   MLS ID: S5148275

    For Sale S5148275 - 2220 EMPEROR DR, KISSIMMEE, FL 34744 36 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2502
       Built: 1991   Tax: $3,970 (2025)
    Community: Cane Brake Ph 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,755 (change assumption)
    Mortgage ($3,424) + Taxes in 2025 ($331)


    Taxes:$3,970

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2776 KISSIMMEE BAY CIR, KISSIMMEE, FL 34744

    $794,900170 Days on yellowkey   MLS ID: S5139337

    0 Days Off yellowkey (back on 5/19/2026)

    REDUCED by $24,100 (2.9%) on 04/17/2026

    For Sale S5139337 - 2776 KISSIMMEE BAY CIR, KISSIMMEE, FL 34744 52 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3340
       Built: 2018
    Monthly Fee: $190
       Tax: $5,827 (2025)
    Community: Kissimmee Bay Rep 7
    Single Family


    Estimated Monthly Payment: $5,031 (change assumption)
    Mortgage ($4,356) + Fees ($190) + Taxes in 2025 ($486)


    Taxes:$5,827

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3129 RIACHUELO LN, KISSIMMEE, FL 34744

    $475,00014 Days on yellowkey   MLS ID: O6408363

    2 Days Off yellowkey (back on 5/19/2026)

    For Sale O6408363 - 3129 RIACHUELO LN, KISSIMMEE, FL 34744 47 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2338
       Built: 2003
    Monthly Fee: $175
       Tax: $8,678 (2025)
    Community: Villa Sol Ph 1 Village 5
    Single Family


    Estimated Monthly Payment: $3,501 (change assumption)
    Mortgage ($2,603) + Fees ($175) + Taxes in 2025 ($723)


    Taxes:$8,678

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2821 SCENIC LN, KISSIMMEE, FL 34744

    $499,900115 Days on yellowkey   MLS ID: O6379416

    For Sale O6379416 - 2821 SCENIC LN, KISSIMMEE, FL 34744 30 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2538
       Built: 2009
    Monthly Fee: $169
       Tax: $6,468 (2025)
    Community: North Shore Village
    Single Family


    Estimated Monthly Payment: $3,447 (change assumption)
    Mortgage ($2,739) + Fees ($169) + Taxes in 2025 ($539)


    Taxes:$6,468

    Elementary School: East Lake Elem

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Narcoossee Middle


  • 710 BAY ST, KISSIMMEE, FL 34744

    $255,00093 Days on yellowkey   MLS ID: O6385334

    REDUCED by $5,000 (1.9%) on 05/19/2026

    For Sale O6385334 - 710 BAY ST, KISSIMMEE, FL 34744 29 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1100
       Built: 1935   Tax: $2,687 (2025)
    Community: Robert Bass Add
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,621 (change assumption)
    Mortgage ($1,397) + Taxes in 2025 ($224)


    Taxes:$2,687

    Elementary School: Central Avenue Elem

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Denn John Middle


  • 3837 WOOD THRUSH DR, KISSIMMEE, FL 34744

    $397,900246 Days on yellowkey   MLS ID: O6347371

    REDUCED by $99 (0.0%) on 05/19/2026

    For Sale O6347371 - 3837 WOOD THRUSH DR, KISSIMMEE, FL 34744 29 photos

    Bed: 5   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2065
       Built: 2006
    Monthly Fee: $120
       Tax: $4,848 (2024)
    Community: Springlake Vlg Ph 5A
    Single Family


    Estimated Monthly Payment: $2,704 (change assumption)
    Mortgage ($2,180) + Fees ($120) + Taxes in 2024 ($404)


    Taxes:$4,848

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1739 KATO WAY, KISSIMMEE, FL 34744

    $349,90014 Days on yellowkey   MLS ID: S5150052

    For Sale S5150052 - 1739 KATO WAY, KISSIMMEE, FL 34744 22 photos

    Bed: 4   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1926
       Built: 2018
    Monthly Fee: $140
       Tax: $4,022 (2025)
    Community: Heritage Run
    Townhouse


    Estimated Monthly Payment: $2,392 (change assumption)
    Mortgage ($1,917) + Fees ($140) + Taxes in 2025 ($335)


    Taxes:$4,022

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4450 SMALL CREEK RD, KISSIMMEE, FL 34744

    $375,000264 Days on yellowkey   MLS ID: S5134233

    For Sale S5134233 - 4450 SMALL CREEK RD, KISSIMMEE, FL 34744 25 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1534
       Built: 2023
    Monthly Fee: $229
       Tax: $5,169 (2024)
    Community: Creekside Twnhms
    Townhouse


    Estimated Monthly Payment: $2,714 (change assumption)
    Mortgage ($2,055) + Fees ($229) + Taxes in 2024 ($431)


    Taxes:$5,169

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1617 MOHEGAN BLVD, KISSIMMEE, FL 34744

    $339,000237 Days on yellowkey   MLS ID: O6349369

    For Sale O6349369 - 1617 MOHEGAN BLVD, KISSIMMEE, FL 34744 50 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1896
       Built: 2018
    Monthly Fee: $140
       Tax: $631 (2024)
    Community: Heritage Run
    Townhouse


    Estimated Monthly Payment: $2,050 (change assumption)
    Mortgage ($1,857) + Fees ($140) + Taxes in 2024 ($53)


    Taxes:$631

    Elementary School: Mill Creek Elem (K 5)

    High School: Gateway High School (9 12)

    Tax Year: 2024

    Middle School: Denn John Middle


  • 1824 ECHO VALLEY ST, KISSIMMEE, FL 34744

    $399,000121 Days on yellowkey   MLS ID: O6377537

    4 Days Off yellowkey (back on 5/18/2026)

    INCREASED by $16,001 (4.2%) on 04/20/2026

    For Sale O6377537 - 1824 ECHO VALLEY ST, KISSIMMEE, FL 34744 30 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1504
       Built: 2024
    Monthly Fee: $11
       Tax: $7,543 (2024)
    Community: Kindred Ph 3B 3C & 3D
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,826 (change assumption)
    Mortgage ($2,186) + Fees ($11) + Taxes in 2024 ($629)


    Taxes:$7,543

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 502 WOODLAND CREEK BLVD, KISSIMMEE, FL 34744

    $369,99926 Days on yellowkey   MLS ID: O6404452

    REDUCED by $5,001 (1.3%) on 05/18/2026

    For Sale O6404452 - 502 WOODLAND CREEK BLVD, KISSIMMEE, FL 34744 8 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2128
       Built: 2005
    Monthly Fee: $40
       Tax: $4,040 (2024)
    Community: Woodland Creek
    Single Family


    Estimated Monthly Payment: $2,404 (change assumption)
    Mortgage ($2,027) + Fees ($40) + Taxes in 2024 ($337)


    Taxes:$4,040

    Elementary School: Mill Creek Elem (K 5)

    High School: Osceola High School

    Tax Year: 2024

    Middle School: Denn John Middle


  • 2501 BALMORAL DR, KISSIMMEE, FL 34744

    $390,00071 Days on yellowkey   MLS ID: S5146190

    1 Days Off yellowkey (back on 5/18/2026)

    REDUCED by $9,900 (2.5%) on 04/13/2026

    For Sale S5146190 - 2501 BALMORAL DR, KISSIMMEE, FL 34744 59 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1994
       Built: 2004
    Monthly Fee: $14
       Tax: $4,485 (2025)
    Community: Remington Prcl G Ph 2
    Single Family


    Estimated Monthly Payment: $2,525 (change assumption)
    Mortgage ($2,137) + Fees ($14) + Taxes in 2025 ($374)


    Taxes:$4,485

    Elementary School: None

    High School: None

    Tax Year: 2025

    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.