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Homes For Sale in Kissimmee 34744 - 360 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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  • 1715 LIGGINS AVE, KISSIMMEE, FL 34744

    $377,0008 Days on yellowkey   MLS ID: O6416697

    2 Days Off yellowkey (back on 6/20/2026)

    For Sale O6416697 - 1715 LIGGINS AVE, KISSIMMEE, FL 34744 39 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1436
       Built: 1991   Tax: $5,007 (2025)
    Community: Oak Run Unit 9
    Single Family


    Estimated Monthly Payment: $2,483 (change assumption)
    Mortgage ($2,066) + Taxes in 2025 ($417)


    Taxes:$5,007

    Elementary School: Mill Creek Elem (K 5)

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Denn John Middle


  • 1002 BELVOIR DR, KISSIMMEE, FL 34744

    $525,0003 Days on yellowkey   MLS ID: O6417742

    For Sale O6417742 - 1002 BELVOIR DR, KISSIMMEE, FL 34744 87 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3460
       Built: 2005
    Monthly Fee: $13
       Tax: $7,923 (2025)
    Community: Somerset
    Single Family


    Estimated Monthly Payment: $3,550 (change assumption)
    Mortgage ($2,877) + Fees ($13) + Taxes in 2025 ($660)


    Taxes:$7,923

    Elementary School: Partin Settlement Elem

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Parkway Middle


  • 1804 HOWARD MESA DR, KISSIMMEE, FL 34744

    $394,99033 Days on yellowkey   MLS ID: O6409252

    REDUCED by $5,000 (1.3%) on 06/17/2026

    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: $2,482 (change assumption)
    Mortgage ($2,164) + Fees ($11) + Taxes in 2025 ($307)


    Taxes:$3,684

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1808 HOWARD MESA DR, KISSIMMEE, FL 34744

    $418,99048 Days on yellowkey   MLS ID: O6404608

    REDUCED by $3,000 (0.7%) on 06/17/2026

    For Sale O6404608 - 1808 HOWARD MESA DR, KISSIMMEE, FL 34744 50 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1665
       Built: 2025
    Monthly Fee: $11
       Tax: $3,684 (2025)
    Community: Kindred Ph 3B 3C & 3D
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,614 (change assumption)
    Mortgage ($2,296) + Fees ($11) + Taxes in 2025 ($307)


    Taxes:$3,684

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2619 PEACE OF MIND AVE, KISSIMMEE, FL 34744

    $479,000135 Days on yellowkey   MLS ID: O6380357

    REDUCED by $4,000 (0.8%) on 05/28/2026

    For Sale O6380357 - 2619 PEACE OF MIND AVE, KISSIMMEE, FL 34744 57 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2109
       Built: 2025
    Monthly Fee: $10
       Tax: $3,729 (2025)
    Community: Tohoqua 50S
    Single Family


    Estimated Monthly Payment: $2,945 (change assumption)
    Mortgage ($2,625) + Fees ($10) + Taxes in 2025 ($311)


    Taxes:$3,729

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 1541 AMHERST LN, KISSIMMEE, FL 34744

    $400,000244 Days on yellowkey   MLS ID: O6354005

    REDUCED by $5,000 (1.2%) on 06/16/2026

    For Sale O6354005 - 1541 AMHERST LN, KISSIMMEE, FL 34744 26 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2002
       Built: 1989   Tax: $1,317 (2024)
    Community: Oak Hollow Ph 4
    Single Family


    Estimated Monthly Payment: $2,302 (change assumption)
    Mortgage ($2,192) + Taxes in 2024 ($110)


    Taxes:$1,317

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1839 GOOD NEIGHBOR LOOP, KISSIMMEE, FL 34744

    $470,000338 Days on yellowkey   MLS ID: O6328214

    REDUCED by $5,000 (1.1%) on 06/13/2026

    For Sale O6328214 - 1839 GOOD NEIGHBOR LOOP, KISSIMMEE, FL 34744 42 photos

    Bed: 4   Bath: 4.0
    Liv Area Sq Ft: 2717
       Built: 2021
    Monthly Fee: $10
       Tax: $7,387 (2025)
    Community: Tohoqua Ph 2
    Single Family


    Estimated Monthly Payment: $3,201 (change assumption)
    Mortgage ($2,575) + Fees ($10) + Taxes in 2025 ($616)


    Taxes:$7,387

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3013 MANDOLIN DR, KISSIMMEE, FL 34744

    $434,00023 Days on yellowkey   MLS ID: O6411560

    REDUCED by $5,000 (1.1%) on 06/17/2026

    For Sale O6411560 - 3013 MANDOLIN DR, KISSIMMEE, FL 34744 58 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2148
       Built: 2005
    Monthly Fee: $83
       Tax: $5,071 (2025)
    Community: Turnberry Reserve Unit 1
    Single Family


    Estimated Monthly Payment: $2,884 (change assumption)
    Mortgage ($2,378) + Fees ($83) + Taxes in 2025 ($423)


    Taxes:$5,071

    Elementary School: East Lake Elem

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Narcoossee Middle


  • 1631 BITTEROOT ST, KISSIMMEE, FL 34744

    $364,99065 Days on yellowkey   MLS ID: S5147958

    REDUCED by $5,000 (1.4%) on 06/01/2026

    For Sale S5147958 - 1631 BITTEROOT ST, KISSIMMEE, FL 34744 57 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1814
       Built: 2024
    Monthly Fee: $11
       Tax: $5,432 (2025)
    Community: Kindred
    Townhouse


    Estimated Monthly Payment: $2,464 (change assumption)
    Mortgage ($2,000) + Fees ($11) + Taxes in 2025 ($453)


    Taxes:$5,432

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 930 SHORE DR, KISSIMMEE, FL 34744

    $634,90033 Days on yellowkey   MLS ID: TB8510529

    REDUCED by $10,000 (1.6%) on 06/20/2026

    For Sale TB8510529 - 930 SHORE DR, KISSIMMEE, FL 34744 23 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 3269
       Built: 1958   Tax: $3,326 (2025)
    Community: Cypress Shores Rep
    Single Family


    Estimated Monthly Payment: $3,756 (change assumption)
    Mortgage ($3,479) + Taxes in 2025 ($277)


    Taxes:$3,326

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2540 WINNERS CIR, KISSIMMEE, FL 34744

    $699,000122 Days on yellowkey   MLS ID: O6382446

    REDUCED by $26,000 (3.6%) on 05/28/2026

    For Sale O6382446 - 2540 WINNERS CIR, KISSIMMEE, FL 34744 52 photos

    Bed: 4   Bath: 4.5   Gar: 4
    Liv Area Sq Ft: 3246
       Built: 2000   Tax: $3,688 (2025)
    Community: Winners Park
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,137 (change assumption)
    Mortgage ($3,830) + Taxes in 2025 ($307)


    Taxes:$3,688

    Elementary School: East Lake Elem

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 109 E BASS ST, KISSIMMEE, FL 34744

    $237,0001 Day on yellowkey   MLS ID: O6418571

    For Sale O6418571 - 109 E BASS ST, KISSIMMEE, FL 34744 20 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 638
       Built: 1910   Tax: $1,667 (2025)
    Community: Nathan C Bryans
    Single Family


    Estimated Monthly Payment: $1,437 (change assumption)
    Mortgage ($1,299) + Taxes in 2025 ($139)


    Taxes:$1,667

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1959 SUMMER SERENITY DR, KISSIMMEE, FL 34744

    $390,0001 Day on yellowkey   MLS ID: S5151902

    For Sale S5151902 - 1959 SUMMER SERENITY DR, KISSIMMEE, FL 34744 34 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2072
       Built: 2023
    Monthly Fee: $7
       Tax: $6,594 (2025)
    Community: Tohoqua Ph 4B
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,693 (change assumption)
    Mortgage ($2,137) + Fees ($7) + Taxes in 2025 ($550)


    Taxes:$6,594

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 2370 VALLEY AVE, KISSIMMEE, FL 34744

    $290,0001 Day on yellowkey   MLS ID: S5152035

    For Sale S5152035 - 2370 VALLEY AVE, KISSIMMEE, FL 34744 22 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1596
       Built: 1973   Tax: $534 (2025)
    Community: Town & Country Estates Unit 1
    Single Family


    Estimated Monthly Payment: $1,633 (change assumption)
    Mortgage ($1,589) + Taxes in 2025 ($44)


    Taxes:$534

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1034 CHALCEDONY ST, KISSIMMEE, FL 34744

    $279,9002 Days on yellowkey   MLS ID: S5152151

    For Sale S5152151 - 1034 CHALCEDONY ST, KISSIMMEE, FL 34744 22 photos

    Bed: 2   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1386
       Built: 2009
    Monthly Fee: $170
       Tax: $3,670 (2025)
    Community: Amber Pointe Unit 2
    Townhouse


    Estimated Monthly Payment: $2,009 (change assumption)
    Mortgage ($1,534) + Fees ($170) + Taxes in 2025 ($306)


    Taxes:$3,670

    Elementary School: Partin Settlement Elem

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Denn John Middle


  • 1591 BARBERRY DR, KISSIMMEE, FL 34744

    $449,0002 Days on yellowkey   MLS ID: S5152164

    For Sale S5152164 - 1591 BARBERRY DR, KISSIMMEE, FL 34744 53 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2674
       Built: 2023   Tax: $5,159 (2024)
    Community: Kindred Ph 2C & 2D
    Single Family


    Estimated Monthly Payment: $2,890 (change assumption)
    Mortgage ($2,460) + Taxes in 2024 ($430)


    Taxes:$5,159

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2024

    Middle School: Neptune Middle (6-8)


  • 2892 SPRING BREEZE WAY, KISSIMMEE, FL 34744

    $765,0005 Days on yellowkey   MLS ID: O6416339

    For Sale O6416339 - 2892 SPRING BREEZE WAY, KISSIMMEE, FL 34744 78 photos

    Bed: 7   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3899
       Built: 2014
    Monthly Fee: $111
       Tax: $8,547 (2025)
    Community: North Point Ph 2B-2C
    Single Family


    Estimated Monthly Payment: $5,015 (change assumption)
    Mortgage ($4,192) + Fees ($111) + Taxes in 2025 ($712)


    Taxes:$8,547

    Elementary School: East Lake Elem

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Narcoossee Middle


  • 1772 STAMEN DR, KISSIMMEE, FL 34744

    $495,50067 Days on yellowkey   MLS ID: S5147865

    For Sale S5147865 - 1772 STAMEN DR, KISSIMMEE, FL 34744 28 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1965
       Built: 2023
    Monthly Fee: $160
       Tax: $5,861 (2025)
    Community: Pennyroyal
    Single Family


    Estimated Monthly Payment: $3,363 (change assumption)
    Mortgage ($2,715) + Fees ($160) + Taxes in 2025 ($488)


    Taxes:$5,861

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1764 STAMEN DR, KISSIMMEE, FL 34744

    $444,99095 Days on yellowkey   MLS ID: O6391946

    REDUCED by $3,000 (0.7%) on 04/30/2026

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

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1985
       Built: 2023
    Monthly Fee: $160
       Tax: $4,505 (2025)
    Community: Pennyroyal
    Single Family


    Estimated Monthly Payment: $2,974 (change assumption)
    Mortgage ($2,438) + Fees ($160) + Taxes in 2025 ($375)


    Taxes:$4,505

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1991 SPRING SHOWER CIR, KISSIMMEE, FL 34744

    $479,900223 Days on yellowkey   MLS ID: TB8445148

    For Sale TB8445148 - 1991 SPRING SHOWER CIR, KISSIMMEE, FL 34744 51 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2056
       Built: 2023
    Monthly Fee: $110
       Tax: $4,832 (2025)
    Community: Tohoqua Reserve
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,142 (change assumption)
    Mortgage ($2,630) + Fees ($110) + Taxes in 2025 ($403)


    Taxes:$4,832

    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.