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Homes For Sale in Kissimmee 34744 - 365 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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  • 2345 SOUTHBURY, KISSIMMEE, FL 34744

    $369,00011 Days on yellowkey   MLS ID: S5151680

    For Sale S5151680 - 2345 SOUTHBURY, KISSIMMEE, FL 34744 22 photos

    Bed: 3   Bath: 2.5   Gar: 4
    Liv Area Sq Ft: 1553
       Built: 2025
    Monthly Fee: $127
       Tax: $2,000 (2025)
    Community: Tohoqua Phase 1
    Townhouse


    Estimated Monthly Payment: $2,316 (change assumption)
    Mortgage ($2,022) + Fees ($127) + Taxes in 2025 ($167)


    Taxes:$2,000

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 1710 WOODSIDE CT, KISSIMMEE, FL 34744

    $550,000182 Days on yellowkey   MLS ID: O6369122

    REDUCED by $50,000 (8.3%) on 05/26/2026

    For Sale O6369122 - 1710 WOODSIDE CT, KISSIMMEE, FL 34744 50 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2369
       Built: 1980
    Monthly Fee: $17
       Tax: $2,230 (2024)
    Community: Harbour Oaks Unit 1
    Single Family


    Estimated Monthly Payment: $3,216 (change assumption)
    Mortgage ($3,014) + Fees ($17) + Taxes in 2024 ($186)


    Taxes:$2,230

    Elementary School: Partin Settlement Elem

    High School: Osceola High School

    Tax Year: 2024

    Middle School: Neptune Middle (6-8)


  • 1715 LIGGINS AVE, KISSIMMEE, FL 34744

    $377,00010 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

    $525,0005 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


  • 2619 PEACE OF MIND AVE, KISSIMMEE, FL 34744

    $479,000137 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)


  • 1839 GOOD NEIGHBOR LOOP, KISSIMMEE, FL 34744

    $470,000340 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


  • 1631 BITTEROOT ST, KISSIMMEE, FL 34744

    $364,99067 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

    $634,90035 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


  • 109 E BASS ST, KISSIMMEE, FL 34744

    $237,0004 Days 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

    $390,0004 Days 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

    $290,0004 Days 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

    $279,9004 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

    $449,0004 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

    $765,0007 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


  • 1764 STAMEN DR, KISSIMMEE, FL 34744

    $444,99097 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

    $479,900225 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


  • 1380 E LAKE SHORE BLVD, KISSIMMEE, FL 34744

    $649,900641 Days on yellowkey   MLS ID: S5112666

    REDUCED by $20,000 (3.0%) on 06/20/2026

    For Sale S5112666 - 1380 E LAKE SHORE BLVD, KISSIMMEE, FL 34744 99 photos

    Bed: 4   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3637
       Built: 2006   Tax: $4,833 (2023)
    Community: East Lake Shores
    Single Family


    Estimated Monthly Payment: $3,964 (change assumption)
    Mortgage ($3,561) + Taxes in 2023 ($403)


    Taxes:$4,833

    Elementary School: None

    High School: None

    Tax Year: 2023

    Middle School: None


  • 1890 HICKORY BLUFF RD, KISSIMMEE, FL 34744

    $398,5006 Days on yellowkey   MLS ID: S5151971

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

    For Sale S5151971 - 1890 HICKORY BLUFF RD, KISSIMMEE, FL 34744 30 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1846
       Built: 2018
    Monthly Fee: $10
       Tax: $8,279 (2025)
    Community: Kindred
    Single Family


    Estimated Monthly Payment: $2,883 (change assumption)
    Mortgage ($2,184) + Fees ($10) + Taxes in 2025 ($690)


    Taxes:$8,279

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2905 SUMMER GREEN TRL, KISSIMMEE, FL 34744

    $456,50020 Days on yellowkey   MLS ID: O6413243

    REDUCED by $13,400 (2.9%) on 06/19/2026

    For Sale O6413243 - 2905 SUMMER GREEN TRL, KISSIMMEE, FL 34744 50 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2344
       Built: 2021
    Monthly Fee: $93
       Tax: $4,418 (2025)
    Community: Marbella Ph 2
    Single Family


    Estimated Monthly Payment: $2,962 (change assumption)
    Mortgage ($2,501) + Fees ($93) + Taxes in 2025 ($368)


    Taxes:$4,418

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2664 EMERALD LAKE CT #2664, KISSIMMEE, FL 34744

    $239,00012 Days on yellowkey   MLS ID: S5150953

    1 Days Off yellowkey (back on 6/19/2026)

    For Sale S5150953 - 2664 EMERALD LAKE CT #2664, KISSIMMEE, FL 34744 74 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 999
       Built: 1987
    Monthly Fee: $330
       Tax: $616 (2025)
    Community: Villas Of Emerald Lake
    Condo


    Estimated Monthly Payment: $1,691 (change assumption)
    Mortgage ($1,310) + Fees ($330) + Taxes in 2025 ($51)


    Taxes:$616

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)




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.