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Homes For Sale in Kissimmee 34744 - 292 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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  • 1889 RUSTIC FALLS DR, KISSIMMEE, FL 34744

    $515,000154 Days on yellowkey   MLS ID: S5138827

    REDUCED by $10,000 (1.9%) on 04/22/2026

    For Sale S5138827 - 1889 RUSTIC FALLS DR, KISSIMMEE, FL 34744 63 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3099
       Built: 2017
    Monthly Fee: $11
       Tax: $5,957 (2024)
    Community: Kindred Ph 1C
    Single Family


    Estimated Monthly Payment: $3,329 (change assumption)
    Mortgage ($2,822) + Fees ($11) + Taxes in 2024 ($496)


    Taxes:$5,957

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2024

    Middle School: Neptune Middle (6-8)


  • 1537 COLONY AVE, KISSIMMEE, FL 34744

    $305,000154 Days on yellowkey   MLS ID: O6361010

    2 Days Off yellowkey (back on 3/29/2026)

    For Sale O6361010 - 1537 COLONY AVE, KISSIMMEE, FL 34744 37 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1079
       Built: 1986   Tax: $2,239 (2024)
    Community: Oak Hollow Ph 3
    Single Family


    Estimated Monthly Payment: $1,858 (change assumption)
    Mortgage ($1,671) + Taxes in 2024 ($187)


    Taxes:$2,239

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1383 LEVY BEND DR, KISSIMMEE, FL 34744

    $504,500Listed 04/22/2026 3:26PM   MLS ID: O6400373

    For Sale O6400373 - 1383 LEVY BEND DR, KISSIMMEE, FL 34744 34 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2102
       Built: 2024
    Monthly Fee: $80
       Tax: $6,287 (2025)
    Community: Seasons At Big Sky Ph 2
    Single Family


    Estimated Monthly Payment: $3,368 (change assumption)
    Mortgage ($2,764) + Fees ($80) + Taxes in 2025 ($524)


    Taxes:$6,287

    Elementary School: Partin Settlement Elem

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 15 ADAMS AVE, KISSIMMEE, FL 34744

    $440,000183 Days on yellowkey   MLS ID: OM711923

    For Sale OM711923 - 15 ADAMS AVE, KISSIMMEE, FL 34744 49 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1682
       Built: 1972   Tax: $2,767 (2024)
    Community: Idora Park
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $2,642 (change assumption)
    Mortgage ($2,411) + Taxes in 2024 ($231)


    Taxes:$2,767

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 3837 WOOD THRUSH DR, KISSIMMEE, FL 34744

    $398,900209 Days on yellowkey   MLS ID: O6347371

    REDUCED by $100 (0.0%) on 04/22/2026

    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: $2,710 (change assumption)
    Mortgage ($2,186) + Fees ($120) + Taxes in 2024 ($404)


    Taxes:$4,848

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1941 PARTIN TERRACE RD, KISSIMMEE, FL 34744

    $520,00054 Days on yellowkey   MLS ID: O6386096

    REDUCED by $9,000 (1.7%) on 04/03/2026

    For Sale O6386096 - 1941 PARTIN TERRACE RD, KISSIMMEE, FL 34744 35 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 2787
       Built: 2019
    Monthly Fee: $11
       Tax: $3,624 (2025)
    Community: Kindred 100 Rep
    Single Family


    Estimated Monthly Payment: $3,162 (change assumption)
    Mortgage ($2,849) + Fees ($11) + Taxes in 2025 ($302)


    Taxes:$3,624

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 1895 SPRING SHOWER CIR, KISSIMMEE, FL 34744

    $339,0003 Days on yellowkey   MLS ID: S5148149

    For Sale S5148149 - 1895 SPRING SHOWER CIR, KISSIMMEE, FL 34744 29 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1559
       Built: 2023
    Monthly Fee: $213
       Tax: $1,967 (2025)
    Community: Tohoqua Ph 5B
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,234 (change assumption)
    Mortgage ($1,857) + Fees ($213) + Taxes in 2025 ($164)


    Taxes:$1,967

    Elementary School: Neptune Elementary

    High School: St. Cloud High School

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 3104 MANDOLIN DR, KISSIMMEE, FL 34744

    $465,0008 Days on yellowkey   MLS ID: S5147810

    1 Days Off yellowkey (back on 4/22/2026)

    For Sale S5147810 - 3104 MANDOLIN DR, KISSIMMEE, FL 34744 76 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2399
       Built: 2007
    Monthly Fee: $83
       Tax: $3,388 (2025)
    Community: Turnberry Resv U2
    Single Family


    Estimated Monthly Payment: $2,913 (change assumption)
    Mortgage ($2,548) + Fees ($83) + Taxes in 2025 ($282)


    Taxes:$3,388

    Elementary School: East Lake Elem

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Narcoossee Middle


  • 1211 LEHIGH ST, KISSIMMEE, FL 34744

    $369,90016 Days on yellowkey   MLS ID: S5147242

    For Sale S5147242 - 1211 LEHIGH ST, KISSIMMEE, FL 34744 22 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1685
       Built: 1960   Tax: $5,105 (2025)
    Community: Johnston Park Rep
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,452 (change assumption)
    Mortgage ($2,027) + Taxes in 2025 ($425)


    Taxes:$5,105

    Elementary School: Mill Creek Elem (K 5)

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Parkway Middle


  • 1795 RANGER HIGHLANDS RD, KISSIMMEE, FL 34744

    $529,00052 Days on yellowkey   MLS ID: O6386466

    For Sale O6386466 - 1795 RANGER HIGHLANDS RD, KISSIMMEE, FL 34744 63 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2374
       Built: 2018
    Monthly Fee: $11
       Tax: $7,274 (2025)
    Community: Kindred Ph 1D
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,516 (change assumption)
    Mortgage ($2,899) + Fees ($11) + Taxes in 2025 ($606)


    Taxes:$7,274

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2903 SERA BELLA WAY, KISSIMMEE, FL 34744

    $514,90031 Days on yellowkey   MLS ID: O6392710

    1 Days Off yellowkey (back on 3/26/2026)

    For Sale O6392710 - 2903 SERA BELLA WAY, KISSIMMEE, FL 34744 61 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2280
       Built: 2016
    Monthly Fee: $118
       Tax: $4,107 (2025)
    Community: Sera Bella
    Single Family


    Estimated Monthly Payment: $3,282 (change assumption)
    Mortgage ($2,821) + Fees ($118) + Taxes in 2025 ($342)


    Taxes:$4,107

    Elementary School: East Lake Elem

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 1752 LEE JANZEN DR, KISSIMMEE, FL 34744

    $599,90018 Days on yellowkey   MLS ID: S5145877

    1 Days Off yellowkey (back on 4/22/2026)

    For Sale S5145877 - 1752 LEE JANZEN DR, KISSIMMEE, FL 34744 57 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3376
       Built: 2005
    Monthly Fee: $190
       Tax: $8,834 (2025)
    Community: Kissimmee Bay
    Single Family


    Estimated Monthly Payment: $4,213 (change assumption)
    Mortgage ($3,287) + Fees ($190) + Taxes in 2025 ($736)


    Taxes:$8,834

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1872 RUSTIC FALLS DR, KISSIMMEE, FL 34744

    $565,00019 Days on yellowkey   MLS ID: O6396038

    For Sale O6396038 - 1872 RUSTIC FALLS DR, KISSIMMEE, FL 34744 31 photos

    Bed: 8   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2824
       Built: 2020
    Monthly Fee: $125
       Tax: $8,846 (2025)
    Community: Kindred Ph 1Fa
    Single Family


    Estimated Monthly Payment: $3,958 (change assumption)
    Mortgage ($3,096) + Fees ($125) + Taxes in 2025 ($737)


    Taxes:$8,846

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 412 TARPON ST, KISSIMMEE, FL 34744

    $329,900110 Days on yellowkey   MLS ID: O6370428

    0 Days Off yellowkey (back on 4/22/2026)

    For Sale O6370428 - 412 TARPON ST, KISSIMMEE, FL 34744 36 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1341
       Built: 2021   Tax: $3,291 (2024)
    Community: Benita Park
    Single Family


    Estimated Monthly Payment: $2,082 (change assumption)
    Mortgage ($1,808) + Taxes in 2024 ($274)


    Taxes:$3,291

    Elementary School: Central Avenue Elem

    High School: Osceola High School

    Tax Year: 2024

    Middle School: Denn John Middle


  • 2078 WALNUT CREEK DR, KISSIMMEE, FL 34744

    $409,99035 Days on yellowkey   MLS ID: O6391712

    REDUCED by $3,000 (0.7%) on 04/22/2026

    For Sale O6391712 - 2078 WALNUT CREEK DR, KISSIMMEE, FL 34744 60 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: $2,564 (change assumption)
    Mortgage ($2,246) + Fees ($11) + Taxes in 2025 ($307)


    Taxes:$3,684

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2069 WALNUT CREEK DR, KISSIMMEE, FL 34744

    $399,90044 Days on yellowkey   MLS ID: O6389089

    REDUCED by $3,000 (0.7%) on 04/22/2026

    For Sale O6389089 - 2069 WALNUT CREEK DR, KISSIMMEE, FL 34744 33 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1614
       Built: 2025
    Monthly Fee: $11
       Tax: $3,684 (2025)
    Community: Kindred Ph 3B 3C & 3D
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,509 (change assumption)
    Mortgage ($2,191) + Fees ($11) + Taxes in 2025 ($307)


    Taxes:$3,684

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1805 MICHIGAN AVE #D, KISSIMMEE, FL 34744

    $139,0001 Day on yellowkey   MLS ID: S5148360

    For Sale S5148360 - 1805 MICHIGAN AVE #D, KISSIMMEE, FL 34744 9 photos

    Bed: 2   Bath: 0.0
    Liv Area Sq Ft: 1118
       Built: 1973
    Monthly Fee: $345
       Tax: $2,118 (2025)
    Community: Essex Park Villas Condo
    Apartment


    Estimated Monthly Payment: $1,283 (change assumption)
    Mortgage ($762) + Fees ($345) + Taxes in 2025 ($176)


    Taxes:$2,118

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1776 FULFILLMENT DR, KISSIMMEE, FL 34744

    $395,0001 Day on yellowkey   MLS ID: S5148323

    For Sale S5148323 - 1776 FULFILLMENT DR, KISSIMMEE, FL 34744 24 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1620
       Built: 2020
    Monthly Fee: $55
       Tax: $5,091 (2025)
    Community: Tohoqua Ph 1
    Townhouse


    Estimated Monthly Payment: $2,644 (change assumption)
    Mortgage ($2,164) + Fees ($55) + Taxes in 2025 ($424)


    Taxes:$5,091

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2220 EMPEROR DR, KISSIMMEE, FL 34744

    $624,9001 Day 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


  • 651 CORNERSTONE DR, KISSIMMEE, FL 34744

    $267,00039 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
    Monthly Fee: $284
       Tax: $3,037 (2025)
    Community: Heritage Key Villas Ph 1 & 2
    Townhouse


    Estimated Monthly Payment: $2,000 (change assumption)
    Mortgage ($1,463) + Fees ($284) + Taxes in 2025 ($253)


    Taxes:$3,037

    Elementary School: Mill Creek Elem (K 5)

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Denn John Middle




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.