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Homes For Sale in Kissimmee 34744 - 347 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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  • 2386 RUTH LN, KISSIMMEE, FL 34744

    $465,000Listed 05/27/2026 2:48PM   MLS ID: S5150697

    For Sale S5150697 - 2386 RUTH LN, KISSIMMEE, FL 34744 16 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1836
       Built: 1987   Tax: $2,245 (2025)
    Community: Tierra Del Sol Unit 2 2Nd Add
    Single Family


    Estimated Monthly Payment: $2,735 (change assumption)
    Mortgage ($2,548) + Taxes in 2025 ($187)


    Taxes:$2,245

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1839 GOOD NEIGHBOR LOOP, KISSIMMEE, FL 34744

    $475,000314 Days on yellowkey   MLS ID: O6328214

    For Sale O6328214 - 1839 GOOD NEIGHBOR LOOP, KISSIMMEE, FL 34744 44 photos

    Bed: 4   Bath: 4.0
    Liv Area Sq Ft: 2717
       Built: 2021
    Monthly Fee: $10
       Tax: $9,250 (2024)
    Community: Tohoqua Ph 2
    Single Family


    Estimated Monthly Payment: $3,384 (change assumption)
    Mortgage ($2,603) + Fees ($10) + Taxes in 2024 ($771)


    Taxes:$9,250

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1720 FULFILLMENT DR, KISSIMMEE, FL 34744

    $400,00035 Days on yellowkey   MLS ID: O6401021

    REDUCED by $20,000 (4.8%) on 05/27/2026

    For Sale O6401021 - 1720 FULFILLMENT DR, KISSIMMEE, FL 34744 41 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2044
       Built: 2022
    Monthly Fee: $10
       Tax: $7,447 (2025)
    Community: Tohoqua Ph 2
    Single Family


    Estimated Monthly Payment: $2,822 (change assumption)
    Mortgage ($2,192) + Fees ($10) + Taxes in 2025 ($621)


    Taxes:$7,447

    Elementary School: None

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 2824 NOBLE CROW DR, KISSIMMEE, FL 34744

    $580,00021 Days on yellowkey   MLS ID: S5149494

    For Sale S5149494 - 2824 NOBLE CROW DR, KISSIMMEE, FL 34744 64 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2676
       Built: 2020
    Monthly Fee: $93
       Tax: $6,717 (2025)
    Community: Marbella Ph 1
    Single Family


    Estimated Monthly Payment: $3,831 (change assumption)
    Mortgage ($3,178) + Fees ($93) + Taxes in 2025 ($560)


    Taxes:$6,717

    Elementary School: East Lake Elem

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 1763 RANGER HIGHLANDS RD, KISSIMMEE, FL 34744

    $559,500137 Days on yellowkey   MLS ID: O6372301

    REDUCED by $5,400 (1.0%) on 05/26/2026

    For Sale O6372301 - 1763 RANGER HIGHLANDS RD, KISSIMMEE, FL 34744 41 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2851
       Built: 2018
    Monthly Fee: $11
       Tax: $8,343 (2025)
    Community: Kindred Ph 1D
    Single Family


    Estimated Monthly Payment: $3,772 (change assumption)
    Mortgage ($3,066) + Fees ($11) + Taxes in 2025 ($695)


    Taxes:$8,343

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1200 TETON DR, KISSIMMEE, FL 34744

    $329,900110 Days on yellowkey   MLS ID: O6380571

    REDUCED by $10,100 (3.0%) on 04/30/2026

    For Sale O6380571 - 1200 TETON DR, KISSIMMEE, FL 34744 42 photos

    Bed: 4   Bath: 2.5
    Liv Area Sq Ft: 1969
       Built: 2008
    Monthly Fee: $164
       Tax: $2,796 (2025)
    Community: Heritage Run
    Townhouse


    Estimated Monthly Payment: $2,205 (change assumption)
    Mortgage ($1,808) + Fees ($164) + Taxes in 2025 ($233)


    Taxes:$2,796

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2810 HILLIARD ISLE RD, KISSIMMEE, FL 34744

    $509,0007 Days on yellowkey   MLS ID: O6409970

    For Sale O6409970 - 2810 HILLIARD ISLE RD, KISSIMMEE, FL 34744 55 photos

    Bed: 3   Bath: 2.0   Gar: 4
    Liv Area Sq Ft: 1396
       Built: 1983   Tax: $6,645 (2025)
    Community: Valencia Woods
    Single Family


    Estimated Monthly Payment: $3,343 (change assumption)
    Mortgage ($2,789) + Taxes in 2025 ($554)


    Taxes:$6,645

    Elementary School: East Lake Elem

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 1777 WALNUT CREEK DR, KISSIMMEE, FL 34744

    $439,90066 Days on yellowkey   MLS ID: O6390965

    REDUCED by $5,000 (1.1%) on 05/26/2026

    For Sale O6390965 - 1777 WALNUT CREEK DR, KISSIMMEE, FL 34744 74 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2339
       Built: 2023
    Monthly Fee: $11
       Tax: $3,358 (2025)
    Community: Kindred Ph 3A
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,701 (change assumption)
    Mortgage ($2,410) + Fees ($11) + Taxes in 2025 ($280)


    Taxes:$3,358

    Elementary School: None

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 636 ADRIANE PARK CIR, KISSIMMEE, FL 34744

    $474,9003 Days on yellowkey   MLS ID: S5150339

    0 Days Off yellowkey (back on 5/27/2026)

    For Sale S5150339 - 636 ADRIANE PARK CIR, KISSIMMEE, FL 34744 49 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2444
       Built: 1992
    Monthly Fee: $37
       Tax: $3,345 (2025)
    Community: Adriane Park
    Single Family


    Estimated Monthly Payment: $2,918 (change assumption)
    Mortgage ($2,602) + Fees ($37) + Taxes in 2025 ($279)


    Taxes:$3,345

    Elementary School: Partin Settlement Elem

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 2963 SERA BELLA WAY, KISSIMMEE, FL 34744

    $515,00080 Days on yellowkey   MLS ID: S5144389

    For Sale S5144389 - 2963 SERA BELLA WAY, KISSIMMEE, FL 34744 74 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2416
       Built: 2016
    Monthly Fee: $120
       Tax: $5,072 (2025)
    Community: Sera Bella
    Single Family


    Estimated Monthly Payment: $3,365 (change assumption)
    Mortgage ($2,822) + Fees ($120) + Taxes in 2025 ($423)


    Taxes:$5,072

    Elementary School: Ventura Elem

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Parkway Middle


  • 1214 CHEROKEE CT, KISSIMMEE, FL 34744

    $289,00052 Days on yellowkey   MLS ID: O6390987

    1 Days Off yellowkey (back on 4/13/2026)

    For Sale O6390987 - 1214 CHEROKEE CT, KISSIMMEE, FL 34744 9 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 1600
       Built: 1976   Tax: $3,877 (2025)
    Community: Oak Grove East
    Single Family


    Estimated Monthly Payment: $1,907 (change assumption)
    Mortgage ($1,584) + Taxes in 2025 ($323)


    Taxes:$3,877

    Elementary School: Mill Creek Elem (K 5)

    High School: Osceola County School for Arts

    Tax Year: 2025

    Middle School: Denn John Middle


  • 1859 RED CANYON DR, KISSIMMEE, FL 34744

    $314,99048 Days on yellowkey   MLS ID: O6396176

    REDUCED by $10,000 (3.1%) on 05/27/2026

    For Sale O6396176 - 1859 RED CANYON DR, KISSIMMEE, FL 34744 29 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1624
       Built: 2019
    Monthly Fee: $94
       Tax: $5,866 (2025)
    Community: Kindred Ph 1E
    Townhouse


    Estimated Monthly Payment: $2,309 (change assumption)
    Mortgage ($1,726) + Fees ($94) + Taxes in 2025 ($489)


    Taxes:$5,866

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1632 REGAL COVE CT, KISSIMMEE, FL 34744

    $1,099,000260 Days on yellowkey   MLS ID: S5134100

    REDUCED by $500 (0.0%) on 05/27/2026

    For Sale S5134100 - 1632 REGAL COVE CT, KISSIMMEE, FL 34744 76 photos

    Bed: 6   Bath: 5.5   Gar: 3
    Liv Area Sq Ft: 4621
       Built: 1993
    Monthly Fee: $100
       Tax: $10,804 (2024)
    Community: Regal Cove
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $7,022 (change assumption)
    Mortgage ($6,022) + Fees ($100) + Taxes in 2024 ($900)


    Taxes:$10,804

    Elementary School: Partin Settlement Elem

    High School: Osceola High School

    Tax Year: 2024

    Middle School: Neptune Middle (6-8)


  • 1710 WOODSIDE CT, KISSIMMEE, FL 34744

    $550,000156 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)


  • 2401 VOLUNTEER AVE, KISSIMMEE, FL 34744

    $415,00013 Days on yellowkey   MLS ID: O6408166

    For Sale O6408166 - 2401 VOLUNTEER AVE, KISSIMMEE, FL 34744 37 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2044
       Built: 2021
    Monthly Fee: $120
       Tax: $7,416 (2025)
    Community: Tohoqua Ph 2
    Single Family


    Estimated Monthly Payment: $3,012 (change assumption)
    Mortgage ($2,274) + Fees ($120) + Taxes in 2025 ($618)


    Taxes:$7,416

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 1692 TOHOQUA BLVD, KISSIMMEE, FL 34744

    $374,99013 Days on yellowkey   MLS ID: O6408176

    For Sale O6408176 - 1692 TOHOQUA BLVD, KISSIMMEE, FL 34744 29 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1780
       Built: 2022
    Monthly Fee: $137
       Tax: $6,593 (2025)
    Community: Tohoqua Ph 6
    Townhouse


    Estimated Monthly Payment: $2,741 (change assumption)
    Mortgage ($2,055) + Fees ($137) + Taxes in 2025 ($549)


    Taxes:$6,593

    Elementary School: Canoe Creek K-8

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Canoe Creek K-8


  • 4424 SILVER CREEK ST, KISSIMMEE, FL 34744

    $470,000125 Days on yellowkey   MLS ID: L4958851

    REDUCED by $9,900 (2.1%) on 05/26/2026

    For Sale L4958851 - 4424 SILVER CREEK ST, KISSIMMEE, FL 34744 28 photos

    Bed: 5   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2370
       Built: 2019
    Monthly Fee: $123
       Tax: $6,332 (2025)
    Community: Creekside At Boggy Creek Ph 1
    Single Family


    Estimated Monthly Payment: $3,226 (change assumption)
    Mortgage ($2,575) + Fees ($123) + Taxes in 2025 ($528)


    Taxes:$6,332

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2728 PORTCHESTER CT, KISSIMMEE, FL 34744

    $399,900379 Days on yellowkey   MLS ID: S5126915

    For Sale S5126915 - 2728 PORTCHESTER CT, KISSIMMEE, FL 34744 13 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1960
       Built: 2005
    Monthly Fee: $7
       Tax: $6,060 (2024)
    Community: Somerset
    Single Family


    Estimated Monthly Payment: $2,703 (change assumption)
    Mortgage ($2,191) + Fees ($7) + Taxes in 2024 ($505)


    Taxes:$6,060

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 3504 SOUTHERN CROSS LOOP, KISSIMMEE, FL 34744

    $475,00031 Days on yellowkey   MLS ID: O6402309

    REDUCED by $5,000 (1.0%) on 05/27/2026

    For Sale O6402309 - 3504 SOUTHERN CROSS LOOP, KISSIMMEE, FL 34744 31 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2463
       Built: 2018
    Monthly Fee: $110
       Tax: $5,942 (2025)
    Community: East Lk Preserve-Ph 1
    Single Family


    Estimated Monthly Payment: $3,208 (change assumption)
    Mortgage ($2,603) + Fees ($110) + Taxes in 2025 ($495)


    Taxes:$5,942

    Elementary School: East Lake Elem

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Narcoossee Middle


  • 930 SHORE DR, KISSIMMEE, FL 34744

    $674,9009 Days on yellowkey   MLS ID: TB8510529

    REDUCED by $20,000 (2.9%) on 05/27/2026

    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: $3,975 (change assumption)
    Mortgage ($3,698) + Taxes in 2025 ($277)


    Taxes:$3,326

    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.