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Homes For Sale in Kissimmee 34744 - 300 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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  • 1797 RED CANYON DR, KISSIMMEE, FL 34744

    $319,900109 Days on yellowkey   MLS ID: O6371990

    2 Days Off yellowkey (back on 3/9/2026)

    For Sale O6371990 - 1797 RED CANYON DR, KISSIMMEE, FL 34744 26 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1870
       Built: 2021
    Monthly Fee: $95
       Tax: $6,091 (2025)
    Community: Kindred Ph 1Fb
    Townhouse


    Estimated Monthly Payment: $2,355 (change assumption)
    Mortgage ($1,753) + Fees ($95) + Taxes in 2025 ($508)


    Taxes:$6,091

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 2624 BLOWING BREEZE AVE, KISSIMMEE, FL 34744

    $499,90075 Days on yellowkey   MLS ID: O6381066

    For Sale O6381066 - 2624 BLOWING BREEZE AVE, KISSIMMEE, FL 34744 35 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2590
       Built: 2022
    Monthly Fee: $10
       Tax: $8,564 (2025)
    Community: Tohoqua Ph 4A
    Single Family


    Estimated Monthly Payment: $3,463 (change assumption)
    Mortgage ($2,739) + Fees ($10) + Taxes in 2025 ($714)


    Taxes:$8,564

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 613 STILL ST, KISSIMMEE, FL 34744

    $228,80035 Days on yellowkey   MLS ID: A4687344

    0 Days Off yellowkey (back on 4/17/2026)

    REDUCED by $200 (0.1%) on 04/15/2026

    For Sale A4687344 - 613 STILL ST, KISSIMMEE, FL 34744 16 photos

    Bed: 3   Bath: 1.0
    Liv Area Sq Ft: 1410
       Built: 1959   Tax: $2,485 (2025)
    Community: Marydia
    Single Family


    Estimated Monthly Payment: $1,461 (change assumption)
    Mortgage ($1,254) + Taxes in 2025 ($207)


    Taxes:$2,485

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1905 HOWARD MESA DR, KISSIMMEE, FL 34744

    $407,99041 Days on yellowkey   MLS ID: O6391723

    1 Days Off yellowkey (back on 4/17/2026)

    For Sale O6391723 - 1905 HOWARD MESA 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: $2,554 (change assumption)
    Mortgage ($2,236) + Fees ($11) + Taxes in 2025 ($307)


    Taxes:$3,684

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4371 CREEK COVE LN, KISSIMMEE, FL 34744

    $415,00012 Days on yellowkey   MLS ID: S5147262

    SHORT SALE S5147262 - 4371 CREEK COVE LN, KISSIMMEE, FL 34744 27 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1867
       Built: 2023
    Monthly Fee: $242
       Tax: $3,773 (2025)
    Community: The Towns At Creekside
    Spa: No

    Townhouse


    Estimated Monthly Payment: $2,830 (change assumption)
    Mortgage ($2,274) + Fees ($242) + Taxes in 2025 ($314)


    Taxes:$3,773

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1067 BERKELEY DR, KISSIMMEE, FL 34744

    $465,000195 Days on yellowkey   MLS ID: O6352726

    REDUCED by $10,000 (2.1%) on 04/16/2026

    For Sale O6352726 - 1067 BERKELEY DR, KISSIMMEE, FL 34744 47 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2620
       Built: 2006
    Monthly Fee: $13
       Tax: $7,386 (2024)
    Community: Remington Ph
    Single Family


    Estimated Monthly Payment: $3,176 (change assumption)
    Mortgage ($2,548) + Fees ($13) + Taxes in 2024 ($616)


    Taxes:$7,386

    Elementary School: Partin Settlement Elem

    High School: Gateway High School (9 12)

    Tax Year: 2024

    Middle School: Neptune Middle (6-8)


  • 1069 UNIVERSAL REST PL, KISSIMMEE, FL 34744

    $250,00056 Days on yellowkey   MLS ID: TB8482410

    For Sale TB8482410 - 1069 UNIVERSAL REST PL, KISSIMMEE, FL 34744 16 photos

    Bed: 4   Bath: 2.5
    Liv Area Sq Ft: 2176
       Built: 1999
    Monthly Fee: $200
       Tax: $2,147 (2024)
    Community: Universal Place
    Townhouse


    Estimated Monthly Payment: $1,749 (change assumption)
    Mortgage ($1,370) + Fees ($200) + Taxes in 2024 ($179)


    Taxes:$2,147

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2751 BURROWS AVE, KISSIMMEE, FL 34744

    $168,000223 Days on yellowkey   MLS ID: O6342759

    1 Days Off yellowkey (back on 4/16/2026)

    For Sale O6342759 - 2751 BURROWS AVE, KISSIMMEE, FL 34744 27 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1344
       Built: 1981   Tax: $2,251 (2024)
    Community: Lee Bel Park
    Manufactured Home


    Estimated Monthly Payment: $1,108 (change assumption)
    Mortgage ($921) + Taxes in 2024 ($188)


    Taxes:$2,251

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1698 TAYLOR RIDGE LOOP, KISSIMMEE, FL 34744

    $715,00075 Days on yellowkey   MLS ID: O6366703

    REDUCED by $20,000 (2.7%) on 04/16/2026

    FORECLOSURE O6366703 - 1698 TAYLOR RIDGE LOOP, KISSIMMEE, FL 34744 60 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4964
       Built: 2005
    Monthly Fee: $150
       Tax: $5,492 (2025)
    Community: Taylor Ridge
    Single Family


    Estimated Monthly Payment: $4,525 (change assumption)
    Mortgage ($3,918) + Fees ($150) + Taxes in 2025 ($458)


    Taxes:$5,492

    Elementary School: Partin Settlement Elem

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 1703 MICHIGAN AVE #A, KISSIMMEE, FL 34744

    $149,90071 Days on yellowkey   MLS ID: S5143470

    For Sale S5143470 - 1703 MICHIGAN AVE #A, KISSIMMEE, FL 34744 6 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1118
       Built: 1973
    Monthly Fee: $345
       Tax: $2,561 (2025)
    Community: Essex Park Villas Condo
    Condo


    Estimated Monthly Payment: $1,380 (change assumption)
    Mortgage ($821) + Fees ($345) + Taxes in 2025 ($213)


    Taxes:$2,561

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1103 MARYGON ST, KISSIMMEE, FL 34744

    $320,00032 Days on yellowkey   MLS ID: O6394276

    0 Days Off yellowkey (back on 4/16/2026)

    For Sale O6394276 - 1103 MARYGON ST, KISSIMMEE, FL 34744 20 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1192
       Built: 1971   Tax: $635 (2025)
    Community: Johnston Park Rep
    Single Family


    Estimated Monthly Payment: $1,806 (change assumption)
    Mortgage ($1,753) + Taxes in 2025 ($53)


    Taxes:$635

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1491 AUGUST GRAY DR, KISSIMMEE, FL 34744

    $430,00019 Days on yellowkey   MLS ID: O6397176

    SHORT SALE O6397176 - 1491 AUGUST GRAY DR, KISSIMMEE, FL 34744 34 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2070
       Built: 2025
    Monthly Fee: $80
       Tax: $1,748 (2025)
    Community: Seasons At Big Sky Ph 1
    Single Family


    Estimated Monthly Payment: $2,582 (change assumption)
    Mortgage ($2,356) + Fees ($80) + Taxes in 2025 ($146)


    Taxes:$1,748

    Elementary School: Partin Settlement Elem

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 1855 SPRING SHOWER CIR, KISSIMMEE, FL 34744

    $365,000158 Days on yellowkey   MLS ID: O6360691

    For Sale O6360691 - 1855 SPRING SHOWER CIR, KISSIMMEE, FL 34744 50 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1559
       Built: 2023
    Monthly Fee: $212
       Tax: $5,060 (2025)
    Community: Tohoqua Reserve
    Villa


    Estimated Monthly Payment: $2,634 (change assumption)
    Mortgage ($2,000) + Fees ($212) + Taxes in 2025 ($422)


    Taxes:$5,060

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Harmony Middle


  • 1772 STAMEN DR, KISSIMMEE, FL 34744

    $495,50013 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


  • 609 CORNERSTONE DR, KISSIMMEE, FL 34744

    $269,90013 Days on yellowkey   MLS ID: O6398322

    For Sale O6398322 - 609 CORNERSTONE DR, KISSIMMEE, FL 34744 23 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1512
       Built: 2007
    Monthly Fee: $284
       Tax: $3,237 (2025)
    Community: Heritage Key Villas
    Townhouse


    Estimated Monthly Payment: $2,033 (change assumption)
    Mortgage ($1,479) + Fees ($284) + Taxes in 2025 ($270)


    Taxes:$3,237

    Elementary School: Mill Creek Elem (K 5)

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Denn John Middle


  • 1859 RED CANYON DR, KISSIMMEE, FL 34744

    $324,99018 Days on yellowkey   MLS ID: O6396176

    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: $2,364 (change assumption)
    Mortgage ($1,781) + Fees ($94) + Taxes in 2025 ($489)


    Taxes:$5,866

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1779 RED CANYON DR, KISSIMMEE, FL 34744

    $340,00092 Days on yellowkey   MLS ID: S5142388

    For Sale S5142388 - 1779 RED CANYON DR, KISSIMMEE, FL 34744 35 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1624
       Built: 2021
    Monthly Fee: $84
       Tax: $5,092 (2025)
    Community: Kindred Ph 1Fb
    Townhouse


    Estimated Monthly Payment: $2,371 (change assumption)
    Mortgage ($1,863) + Fees ($84) + Taxes in 2025 ($424)


    Taxes:$5,092

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1838 TOHOQUA BLVD, KISSIMMEE, FL 34744

    $339,90019 Days on yellowkey   MLS ID: S5147475

    For Sale S5147475 - 1838 TOHOQUA BLVD, KISSIMMEE, FL 34744 43 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1600
       Built: 2023
    Monthly Fee: $126
       Tax: $6,276 (2025)
    Community: Tohoqua Ph 6
    Townhouse


    Estimated Monthly Payment: $2,511 (change assumption)
    Mortgage ($1,862) + Fees ($126) + Taxes in 2025 ($523)


    Taxes:$6,276

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 2571 AMES HAVEN RD, KISSIMMEE, FL 34744

    $749,900312 Days on yellowkey   MLS ID: S5129375

    4 Days Off yellowkey (back on 2/18/2026)

    For Sale S5129375 - 2571 AMES HAVEN RD, KISSIMMEE, FL 34744 86 photos

    Bed: 4   Bath: 3.0   Gar: 4
    Liv Area Sq Ft: 2556
       Built: 1920   Tax: $4,045 (2024)
    Community: None
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,446 (change assumption)
    Mortgage ($4,109) + Taxes in 2024 ($337)


    Taxes:$4,045

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1495 SKYLINE DR, KISSIMMEE, FL 34744

    $499,90053 Days on yellowkey   MLS ID: S5145209

    REDUCED by $25,000 (4.8%) on 04/15/2026

    For Sale S5145209 - 1495 SKYLINE DR, KISSIMMEE, FL 34744 50 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2094
       Built: 1973
    Monthly Fee: $16
       Tax: $5,404 (2025)
    Community: Harbour Oaks Unit 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,205 (change assumption)
    Mortgage ($2,739) + Fees ($16) + Taxes in 2025 ($450)


    Taxes:$5,404

    Elementary School: Partin Settlement Elem

    High School: Osceola High School

    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.