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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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  • 1545 LEAF LN, KISSIMMEE, FL 34744

    $545,00076 Days on yellowkey   MLS ID: O6390201

    For Sale O6390201 - 1545 LEAF LN, KISSIMMEE, FL 34744 39 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2456
       Built: 2022
    Monthly Fee: $134
       Tax: $6,444 (2025)
    Community: Pennyroyal
    Single Family


    Estimated Monthly Payment: $3,657 (change assumption)
    Mortgage ($2,986) + Fees ($134) + Taxes in 2025 ($537)


    Taxes:$6,444

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2936 SLOUGH CREEK DR, KISSIMMEE, FL 34744

    $540,000257 Days on yellowkey   MLS ID: S5134409

    For Sale S5134409 - 2936 SLOUGH CREEK DR, KISSIMMEE, FL 34744 37 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2748
       Built: 2022
    Monthly Fee: $129
       Tax: $688,158 (2024)
    Community: Creekside
    Single Family


    Estimated Monthly Payment: $60,434 (change assumption)
    Mortgage ($2,959) + Fees ($129) + Taxes in 2024 ($57,347)


    Taxes:$688,158

    Elementary School: East Lake Elementary-OS

    High School: Tohopekaliga High School

    Tax Year: 2024

    Middle School: Narcoossee Middle


  • 1947 SPRING SHOWER CIRCLE, KISSIMMEE, FL 34744

    $412,28063 Days on yellowkey   MLS ID: O6393458

    2 Days Off yellowkey (back on 4/30/2026)

    For Sale O6393458 - 1947 SPRING SHOWER CIRCLE, KISSIMMEE, FL 34744 18 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1977
       Built: 2026
    Monthly Fee: $136
       Tax: $3,086 (2025)
    Community: Tohoqua Reserve
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,652 (change assumption)
    Mortgage ($2,259) + Fees ($136) + Taxes in 2025 ($257)


    Taxes:$3,086

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1874 KATZ CROSSING DR, KISSIMMEE, FL 34744

    $339,90040 Days on yellowkey   MLS ID: S5147573

    3 Days Off yellowkey (back on 4/30/2026)

    For Sale S5147573 - 1874 KATZ CROSSING DR, KISSIMMEE, FL 34744 51 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1870
       Built: 2019
    Monthly Fee: $95
       Tax: $3,374 (2025)
    Community: Kindred Ph 1E
    Spa: No

    Townhouse


    Estimated Monthly Payment: $2,239 (change assumption)
    Mortgage ($1,862) + Fees ($95) + Taxes in 2025 ($281)


    Taxes:$3,374

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1817 MICHIGAN AVE #D, KISSIMMEE, FL 34744

    $159,900136 Days on yellowkey   MLS ID: S5141290

    For Sale S5141290 - 1817 MICHIGAN AVE #D, KISSIMMEE, FL 34744 9 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1118
       Built: 1973   Tax: $371 (2025)
    Community: Essex Park Villas Condo
    Condo


    Estimated Monthly Payment: $907 (change assumption)
    Mortgage ($876) + Taxes in 2025 ($31)


    Taxes:$371

    Elementary School: Mill Creek Elem (K 5)

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Denn John Middle


  • 1568 E OAK LEAF LN, KISSIMMEE, FL 34744

    $464,000121 Days on yellowkey   MLS ID: O6376960

    0 Days Off yellowkey (back on 4/29/2026)

    For Sale O6376960 - 1568 E OAK LEAF LN, KISSIMMEE, FL 34744 32 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1845
       Built: 1975   Tax: $4,836 (2025)
    Community: Heather Oaks
    Single Family


    Estimated Monthly Payment: $2,945 (change assumption)
    Mortgage ($2,542) + Taxes in 2025 ($403)


    Taxes:$4,836

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1665 BARBERRY DR, KISSIMMEE, FL 34744

    $479,99984 Days on yellowkey   MLS ID: O6387839

    REDUCED by $5,001 (1.0%) on 04/29/2026

    For Sale O6387839 - 1665 BARBERRY DR, KISSIMMEE, FL 34744 39 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2601
       Built: 2023
    Monthly Fee: $11
       Tax: $5,654 (2025)
    Community: Kindred Ph 2C & 2D
    Single Family


    Estimated Monthly Payment: $3,112 (change assumption)
    Mortgage ($2,630) + Fees ($11) + Taxes in 2025 ($471)


    Taxes:$5,654

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2966 SHARP RD, KISSIMMEE, FL 34744

    $549,900143 Days on yellowkey   MLS ID: S5140977

    For Sale S5140977 - 2966 SHARP RD, KISSIMMEE, FL 34744 60 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2796
       Built: 2024
    Monthly Fee: $80
       Tax: $6,732 (2025)
    Community: Seasons At Big Sky Ph 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,654 (change assumption)
    Mortgage ($3,013) + Fees ($80) + Taxes in 2025 ($561)


    Taxes:$6,732

    Elementary School: Partin Settlement Elem

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 1823 SPRING SHOWER CIR, KISSIMMEE, FL 34744

    $399,00078 Days on yellowkey   MLS ID: O6389198

    For Sale O6389198 - 1823 SPRING SHOWER CIR, KISSIMMEE, FL 34744 38 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1579
       Built: 2022
    Monthly Fee: $220
       Tax: $5,193 (2025)
    Community: Tohoqua Reserve
    Spa: No

    Half Duplex


    Estimated Monthly Payment: $2,839 (change assumption)
    Mortgage ($2,186) + Fees ($220) + Taxes in 2025 ($433)


    Taxes:$5,193

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1624 WINDSOR OAK CT, KISSIMMEE, FL 34744

    $264,90030 Days on yellowkey   MLS ID: O6402513

    For Sale O6402513 - 1624 WINDSOR OAK CT, KISSIMMEE, FL 34744 53 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1380
       Built: 1998
    Monthly Fee: $180
       Tax: $2,775 (2025)
    Community: Windsor Oaks
    Townhouse


    Estimated Monthly Payment: $1,863 (change assumption)
    Mortgage ($1,451) + Fees ($180) + Taxes in 2025 ($231)


    Taxes:$2,775

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2078 WALNUT CREEK DR, KISSIMMEE, FL 34744

    $409,99070 Days on yellowkey   MLS ID: O6391712

    2 Days Off yellowkey (back on 4/28/2026)

    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


  • 1805 MICHIGAN AVE #D, KISSIMMEE, FL 34744

    $139,00036 Days 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


  • 1380 E LAKE SHORE BLVD, KISSIMMEE, FL 34744

    $669,900614 Days on yellowkey   MLS ID: S5112666

    REDUCED by $30,000 (4.3%) on 04/27/2026

    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: $4,073 (change assumption)
    Mortgage ($3,671) + Taxes in 2023 ($403)


    Taxes:$4,833

    Elementary School: None

    High School: None

    Tax Year: 2023

    Middle School: None


  • 2605 PLAY HARD ALY, KISSIMMEE, FL 34744

    $369,999100 Days on yellowkey   MLS ID: S5143916

    REDUCED by $5,001 (1.3%) on 04/27/2026

    For Sale S5143916 - 2605 PLAY HARD ALY, KISSIMMEE, FL 34744 40 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1603
       Built: 2019
    Monthly Fee: $154
       Tax: $4,220 (2025)
    Community: Tohoqua Ph 1
    Townhouse


    Estimated Monthly Payment: $2,533 (change assumption)
    Mortgage ($2,027) + Fees ($154) + Taxes in 2025 ($352)


    Taxes:$4,220

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 1967 RANKIN ST, KISSIMMEE, FL 34744

    $510,00048 Days on yellowkey   MLS ID: O6397893

    For Sale O6397893 - 1967 RANKIN ST, KISSIMMEE, FL 34744 44 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2142
       Built: 2023
    Monthly Fee: $11

    Community: Kindred
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $2,805 (change assumption)
    Mortgage ($2,794) + Fees ($11) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1709 MICHIGAN AVE #C, KISSIMMEE, FL 34744

    $139,90037 Days on yellowkey   MLS ID: S5148282

    INCREASED by $5,000 (3.7%) on 04/25/2026

    For Sale S5148282 - 1709 MICHIGAN AVE #C, KISSIMMEE, FL 34744 14 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1118
       Built: 1973
    Monthly Fee: $298
       Tax: $2,400 (2025)
    Community: Essex Park Villas
    Condo


    Estimated Monthly Payment: $1,265 (change assumption)
    Mortgage ($767) + Fees ($298) + Taxes in 2025 ($200)


    Taxes:$2,400

    Elementary School: Deerwood Elem (Osceola Cty)

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Denn John Middle


  • 1724 RANGER HIGHLANDS RD, KISSIMMEE, FL 34744

    $363,000312 Days on yellowkey   MLS ID: TB8408985

    REDUCED by $4,000 (1.1%) on 04/24/2026

    For Sale TB8408985 - 1724 RANGER HIGHLANDS RD, KISSIMMEE, FL 34744 53 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1910
       Built: 2018
    Monthly Fee: $11
       Tax: $5,835 (2024)
    Community: Kindred Ph 1D
    Single Family


    Estimated Monthly Payment: $2,486 (change assumption)
    Mortgage ($1,989) + Fees ($11) + Taxes in 2024 ($486)


    Taxes:$5,835

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2024

    Middle School: Neptune Middle (6-8)


  • 107 THORNBURY LN, KISSIMMEE, FL 34744

    $400,00047 Days on yellowkey   MLS ID: S5147435

    3 Days Off yellowkey (back on 4/24/2026)

    For Sale S5147435 - 107 THORNBURY LN, KISSIMMEE, FL 34744 31 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1766
       Built: 2002
    Monthly Fee: $13
       Tax: $3,290 (2025)
    Community: Remington Prcl H Ph 2
    Single Family


    Estimated Monthly Payment: $2,479 (change assumption)
    Mortgage ($2,192) + Fees ($13) + Taxes in 2025 ($274)


    Taxes:$3,290

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3210 QUEEN ALEXANDRIA DR, KISSIMMEE, FL 34744

    $382,00075 Days on yellowkey   MLS ID: O6389027

    For Sale O6389027 - 3210 QUEEN ALEXANDRIA DR, KISSIMMEE, FL 34744 28 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1541
       Built: 2011
    Monthly Fee: $136
       Tax: $4,861 (2025)
    Community: Raintree At Springlake Village Ph 2
    Single Family


    Estimated Monthly Payment: $2,634 (change assumption)
    Mortgage ($2,093) + Fees ($136) + Taxes in 2025 ($405)


    Taxes:$4,861

    Elementary School: East Lake Elem

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Narcoossee Middle


  • 2057 WALNUT CREEK DR, KISSIMMEE, FL 34744

    $456,99037 Days on yellowkey   MLS ID: O6400629

    1 Days Off yellowkey (back on 4/23/2026)

    For Sale O6400629 - 2057 WALNUT CREEK DR, KISSIMMEE, FL 34744 51 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2447
       Built: 2025
    Monthly Fee: $11
       Tax: $3,684 (2025)
    Community: Kindred Ph 3B 3C & 3D
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,822 (change assumption)
    Mortgage ($2,504) + Fees ($11) + Taxes in 2025 ($307)


    Taxes:$3,684

    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.