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Homes For Sale in Kissimmee 34744 - 336 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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  • 1933 BELLKNOLL LN, KISSIMMEE, FL 34744

    $429,000Listed 06/01/2026 10:16AM   MLS ID: O6411567

    For Sale O6411567 - 1933 BELLKNOLL LN, KISSIMMEE, FL 34744 36 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1846
       Built: 2020
    Monthly Fee: $11
       Tax: $6,080 (2025)
    Community: Kindred
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,868 (change assumption)
    Mortgage ($2,351) + Fees ($11) + Taxes in 2025 ($507)


    Taxes:$6,080

    Elementary School: None

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: None


  • 1371 FAIR OAKS AVE, KISSIMMEE, FL 34744

    $370,000Listed 06/01/2026 9:48AM   MLS ID: S5150771

    For Sale S5150771 - 1371 FAIR OAKS AVE, KISSIMMEE, FL 34744 28 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1771
       Built: 1967   Tax: $1,767 (2025)
    Community: Cadillac Homes
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,175 (change assumption)
    Mortgage ($2,027) + Taxes in 2025 ($147)


    Taxes:$1,767

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2601 GOLD DUST CIR, KISSIMMEE, FL 34744

    $485,00067 Days on yellowkey   MLS ID: S5146084

    REDUCED by $10,000 (2.0%) on 05/09/2026

    For Sale S5146084 - 2601 GOLD DUST CIR, KISSIMMEE, FL 34744 23 photos

    Bed: 4   Bath: 3.5   Gar: 18
    Liv Area Sq Ft: 2691
       Built: 2001
    Monthly Fee: $47
       Tax: $4,131 (2025)
    Community: Fortune Lakes
    Single Family


    Estimated Monthly Payment: $3,049 (change assumption)
    Mortgage ($2,657) + Fees ($47) + Taxes in 2025 ($344)


    Taxes:$4,131

    Elementary School: Partin Settlement Elem

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 1957 RED CANYON DR, KISSIMMEE, FL 34744

    $460,00013 Days on yellowkey   MLS ID: O6409138

    For Sale O6409138 - 1957 RED CANYON DR, KISSIMMEE, FL 34744 55 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2469
       Built: 2016
    Monthly Fee: $11
       Tax: $8,263 (2025)
    Community: Kindred Ph 1A & 1B
    Single Family


    Estimated Monthly Payment: $3,220 (change assumption)
    Mortgage ($2,520) + Fees ($11) + Taxes in 2025 ($689)


    Taxes:$8,263

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4424 SILVER CREEK ST, KISSIMMEE, FL 34744

    $470,000129 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 27 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


  • 3013 MANDOLIN DR, KISSIMMEE, FL 34744

    $439,0003 Days on yellowkey   MLS ID: O6411560

    For Sale O6411560 - 3013 MANDOLIN DR, KISSIMMEE, FL 34744 58 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2148
       Built: 2005
    Monthly Fee: $83
       Tax: $5,071 (2025)
    Community: Turnberry Reserve Unit 1
    Single Family


    Estimated Monthly Payment: $2,911 (change assumption)
    Mortgage ($2,405) + Fees ($83) + Taxes in 2025 ($423)


    Taxes:$5,071

    Elementary School: East Lake Elem

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Narcoossee Middle


  • 1508 JENNI LEE CT, KISSIMMEE, FL 34744

    $474,90016 Days on yellowkey   MLS ID: TB8508177

    For Sale TB8508177 - 1508 JENNI LEE CT, KISSIMMEE, FL 34744 15 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2077
       Built: 1996
    Monthly Fee: $21
       Tax: $1,877 (2025)
    Community: Woods At Kings Crest The Ph 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,780 (change assumption)
    Mortgage ($2,602) + Fees ($21) + Taxes in 2025 ($156)


    Taxes:$1,877

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2747 KISSIMMEE BAY CIR, KISSIMMEE, FL 34744

    $599,900110 Days on yellowkey   MLS ID: S5143367

    For Sale S5143367 - 2747 KISSIMMEE BAY CIR, KISSIMMEE, FL 34744 64 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3177
       Built: 1991
    Monthly Fee: $195
       Tax: $4,193 (2025)
    Community: Kissimmee Bay
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,831 (change assumption)
    Mortgage ($3,287) + Fees ($195) + Taxes in 2025 ($349)


    Taxes:$4,193

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1777 WALNUT CREEK DR, KISSIMMEE, FL 34744

    $439,90070 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)


  • 1767 SMARTS RULE ST, KISSIMMEE, FL 34744

    $509,90022 Days on yellowkey   MLS ID: S5149626

    For Sale S5149626 - 1767 SMARTS RULE ST, KISSIMMEE, FL 34744 38 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2764
       Built: 2022
    Monthly Fee: $1
       Tax: $7,949 (2024)
    Community: Tohoqua Ph 1B
    Single Family


    Estimated Monthly Payment: $3,457 (change assumption)
    Mortgage ($2,794) + Fees ($1) + Taxes in 2024 ($662)


    Taxes:$7,949

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2024

    Middle School: Neptune Middle (6-8)


  • 2352 ROSS ST, KISSIMMEE, FL 34744

    $315,000347 Days on yellowkey   MLS ID: O6320029

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

    For Sale O6320029 - 2352 ROSS ST, KISSIMMEE, FL 34744 5 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1330
       Built: 2025   Tax: $608 (2024)
    Community: Gilchrist Add To Kissimmee
    Single Family


    Estimated Monthly Payment: $1,777 (change assumption)
    Mortgage ($1,726) + Taxes in 2024 ($51)


    Taxes:$608

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1710 WOODSIDE CT, KISSIMMEE, FL 34744

    $550,000160 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)


  • 3210 QUEEN ALEXANDRIA DR, KISSIMMEE, FL 34744

    $369,90080 Days on yellowkey   MLS ID: O6389027

    REDUCED by $12,100 (3.2%) on 06/01/2026

    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: $2,568 (change assumption)
    Mortgage ($2,027) + 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


  • 1805 MICHIGAN AVE #D, KISSIMMEE, FL 34744

    $139,000Listed 06/01/2026 8:43AM   MLS ID: S5150908

    For Sale S5150908 - 1805 MICHIGAN AVE #D, KISSIMMEE, FL 34744 9 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1118
       Built: 1973
    Monthly Fee: $345
       Tax: $2,118 (2025)
    Community: Essex Park Villas Condo
    Condo


    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


  • 930 SHORE DR, KISSIMMEE, FL 34744

    $674,90013 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


  • 2955 RED OAK DR, KISSIMMEE, FL 34744

    $375,00032 Days on yellowkey   MLS ID: O6401588

    For Sale O6401588 - 2955 RED OAK DR, KISSIMMEE, FL 34744 33 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1365
       Built: 1996   Tax: $1,310 (2025)
    Community: Westwood Forest
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,164 (change assumption)
    Mortgage ($2,055) + Taxes in 2025 ($109)


    Taxes:$1,310

    Elementary School: Mill Creek Elem (K 5)

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Denn John Middle


  • 1906 DAMON AVE, KISSIMMEE, FL 34744

    $199,000272 Days on yellowkey   MLS ID: O6337678

    0 Days Off yellowkey (back on 9/10/2025)

    For Sale O6337678 - 1906 DAMON AVE, KISSIMMEE, FL 34744 8 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1224
       Built: 1972   Tax: $1,376 (2024)
    Community: Kissimmee Heights
    Single Family


    Estimated Monthly Payment: $1,205 (change assumption)
    Mortgage ($1,090) + Taxes in 2024 ($115)


    Taxes:$1,376

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1994 SPRING SHOWER CIR, KISSIMMEE, FL 34744

    $440,00096 Days on yellowkey   MLS ID: S5144463

    REDUCED by $15,000 (3.3%) on 06/01/2026

    For Sale S5144463 - 1994 SPRING SHOWER CIR, KISSIMMEE, FL 34744 32 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2056
       Built: 2022
    Monthly Fee: $128
       Tax: $7,519 (2025)
    Community: Tohoqua Reserve
    Single Family


    Estimated Monthly Payment: $3,165 (change assumption)
    Mortgage ($2,411) + Fees ($128) + Taxes in 2025 ($627)


    Taxes:$7,519

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1631 BITTEROOT ST, KISSIMMEE, FL 34744

    $364,99045 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


  • 1765 BROCKRIDGE RD, KISSIMMEE, FL 34744

    $359,990256 Days on yellowkey   MLS ID: S5134833

    REDUCED by $5,000 (1.4%) on 05/31/2026

    For Sale S5134833 - 1765 BROCKRIDGE RD, KISSIMMEE, FL 34744 45 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1690
       Built: 2018
    Monthly Fee: $11
       Tax: $5,653 (2024)
    Community: Kindred Ph 1D
    Single Family


    Estimated Monthly Payment: $2,455 (change assumption)
    Mortgage ($1,972) + Fees ($11) + Taxes in 2024 ($471)


    Taxes:$5,653

    Elementary School: None

    High School: None

    Tax Year: 2024

    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.