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Homes For Sale in Kissimmee 34744 - 354 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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  • 2663 GOLD DUST CIR, KISSIMMEE, FL 34744

    $419,9004 Days on yellowkey   MLS ID: S5153091

    For Sale S5153091 - 2663 GOLD DUST CIR, KISSIMMEE, FL 34744 61 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2085
       Built: 2000
    Monthly Fee: $34
       Tax: $5,587 (2025)
    Community: Fortune Lakes
    Single Family


    Estimated Monthly Payment: $2,800 (change assumption)
    Mortgage ($2,301) + Fees ($34) + Taxes in 2025 ($466)


    Taxes:$5,587

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1531 BEECHMONT DR, KISSIMMEE, FL 34744

    $446,9905 Days on yellowkey   MLS ID: O6422709

    For Sale O6422709 - 1531 BEECHMONT DR, KISSIMMEE, FL 34744 50 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1828
       Built: 2025
    Monthly Fee: $11
       Tax: $3,094 (2025)
    Community: Kindred Ph 2A
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,718 (change assumption)
    Mortgage ($2,449) + Fees ($11) + Taxes in 2025 ($258)


    Taxes:$3,094

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1539 BEECHMONT DR, KISSIMMEE, FL 34744

    $446,9905 Days on yellowkey   MLS ID: O6422693

    For Sale O6422693 - 1539 BEECHMONT DR, KISSIMMEE, FL 34744 50 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1828
       Built: 2025
    Monthly Fee: $11
       Tax: $3,094 (2025)
    Community: Kindred Ph 2A
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,718 (change assumption)
    Mortgage ($2,449) + Fees ($11) + Taxes in 2025 ($258)


    Taxes:$3,094

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1874 HICKORY BLUFF RD, KISSIMMEE, FL 34744

    $520,00088 Days on yellowkey   MLS ID: O6398896

    REDUCED by $30,000 (5.5%) on 07/06/2026

    For Sale O6398896 - 1874 HICKORY BLUFF RD, KISSIMMEE, FL 34744 20 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2674
       Built: 2017
    Monthly Fee: $12
       Tax: $15,385 (2025)
    Community: Kindred
    Single Family


    Estimated Monthly Payment: $4,143 (change assumption)
    Mortgage ($2,849) + Fees ($12) + Taxes in 2025 ($1,282)


    Taxes:$15,385

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2000 RANKIN ST, KISSIMMEE, FL 34744

    $289,00023 Days on yellowkey   MLS ID: S5151625

    REDUCED by $30,000 (9.4%) on 07/02/2026

    SHORT SALE S5151625 - 2000 RANKIN ST, KISSIMMEE, FL 34744 6 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1814
       Built: 2024
    Monthly Fee: $89
       Tax: $5,659 (2025)
    Community: Kindred Ph 3A
    Townhouse


    Estimated Monthly Payment: $2,144 (change assumption)
    Mortgage ($1,584) + Fees ($89) + Taxes in 2025 ($472)


    Taxes:$5,659

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 2830 HORTON RD, KISSIMMEE, FL 34744

    $750,00011 Days on yellowkey   MLS ID: S5152781

    For Sale S5152781 - 2830 HORTON RD, KISSIMMEE, FL 34744 35 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1980
       Built: 1999   Tax: $2,648 (2025)
    Community: Acreage & Unrec
    Single Family


    Estimated Monthly Payment: $4,330 (change assumption)
    Mortgage ($4,109) + Taxes in 2025 ($221)


    Taxes:$2,648

    Elementary School: Partin Settlement Elem

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 1890 SAHA CT, KISSIMMEE, FL 34744

    $2,500,00050 Days on yellowkey   MLS ID: O6410092

    For Sale O6410092 - 1890 SAHA CT, KISSIMMEE, FL 34744 34 photos

    Bed: 7   Bath: 6.5   Gar: 2
    Liv Area Sq Ft: 7247
       Built: 1978   Tax: $14,882 (2025)
    Community: Regal Oak Shores Unit 3
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $14,938 (change assumption)
    Mortgage ($13,698) + Taxes in 2025 ($1,240)


    Taxes:$14,882

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3078 SANGRIA ST, KISSIMMEE, FL 34744

    $385,00070 Days on yellowkey   MLS ID: O6404323

    REDUCED by $5,000 (1.3%) on 07/06/2026

    For Sale O6404323 - 3078 SANGRIA ST, KISSIMMEE, FL 34744 29 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1770
       Built: 2017
    Monthly Fee: $160
       Tax: $7,059 (2025)
    Community: Villa Sol Village 4 Rep
    Single Family


    Estimated Monthly Payment: $2,858 (change assumption)
    Mortgage ($2,110) + Fees ($160) + Taxes in 2025 ($588)


    Taxes:$7,059

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1777 WALNUT CREEK DR, KISSIMMEE, FL 34744

    $449,500110 Days on yellowkey   MLS ID: O6390965

    INCREASED by $14,600 (3.4%) on 06/22/2026

    For Sale O6390965 - 1777 WALNUT CREEK DR, KISSIMMEE, FL 34744 76 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: $2,754 (change assumption)
    Mortgage ($2,463) + 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)


  • 2352 ROSS ST, KISSIMMEE, FL 34744

    $315,000387 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


  • 109 E BASS ST, KISSIMMEE, FL 34744

    $234,50022 Days on yellowkey   MLS ID: O6418571

    REDUCED by $2,500 (1.1%) on 07/06/2026

    For Sale O6418571 - 109 E BASS ST, KISSIMMEE, FL 34744 20 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 638
       Built: 1910   Tax: $1,667 (2025)
    Community: Nathan C Bryans
    Single Family


    Estimated Monthly Payment: $1,424 (change assumption)
    Mortgage ($1,285) + Taxes in 2025 ($139)


    Taxes:$1,667

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 422 JANICE KAY PL, KISSIMMEE, FL 34744

    $475,000317 Days on yellowkey   MLS ID: S5133405

    REDUCED by $4,000 (0.8%) on 07/06/2026

    For Sale S5133405 - 422 JANICE KAY PL, KISSIMMEE, FL 34744 16 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 3424
       Built: 2004
    Monthly Fee: $13
       Tax: $7,517 (2024)
    Community: Eagles Landing
    Single Family


    Estimated Monthly Payment: $3,242 (change assumption)
    Mortgage ($2,603) + Fees ($13) + Taxes in 2024 ($626)


    Taxes:$7,517

    Elementary School: Partin Settlement Elem

    High School: Gateway High School (9 12)

    Tax Year: 2024

    Middle School: Neptune Middle (6-8)


  • 2540 WINNERS CIR, KISSIMMEE, FL 34744

    $650,000142 Days on yellowkey   MLS ID: O6382446

    0 Days Off yellowkey (back on 7/6/2026)

    REDUCED by $39,000 (5.7%) on 07/03/2026

    For Sale O6382446 - 2540 WINNERS CIR, KISSIMMEE, FL 34744 52 photos

    Bed: 4   Bath: 4.5   Gar: 4
    Liv Area Sq Ft: 3246
       Built: 2000   Tax: $3,688 (2025)
    Community: Winners Park
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,869 (change assumption)
    Mortgage ($3,562) + Taxes in 2025 ($307)


    Taxes:$3,688

    Elementary School: East Lake Elem

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 1115 PROSPERITY AVE, KISSIMMEE, FL 34744

    $469,000113 Days on yellowkey   MLS ID: S5146235

    REDUCED by $5,000 (1.1%) on 06/29/2026

    For Sale S5146235 - 1115 PROSPERITY AVE, KISSIMMEE, FL 34744 33 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2085
       Built: 2003
    Monthly Fee: $46
       Tax: $2,454 (2025)
    Community: Fortune Lakes
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $2,820 (change assumption)
    Mortgage ($2,570) + Fees ($46) + Taxes in 2025 ($205)


    Taxes:$2,454

    Elementary School: Mill Creek Elem (K 5)

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 145 THORNBURY DR, KISSIMMEE, FL 34744

    $375,90023 Days on yellowkey   MLS ID: S5152081

    REDUCED by $4,000 (1.1%) on 07/06/2026

    For Sale S5152081 - 145 THORNBURY DR, KISSIMMEE, FL 34744 37 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1766
       Built: 2002
    Monthly Fee: $14
       Tax: $4,226 (2025)
    Community: Remington Prcl H Ph 2
    Single Family


    Estimated Monthly Payment: $2,426 (change assumption)
    Mortgage ($2,060) + Fees ($14) + Taxes in 2025 ($352)


    Taxes:$4,226

    Elementary School: Partin Settlement Elem

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 1010 PINEWOOD ST, KISSIMMEE, FL 34744

    $354,99015 Days on yellowkey   MLS ID: O6414305

    For Sale O6414305 - 1010 PINEWOOD ST, KISSIMMEE, FL 34744 15 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1484
       Built: 2026
    Monthly Fee: $86

    Community: Fish Lake Cove
    Spa: No

    Townhouse


    Estimated Monthly Payment: $2,031 (change assumption)
    Mortgage ($1,945) + Fees ($86) + Taxes in 2026 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2026

    Middle School: None


  • 986 PINEWOOD ST, KISSIMMEE, FL 34744

    $343,99015 Days on yellowkey   MLS ID: O6414282

    For Sale O6414282 - 986 PINEWOOD ST, KISSIMMEE, FL 34744 15 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1484
       Built: 2026
    Monthly Fee: $86
       Tax: $2,304 (2025)
    Community: Fish Lake Cove
    Spa: No

    Townhouse


    Estimated Monthly Payment: $2,163 (change assumption)
    Mortgage ($1,885) + Fees ($86) + Taxes in 2025 ($192)


    Taxes:$2,304

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1575 BARBERRY DR, KISSIMMEE, FL 34744

    $408,88825 Days on yellowkey   MLS ID: O6417570

    REDUCED by $5,112 (1.2%) on 07/06/2026

    For Sale O6417570 - 1575 BARBERRY DR, KISSIMMEE, FL 34744 5 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1846
       Built: 2023
    Monthly Fee: $11
       Tax: $7,013 (2025)
    Community: Kindred Ph 2C & 2D
    Single Family


    Estimated Monthly Payment: $2,836 (change assumption)
    Mortgage ($2,240) + Fees ($11) + Taxes in 2025 ($584)


    Taxes:$7,013

    Elementary School: Island Village Elementary School

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 1422 PATRICIA ST, KISSIMMEE, FL 34744

    $405,00018 Days on yellowkey   MLS ID: O6419136

    REDUCED by $10,000 (2.4%) on 07/06/2026

    For Sale O6419136 - 1422 PATRICIA ST, KISSIMMEE, FL 34744 44 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1578
       Built: 2015   Tax: $5,892 (2025)
    Community: Emerald Lake Colony Unit 3
    Single Family


    Estimated Monthly Payment: $2,710 (change assumption)
    Mortgage ($2,219) + Taxes in 2025 ($491)


    Taxes:$5,892

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1682 STARFISH ST, KISSIMMEE, FL 34744

    $474,9006 Days on yellowkey   MLS ID: TB8524523

    For Sale TB8524523 - 1682 STARFISH ST, KISSIMMEE, FL 34744 23 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1824
       Built: 1972   Tax: $6,232 (2025)
    Community: Neptune Shores 3
    Single Family


    Estimated Monthly Payment: $3,121 (change assumption)
    Mortgage ($2,602) + Taxes in 2025 ($519)


    Taxes:$6,232

    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.