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Homes For Sale in Kissimmee 34744 - 371 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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  • 1420 EMERALD DR, KISSIMMEE, FL 34744

    $489,000112 Days on yellowkey   MLS ID: O6386884

    1 Days Off yellowkey (back on 6/11/2026)

    REDUCED by $10,000 (2.0%) on 06/06/2026

    For Sale O6386884 - 1420 EMERALD DR, KISSIMMEE, FL 34744 58 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1857
       Built: 1973   Tax: $3,310 (2025)
    Community: Emerald Lake Colony Unit 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,955 (change assumption)
    Mortgage ($2,679) + Taxes in 2025 ($276)


    Taxes:$3,310

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 2601 GOLD DUST CIR, KISSIMMEE, FL 34744

    $485,00091 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)


  • 1826 HOWARD MESA DR, KISSIMMEE, FL 34744

    $424,99014 Days on yellowkey   MLS ID: O6416048

    REDUCED by $7,000 (1.6%) on 06/25/2026

    For Sale O6416048 - 1826 HOWARD MESA DR, KISSIMMEE, FL 34744 48 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1665
       Built: 2025
    Monthly Fee: $11
       Tax: $3,684 (2025)
    Community: Kindred Ph 3B 3C & 3D
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,647 (change assumption)
    Mortgage ($2,329) + Fees ($11) + Taxes in 2025 ($307)


    Taxes:$3,684

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2030 WALNUT CREEK DR, KISSIMMEE, FL 34744

    $399,99028 Days on yellowkey   MLS ID: O6411670

    REDUCED by $5,000 (1.2%) on 06/25/2026

    For Sale O6411670 - 2030 WALNUT CREEK DR, KISSIMMEE, FL 34744 50 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: $2,510 (change assumption)
    Mortgage ($2,192) + Fees ($11) + Taxes in 2025 ($307)


    Taxes:$3,684

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3557 ROCK CREEK LN, KISSIMMEE, FL 34744

    $520,0001 Day on yellowkey   MLS ID: S5152410

    For Sale S5152410 - 3557 ROCK CREEK LN, KISSIMMEE, FL 34744 57 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2128
       Built: 2020
    Monthly Fee: $105
       Tax: $4,593 (2025)
    Community: East Lake Preserve Ph 3
    Single Family


    Estimated Monthly Payment: $3,337 (change assumption)
    Mortgage ($2,849) + Fees ($105) + Taxes in 2025 ($383)


    Taxes:$4,593

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2405 CEDARFIELD LN, KISSIMMEE, FL 34744

    $289,0001 Day on yellowkey   MLS ID: S5152134

    For Sale S5152134 - 2405 CEDARFIELD LN, KISSIMMEE, FL 34744 37 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1523
       Built: 2001
    Monthly Fee: $14
       Tax: $5,348 (2025)
    Community: Remington Prcl J
    Single Family


    Estimated Monthly Payment: $2,043 (change assumption)
    Mortgage ($1,584) + Fees ($14) + Taxes in 2025 ($446)


    Taxes:$5,348

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1974 SPRING SHOWER CIR, KISSIMMEE, FL 34744

    $450,0001 Day on yellowkey   MLS ID: O6418282

    For Sale O6418282 - 1974 SPRING SHOWER CIR, KISSIMMEE, FL 34744 69 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2175
       Built: 2023
    Monthly Fee: $136
       Tax: $2,980 (2024)
    Community: Tohoqua Ph 5A
    Single Family


    Estimated Monthly Payment: $2,850 (change assumption)
    Mortgage ($2,466) + Fees ($136) + Taxes in 2024 ($248)


    Taxes:$2,980

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2024

    Middle School: Neptune Middle (6-8)


  • 1783 SMARTS RULE ST, KISSIMMEE, FL 34744

    $525,00031 Days on yellowkey   MLS ID: S5150485

    For Sale S5150485 - 1783 SMARTS RULE ST, KISSIMMEE, FL 34744 38 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2500
       Built: 2022
    Monthly Fee: $10
       Tax: $9,191 (2025)
    Community: Tohoqua Ph 1B
    Single Family


    Estimated Monthly Payment: $3,653 (change assumption)
    Mortgage ($2,877) + Fees ($10) + Taxes in 2025 ($766)


    Taxes:$9,191

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1720 FULFILLMENT DR, KISSIMMEE, FL 34744

    $400,00063 Days on yellowkey   MLS ID: O6401021

    1 Days Off yellowkey (back on 6/24/2026)

    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)


  • 1673 BARBERRY DR, KISSIMMEE, FL 34744

    $429,99085 Days on yellowkey   MLS ID: S5147034

    REDUCED by $19,910 (4.4%) on 06/17/2026

    For Sale S5147034 - 1673 BARBERRY DR, KISSIMMEE, FL 34744 46 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1846
       Built: 2023
    Monthly Fee: $11
       Tax: $6,214 (2025)
    Community: Kindred Ph 2C & 2D
    Single Family


    Estimated Monthly Payment: $2,885 (change assumption)
    Mortgage ($2,356) + Fees ($11) + Taxes in 2025 ($518)


    Taxes:$6,214

    Elementary School: Island Village Elementary School

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 2127 SOUTHBURY DR, KISSIMMEE, FL 34744

    $381,4903 Days on yellowkey   MLS ID: O6419027

    0 Days Off yellowkey (back on 6/24/2026)

    For Sale O6419027 - 2127 SOUTHBURY DR, KISSIMMEE, FL 34744 28 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1770
       Built: 2026
    Monthly Fee: $126
       Tax: $1,920 (2025)
    Community: Tohoqua
    Spa: No

    Townhouse


    Estimated Monthly Payment: $2,376 (change assumption)
    Mortgage ($2,090) + Fees ($126) + Taxes in 2025 ($160)


    Taxes:$1,920

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 2275 SOUTHBURY DR, KISSIMMEE, FL 34744

    $346,790115 Days on yellowkey   MLS ID: O6386802

    4 Days Off yellowkey (back on 6/24/2026)

    REDUCED by $2,000 (0.6%) on 06/08/2026

    For Sale O6386802 - 2275 SOUTHBURY DR, KISSIMMEE, FL 34744 24 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1553
       Built: 2026
    Monthly Fee: $130
       Tax: $1,610 (2025)
    Community: Tohoqua
    Spa: No

    Townhouse


    Estimated Monthly Payment: $2,164 (change assumption)
    Mortgage ($1,900) + Fees ($130) + Taxes in 2025 ($134)


    Taxes:$1,610

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 3821 SHOREVIEW DR, KISSIMMEE, FL 34744

    $524,99491 Days on yellowkey   MLS ID: S5146534

    INCREASED by $4 (0.0%) on 06/24/2026

    For Sale S5146534 - 3821 SHOREVIEW DR, KISSIMMEE, FL 34744 18 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2458
       Built: 2009
    Monthly Fee: $188
       Tax: $3,749 (2025)
    Community: North Shore Village
    Single Family


    Estimated Monthly Payment: $3,377 (change assumption)
    Mortgage ($2,877) + Fees ($188) + Taxes in 2025 ($312)


    Taxes:$3,749

    Elementary School: East Lake Elem

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Narcoossee Middle


  • 2462 MILL RUN BLVD, KISSIMMEE, FL 34744

    $429,9003 Days on yellowkey   MLS ID: O6418912

    REDUCED by $10,000 (2.3%) on 06/24/2026

    For Sale O6418912 - 2462 MILL RUN BLVD, KISSIMMEE, FL 34744 46 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1538
       Built: 1980   Tax: $1,698 (2025)
    Community: Mill Run
    Single Family


    Estimated Monthly Payment: $2,497 (change assumption)
    Mortgage ($2,356) + Taxes in 2025 ($141)


    Taxes:$1,698

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4306 BISCAYNE COVE CT, KISSIMMEE, FL 34744

    $700,000170 Days on yellowkey   MLS ID: O6370990

    5 Days Off yellowkey (back on 6/24/2026)

    REDUCED by $25,000 (3.4%) on 04/21/2026

    For Sale O6370990 - 4306 BISCAYNE COVE CT, KISSIMMEE, FL 34744 54 photos

    Bed: 5   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3828
       Built: 2015
    Monthly Fee: $108
       Tax: $5,600 (2025)
    Community: North Point Ph 2B-2C
    Single Family


    Estimated Monthly Payment: $4,410 (change assumption)
    Mortgage ($3,836) + Fees ($108) + Taxes in 2025 ($467)


    Taxes:$5,600

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2733 SERENITY MEADOW DRIVE, KISSIMMEE, FL 34744

    $392,01086 Days on yellowkey   MLS ID: O6395315

    1 Days Off yellowkey (back on 6/24/2026)

    For Sale O6395315 - 2733 SERENITY MEADOW DRIVE, KISSIMMEE, FL 34744 33 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1670
       Built: 2025
    Monthly Fee: $136
       Tax: $3,086 (2025)
    Community: Tohoqua Reserve
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,541 (change assumption)
    Mortgage ($2,148) + Fees ($136) + Taxes in 2025 ($257)


    Taxes:$3,086

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4416 SILVER CREEK ST, KISSIMMEE, FL 34744

    $380,00069 Days on yellowkey   MLS ID: O6398907

    1 Days Off yellowkey (back on 6/24/2026)

    REDUCED by $10,000 (2.6%) on 06/03/2026

    For Sale O6398907 - 4416 SILVER CREEK ST, KISSIMMEE, FL 34744 31 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1504
       Built: 2019
    Monthly Fee: $130
       Tax: $4,679 (2025)
    Community: Creekside At Boggy Creek Ph 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,602 (change assumption)
    Mortgage ($2,082) + Fees ($130) + Taxes in 2025 ($390)


    Taxes:$4,679

    Elementary School: East Lake Elem

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Narcoossee Middle


  • 4424 SILVER CREEK ST, KISSIMMEE, FL 34744

    $470,000153 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


  • 2723 CALLAWAY LN, KISSIMMEE, FL 34744

    $435,00074 Days on yellowkey   MLS ID: O6397750

    1 Days Off yellowkey (back on 6/24/2026)

    For Sale O6397750 - 2723 CALLAWAY LN, KISSIMMEE, FL 34744 56 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2513
       Built: 2005
    Monthly Fee: $78
       Tax: $6,939 (2024)
    Community: Remington Prcl M1
    Single Family


    Estimated Monthly Payment: $3,040 (change assumption)
    Mortgage ($2,384) + Fees ($78) + Taxes in 2024 ($578)


    Taxes:$6,939

    Elementary School: Partin Settlement Elem

    High School: Gateway High School (9 12)

    Tax Year: 2024

    Middle School: Neptune Middle (6-8)


  • 3837 WOOD THRUSH DR, KISSIMMEE, FL 34744

    $397,750273 Days on yellowkey   MLS ID: O6347371

    REDUCED by $150 (0.0%) on 06/24/2026

    For Sale O6347371 - 3837 WOOD THRUSH DR, KISSIMMEE, FL 34744 28 photos

    Bed: 5   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2065
       Built: 2006
    Monthly Fee: $120
       Tax: $4,848 (2024)
    Community: Springlake Vlg Ph 5A
    Single Family


    Estimated Monthly Payment: $2,703 (change assumption)
    Mortgage ($2,179) + Fees ($120) + Taxes in 2024 ($404)


    Taxes:$4,848

    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.