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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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  • 1603 BARBERRY DR, KISSIMMEE, FL 34744

    $420,00046 Days on yellowkey   MLS ID: O6398483

    REDUCED by $30,000 (6.7%) on 05/12/2026

    For Sale O6398483 - 1603 BARBERRY DR, KISSIMMEE, FL 34744 18 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1846
       Built: 2023
    Monthly Fee: $11
       Tax: $7,712 (2025)
    Community: Kindred Ph 2C & 2D
    Single Family


    Estimated Monthly Payment: $2,955 (change assumption)
    Mortgage ($2,301) + Fees ($11) + Taxes in 2025 ($643)


    Taxes:$7,712

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2661 ELLEN AVE, KISSIMMEE, FL 34744

    $437,50042 Days on yellowkey   MLS ID: O6399716

    REDUCED by $2,500 (0.6%) on 05/21/2026

    For Sale O6399716 - 2661 ELLEN AVE, KISSIMMEE, FL 34744 25 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1864
       Built: 1972   Tax: $5,005 (2025)
    Community: Emerald Lake Colony Unit 3
    Single Family


    Estimated Monthly Payment: $2,814 (change assumption)
    Mortgage ($2,397) + Taxes in 2025 ($417)


    Taxes:$5,005

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2675 CANDIED APPLE ALY, KISSIMMEE, FL 34744

    $349,00034 Days on yellowkey   MLS ID: O6401700

    REDUCED by $10,000 (2.8%) on 05/21/2026

    For Sale O6401700 - 2675 CANDIED APPLE ALY, KISSIMMEE, FL 34744 53 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1615
       Built: 2025
    Monthly Fee: $142
       Tax: $2,218 (2025)
    Community: Tohoqua Ph 7
    Townhouse


    Estimated Monthly Payment: $2,239 (change assumption)
    Mortgage ($1,912) + Fees ($142) + Taxes in 2025 ($185)


    Taxes:$2,218

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1807 GOOD NEIGHBOR LOOP, KISSIMMEE, FL 34744

    $440,00056 Days on yellowkey   MLS ID: O6395467

    For Sale O6395467 - 1807 GOOD NEIGHBOR LOOP, KISSIMMEE, FL 34744 32 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2151
       Built: 2022
    Monthly Fee: $30
       Tax: $1,907 (2025)
    Community: Tohoqua Ph 2
    Single Family


    Estimated Monthly Payment: $2,600 (change assumption)
    Mortgage ($2,411) + Fees ($30) + Taxes in 2025 ($159)


    Taxes:$1,907

    Elementary School: None

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: None


  • 607 FAIRMONT PL, KISSIMMEE, FL 34744

    $269,90013 Days on yellowkey   MLS ID: O6406900

    For Sale O6406900 - 607 FAIRMONT PL, KISSIMMEE, FL 34744 38 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1408
       Built: 2007
    Monthly Fee: $214
       Tax: $2,110 (2025)
    Community: Heritage Key Villas P1 & 02
    Townhouse


    Estimated Monthly Payment: $1,869 (change assumption)
    Mortgage ($1,479) + Fees ($214) + Taxes in 2025 ($176)


    Taxes:$2,110

    Elementary School: Boggy Creek Elem (K 5)

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Denn John Middle


  • 2507 WINNERS CIR, KISSIMMEE, FL 34744

    $565,00049 Days on yellowkey   MLS ID: S5147254

    INCREASED by $16,000 (2.9%) on 05/18/2026

    For Sale S5147254 - 2507 WINNERS CIR, KISSIMMEE, FL 34744 98 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1914
       Built: 1999   Tax: $2,483 (2025)
    Community: D S Estates
    Single Family


    Estimated Monthly Payment: $3,303 (change assumption)
    Mortgage ($3,096) + Taxes in 2025 ($207)


    Taxes:$2,483

    Elementary School: East Lake Elem

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 2050 E IRLO BRONSON MEMORIAL HWY #265, KISSIMMEE, FL 34744

    $29,000167 Days on yellowkey   MLS ID: S5139860

    For Sale S5139860 - 2050 E IRLO BRONSON MEMORIAL HWY #265, KISSIMMEE, FL 34744 5 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 325
       Built: 1973   Tax: $873 (2025)
    Community: 2050 Condotel Inn Condo
    Spa: No

    Condo


    Estimated Monthly Payment: $232 (change assumption)
    Mortgage ($159) + Taxes in 2025 ($73)


    Taxes:$873

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2710 SERENITY GARDEN DR, KISSIMMEE, FL 34744

    $449,99513 Days on yellowkey   MLS ID: S5149998

    1 Days Off yellowkey (back on 5/21/2026)

    For Sale S5149998 - 2710 SERENITY GARDEN DR, KISSIMMEE, FL 34744 72 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2175
       Built: 2024
    Monthly Fee: $7
       Tax: $5,690 (2025)
    Community: Tohoqua Ph 4C
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,947 (change assumption)
    Mortgage ($2,466) + Fees ($7) + Taxes in 2025 ($474)


    Taxes:$5,690

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1911 SPRING SHOWER CIR, KISSIMMEE, FL 34744

    $365,000114 Days on yellowkey   MLS ID: O6378988

    REDUCED by $3,000 (0.8%) on 05/21/2026

    For Sale O6378988 - 1911 SPRING SHOWER CIR, KISSIMMEE, FL 34744 52 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1579
       Built: 2024
    Monthly Fee: $220
       Tax: $6,234 (2025)
    Community: Tohoqua Reserve
    Spa: No

    Villa


    Estimated Monthly Payment: $2,739 (change assumption)
    Mortgage ($2,000) + Fees ($220) + Taxes in 2025 ($520)


    Taxes:$6,234

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 412 TARPON ST, KISSIMMEE, FL 34744

    $324,900146 Days on yellowkey   MLS ID: O6370428

    3 Days Off yellowkey (back on 5/21/2026)

    REDUCED by $5,000 (1.5%) on 05/18/2026

    For Sale O6370428 - 412 TARPON ST, KISSIMMEE, FL 34744 36 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1341
       Built: 2021   Tax: $3,291 (2024)
    Community: Benita Park
    Single Family


    Estimated Monthly Payment: $2,054 (change assumption)
    Mortgage ($1,780) + Taxes in 2024 ($274)


    Taxes:$3,291

    Elementary School: Central Avenue Elem

    High School: Osceola High School

    Tax Year: 2024

    Middle School: Denn John Middle


  • 1620 MARINA LAKE DR, KISSIMMEE, FL 34744

    $790,0008 Days on yellowkey   MLS ID: S5150329

    For Sale S5150329 - 1620 MARINA LAKE DR, KISSIMMEE, FL 34744 87 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3643
       Built: 2000
    Monthly Fee: $75
       Tax: $5,686 (2025)
    Community: Ashley Cove Unit 1
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,877 (change assumption)
    Mortgage ($4,329) + Fees ($75) + Taxes in 2025 ($474)


    Taxes:$5,686

    Elementary School: Partin Settlement Elem

    High School: None

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 2430 QUAIL RUN BLVD, KISSIMMEE, FL 34744

    $335,00069 Days on yellowkey   MLS ID: V4948022

    REDUCED by $4,000 (1.2%) on 05/20/2026

    For Sale V4948022 - 2430 QUAIL RUN BLVD, KISSIMMEE, FL 34744 28 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1080
       Built: 1998   Tax: $4,355 (2025)
    Community: Quail Hollow Ph 3
    Single Family


    Estimated Monthly Payment: $2,198 (change assumption)
    Mortgage ($1,836) + Taxes in 2025 ($363)


    Taxes:$4,355

    Elementary School: Mill Creek Elem (K 5)

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Denn John Middle


  • 1495 SKYLINE DR, KISSIMMEE, FL 34744

    $474,90083 Days on yellowkey   MLS ID: S5145209

    REDUCED by $19,600 (4.0%) on 05/20/2026

    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: $3,068 (change assumption)
    Mortgage ($2,602) + 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)


  • 1636 BARBERRY DR, KISSIMMEE, FL 34744

    $560,00094 Days on yellowkey   MLS ID: S5144068

    For Sale S5144068 - 1636 BARBERRY DR, KISSIMMEE, FL 34744 65 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 2851
       Built: 2023
    Monthly Fee: $11
       Tax: $7,432 (2025)
    Community: Kindred Ph 2C & 2D
    Single Family


    Estimated Monthly Payment: $3,699 (change assumption)
    Mortgage ($3,068) + Fees ($11) + Taxes in 2025 ($619)


    Taxes:$7,432

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 498 MARLLO RD, KISSIMMEE, FL 34744

    $640,00031 Days on yellowkey   MLS ID: S5147436

    For Sale S5147436 - 498 MARLLO RD, KISSIMMEE, FL 34744 22 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1956
       Built: 2026   Tax: $434 (2025)
    Community: Florida Fruit Belt Sales Company No 1
    Single Family


    Estimated Monthly Payment: $3,543 (change assumption)
    Mortgage ($3,507) + Taxes in 2025 ($36)


    Taxes:$434

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2540 BLOWING BREEZE AVE, KISSIMMEE, FL 34744

    $370,000140 Days on yellowkey   MLS ID: S5141277

    For Sale S5141277 - 2540 BLOWING BREEZE AVE, KISSIMMEE, FL 34744 29 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1700
       Built: 2021
    Monthly Fee: $154
       Tax: $6,407 (2025)
    Community: Tohoqua Ph 1B
    Townhouse


    Estimated Monthly Payment: $2,715 (change assumption)
    Mortgage ($2,027) + Fees ($154) + Taxes in 2025 ($534)


    Taxes:$6,407

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 14 GLENDALE DR, KISSIMMEE, FL 34744

    $509,90076 Days on yellowkey   MLS ID: S5145799

    REDUCED by $19,000 (3.6%) on 05/13/2026

    For Sale S5145799 - 14 GLENDALE DR, KISSIMMEE, FL 34744 22 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2510
       Built: 1970   Tax: $5,664 (2025)
    Community: Fairlawn Manor
    Single Family


    Estimated Monthly Payment: $3,266 (change assumption)
    Mortgage ($2,794) + Taxes in 2025 ($472)


    Taxes:$5,664

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3824 BLUE DASHER DR, KISSIMMEE, FL 34744

    $499,990360 Days on yellowkey   MLS ID: O6314514

    For Sale O6314514 - 3824 BLUE DASHER DR, KISSIMMEE, FL 34744 48 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3783
       Built: 2004
    Monthly Fee: $106
       Tax: $6,729 (2024)
    Community: Springlake Village Ph 03
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,406 (change assumption)
    Mortgage ($2,740) + Fees ($106) + Taxes in 2024 ($561)


    Taxes:$6,729

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1823 SUMMER SERENITY DR, KISSIMMEE, FL 34744

    $379,00041 Days on yellowkey   MLS ID: O6400356

    REDUCED by $16,000 (4.1%) on 05/20/2026

    For Sale O6400356 - 1823 SUMMER SERENITY DR, KISSIMMEE, FL 34744 66 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1900
       Built: 2022
    Monthly Fee: $26
       Tax: $6,999 (2024)
    Community: Tohoqua Ph 4A
    Single Family


    Estimated Monthly Payment: $2,686 (change assumption)
    Mortgage ($2,077) + Fees ($26) + Taxes in 2024 ($583)


    Taxes:$6,999

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1957 RED CANYON DR, KISSIMMEE, FL 34744

    $460,0009 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




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.