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Homes For Sale in Kissimmee 34744 - 340 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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  • 4424 SILVER CREEK ST, KISSIMMEE, FL 34744

    $470,000133 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


  • 2747 KISSIMMEE BAY CIR, KISSIMMEE, FL 34744

    $599,900114 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

    $439,90074 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)


  • 2352 ROSS ST, KISSIMMEE, FL 34744

    $315,000351 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


  • 930 SHORE DR, KISSIMMEE, FL 34744

    $674,90017 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

    $375,00036 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

    $199,000276 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

    $440,000100 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

    $364,99049 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

    $359,990260 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


  • 4306 BISCAYNE COVE CT, KISSIMMEE, FL 34744

    $700,000150 Days on yellowkey   MLS ID: O6370990

    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


  • 231 STRATHMORE CIR, KISSIMMEE, FL 34744

    $459,90087 Days on yellowkey   MLS ID: S5145096

    For Sale S5145096 - 231 STRATHMORE CIR, KISSIMMEE, FL 34744 60 photos

    Bed: 4   Bath: 2.5   Gar: 3
    Liv Area Sq Ft: 2262
       Built: 1996
    Monthly Fee: $18
       Tax: $5,082 (2025)
    Community: C
    Single Family


    Estimated Monthly Payment: $2,961 (change assumption)
    Mortgage ($2,520) + Fees ($18) + Taxes in 2025 ($424)


    Taxes:$5,082

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2924 DANA LN, KISSIMMEE, FL 34744

    $320,0007 Days on yellowkey   MLS ID: O6408879

    For Sale O6408879 - 2924 DANA LN, KISSIMMEE, FL 34744 61 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1133
       Built: 1989   Tax: $1,070 (2025)
    Community: Oaks At Mill Run The
    Single Family


    Estimated Monthly Payment: $1,843 (change assumption)
    Mortgage ($1,753) + Taxes in 2025 ($89)


    Taxes:$1,070

    Elementary School: Mill Creek Elem (K 5)

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Denn John Middle


  • 1578 CONTENTMENT LOOP, KISSIMMEE, FL 34744

    $511,00017 Days on yellowkey   MLS ID: S5150200

    For Sale S5150200 - 1578 CONTENTMENT LOOP, KISSIMMEE, FL 34744 16 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2113
       Built: 2023
    Monthly Fee: $7
       Tax: $6,094 (2025)
    Community: Tohoqua Ph 3
    Single Family


    Estimated Monthly Payment: $3,315 (change assumption)
    Mortgage ($2,800) + Fees ($7) + Taxes in 2025 ($508)


    Taxes:$6,094

    Elementary School: Island Village Elementary School

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Narcoossee Middle


  • 2733 SERENITY MEADOW DRIVE, KISSIMMEE, FL 34744

    $392,01066 Days on yellowkey   MLS ID: O6395315

    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


  • 2035 SPRING SHOWER CIR, KISSIMMEE, FL 34744

    $424,390141 Days on yellowkey   MLS ID: O6374311

    REDUCED by $26,150 (5.8%) on 04/08/2026

    For Sale O6374311 - 2035 SPRING SHOWER CIR, KISSIMMEE, FL 34744 23 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2018
       Built: 2026
    Monthly Fee: $128
       Tax: $3,007 (2025)
    Community: Tohoqua Reserve
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,704 (change assumption)
    Mortgage ($2,325) + Fees ($128) + Taxes in 2025 ($251)


    Taxes:$3,007

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2963 SERA BELLA WAY, KISSIMMEE, FL 34744

    $515,00088 Days on yellowkey   MLS ID: S5144389

    For Sale S5144389 - 2963 SERA BELLA WAY, KISSIMMEE, FL 34744 74 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2416
       Built: 2016
    Monthly Fee: $120
       Tax: $5,072 (2025)
    Community: Sera Bella
    Single Family


    Estimated Monthly Payment: $3,365 (change assumption)
    Mortgage ($2,822) + Fees ($120) + Taxes in 2025 ($423)


    Taxes:$5,072

    Elementary School: Ventura Elem

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Parkway Middle


  • 1670 TAYLOR RIDGE LOOP, KISSIMMEE, FL 34744

    $633,500247 Days on yellowkey   MLS ID: S5135712

    REDUCED by $3,500 (0.5%) on 05/31/2026

    For Sale S5135712 - 1670 TAYLOR RIDGE LOOP, KISSIMMEE, FL 34744 36 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2359
       Built: 2004
    Monthly Fee: $150
       Tax: $4,749 (2025)
    Community: Taylor Ridge
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,017 (change assumption)
    Mortgage ($3,471) + Fees ($150) + Taxes in 2025 ($396)


    Taxes:$4,749

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1489 TWIN VALLEY TER, KISSIMMEE, FL 34744

    $539,90072 Days on yellowkey   MLS ID: O6390966

    REDUCED by $5,000 (0.9%) on 05/23/2026

    For Sale O6390966 - 1489 TWIN VALLEY TER, KISSIMMEE, FL 34744 78 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2674
       Built: 2017
    Monthly Fee: $11
       Tax: $7,067 (2025)
    Community: Kindred Ph 1A & 1B
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,558 (change assumption)
    Mortgage ($2,958) + Fees ($11) + Taxes in 2025 ($589)


    Taxes:$7,067

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1620 MARINA LAKE DR, KISSIMMEE, FL 34744

    $790,00016 Days on yellowkey   MLS ID: S5150329

    For Sale S5150329 - 1620 MARINA LAKE DR, KISSIMMEE, FL 34744 95 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)




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.