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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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  • 2050 WALNUT CREEK DR, KISSIMMEE, FL 34744

    $411,99062 Days on yellowkey   MLS ID: O6394037

    1 Days Off yellowkey (back on 4/23/2026)

    For Sale O6394037 - 2050 WALNUT CREEK DR, KISSIMMEE, FL 34744 60 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: $2,575 (change assumption)
    Mortgage ($2,257) + Fees ($11) + Taxes in 2025 ($307)


    Taxes:$3,684

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1872 RUSTIC FALLS DR, KISSIMMEE, FL 34744

    $565,00054 Days on yellowkey   MLS ID: O6396038

    For Sale O6396038 - 1872 RUSTIC FALLS DR, KISSIMMEE, FL 34744 31 photos

    Bed: 8   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2824
       Built: 2020
    Monthly Fee: $125
       Tax: $8,846 (2025)
    Community: Kindred Ph 1Fa
    Single Family


    Estimated Monthly Payment: $3,958 (change assumption)
    Mortgage ($3,096) + Fees ($125) + Taxes in 2025 ($737)


    Taxes:$8,846

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1776 FULFILLMENT DR, KISSIMMEE, FL 34744

    $395,00036 Days on yellowkey   MLS ID: S5148323

    For Sale S5148323 - 1776 FULFILLMENT DR, KISSIMMEE, FL 34744 24 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1620
       Built: 2020
    Monthly Fee: $55
       Tax: $5,091 (2025)
    Community: Tohoqua Ph 1
    Townhouse


    Estimated Monthly Payment: $2,644 (change assumption)
    Mortgage ($2,164) + Fees ($55) + Taxes in 2025 ($424)


    Taxes:$5,091

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1325 CYPRESS ARBOR, KISSIMMEE, FL 34744

    $275,00042 Days on yellowkey   MLS ID: O6398060

    1 Days Off yellowkey (back on 4/21/2026)

    For Sale O6398060 - 1325 CYPRESS ARBOR, KISSIMMEE, FL 34744 15 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 957
       Built: 1986   Tax: $806 (2025)
    Community: Cypress Arbor
    Single Family


    Estimated Monthly Payment: $1,574 (change assumption)
    Mortgage ($1,507) + Taxes in 2025 ($67)


    Taxes:$806

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2045 WALNUT CREEK DR, KISSIMMEE, FL 34744

    $456,99043 Days on yellowkey   MLS ID: O6398932

    2 Days Off yellowkey (back on 4/21/2026)

    For Sale O6398932 - 2045 WALNUT CREEK DR, KISSIMMEE, FL 34744 47 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2447
       Built: 2025
    Monthly Fee: $11
       Tax: $3,684 (2025)
    Community: Kindred Ph 3B 3C & 3D
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,822 (change assumption)
    Mortgage ($2,504) + Fees ($11) + Taxes in 2025 ($307)


    Taxes:$3,684

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 103 DELLWOOD DR, KISSIMMEE, FL 34744

    $329,000107 Days on yellowkey   MLS ID: S5143443

    For Sale S5143443 - 103 DELLWOOD DR, KISSIMMEE, FL 34744 20 photos

    Bed: 3   Bath: 1.0
    Liv Area Sq Ft: 1368
       Built: 1955   Tax: $5,415 (2025)
    Community: Dellwood Park
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,254 (change assumption)
    Mortgage ($1,803) + Taxes in 2025 ($451)


    Taxes:$5,415

    Elementary School: Central Avenue Elem

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Denn John Middle


  • 1519 JADEWOOD WAY, KISSIMMEE, FL 34744

    $549,00047 Days on yellowkey   MLS ID: S5147592

    INCREASED by $10,000 (1.9%) on 04/20/2026

    For Sale S5147592 - 1519 JADEWOOD WAY, KISSIMMEE, FL 34744 27 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2601
       Built: 2022
    Monthly Fee: $10
       Tax: $7,660 (2025)
    Community: Kindred Ph 1
    Single Family


    Estimated Monthly Payment: $3,656 (change assumption)
    Mortgage ($3,008) + Fees ($10) + Taxes in 2025 ($638)


    Taxes:$7,660

    Elementary School: Mill Creek Elem (K 5)

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 7 WESTCHESTER DR, KISSIMMEE, FL 34744

    $434,000374 Days on yellowkey   MLS ID: O6309992

    1 Days Off yellowkey (back on 4/20/2026)

    REDUCED by $5,000 (1.1%) on 04/16/2026

    For Sale O6309992 - 7 WESTCHESTER DR, KISSIMMEE, FL 34744 45 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1786
       Built: 1962   Tax: $1,988 (2024)
    Community: Fairlawn Manor
    Single Family


    Estimated Monthly Payment: $2,544 (change assumption)
    Mortgage ($2,378) + Taxes in 2024 ($166)


    Taxes:$1,988

    Elementary School: Partin Settlement Elem

    High School: Osceola High School

    Tax Year: 2024

    Middle School: Neptune Middle (6-8)


  • 1708 NEBRASKA AVE, KISSIMMEE, FL 34744

    $335,00038 Days on yellowkey   MLS ID: O6400560

    For Sale O6400560 - 1708 NEBRASKA AVE, KISSIMMEE, FL 34744 10 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1008
       Built: 1971   Tax: $3,138 (2025)
    Community: Johnston Park
    Single Family


    Estimated Monthly Payment: $2,097 (change assumption)
    Mortgage ($1,836) + Taxes in 2025 ($262)


    Taxes:$3,138

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2275 SOUTHBURY DR, KISSIMMEE, FL 34744

    $348,79086 Days on yellowkey   MLS ID: O6386802

    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: $2,175 (change assumption)
    Mortgage ($1,911) + 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)


  • 2213 SOUTHBURY DR, KISSIMMEE, FL 34744

    $404,990198 Days on yellowkey   MLS ID: O6359460

    0 Days Off yellowkey (back on 4/19/2026)

    REDUCED by $5,000 (1.2%) on 04/16/2026

    For Sale O6359460 - 2213 SOUTHBURY DR, KISSIMMEE, FL 34744 25 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1913
       Built: 2025
    Monthly Fee: $10
       Tax: $967 (2025)
    Community: Tohoqua
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,310 (change assumption)
    Mortgage ($2,219) + Fees ($10) + Taxes in 2025 ($81)


    Taxes:$967

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 3050 MENORCA CT, KISSIMMEE, FL 34744

    $469,90090 Days on yellowkey   MLS ID: S5144709

    For Sale S5144709 - 3050 MENORCA CT, KISSIMMEE, FL 34744 59 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2453
       Built: 2015
    Monthly Fee: $160
       Tax: $3,185 (2025)
    Community: Villa Sol Village 4
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,000 (change assumption)
    Mortgage ($2,575) + Fees ($160) + Taxes in 2025 ($265)


    Taxes:$3,185

    Elementary School: East Lake Elem

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 2963 SERA BELLA WAY, KISSIMMEE, FL 34744

    $515,00079 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


  • 1874 HICKORY BLUFF RD, KISSIMMEE, FL 34744

    $550,00043 Days on yellowkey   MLS ID: O6398896

    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: $4,308 (change assumption)
    Mortgage ($3,014) + Fees ($12) + Taxes in 2025 ($1,282)


    Taxes:$15,385

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2503 HASSONITE ST, KISSIMMEE, FL 34744

    $345,000205 Days on yellowkey   MLS ID: S5137504

    For Sale S5137504 - 2503 HASSONITE ST, KISSIMMEE, FL 34744 22 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2018
       Built: 2007
    Monthly Fee: $170
       Tax: $1,559 (2024)
    Community: Amber Pointe
    Townhouse


    Estimated Monthly Payment: $2,190 (change assumption)
    Mortgage ($1,890) + Fees ($170) + Taxes in 2024 ($130)


    Taxes:$1,559

    Elementary School: Partin Settlement Elem

    High School: Gateway High School (9 12)

    Tax Year: 2024

    Middle School: Denn John Middle


  • 1378 E LAKE SHORE BLVD, KISSIMMEE, FL 34744

    $585,00044 Days on yellowkey   MLS ID: R4911041

    0 Days Off yellowkey (back on 4/18/2026)

    For Sale R4911041 - 1378 E LAKE SHORE BLVD, KISSIMMEE, FL 34744 51 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2147
       Built: 1997   Tax: $3,637 (2025)
    Community: East Lake Shores
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,508 (change assumption)
    Mortgage ($3,205) + Taxes in 2025 ($303)


    Taxes:$3,637

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2937 SLOUGH CREEK DR, KISSIMMEE, FL 34744

    $519,900102 Days on yellowkey   MLS ID: S5143801

    For Sale S5143801 - 2937 SLOUGH CREEK DR, KISSIMMEE, FL 34744 21 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2727
       Built: 2023
    Monthly Fee: $130
       Tax: $7,208 (2025)
    Community: Creekside At Boggy Creek Ph 3
    Single Family


    Estimated Monthly Payment: $3,579 (change assumption)
    Mortgage ($2,849) + Fees ($130) + Taxes in 2025 ($601)


    Taxes:$7,208

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1873 SPRING SHOWER CIR, KISSIMMEE, FL 34744

    $345,000276 Days on yellowkey   MLS ID: S5133310

    For Sale S5133310 - 1873 SPRING SHOWER CIR, KISSIMMEE, FL 34744 18 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1559
       Built: 2023
    Monthly Fee: $212
       Tax: $5,457 (2024)
    Community: Tohoqua Ph 5B
    Villa


    Estimated Monthly Payment: $2,557 (change assumption)
    Mortgage ($1,890) + Fees ($212) + Taxes in 2024 ($455)


    Taxes:$5,457

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1648 HEART BAR RD, KISSIMMEE, FL 34744

    $380,990401 Days on yellowkey   MLS ID: S5125282

    For Sale S5125282 - 1648 HEART BAR RD, KISSIMMEE, FL 34744 77 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1516
       Built: 2023   Tax: $5,045 (2025)
    Community: Kindred Ph 2C & 2D
    Single Family


    Estimated Monthly Payment: $2,508 (change assumption)
    Mortgage ($2,088) + Taxes in 2025 ($420)


    Taxes:$5,045

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 1703 MICHIGAN AVE #A, KISSIMMEE, FL 34744

    $149,900100 Days on yellowkey   MLS ID: S5143470

    For Sale S5143470 - 1703 MICHIGAN AVE #A, KISSIMMEE, FL 34744 6 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1118
       Built: 1973
    Monthly Fee: $345
       Tax: $2,561 (2025)
    Community: Essex Park Villas Condo
    Condo


    Estimated Monthly Payment: $1,380 (change assumption)
    Mortgage ($821) + Fees ($345) + Taxes in 2025 ($213)


    Taxes:$2,561

    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.