REFINE SEARCH
Status
Keywords
Price
 
Bedrooms
Bathrooms
Garages
Liv Area Sq Ft
Min Year
Max Year
Property Types
No Image
Age Restricted
Foreclosure
Short Sale
Pets Allowed
Furnished
Pool
Spa
Reduced Price
Back on yellowkey
Possible Short Term Rental
Carports
Max Association Fee (monthly)
Max Monthly Payment
Search

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

Sort:
  • 1804 HOWARD MESA DR, KISSIMMEE, FL 34744

    $399,99016 Days on yellowkey   MLS ID: O6409252

    For Sale O6409252 - 1804 HOWARD MESA DR, KISSIMMEE, FL 34744 49 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


  • 2789 WOODLAND CREEK LOOP, KISSIMMEE, FL 34744

    $550,00016 Days on yellowkey   MLS ID: O6409086

    For Sale O6409086 - 2789 WOODLAND CREEK LOOP, KISSIMMEE, FL 34744 25 photos

    Bed: 4   Bath: 2.5   Gar: 3
    Liv Area Sq Ft: 2419
       Built: 2004
    Monthly Fee: $41
       Tax: $2,204 (2025)
    Community: Woodland Creek
    Single Family


    Estimated Monthly Payment: $3,238 (change assumption)
    Mortgage ($3,014) + Fees ($41) + Taxes in 2025 ($184)


    Taxes:$2,204

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2776 KISSIMMEE BAY CIR, KISSIMMEE, FL 34744

    $794,900176 Days on yellowkey   MLS ID: S5139337

    0 Days Off yellowkey (back on 5/19/2026)

    REDUCED by $24,100 (2.9%) on 04/17/2026

    For Sale S5139337 - 2776 KISSIMMEE BAY CIR, KISSIMMEE, FL 34744 52 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3340
       Built: 2018
    Monthly Fee: $190
       Tax: $5,827 (2025)
    Community: Kissimmee Bay Rep 7
    Single Family


    Estimated Monthly Payment: $5,031 (change assumption)
    Mortgage ($4,356) + Fees ($190) + Taxes in 2025 ($486)


    Taxes:$5,827

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2821 SCENIC LN, KISSIMMEE, FL 34744

    $499,900121 Days on yellowkey   MLS ID: O6379416

    For Sale O6379416 - 2821 SCENIC LN, KISSIMMEE, FL 34744 30 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2538
       Built: 2009
    Monthly Fee: $169
       Tax: $6,468 (2025)
    Community: North Shore Village
    Single Family


    Estimated Monthly Payment: $3,447 (change assumption)
    Mortgage ($2,739) + Fees ($169) + Taxes in 2025 ($539)


    Taxes:$6,468

    Elementary School: East Lake Elem

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Narcoossee Middle


  • 710 BAY ST, KISSIMMEE, FL 34744

    $255,00099 Days on yellowkey   MLS ID: O6385334

    REDUCED by $5,000 (1.9%) on 05/19/2026

    For Sale O6385334 - 710 BAY ST, KISSIMMEE, FL 34744 29 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1100
       Built: 1935   Tax: $2,687 (2025)
    Community: Robert Bass Add
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,621 (change assumption)
    Mortgage ($1,397) + Taxes in 2025 ($224)


    Taxes:$2,687

    Elementary School: Central Avenue Elem

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Denn John Middle


  • 3837 WOOD THRUSH DR, KISSIMMEE, FL 34744

    $397,900252 Days on yellowkey   MLS ID: O6347371

    REDUCED by $99 (0.0%) on 05/19/2026

    For Sale O6347371 - 3837 WOOD THRUSH DR, KISSIMMEE, FL 34744 29 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: $2,704 (change assumption)
    Mortgage ($2,180) + Fees ($120) + Taxes in 2024 ($404)


    Taxes:$4,848

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1739 KATO WAY, KISSIMMEE, FL 34744

    $349,90020 Days on yellowkey   MLS ID: S5150052

    For Sale S5150052 - 1739 KATO WAY, KISSIMMEE, FL 34744 22 photos

    Bed: 4   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1926
       Built: 2018
    Monthly Fee: $140
       Tax: $4,022 (2025)
    Community: Heritage Run
    Townhouse


    Estimated Monthly Payment: $2,392 (change assumption)
    Mortgage ($1,917) + Fees ($140) + Taxes in 2025 ($335)


    Taxes:$4,022

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4450 SMALL CREEK RD, KISSIMMEE, FL 34744

    $375,000270 Days on yellowkey   MLS ID: S5134233

    For Sale S5134233 - 4450 SMALL CREEK RD, KISSIMMEE, FL 34744 25 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1534
       Built: 2023
    Monthly Fee: $229
       Tax: $5,169 (2024)
    Community: Creekside Twnhms
    Townhouse


    Estimated Monthly Payment: $2,714 (change assumption)
    Mortgage ($2,055) + Fees ($229) + Taxes in 2024 ($431)


    Taxes:$5,169

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1617 MOHEGAN BLVD, KISSIMMEE, FL 34744

    $339,000243 Days on yellowkey   MLS ID: O6349369

    For Sale O6349369 - 1617 MOHEGAN BLVD, KISSIMMEE, FL 34744 50 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1896
       Built: 2018
    Monthly Fee: $140
       Tax: $631 (2024)
    Community: Heritage Run
    Townhouse


    Estimated Monthly Payment: $2,050 (change assumption)
    Mortgage ($1,857) + Fees ($140) + Taxes in 2024 ($53)


    Taxes:$631

    Elementary School: Mill Creek Elem (K 5)

    High School: Gateway High School (9 12)

    Tax Year: 2024

    Middle School: Denn John Middle


  • 502 WOODLAND CREEK BLVD, KISSIMMEE, FL 34744

    $369,99932 Days on yellowkey   MLS ID: O6404452

    REDUCED by $5,001 (1.3%) on 05/18/2026

    For Sale O6404452 - 502 WOODLAND CREEK BLVD, KISSIMMEE, FL 34744 8 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2128
       Built: 2005
    Monthly Fee: $40
       Tax: $4,040 (2024)
    Community: Woodland Creek
    Single Family


    Estimated Monthly Payment: $2,404 (change assumption)
    Mortgage ($2,027) + Fees ($40) + Taxes in 2024 ($337)


    Taxes:$4,040

    Elementary School: Mill Creek Elem (K 5)

    High School: Osceola High School

    Tax Year: 2024

    Middle School: Denn John Middle


  • 2501 BALMORAL DR, KISSIMMEE, FL 34744

    $390,00077 Days on yellowkey   MLS ID: S5146190

    1 Days Off yellowkey (back on 5/18/2026)

    REDUCED by $9,900 (2.5%) on 04/13/2026

    For Sale S5146190 - 2501 BALMORAL DR, KISSIMMEE, FL 34744 59 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1994
       Built: 2004
    Monthly Fee: $14
       Tax: $4,485 (2025)
    Community: Remington Prcl G Ph 2
    Single Family


    Estimated Monthly Payment: $2,525 (change assumption)
    Mortgage ($2,137) + Fees ($14) + Taxes in 2025 ($374)


    Taxes:$4,485

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 513 BERRY JAMES CT, KISSIMMEE, FL 34744

    $400,00020 Days on yellowkey   MLS ID: C7526253

    For Sale C7526253 - 513 BERRY JAMES CT, KISSIMMEE, FL 34744 15 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2191
       Built: 2005
    Monthly Fee: $14
       Tax: $6,385 (2025)
    Community: Eagle Point
    Single Family


    Estimated Monthly Payment: $2,738 (change assumption)
    Mortgage ($2,192) + Fees ($14) + Taxes in 2025 ($532)


    Taxes:$6,385

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2374 ROSS ST, KISSIMMEE, FL 34744

    $167,000467 Days on yellowkey   MLS ID: O6275526

    0 Days Off yellowkey (back on 2/22/2025)

    For Sale O6275526 - 2374 ROSS ST, KISSIMMEE, FL 34744 1 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1382
       Built: 1920   Tax: $1,430 (2023)
    Community: Gilchrist 2Nd Add
    Single Family


    Estimated Monthly Payment: $1,034 (change assumption)
    Mortgage ($915) + Taxes in 2023 ($119)


    Taxes:$1,430

    Elementary School: None

    High School: None

    Tax Year: 2023

    Middle School: None


  • 2568 AVENTURINE ST, KISSIMMEE, FL 34744

    $265,000177 Days on yellowkey   MLS ID: O6365441

    REDUCED by $40,000 (13.1%) on 05/18/2026

    For Sale O6365441 - 2568 AVENTURINE ST, KISSIMMEE, FL 34744 37 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1734
       Built: 2008
    Monthly Fee: $170
       Tax: $631 (2024)
    Community: Amber Pointe Unit 2
    Townhouse


    Estimated Monthly Payment: $1,675 (change assumption)
    Mortgage ($1,452) + Fees ($170) + Taxes in 2024 ($53)


    Taxes:$631

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 3111 TURNBERRY BLVD, KISSIMMEE, FL 34744

    $350,000199 Days on yellowkey   MLS ID: S5138322

    129 Days Off yellowkey (back on 5/18/2026)

    SHORT SALE S5138322 - 3111 TURNBERRY BLVD, KISSIMMEE, FL 34744 51 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1400
       Built: 2007
    Monthly Fee: $76
       Tax: $4,633 (2024)
    Community: Turnberry Reserve Unit 2
    Single Family


    Estimated Monthly Payment: $2,380 (change assumption)
    Mortgage ($1,918) + Fees ($76) + Taxes in 2024 ($386)


    Taxes:$4,633

    Elementary School: East Lake Elem

    High School: Tohopekaliga High School

    Tax Year: 2024

    Middle School: Narcoossee Middle


  • 1383 LEVY BEND DR, KISSIMMEE, FL 34744

    $494,50043 Days on yellowkey   MLS ID: O6400373

    REDUCED by $10,000 (2.0%) on 05/05/2026

    For Sale O6400373 - 1383 LEVY BEND DR, KISSIMMEE, FL 34744 35 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2102
       Built: 2024
    Monthly Fee: $80
       Tax: $6,287 (2025)
    Community: Seasons At Big Sky Ph 2
    Single Family


    Estimated Monthly Payment: $3,313 (change assumption)
    Mortgage ($2,710) + Fees ($80) + Taxes in 2025 ($524)


    Taxes:$6,287

    Elementary School: Partin Settlement Elem

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 2513 CROWN RIDGE CIR, KISSIMMEE, FL 34744

    $379,90027 Days on yellowkey   MLS ID: S5149544

    For Sale S5149544 - 2513 CROWN RIDGE CIR, KISSIMMEE, FL 34744 68 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1766
       Built: 2001
    Monthly Fee: $14
       Tax: $3,026 (2025)
    Community: Remington
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,348 (change assumption)
    Mortgage ($2,082) + Fees ($14) + Taxes in 2025 ($252)


    Taxes:$3,026

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3878 WOOD THRUSH DR, KISSIMMEE, FL 34744

    $415,00055 Days on yellowkey   MLS ID: O6396827

    REDUCED by $10,000 (2.4%) on 05/18/2026

    For Sale O6396827 - 3878 WOOD THRUSH DR, KISSIMMEE, FL 34744 40 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2061
       Built: 2006
    Monthly Fee: $140
       Tax: $3,745 (2025)
    Community: Springlake Village Ph 5B
    Single Family


    Estimated Monthly Payment: $2,726 (change assumption)
    Mortgage ($2,274) + Fees ($140) + Taxes in 2025 ($312)


    Taxes:$3,745

    Elementary School: East Lake Elem

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Narcoossee Middle


  • 1838 TOHOQUA BLVD, KISSIMMEE, FL 34744

    $309,90056 Days on yellowkey   MLS ID: S5147475

    REDUCED by $11,090 (3.5%) on 05/14/2026

    For Sale S5147475 - 1838 TOHOQUA BLVD, KISSIMMEE, FL 34744 43 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1600
       Built: 2023
    Monthly Fee: $126
       Tax: $6,276 (2025)
    Community: Tohoqua Ph 6
    Townhouse


    Estimated Monthly Payment: $2,347 (change assumption)
    Mortgage ($1,698) + Fees ($126) + Taxes in 2025 ($523)


    Taxes:$6,276

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 2825 RUNNING BROOK CIR, KISSIMMEE, FL 34744

    $399,90034 Days on yellowkey   MLS ID: O6401962

    For Sale O6401962 - 2825 RUNNING BROOK CIR, KISSIMMEE, FL 34744 34 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1839
       Built: 2011
    Monthly Fee: $178
       Tax: $3,276 (2025)
    Community: North Shore Village Ph 2
    Single Family


    Estimated Monthly Payment: $2,642 (change assumption)
    Mortgage ($2,191) + Fees ($178) + Taxes in 2025 ($273)


    Taxes:$3,276

    Elementary School: East Lake Elem

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Narcoossee Middle




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.