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Homes For Sale in Kissimmee 34744 - 337 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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  • 3111 TURNBERRY BLVD, KISSIMMEE, FL 34744

    $350,000198 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

    $494,50042 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

    $379,90026 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

    $415,00054 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

    $309,90055 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

    $399,90033 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


  • 1715 HAPPINESS ROW, KISSIMMEE, FL 34744

    $399,000118 Days on yellowkey   MLS ID: S5142449

    For Sale S5142449 - 1715 HAPPINESS ROW, KISSIMMEE, FL 34744 52 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2044
       Built: 2022
    Monthly Fee: $10
       Tax: $6,675 (2025)
    Community: Tohoqua Ph 2
    Single Family


    Estimated Monthly Payment: $2,753 (change assumption)
    Mortgage ($2,186) + Fees ($10) + Taxes in 2025 ($556)


    Taxes:$6,675

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1103 MARYGON ST, KISSIMMEE, FL 34744

    $320,00068 Days on yellowkey   MLS ID: O6394276

    3 Days Off yellowkey (back on 5/17/2026)

    For Sale O6394276 - 1103 MARYGON ST, KISSIMMEE, FL 34744 20 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1192
       Built: 1971   Tax: $635 (2025)
    Community: Johnston Park Rep
    Single Family


    Estimated Monthly Payment: $1,806 (change assumption)
    Mortgage ($1,753) + Taxes in 2025 ($53)


    Taxes:$635

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 215 E LAKE SHORE BLVD, KISSIMMEE, FL 34744

    $599,900142 Days on yellowkey   MLS ID: O6369181

    1 Days Off yellowkey (back on 5/17/2026)

    REDUCED by $25,100 (4.0%) on 04/20/2026

    For Sale O6369181 - 215 E LAKE SHORE BLVD, KISSIMMEE, FL 34744 71 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2666
       Built: 1989   Tax: $4,092 (2025)
    Community: East Lake Estates
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,628 (change assumption)
    Mortgage ($3,287) + Taxes in 2025 ($341)


    Taxes:$4,092

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2723 CALLAWAY LN, KISSIMMEE, FL 34744

    $435,00052 Days on yellowkey   MLS ID: O6397750

    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)


  • 2491 HASSONITE ST, KISSIMMEE, FL 34744

    $299,00018 Days on yellowkey   MLS ID: O6407957

    For Sale O6407957 - 2491 HASSONITE ST, KISSIMMEE, FL 34744 27 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1734
       Built: 2007
    Monthly Fee: $170
       Tax: $3,846 (2025)
    Community: Amber Pointe
    Spa: No

    Townhouse


    Estimated Monthly Payment: $2,129 (change assumption)
    Mortgage ($1,638) + Fees ($170) + Taxes in 2025 ($320)


    Taxes:$3,846

    Elementary School: Partin Settlement Elem

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Denn John Middle


  • 2589 AVENTURINE ST, KISSIMMEE, FL 34744

    $314,90028 Days on yellowkey   MLS ID: S5149368

    0 Days Off yellowkey (back on 5/16/2026)

    For Sale S5149368 - 2589 AVENTURINE ST, KISSIMMEE, FL 34744 36 photos

    Bed: 4   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1697
       Built: 2008
    Monthly Fee: $170
       Tax: $2,100 (2025)
    Community: Amber Pointe
    Townhouse


    Estimated Monthly Payment: $2,070 (change assumption)
    Mortgage ($1,725) + Fees ($170) + Taxes in 2025 ($175)


    Taxes:$2,100

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1510 GANTS CIR, KISSIMMEE, FL 34744

    $499,999131 Days on yellowkey   MLS ID: O6376374

    REDUCED by $11,501 (2.2%) on 05/02/2026

    For Sale O6376374 - 1510 GANTS CIR, KISSIMMEE, FL 34744 54 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2025
       Built: 2002
    Monthly Fee: $75
       Tax: $3,603 (2025)
    Community: Ashley Cove Unit 3
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,115 (change assumption)
    Mortgage ($2,740) + Fees ($75) + Taxes in 2025 ($300)


    Taxes:$3,603

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 107 E CYPRESS ST, KISSIMMEE, FL 34744

    $169,90020 Days on yellowkey   MLS ID: S5149938

    For Sale S5149938 - 107 E CYPRESS ST, KISSIMMEE, FL 34744 19 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 576
       Built: 1966   Tax: $2,111 (2025)
    Community: Robert Bass Add
    Single Family


    Estimated Monthly Payment: $1,107 (change assumption)
    Mortgage ($931) + Taxes in 2025 ($176)


    Taxes:$2,111

    Elementary School: Central Avenue Elem

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Denn John Middle


  • 2519 PEACE OF MIND AVE, KISSIMMEE, FL 34744

    $495,00025 Days on yellowkey   MLS ID: S5149191

    For Sale S5149191 - 2519 PEACE OF MIND AVE, KISSIMMEE, FL 34744 16 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2539
       Built: 2025   Tax: $3,691 (2025)
    Community: Tohoqua Ph 7
    Single Family


    Estimated Monthly Payment: $3,020 (change assumption)
    Mortgage ($2,712) + Taxes in 2025 ($308)


    Taxes:$3,691

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 417 BENITA ST, KISSIMMEE, FL 34744

    $284,000476 Days on yellowkey   MLS ID: O6275736

    For Sale O6275736 - 417 BENITA ST, KISSIMMEE, FL 34744 9 photos

    Bed: 3   Bath: 1.5
    Liv Area Sq Ft: 1186
       Built: 1971   Tax: $380 (2023)
    Community: Benita Park
    Single Family


    Estimated Monthly Payment: $1,588 (change assumption)
    Mortgage ($1,556) + Taxes in 2023 ($32)


    Taxes:$380

    Elementary School: None

    High School: None

    Tax Year: 2023

    Middle School: None


  • 177 CLUB VILLAS LN, KISSIMMEE, FL 34744

    $265,00040 Days on yellowkey   MLS ID: S5148569

    REDUCED by $10,000 (3.6%) on 05/14/2026

    For Sale S5148569 - 177 CLUB VILLAS LN, KISSIMMEE, FL 34744 20 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1397
       Built: 1998
    Monthly Fee: $315
       Tax: $5,028 (2025)
    Community: Remington Ph 1 Tr A
    Spa: No

    Townhouse


    Estimated Monthly Payment: $2,186 (change assumption)
    Mortgage ($1,452) + Fees ($315) + Taxes in 2025 ($419)


    Taxes:$5,028

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1757 QUAIL RIDGE LOOP, KISSIMMEE, FL 34744

    $344,99965 Days on yellowkey   MLS ID: O6391222

    1 Days Off yellowkey (back on 5/14/2026)

    For Sale O6391222 - 1757 QUAIL RIDGE LOOP, KISSIMMEE, FL 34744 20 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1109
       Built: 1992   Tax: $4,829 (2025)
    Community: Quail Hollow Ph 1
    Single Family


    Estimated Monthly Payment: $2,293 (change assumption)
    Mortgage ($1,890) + Taxes in 2025 ($402)


    Taxes:$4,829

    Elementary School: Mill Creek Elem (K 5)

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Denn John Middle


  • 1714 CHERYL LN, KISSIMMEE, FL 34744

    $699,90061 Days on yellowkey   MLS ID: O6395426

    REDUCED by $49,100 (6.6%) on 05/14/2026

    For Sale O6395426 - 1714 CHERYL LN, KISSIMMEE, FL 34744 31 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3609
       Built: 1989   Tax: $3,559 (2025)
    Community: Regal Oak Shores Unit 8
    Single Family


    Estimated Monthly Payment: $4,132 (change assumption)
    Mortgage ($3,835) + Taxes in 2025 ($297)


    Taxes:$3,559

    Elementary School: Partin Settlement Elem

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 3589 ROCK CREEK LN, KISSIMMEE, FL 34744

    $354,000120 Days on yellowkey   MLS ID: S5143035

    REDUCED by $5,000 (1.4%) on 05/14/2026

    For Sale S5143035 - 3589 ROCK CREEK LN, KISSIMMEE, FL 34744 28 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1554
       Built: 2019
    Monthly Fee: $138
       Tax: $3,593 (2025)
    Community: East Lake Preserve Ph 3
    Single Family


    Estimated Monthly Payment: $2,377 (change assumption)
    Mortgage ($1,940) + Fees ($138) + Taxes in 2025 ($299)


    Taxes:$3,593

    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.