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Homes For Sale in Kissimmee 34744 - 358 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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  • 3001 MANDOLIN DR, KISSIMMEE, FL 34744

    $449,777201 Days on yellowkey   MLS ID: S5139386

    REDUCED by $10,123 (2.2%) on 05/24/2026

    For Sale S5139386 - 3001 MANDOLIN DR, KISSIMMEE, FL 34744 67 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2392
       Built: 2005
    Monthly Fee: $83
       Tax: $5,737 (2024)
    Community: Turnberry Reserve Unit 1
    Single Family


    Estimated Monthly Payment: $3,026 (change assumption)
    Mortgage ($2,464) + Fees ($83) + Taxes in 2024 ($478)


    Taxes:$5,737

    Elementary School: East Lake Elem

    High School: Tohopekaliga High School

    Tax Year: 2024

    Middle School: Narcoossee Middle


  • 1737 KATO WAY, KISSIMMEE, FL 34744

    $345,00078 Days on yellowkey   MLS ID: TB8492414

    REDUCED by $10,000 (2.8%) on 05/19/2026

    For Sale TB8492414 - 1737 KATO WAY, KISSIMMEE, FL 34744 33 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1935
       Built: 2018
    Monthly Fee: $168
       Tax: $4,031 (2025)
    Community: Heritage Run
    Townhouse


    Estimated Monthly Payment: $2,394 (change assumption)
    Mortgage ($1,890) + Fees ($168) + Taxes in 2025 ($336)


    Taxes:$4,031

    Elementary School: Mill Creek Elem (K 5)

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Denn John Middle


  • 1892 BRIGHT SKY DR, KISSIMMEE, FL 34744

    $468,000126 Days on yellowkey   MLS ID: S5143785

    For Sale S5143785 - 1892 BRIGHT SKY DR, KISSIMMEE, FL 34744 12 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2522
       Built: 2025
    Monthly Fee: $7
       Tax: $2,686 (2025)
    Community: Tohoqua Ph 7
    Single Family


    Estimated Monthly Payment: $2,795 (change assumption)
    Mortgage ($2,564) + Fees ($7) + Taxes in 2025 ($224)


    Taxes:$2,686

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 1828 PARTIN TERRACE RD, KISSIMMEE, FL 34744

    $414,900134 Days on yellowkey   MLS ID: S5143083

    For Sale S5143083 - 1828 PARTIN TERRACE RD, KISSIMMEE, FL 34744 47 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1846
       Built: 2017
    Monthly Fee: $10
       Tax: $8,257 (2025)
    Community: Kindred Ph 1C
    Single Family


    Estimated Monthly Payment: $2,971 (change assumption)
    Mortgage ($2,273) + Fees ($10) + Taxes in 2025 ($688)


    Taxes:$8,257

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 1756 STAMEN DR, KISSIMMEE, FL 34744

    $399,000120 Days on yellowkey   MLS ID: TB8475839

    0 Days Off yellowkey (back on 5/7/2026)

    REDUCED by $50,900 (11.3%) on 05/05/2026

    SHORT SALE TB8475839 - 1756 STAMEN DR, KISSIMMEE, FL 34744 34 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2272
       Built: 2023
    Monthly Fee: $160
       Tax: $6,118 (2025)
    Community: Pennyroyal
    Single Family


    Estimated Monthly Payment: $2,856 (change assumption)
    Mortgage ($2,186) + Fees ($160) + Taxes in 2025 ($510)


    Taxes:$6,118

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 1150 STROUPE RD, KISSIMMEE, FL 34744

    $450,00033 Days on yellowkey   MLS ID: S5149769

    1 Days Off yellowkey (back on 5/22/2026)

    For Sale S5149769 - 1150 STROUPE RD, KISSIMMEE, FL 34744 65 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 2128
       Built: 1973   Tax: $2,257 (2025)
    Community: Midway City Townsite
    Single Family


    Estimated Monthly Payment: $2,654 (change assumption)
    Mortgage ($2,466) + Taxes in 2025 ($188)


    Taxes:$2,257

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1769 LEE JANZEN DR, KISSIMMEE, FL 34744

    $649,90034 Days on yellowkey   MLS ID: S5149658

    0 Days Off yellowkey (back on 5/22/2026)

    For Sale S5149658 - 1769 LEE JANZEN DR, KISSIMMEE, FL 34744 47 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2834
       Built: 1999
    Monthly Fee: $195
       Tax: $5,365 (2025)
    Community: Kissimmee Bay
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,203 (change assumption)
    Mortgage ($3,561) + Fees ($195) + Taxes in 2025 ($447)


    Taxes:$5,365

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2542 CAMPHORWOOD CIR, KISSIMMEE, FL 34744

    $359,900245 Days on yellowkey   MLS ID: S5136753

    For Sale S5136753 - 2542 CAMPHORWOOD CIR, KISSIMMEE, FL 34744 12 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1406
       Built: 1987   Tax: $846 (2024)
    Community: Oak Hollow Ph 3
    Single Family


    Estimated Monthly Payment: $2,043 (change assumption)
    Mortgage ($1,972) + Taxes in 2024 ($71)


    Taxes:$846

    Elementary School: Mill Creek Elem (K 5)

    High School: Gateway High School (9 12)

    Tax Year: 2024

    Middle School: Denn John Middle


  • 1895 SPRING SHOWER CIR, KISSIMMEE, FL 34744

    $320,00060 Days on yellowkey   MLS ID: S5148149

    3 Days Off yellowkey (back on 5/22/2026)

    REDUCED by $19,000 (5.6%) on 05/16/2026

    For Sale S5148149 - 1895 SPRING SHOWER CIR, KISSIMMEE, FL 34744 29 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1559
       Built: 2023
    Monthly Fee: $213
       Tax: $1,967 (2025)
    Community: Tohoqua Ph 5B
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,130 (change assumption)
    Mortgage ($1,753) + Fees ($213) + Taxes in 2025 ($164)


    Taxes:$1,967

    Elementary School: Neptune Elementary

    High School: St. Cloud High School

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 3837 SPRINGLAKE VILLAGE CT, KISSIMMEE, FL 34744

    $370,00038 Days on yellowkey   MLS ID: S5149674

    For Sale S5149674 - 3837 SPRINGLAKE VILLAGE CT, KISSIMMEE, FL 34744 20 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1766
       Built: 1999
    Monthly Fee: $106
       Tax: $1,233 (2025)
    Community: Springlake Village
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,236 (change assumption)
    Mortgage ($2,027) + Fees ($106) + Taxes in 2025 ($103)


    Taxes:$1,233

    Elementary School: East Lake Elem

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Narcoossee Middle


  • 1603 BARBERRY DR, KISSIMMEE, FL 34744

    $420,00067 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


  • 2430 QUAIL RUN BLVD, KISSIMMEE, FL 34744

    $335,00090 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

    $474,900104 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)


  • 2540 BLOWING BREEZE AVE, KISSIMMEE, FL 34744

    $370,000161 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


  • 2789 WOODLAND CREEK LOOP, KISSIMMEE, FL 34744

    $550,00030 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


  • 2821 SCENIC LN, KISSIMMEE, FL 34744

    $499,900135 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


  • 3837 WOOD THRUSH DR, KISSIMMEE, FL 34744

    $397,900266 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


  • 4450 SMALL CREEK RD, KISSIMMEE, FL 34744

    $375,000284 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

    $339,000257 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


  • 2501 BALMORAL DR, KISSIMMEE, FL 34744

    $390,00091 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




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.