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Homes For Sale in Kissimmee 34744 - 372 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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  • 2579 RELAXING LN, KISSIMMEE, FL 34744

    $383,97948 Days on yellowkey   MLS ID: S5149255

    REDUCED by $4,011 (1.0%) on 06/18/2026

    For Sale S5149255 - 2579 RELAXING LN, KISSIMMEE, FL 34744 37 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1755
       Built: 2023
    Monthly Fee: $147
       Tax: $5,861 (2025)
    Community: Tohoqua Ph 3
    Townhouse


    Estimated Monthly Payment: $2,739 (change assumption)
    Mortgage ($2,104) + Fees ($147) + Taxes in 2025 ($488)


    Taxes:$5,861

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1838 TOHOQUA BLVD, KISSIMMEE, FL 34744

    $309,90076 Days on yellowkey   MLS ID: S5147475

    1 Days Off yellowkey (back on 6/18/2026)

    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: $139
       Tax: $6,276 (2025)
    Community: Tohoqua Ph 6
    Townhouse


    Estimated Monthly Payment: $2,360 (change assumption)
    Mortgage ($1,698) + Fees ($139) + 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)


  • 1740 SAINT TROPEZ CT, KISSIMMEE, FL 34744

    $335,00035 Days on yellowkey   MLS ID: O6409575

    For Sale O6409575 - 1740 SAINT TROPEZ CT, KISSIMMEE, FL 34744 32 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 2104
       Built: 1991
    Monthly Fee: $180
       Tax: $2,753 (2025)
    Community: Monaco Villas Ph 2
    Townhouse


    Estimated Monthly Payment: $2,245 (change assumption)
    Mortgage ($1,836) + Fees ($180) + Taxes in 2025 ($229)


    Taxes:$2,753

    Elementary School: Partin Settlement Elem

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 1055 UNIVERSAL REST PL, KISSIMMEE, FL 34744

    $209,9008 Days on yellowkey   MLS ID: S5152039

    For Sale S5152039 - 1055 UNIVERSAL REST PL, KISSIMMEE, FL 34744 32 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1728
       Built: 1998
    Monthly Fee: $200
       Tax: $3,552 (2025)
    Community: Eric Estates
    Townhouse


    Estimated Monthly Payment: $1,646 (change assumption)
    Mortgage ($1,150) + Fees ($200) + Taxes in 2025 ($296)


    Taxes:$3,552

    Elementary School: Partin Settlement Elem

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 1914 DAMON AVE, KISSIMMEE, FL 34744

    $299,00078 Days on yellowkey   MLS ID: O6396516

    REDUCED by $3,500 (1.2%) on 06/10/2026

    For Sale O6396516 - 1914 DAMON AVE, KISSIMMEE, FL 34744 25 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1385
       Built: 1972   Tax: $3,300 (2025)
    Community: Kissimmee Heights
    Single Family


    Estimated Monthly Payment: $1,913 (change assumption)
    Mortgage ($1,638) + Taxes in 2025 ($275)


    Taxes:$3,300

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1502 BITTEROOT ST, KISSIMMEE, FL 34744

    $449,99022 Days on yellowkey   MLS ID: O6413239

    2 Days Off yellowkey (back on 6/18/2026)

    For Sale O6413239 - 1502 BITTEROOT ST, KISSIMMEE, FL 34744 29 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2674
       Built: 2024
    Monthly Fee: $11
       Tax: $8,691 (2025)
    Community: Kindred Ph 3B 3C & 3D
    Single Family


    Estimated Monthly Payment: $3,201 (change assumption)
    Mortgage ($2,466) + Fees ($11) + Taxes in 2025 ($724)


    Taxes:$8,691

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1632 REGAL COVE CT, KISSIMMEE, FL 34744

    $1,098,000287 Days on yellowkey   MLS ID: S5134100

    REDUCED by $1,000 (0.1%) on 06/18/2026

    For Sale S5134100 - 1632 REGAL COVE CT, KISSIMMEE, FL 34744 76 photos

    Bed: 6   Bath: 5.5   Gar: 3
    Liv Area Sq Ft: 4621
       Built: 1993
    Monthly Fee: $100
       Tax: $10,804 (2024)
    Community: Regal Cove
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $7,017 (change assumption)
    Mortgage ($6,016) + Fees ($100) + Taxes in 2024 ($900)


    Taxes:$10,804

    Elementary School: Partin Settlement Elem

    High School: Osceola High School

    Tax Year: 2024

    Middle School: Neptune Middle (6-8)


  • 4871 FELLS COVE AVE, KISSIMMEE, FL 34744

    $435,00021 Days on yellowkey   MLS ID: A4695870

    0 Days Off yellowkey (back on 6/18/2026)

    For Sale A4695870 - 4871 FELLS COVE AVE, KISSIMMEE, FL 34744 21 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2603
       Built: 2005
    Monthly Fee: $53
       Tax: $6,313 (2025)
    Community: Fells Cove Units 3-4 Ph 2
    Single Family


    Estimated Monthly Payment: $2,963 (change assumption)
    Mortgage ($2,384) + Fees ($53) + Taxes in 2025 ($526)


    Taxes:$6,313

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 700 ADRIANE PARK CIR, KISSIMMEE, FL 34744

    $589,9007 Days on yellowkey   MLS ID: S5152087

    For Sale S5152087 - 700 ADRIANE PARK CIR, KISSIMMEE, FL 34744 45 photos

    Bed: 5   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2948
       Built: 1992
    Monthly Fee: $37
       Tax: $6,962 (2025)
    Community: Adriane Park
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,849 (change assumption)
    Mortgage ($3,232) + Fees ($37) + Taxes in 2025 ($580)


    Taxes:$6,962

    Elementary School: Partin Settlement Elem

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 1673 BARBERRY DR, KISSIMMEE, FL 34744

    $429,99084 Days on yellowkey   MLS ID: S5147034

    REDUCED by $19,910 (4.4%) on 06/17/2026

    For Sale S5147034 - 1673 BARBERRY DR, KISSIMMEE, FL 34744 43 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1846
       Built: 2023
    Monthly Fee: $11
       Tax: $6,214 (2025)
    Community: Kindred Ph 2C & 2D
    Single Family


    Estimated Monthly Payment: $2,885 (change assumption)
    Mortgage ($2,356) + Fees ($11) + Taxes in 2025 ($518)


    Taxes:$6,214

    Elementary School: Island Village Elementary School

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 2924 DANA LN, KISSIMMEE, FL 34744

    $320,00026 Days on yellowkey   MLS ID: O6408879

    0 Days Off yellowkey (back on 6/17/2026)

    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


  • 513 BERRY JAMES CT, KISSIMMEE, FL 34744

    $390,00040 Days on yellowkey   MLS ID: C7526253

    REDUCED by $10,000 (2.5%) on 06/17/2026

    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: $2,683 (change assumption)
    Mortgage ($2,137) + Fees ($14) + Taxes in 2025 ($532)


    Taxes:$6,385

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1796 TOHOQUA BLVD, KISSIMMEE, FL 34744

    $385,00011 Days on yellowkey   MLS ID: O6415328

    For Sale O6415328 - 1796 TOHOQUA BLVD, KISSIMMEE, FL 34744 17 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1755
       Built: 2023
    Monthly Fee: $139
       Tax: $5,861 (2025)
    Community: Tohoqua Ph 6
    Townhouse


    Estimated Monthly Payment: $2,737 (change assumption)
    Mortgage ($2,110) + Fees ($139) + Taxes in 2025 ($488)


    Taxes:$5,861

    Elementary School: None

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: None


  • 100 THORNBURY LN, KISSIMMEE, FL 34744

    $420,000288 Days on yellowkey   MLS ID: O6342537

    REDUCED by $20,000 (4.5%) on 05/12/2026

    For Sale O6342537 - 100 THORNBURY LN, KISSIMMEE, FL 34744 50 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2379
       Built: 2002
    Monthly Fee: $13
       Tax: $3,689 (2024)
    Community: Remington Prcl H Ph 2
    Single Family


    Estimated Monthly Payment: $2,622 (change assumption)
    Mortgage ($2,301) + Fees ($13) + Taxes in 2024 ($307)


    Taxes:$3,689

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2030 WALNUT CREEK DR, KISSIMMEE, FL 34744

    $404,99027 Days on yellowkey   MLS ID: O6411670

    REDUCED by $5,000 (1.2%) on 06/17/2026

    For Sale O6411670 - 2030 WALNUT CREEK DR, KISSIMMEE, FL 34744 50 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: $2,537 (change assumption)
    Mortgage ($2,219) + Fees ($11) + Taxes in 2025 ($307)


    Taxes:$3,684

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1575 BARBERRY DR, KISSIMMEE, FL 34744

    $414,0008 Days on yellowkey   MLS ID: O6417570

    For Sale O6417570 - 1575 BARBERRY DR, KISSIMMEE, FL 34744 5 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1846
       Built: 2023
    Monthly Fee: $11
       Tax: $7,013 (2025)
    Community: Kindred Ph 2C & 2D
    Single Family


    Estimated Monthly Payment: $2,864 (change assumption)
    Mortgage ($2,268) + Fees ($11) + Taxes in 2025 ($584)


    Taxes:$7,013

    Elementary School: Island Village Elementary School

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 2400 VOLUNTEER AVE, KISSIMMEE, FL 34744

    $455,701204 Days on yellowkey   MLS ID: O6364319

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

    REDUCED by $27,000 (5.6%) on 03/31/2026

    For Sale O6364319 - 2400 VOLUNTEER AVE, KISSIMMEE, FL 34744 29 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2139
       Built: 2025
    Monthly Fee: $10

    Community: Tohoqua 50S
    Single Family


    Estimated Monthly Payment: $2,507 (change assumption)
    Mortgage ($2,497) + Fees ($10) + Taxes in 2024 ($0)


    Taxes:$0

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2024

    Middle School: Neptune Middle (6-8)


  • 1895 HICKORY BLUFF RD, KISSIMMEE, FL 34744

    $349,900155 Days on yellowkey   MLS ID: S5142089

    3 Days Off yellowkey (back on 6/16/2026)

    For Sale S5142089 - 1895 HICKORY BLUFF RD, KISSIMMEE, FL 34744 17 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1676
       Built: 2017
    Monthly Fee: $11
       Tax: $6,019 (2025)
    Community: Kindred Ph 1C Pb 25 Pgs 127-134 Lot 373
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,430 (change assumption)
    Mortgage ($1,917) + Fees ($11) + Taxes in 2025 ($502)


    Taxes:$6,019

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 2661 ELLEN AVE, KISSIMMEE, FL 34744

    $435,00069 Days on yellowkey   MLS ID: O6399716

    6 Days Off yellowkey (back on 6/16/2026)

    REDUCED by $2,500 (0.6%) on 05/28/2026

    For Sale O6399716 - 2661 ELLEN AVE, KISSIMMEE, FL 34744 25 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1864
       Built: 1972   Tax: $5,005 (2025)
    Community: Emerald Lake Colony Unit 3
    Single Family


    Estimated Monthly Payment: $2,801 (change assumption)
    Mortgage ($2,384) + Taxes in 2025 ($417)


    Taxes:$5,005

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3005 SLOUGH CREEK DR, KISSIMMEE, FL 34744

    $530,000101 Days on yellowkey   MLS ID: O6388753

    REDUCED by $5,000 (0.9%) on 05/12/2026

    For Sale O6388753 - 3005 SLOUGH CREEK DR, KISSIMMEE, FL 34744 43 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2790
       Built: 2022
    Monthly Fee: $129
       Tax: $6,220 (2024)
    Community: Creekside At Boggy Creek Ph 3
    Single Family


    Estimated Monthly Payment: $3,551 (change assumption)
    Mortgage ($2,904) + Fees ($129) + Taxes in 2024 ($518)


    Taxes:$6,220

    Elementary School: East Lake Elem

    High School: Osceola High School

    Tax Year: 2024

    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.