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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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  • 700 ADRIANE PARK CIR, KISSIMMEE, FL 34744

    $589,900Listed 06/17/2026 3:53PM   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)


  • 1890 HICKORY BLUFF RD, KISSIMMEE, FL 34744

    $398,500Listed 06/17/2026 5:30PM   MLS ID: S5151971

    For Sale S5151971 - 1890 HICKORY BLUFF RD, KISSIMMEE, FL 34744 30 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1846
       Built: 2018
    Monthly Fee: $10
       Tax: $8,279 (2025)
    Community: Kindred
    Single Family


    Estimated Monthly Payment: $2,883 (change assumption)
    Mortgage ($2,184) + Fees ($10) + Taxes in 2025 ($690)


    Taxes:$8,279

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1673 BARBERRY DR, KISSIMMEE, FL 34744

    $429,99078 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)


  • 3193 TOHO CT, KISSIMMEE, FL 34744

    $529,900253 Days on yellowkey   MLS ID: O6350540

    For Sale O6350540 - 3193 TOHO CT, KISSIMMEE, FL 34744 24 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2420
       Built: 2004
    Monthly Fee: $53
       Tax: $3,082 (2024)
    Community: Fells Cove Unit 1 Ph 1
    Single Family


    Estimated Monthly Payment: $3,213 (change assumption)
    Mortgage ($2,903) + Fees ($53) + Taxes in 2024 ($257)


    Taxes:$3,082

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2739 SUMMER RETREAT LN, KISSIMMEE, FL 34744

    $315,00013 Days on yellowkey   MLS ID: O6412964

    REDUCED by $9,000 (2.8%) on 06/17/2026

    For Sale O6412964 - 2739 SUMMER RETREAT LN, KISSIMMEE, FL 34744 25 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1559
       Built: 2023
    Monthly Fee: $221
       Tax: $5,441 (2025)
    Community: Tohoqua
    Single Family


    Estimated Monthly Payment: $2,400 (change assumption)
    Mortgage ($1,726) + Fees ($221) + Taxes in 2025 ($453)


    Taxes:$5,441

    Elementary School: Island Village Elementary School

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Harmony Middle


  • 1804 HOWARD MESA DR, KISSIMMEE, FL 34744

    $394,99030 Days on yellowkey   MLS ID: O6409252

    REDUCED by $5,000 (1.3%) on 06/17/2026

    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: $2,482 (change assumption)
    Mortgage ($2,164) + Fees ($11) + Taxes in 2025 ($307)


    Taxes:$3,684

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1808 HOWARD MESA DR, KISSIMMEE, FL 34744

    $418,99045 Days on yellowkey   MLS ID: O6404608

    REDUCED by $3,000 (0.7%) on 06/17/2026

    For Sale O6404608 - 1808 HOWARD MESA DR, KISSIMMEE, FL 34744 50 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1665
       Built: 2025
    Monthly Fee: $11
       Tax: $3,684 (2025)
    Community: Kindred Ph 3B 3C & 3D
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,614 (change assumption)
    Mortgage ($2,296) + Fees ($11) + Taxes in 2025 ($307)


    Taxes:$3,684

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2924 DANA LN, KISSIMMEE, FL 34744

    $320,00020 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


  • 945 TRAMELLS TRL, KISSIMMEE, FL 34744

    $398,90028 Days on yellowkey   MLS ID: S5150165

    REDUCED by $1,000 (0.3%) on 06/17/2026

    For Sale S5150165 - 945 TRAMELLS TRL, KISSIMMEE, FL 34744 36 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2014
       Built: 2006
    Monthly Fee: $14
       Tax: $3,991 (2025)
    Community: Remington Prcl O
    Single Family


    Estimated Monthly Payment: $2,532 (change assumption)
    Mortgage ($2,186) + Fees ($14) + Taxes in 2025 ($333)


    Taxes:$3,991

    Elementary School: Partin Settlement Elem

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 513 BERRY JAMES CT, KISSIMMEE, FL 34744

    $390,00034 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


  • 930 SHORE DR, KISSIMMEE, FL 34744

    $644,90030 Days on yellowkey   MLS ID: TB8510529

    REDUCED by $30,000 (4.4%) on 06/11/2026

    For Sale TB8510529 - 930 SHORE DR, KISSIMMEE, FL 34744 23 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 3269
       Built: 1958   Tax: $3,326 (2025)
    Community: Cypress Shores Rep
    Single Family


    Estimated Monthly Payment: $3,811 (change assumption)
    Mortgage ($3,534) + Taxes in 2025 ($277)


    Taxes:$3,326

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1796 TOHOQUA BLVD, KISSIMMEE, FL 34744

    $385,0005 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

    $420,000282 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

    $404,99021 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


  • 1777 WALNUT CREEK DR, KISSIMMEE, FL 34744

    $434,90087 Days on yellowkey   MLS ID: O6390965

    REDUCED by $5,000 (1.1%) on 06/16/2026

    For Sale O6390965 - 1777 WALNUT CREEK DR, KISSIMMEE, FL 34744 74 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2339
       Built: 2023
    Monthly Fee: $11
       Tax: $3,358 (2025)
    Community: Kindred Ph 3A
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,674 (change assumption)
    Mortgage ($2,383) + Fees ($11) + Taxes in 2025 ($280)


    Taxes:$3,358

    Elementary School: None

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 3013 MANDOLIN DR, KISSIMMEE, FL 34744

    $434,00020 Days on yellowkey   MLS ID: O6411560

    REDUCED by $5,000 (1.1%) on 06/17/2026

    For Sale O6411560 - 3013 MANDOLIN DR, KISSIMMEE, FL 34744 58 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2148
       Built: 2005
    Monthly Fee: $83
       Tax: $5,071 (2025)
    Community: Turnberry Reserve Unit 1
    Single Family


    Estimated Monthly Payment: $2,884 (change assumption)
    Mortgage ($2,378) + Fees ($83) + Taxes in 2025 ($423)


    Taxes:$5,071

    Elementary School: East Lake Elem

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Narcoossee Middle


  • 1575 BARBERRY DR, KISSIMMEE, FL 34744

    $414,0001 Day 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)


  • 1055 UNIVERSAL REST PL, KISSIMMEE, FL 34744

    $209,9001 Day 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)


  • 2400 VOLUNTEER AVE, KISSIMMEE, FL 34744

    $455,701198 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)


  • 107 THORNBURY LN, KISSIMMEE, FL 34744

    $400,00069 Days on yellowkey   MLS ID: S5147435

    3 Days Off yellowkey (back on 4/24/2026)

    For Sale S5147435 - 107 THORNBURY LN, KISSIMMEE, FL 34744 31 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1766
       Built: 2002
    Monthly Fee: $13
       Tax: $3,290 (2025)
    Community: Remington Prcl H Ph 2
    Single Family


    Estimated Monthly Payment: $2,479 (change assumption)
    Mortgage ($2,192) + Fees ($13) + Taxes in 2025 ($274)


    Taxes:$3,290

    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.