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Homes For Sale in Kissimmee 34744 - 354 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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  • 1591 BARBERRY DR, KISSIMMEE, FL 34744

    $449,00022 Days on yellowkey   MLS ID: S5152164

    For Sale S5152164 - 1591 BARBERRY DR, KISSIMMEE, FL 34744 53 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2674
       Built: 2023   Tax: $5,159 (2024)
    Community: Kindred Ph 2C & 2D
    Single Family


    Estimated Monthly Payment: $2,890 (change assumption)
    Mortgage ($2,460) + Taxes in 2024 ($430)


    Taxes:$5,159

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2024

    Middle School: Neptune Middle (6-8)


  • 2892 SPRING BREEZE WAY, KISSIMMEE, FL 34744

    $765,00025 Days on yellowkey   MLS ID: O6416339

    For Sale O6416339 - 2892 SPRING BREEZE WAY, KISSIMMEE, FL 34744 78 photos

    Bed: 7   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3899
       Built: 2014
    Monthly Fee: $111
       Tax: $8,547 (2025)
    Community: North Point Ph 2B-2C
    Single Family


    Estimated Monthly Payment: $5,015 (change assumption)
    Mortgage ($4,192) + Fees ($111) + Taxes in 2025 ($712)


    Taxes:$8,547

    Elementary School: East Lake Elem

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Narcoossee Middle


  • 1764 STAMEN DR, KISSIMMEE, FL 34744

    $444,990115 Days on yellowkey   MLS ID: O6391946

    REDUCED by $3,000 (0.7%) on 04/30/2026

    For Sale O6391946 - 1764 STAMEN DR, KISSIMMEE, FL 34744 20 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1985
       Built: 2023
    Monthly Fee: $160
       Tax: $4,505 (2025)
    Community: Pennyroyal
    Single Family


    Estimated Monthly Payment: $2,974 (change assumption)
    Mortgage ($2,438) + Fees ($160) + Taxes in 2025 ($375)


    Taxes:$4,505

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1991 SPRING SHOWER CIR, KISSIMMEE, FL 34744

    $479,900243 Days on yellowkey   MLS ID: TB8445148

    For Sale TB8445148 - 1991 SPRING SHOWER CIR, KISSIMMEE, FL 34744 51 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2056
       Built: 2023
    Monthly Fee: $110
       Tax: $4,832 (2025)
    Community: Tohoqua Reserve
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,142 (change assumption)
    Mortgage ($2,630) + Fees ($110) + Taxes in 2025 ($403)


    Taxes:$4,832

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2905 SUMMER GREEN TRL, KISSIMMEE, FL 34744

    $456,50038 Days on yellowkey   MLS ID: O6413243

    REDUCED by $13,400 (2.9%) on 06/19/2026

    For Sale O6413243 - 2905 SUMMER GREEN TRL, KISSIMMEE, FL 34744 50 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2344
       Built: 2021
    Monthly Fee: $93
       Tax: $4,418 (2025)
    Community: Marbella Ph 2
    Single Family


    Estimated Monthly Payment: $2,962 (change assumption)
    Mortgage ($2,501) + Fees ($93) + Taxes in 2025 ($368)


    Taxes:$4,418

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2664 EMERALD LAKE CT #2664, KISSIMMEE, FL 34744

    $239,00030 Days on yellowkey   MLS ID: S5150953

    1 Days Off yellowkey (back on 6/19/2026)

    For Sale S5150953 - 2664 EMERALD LAKE CT #2664, KISSIMMEE, FL 34744 74 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 999
       Built: 1987
    Monthly Fee: $330
       Tax: $616 (2025)
    Community: Villas Of Emerald Lake
    Condo


    Estimated Monthly Payment: $1,691 (change assumption)
    Mortgage ($1,310) + Fees ($330) + Taxes in 2025 ($51)


    Taxes:$616

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 1610 MOHEGAN BLVD, KISSIMMEE, FL 34744

    $355,90058 Days on yellowkey   MLS ID: O6408062

    REDUCED by $4,000 (1.1%) on 06/19/2026

    For Sale O6408062 - 1610 MOHEGAN BLVD, KISSIMMEE, FL 34744 36 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2167
       Built: 2014
    Monthly Fee: $164
       Tax: $4,753 (2025)
    Community: Heritage Run
    Townhouse


    Estimated Monthly Payment: $2,510 (change assumption)
    Mortgage ($1,950) + Fees ($164) + Taxes in 2025 ($396)


    Taxes:$4,753

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2747 CALLAWAY LN, KISSIMMEE, FL 34744

    $385,00043 Days on yellowkey   MLS ID: O6411888

    REDUCED by $15,000 (3.8%) on 06/19/2026

    For Sale O6411888 - 2747 CALLAWAY LN, KISSIMMEE, FL 34744 30 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1639
       Built: 2005
    Monthly Fee: $78
       Tax: $3,420 (2025)
    Community: Remington Prcl M1
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,473 (change assumption)
    Mortgage ($2,110) + Fees ($78) + Taxes in 2025 ($285)


    Taxes:$3,420

    Elementary School: Partin Settlement Elem

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 3058 BAY LAUREL CIR N, KISSIMMEE, FL 34744

    $394,00028 Days on yellowkey   MLS ID: S5151672

    For Sale S5151672 - 3058 BAY LAUREL CIR N, KISSIMMEE, FL 34744 44 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2059
       Built: 2002
    Monthly Fee: $132
       Tax: $3,608 (2025)
    Community: Springlake Village Ph 2B
    Single Family


    Estimated Monthly Payment: $2,592 (change assumption)
    Mortgage ($2,159) + Fees ($132) + Taxes in 2025 ($301)


    Taxes:$3,608

    Elementary School: East Lake Elem

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Narcoossee Middle


  • 2050 E IRLO BRONSON MEMORIAL HWY #108, KISSIMMEE, FL 34744

    $33,000212 Days on yellowkey   MLS ID: O6366840

    REDUCED by $16,000 (32.7%) on 06/19/2026

    For Sale O6366840 - 2050 E IRLO BRONSON MEMORIAL HWY #108, KISSIMMEE, FL 34744 26 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 324
       Built: 1973
    Monthly Fee: $500
       Tax: $846 (2025)
    Community: Heritage Park In
    Condo


    Estimated Monthly Payment: $751 (change assumption)
    Mortgage ($181) + Fees ($500) + Taxes in 2025 ($71)


    Taxes:$846

    Elementary School: Mill Creek Elem (K 5)

    High School: Osceola County School for Arts

    Tax Year: 2025

    Middle School: Denn John Middle


  • 2579 RELAXING LN, KISSIMMEE, FL 34744

    $383,97965 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

    $309,90093 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)


  • 1055 UNIVERSAL REST PL, KISSIMMEE, FL 34744

    $209,90025 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)


  • 1502 BITTEROOT ST, KISSIMMEE, FL 34744

    $449,99039 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

    $1,098,000304 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

    $435,00038 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

    $589,90024 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)


  • 513 BERRY JAMES CT, KISSIMMEE, FL 34744

    $390,00057 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


  • 100 THORNBURY LN, KISSIMMEE, FL 34744

    $420,000305 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


  • 1895 HICKORY BLUFF RD, KISSIMMEE, FL 34744

    $349,900172 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)




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.