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Homes For Sale in Kissimmee 34744 - 370 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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  • 109 E BASS ST, KISSIMMEE, FL 34744

    $237,0005 Days on yellowkey   MLS ID: O6418571

    For Sale O6418571 - 109 E BASS ST, KISSIMMEE, FL 34744 20 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 638
       Built: 1910   Tax: $1,667 (2025)
    Community: Nathan C Bryans
    Single Family


    Estimated Monthly Payment: $1,437 (change assumption)
    Mortgage ($1,299) + Taxes in 2025 ($139)


    Taxes:$1,667

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1959 SUMMER SERENITY DR, KISSIMMEE, FL 34744

    $390,0005 Days on yellowkey   MLS ID: S5151902

    For Sale S5151902 - 1959 SUMMER SERENITY DR, KISSIMMEE, FL 34744 34 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2072
       Built: 2023
    Monthly Fee: $7
       Tax: $6,594 (2025)
    Community: Tohoqua Ph 4B
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,693 (change assumption)
    Mortgage ($2,137) + Fees ($7) + Taxes in 2025 ($550)


    Taxes:$6,594

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 2370 VALLEY AVE, KISSIMMEE, FL 34744

    $290,0005 Days on yellowkey   MLS ID: S5152035

    For Sale S5152035 - 2370 VALLEY AVE, KISSIMMEE, FL 34744 22 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1596
       Built: 1973   Tax: $534 (2025)
    Community: Town & Country Estates Unit 1
    Single Family


    Estimated Monthly Payment: $1,633 (change assumption)
    Mortgage ($1,589) + Taxes in 2025 ($44)


    Taxes:$534

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1034 CHALCEDONY ST, KISSIMMEE, FL 34744

    $279,9005 Days on yellowkey   MLS ID: S5152151

    For Sale S5152151 - 1034 CHALCEDONY ST, KISSIMMEE, FL 34744 22 photos

    Bed: 2   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1386
       Built: 2009
    Monthly Fee: $170
       Tax: $3,670 (2025)
    Community: Amber Pointe Unit 2
    Townhouse


    Estimated Monthly Payment: $2,009 (change assumption)
    Mortgage ($1,534) + Fees ($170) + Taxes in 2025 ($306)


    Taxes:$3,670

    Elementary School: Partin Settlement Elem

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Denn John Middle


  • 1591 BARBERRY DR, KISSIMMEE, FL 34744

    $449,0005 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

    $765,0008 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

    $444,99098 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

    $479,900226 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


  • 1380 E LAKE SHORE BLVD, KISSIMMEE, FL 34744

    $649,900642 Days on yellowkey   MLS ID: S5112666

    REDUCED by $20,000 (3.0%) on 06/20/2026

    For Sale S5112666 - 1380 E LAKE SHORE BLVD, KISSIMMEE, FL 34744 99 photos

    Bed: 4   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3637
       Built: 2006   Tax: $4,833 (2023)
    Community: East Lake Shores
    Single Family


    Estimated Monthly Payment: $3,964 (change assumption)
    Mortgage ($3,561) + Taxes in 2023 ($403)


    Taxes:$4,833

    Elementary School: None

    High School: None

    Tax Year: 2023

    Middle School: None


  • 1890 HICKORY BLUFF RD, KISSIMMEE, FL 34744

    $398,5007 Days on yellowkey   MLS ID: S5151971

    1 Days Off yellowkey (back on 6/20/2026)

    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


  • 2905 SUMMER GREEN TRL, KISSIMMEE, FL 34744

    $456,50021 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

    $239,00013 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)


  • 1889 RUSTIC FALLS DR, KISSIMMEE, FL 34744

    $499,900217 Days on yellowkey   MLS ID: S5138827

    REDUCED by $15,100 (2.9%) on 06/14/2026

    For Sale S5138827 - 1889 RUSTIC FALLS DR, KISSIMMEE, FL 34744 50 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3099
       Built: 2017
    Monthly Fee: $11
       Tax: $5,957 (2024)
    Community: Kindred Ph 1C
    Single Family


    Estimated Monthly Payment: $3,246 (change assumption)
    Mortgage ($2,739) + Fees ($11) + Taxes in 2024 ($496)


    Taxes:$5,957

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2024

    Middle School: Neptune Middle (6-8)


  • 1610 MOHEGAN BLVD, KISSIMMEE, FL 34744

    $355,90041 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


  • 4408 BREEZE ISLE LN, KISSIMMEE, FL 34744

    $650,00089 Days on yellowkey   MLS ID: O6393234

    REDUCED by $25,000 (3.7%) on 05/11/2026

    For Sale O6393234 - 4408 BREEZE ISLE LN, KISSIMMEE, FL 34744 47 photos

    Bed: 5   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3267
       Built: 2014
    Monthly Fee: $111
       Tax: $4,883 (2025)
    Community: North Point Ph Ic
    Single Family


    Estimated Monthly Payment: $4,079 (change assumption)
    Mortgage ($3,562) + Fees ($111) + Taxes in 2025 ($407)


    Taxes:$4,883

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2747 CALLAWAY LN, KISSIMMEE, FL 34744

    $385,00026 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

    $394,00011 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


  • 3824 BLUE DASHER DR, KISSIMMEE, FL 34744

    $499,990387 Days on yellowkey   MLS ID: O6314514

    For Sale O6314514 - 3824 BLUE DASHER DR, KISSIMMEE, FL 34744 48 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3783
       Built: 2004
    Monthly Fee: $106
       Tax: $6,729 (2024)
    Community: Springlake Village Ph 03
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,406 (change assumption)
    Mortgage ($2,740) + Fees ($106) + Taxes in 2024 ($561)


    Taxes:$6,729

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2743 KISSIMMEE BAY CIR, KISSIMMEE, FL 34744

    $649,900112 Days on yellowkey   MLS ID: O6386876

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

    REDUCED by $15,100 (2.3%) on 06/11/2026

    For Sale O6386876 - 2743 KISSIMMEE BAY CIR, KISSIMMEE, FL 34744 56 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2856
       Built: 2005
    Monthly Fee: $195
       Tax: $7,062 (2025)
    Community: Kissimmee Bay
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,345 (change assumption)
    Mortgage ($3,561) + Fees ($195) + Taxes in 2025 ($589)


    Taxes:$7,062

    Elementary School: Partin Settlement Elem

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


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

    $33,000195 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




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.