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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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  • 1890 SAHA CT, KISSIMMEE, FL 34744

    $2,500,00026 Days on yellowkey   MLS ID: O6410092

    For Sale O6410092 - 1890 SAHA CT, KISSIMMEE, FL 34744 34 photos

    Bed: 7   Bath: 6.5   Gar: 2
    Liv Area Sq Ft: 7247
       Built: 1978   Tax: $14,882 (2025)
    Community: Regal Oak Shores Unit 3
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $14,938 (change assumption)
    Mortgage ($13,698) + Taxes in 2025 ($1,240)


    Taxes:$14,882

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3078 SANGRIA ST, KISSIMMEE, FL 34744

    $390,00046 Days on yellowkey   MLS ID: O6404323

    For Sale O6404323 - 3078 SANGRIA ST, KISSIMMEE, FL 34744 30 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1770
       Built: 2017
    Monthly Fee: $160
       Tax: $7,059 (2025)
    Community: Villa Sol Village 4 Rep
    Single Family


    Estimated Monthly Payment: $2,885 (change assumption)
    Mortgage ($2,137) + Fees ($160) + Taxes in 2025 ($588)


    Taxes:$7,059

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2716 WORTHAM LN, KISSIMMEE, FL 34744

    $415,000110 Days on yellowkey   MLS ID: O6385986

    REDUCED by $2,500 (0.6%) on 05/27/2026

    For Sale O6385986 - 2716 WORTHAM LN, KISSIMMEE, FL 34744 29 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2341
       Built: 1998
    Monthly Fee: $13
       Tax: $6,364 (2025)
    Community: Remington Ph 1 Tr E
    Single Family


    Estimated Monthly Payment: $2,817 (change assumption)
    Mortgage ($2,274) + Fees ($13) + Taxes in 2025 ($530)


    Taxes:$6,364

    Elementary School: Partin Settlement Elem

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 1528 ERIN BREEZE LN, KISSIMMEE, FL 34744

    $375,00075 Days on yellowkey   MLS ID: S5147056

    REDUCED by $4,000 (1.1%) on 06/15/2026

    For Sale S5147056 - 1528 ERIN BREEZE LN, KISSIMMEE, FL 34744 24 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1509
       Built: 2024
    Monthly Fee: $280
       Tax: $4,867 (2025)
    Community: Seasons At Big Sky Ph 1
    Townhouse


    Estimated Monthly Payment: $2,740 (change assumption)
    Mortgage ($2,055) + Fees ($280) + Taxes in 2025 ($406)


    Taxes:$4,867

    Elementary School: Partin Settlement Elem

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 2035 SPRING SHOWER CIR, KISSIMMEE, FL 34744

    $424,390153 Days on yellowkey   MLS ID: O6374311

    1 Days Off yellowkey (back on 6/14/2026)

    REDUCED by $26,150 (5.8%) on 04/08/2026

    For Sale O6374311 - 2035 SPRING SHOWER CIR, KISSIMMEE, FL 34744 23 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2018
       Built: 2026
    Monthly Fee: $128
       Tax: $3,007 (2025)
    Community: Tohoqua Reserve
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,704 (change assumption)
    Mortgage ($2,325) + Fees ($128) + Taxes in 2025 ($251)


    Taxes:$3,007

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 302 E DRURY AVE, KISSIMMEE, FL 34744

    $368,00015 Days on yellowkey   MLS ID: O6411839

    0 Days Off yellowkey (back on 6/8/2026)

    For Sale O6411839 - 302 E DRURY AVE, KISSIMMEE, FL 34744 42 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1528
       Built: 1950   Tax: $778 (2025)
    Community: Cape Breeze
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,081 (change assumption)
    Mortgage ($2,016) + Taxes in 2025 ($65)


    Taxes:$778

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 202 WOODSON CT, KISSIMMEE, FL 34744

    $623,0009 Days on yellowkey   MLS ID: O6414003

    For Sale O6414003 - 202 WOODSON CT, KISSIMMEE, FL 34744 72 photos

    Bed: 5   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3744
       Built: 2000
    Monthly Fee: $92
       Tax: $4,485 (2025)
    Community: Remington Ph 01 Tr C
    Single Family


    Estimated Monthly Payment: $3,879 (change assumption)
    Mortgage ($3,414) + Fees ($92) + Taxes in 2025 ($374)


    Taxes:$4,485

    Elementary School: Partin Settlement Elem

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 2604 SERENITY GARDEN DRIVE, KISSIMMEE, FL 34744

    $498,12020 Days on yellowkey   MLS ID: O6411675

    For Sale O6411675 - 2604 SERENITY GARDEN DRIVE, KISSIMMEE, FL 34744 25 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1850
       Built: 2025
    Monthly Fee: $20
       Tax: $1,329 (2025)
    Community: Tohoqua
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,860 (change assumption)
    Mortgage ($2,729) + Fees ($20) + Taxes in 2025 ($111)


    Taxes:$1,329

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 2733 SERENITY MEADOW DRIVE, KISSIMMEE, FL 34744

    $392,01078 Days on yellowkey   MLS ID: O6395315

    For Sale O6395315 - 2733 SERENITY MEADOW DRIVE, KISSIMMEE, FL 34744 33 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1670
       Built: 2025
    Monthly Fee: $136
       Tax: $3,086 (2025)
    Community: Tohoqua Reserve
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,541 (change assumption)
    Mortgage ($2,148) + Fees ($136) + Taxes in 2025 ($257)


    Taxes:$3,086

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1839 GOOD NEIGHBOR LOOP, KISSIMMEE, FL 34744

    $470,000334 Days on yellowkey   MLS ID: O6328214

    REDUCED by $5,000 (1.1%) on 06/13/2026

    For Sale O6328214 - 1839 GOOD NEIGHBOR LOOP, KISSIMMEE, FL 34744 44 photos

    Bed: 4   Bath: 4.0
    Liv Area Sq Ft: 2717
       Built: 2021
    Monthly Fee: $10
       Tax: $7,387 (2025)
    Community: Tohoqua Ph 2
    Single Family


    Estimated Monthly Payment: $3,201 (change assumption)
    Mortgage ($2,575) + Fees ($10) + Taxes in 2025 ($616)


    Taxes:$7,387

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2602 BIRCHWOOD AVE, KISSIMMEE, FL 34744

    $400,000117 Days on yellowkey   MLS ID: O6383961

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

    REDUCED by $35,000 (8.0%) on 05/14/2026

    For Sale O6383961 - 2602 BIRCHWOOD AVE, KISSIMMEE, FL 34744 34 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1393
       Built: 1989   Tax: $5,428 (2025)
    Community: Oak Hollow Ph 4
    Single Family


    Estimated Monthly Payment: $2,644 (change assumption)
    Mortgage ($2,192) + Taxes in 2025 ($452)


    Taxes:$5,428

    Elementary School: Mill Creek Elem (K 5)

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Denn John Middle


  • 2824 NOBLE CROW DR, KISSIMMEE, FL 34744

    $556,00041 Days on yellowkey   MLS ID: S5149494

    REDUCED by $24,000 (4.1%) on 06/14/2026

    For Sale S5149494 - 2824 NOBLE CROW DR, KISSIMMEE, FL 34744 64 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2676
       Built: 2020
    Monthly Fee: $93
       Tax: $6,717 (2025)
    Community: Marbella Ph 1
    Single Family


    Estimated Monthly Payment: $3,699 (change assumption)
    Mortgage ($3,046) + Fees ($93) + Taxes in 2025 ($560)


    Taxes:$6,717

    Elementary School: East Lake Elem

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 1115 PROSPERITY AVE, KISSIMMEE, FL 34744

    $474,00089 Days on yellowkey   MLS ID: S5146235

    REDUCED by $10,900 (2.2%) on 06/11/2026

    For Sale S5146235 - 1115 PROSPERITY AVE, KISSIMMEE, FL 34744 33 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2085
       Built: 2003
    Monthly Fee: $46
       Tax: $2,454 (2025)
    Community: Fortune Lakes
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $2,848 (change assumption)
    Mortgage ($2,597) + Fees ($46) + Taxes in 2025 ($205)


    Taxes:$2,454

    Elementary School: Mill Creek Elem (K 5)

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 1550 REGAL OAK DR, KISSIMMEE, FL 34744

    $470,00033 Days on yellowkey   MLS ID: S5150034

    REDUCED by $10,000 (2.1%) on 06/09/2026

    For Sale S5150034 - 1550 REGAL OAK DR, KISSIMMEE, FL 34744 44 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2312
       Built: 1983   Tax: $3,426 (2025)
    Community: Regal Oak Shores Unit 4
    Single Family


    Estimated Monthly Payment: $2,861 (change assumption)
    Mortgage ($2,575) + Taxes in 2025 ($286)


    Taxes:$3,426

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1941 PARTIN TERRACE RD, KISSIMMEE, FL 34744

    $519,400110 Days on yellowkey   MLS ID: O6386096

    REDUCED by $100 (0.0%) on 06/14/2026

    For Sale O6386096 - 1941 PARTIN TERRACE RD, KISSIMMEE, FL 34744 37 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 2787
       Built: 2019
    Monthly Fee: $11
       Tax: $3,624 (2025)
    Community: Kindred 100 Rep
    Single Family


    Estimated Monthly Payment: $3,159 (change assumption)
    Mortgage ($2,846) + Fees ($11) + Taxes in 2025 ($302)


    Taxes:$3,624

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 1705 BRIDGETS CT, KISSIMMEE, FL 34744

    $555,000100 Days on yellowkey   MLS ID: S5145159

    REDUCED by $10,000 (1.8%) on 06/14/2026

    For Sale S5145159 - 1705 BRIDGETS CT, KISSIMMEE, FL 34744 57 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 2994
       Built: 2004
    Monthly Fee: $190
       Tax: $5,502 (2025)
    Community: M3 At Kissimmee Bay
    Single Family


    Estimated Monthly Payment: $3,690 (change assumption)
    Mortgage ($3,041) + Fees ($190) + Taxes in 2025 ($459)


    Taxes:$5,502

    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

    $394,0004 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: $106
       Tax: $3,608 (2025)
    Community: Springlake Village Ph 2B
    Single Family


    Estimated Monthly Payment: $2,566 (change assumption)
    Mortgage ($2,159) + Fees ($106) + Taxes in 2025 ($301)


    Taxes:$3,608

    Elementary School: East Lake Elem

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Narcoossee Middle


  • 1796 TOHOQUA BLVD, KISSIMMEE, FL 34744

    $385,0004 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


  • 1904 TOHOQUA BLVD, KISSIMMEE, FL 34744

    $340,000104 Days on yellowkey   MLS ID: O6387203

    0 Days Off yellowkey (back on 6/13/2026)

    REDUCED by $10,000 (2.9%) on 05/04/2026

    SHORT SALE O6387203 - 1904 TOHOQUA BLVD, KISSIMMEE, FL 34744 35 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1996
       Built: 2023
    Monthly Fee: $140
       Tax: $6,407 (2025)
    Community: Tohoqua Ph 6
    Townhouse


    Estimated Monthly Payment: $2,537 (change assumption)
    Mortgage ($1,863) + Fees ($140) + Taxes in 2025 ($534)


    Taxes:$6,407

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Harmony Middle


  • 1740 NEPTUNE RD, KISSIMMEE, FL 34744

    $435,000133 Days on yellowkey   MLS ID: O6379685

    For Sale O6379685 - 1740 NEPTUNE RD, KISSIMMEE, FL 34744 49 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 2013
       Built: 1966   Tax: $1,925 (2025)
    Community: Neptune Shores 1
    Single Family


    Estimated Monthly Payment: $2,544 (change assumption)
    Mortgage ($2,384) + Taxes in 2025 ($160)


    Taxes:$1,925

    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.