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Homes For Sale in Kissimmee 34744 - 272 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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  • 710 E JACKSON ST, KISSIMMEE, FL 34744

    $295,00096 Days on yellowkey   MLS ID: O6372377

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

    For Sale O6372377 - 710 E JACKSON ST, KISSIMMEE, FL 34744 22 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1338
       Built: 1957   Tax: $2,203 (2025)
    Community: Michigan Terrace
    Single Family


    Estimated Monthly Payment: $1,800 (change assumption)
    Mortgage ($1,616) + Taxes in 2025 ($184)


    Taxes:$2,203

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1528 ERIN BREEZE LN, KISSIMMEE, FL 34744

    $390,00011 Days on yellowkey   MLS ID: S5147056

    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: $2,823 (change assumption)
    Mortgage ($2,137) + 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)


  • 2575 AVENTURINE ST, KISSIMMEE, FL 34744

    $320,00046 Days on yellowkey   MLS ID: S5144762

    For Sale S5144762 - 2575 AVENTURINE ST, KISSIMMEE, FL 34744 24 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1758
       Built: 2007
    Monthly Fee: $170
       Tax: $3,934 (2025)
    Community: Amber Pointe Unit 2
    Townhouse


    Estimated Monthly Payment: $2,251 (change assumption)
    Mortgage ($1,753) + Fees ($170) + Taxes in 2025 ($328)


    Taxes:$3,934

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 214 FARRINGTON LN, KISSIMMEE, FL 34744

    $585,000197 Days on yellowkey   MLS ID: S5135561

    For Sale S5135561 - 214 FARRINGTON LN, KISSIMMEE, FL 34744 54 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 3332
       Built: 1999   Tax: $4,069 (2024)
    Community: Remington Ph 1 Tr E
    Single Family


    Estimated Monthly Payment: $3,544 (change assumption)
    Mortgage ($3,205) + Taxes in 2024 ($339)


    Taxes:$4,069

    Elementary School: Partin Settlement Elem

    High School: Gateway High School (9 12)

    Tax Year: 2024

    Middle School: Neptune Middle (6-8)


  • 1980 SUMMER CT, KISSIMMEE, FL 34744

    $549,00020 Days on yellowkey   MLS ID: O6392643

    For Sale O6392643 - 1980 SUMMER CT, KISSIMMEE, FL 34744 40 photos

    Bed: 3   Bath: 3.0   Gar: 4
    Liv Area Sq Ft: 2687
       Built: 2005   Tax: $6,583 (2025)
    Community: Meadow Spgs
    Single Family


    Estimated Monthly Payment: $3,557 (change assumption)
    Mortgage ($3,008) + Taxes in 2025 ($549)


    Taxes:$6,583

    Elementary School: Partin Settlement Elem

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 1436 MASSA ST, KISSIMMEE, FL 34744

    $339,000218 Days on yellowkey   MLS ID: O6342301

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

    For Sale O6342301 - 1436 MASSA ST, KISSIMMEE, FL 34744 28 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1192
       Built: 1983   Tax: $2,380 (2024)
    Community: Mill Run, Lot 4
    Single Family


    Estimated Monthly Payment: $2,056 (change assumption)
    Mortgage ($1,857) + Taxes in 2024 ($198)


    Taxes:$2,380

    Elementary School: Mill Creek Elem (K 5)

    High School: Gateway High School (9 12)

    Tax Year: 2024

    Middle School: Denn John Middle


  • 1395 EMERALD DR, KISSIMMEE, FL 34744

    $398,900161 Days on yellowkey   MLS ID: O6357655

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

    For Sale O6357655 - 1395 EMERALD DR, KISSIMMEE, FL 34744 79 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1760
       Built: 1991   Tax: $3,100 (2024)
    Community: Emerald Lake Colony Unit 2
    Single Family


    Estimated Monthly Payment: $2,444 (change assumption)
    Mortgage ($2,186) + Taxes in 2024 ($258)


    Taxes:$3,100

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2024

    Middle School: Neptune Middle (6-8)


  • 1774 GOOD NEIGHBOR LOOP, KISSIMMEE, FL 34744

    $445,00046 Days on yellowkey   MLS ID: O6385521

    REDUCED by $4,999 (1.1%) on 04/03/2026

    For Sale O6385521 - 1774 GOOD NEIGHBOR LOOP, KISSIMMEE, FL 34744 31 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2068
       Built: 2022
    Monthly Fee: $7
       Tax: $7,509 (2025)
    Community: Tohoqua Ph 2
    Single Family


    Estimated Monthly Payment: $3,071 (change assumption)
    Mortgage ($2,438) + Fees ($7) + Taxes in 2025 ($626)


    Taxes:$7,509

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 1438 LONDRA LN, KISSIMMEE, FL 34744

    $425,000200 Days on yellowkey   MLS ID: S5135117

    For Sale S5135117 - 1438 LONDRA LN, KISSIMMEE, FL 34744 30 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1896
       Built: 1992   Tax: $5,501 (2024)
    Community: Mill Run Park Unit 2
    Single Family


    Estimated Monthly Payment: $2,787 (change assumption)
    Mortgage ($2,329) + Taxes in 2024 ($458)


    Taxes:$5,501

    Elementary School: Mill Creek Elem (K 5)

    High School: Gateway High School (9 12)

    Tax Year: 2024

    Middle School: Denn John Middle


  • 1340 SAWDUST TRL, KISSIMMEE, FL 34744

    $239,90087 Days on yellowkey   MLS ID: G5106887

    For Sale G5106887 - 1340 SAWDUST TRL, KISSIMMEE, FL 34744 24 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 924
       Built: 1996   Tax: $2,377 (2025)
    Community: Marydia
    Manufactured Home


    Estimated Monthly Payment: $1,513 (change assumption)
    Mortgage ($1,314) + Taxes in 2025 ($198)


    Taxes:$2,377

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2961 BIG SKY BLVD, KISSIMMEE, FL 34744

    $390,99012 Days on yellowkey   MLS ID: S5147103

    For Sale S5147103 - 2961 BIG SKY BLVD, KISSIMMEE, FL 34744 22 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1860
       Built: 1986   Tax: $5,305 (2025)
    Community: Big Sky Unit 1
    Single Family


    Estimated Monthly Payment: $2,584 (change assumption)
    Mortgage ($2,142) + Taxes in 2025 ($442)


    Taxes:$5,305

    Elementary School: Partin Settlement Elem

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 1673 BARBERRY DR, KISSIMMEE, FL 34744

    $460,00013 Days on yellowkey   MLS ID: S5147034

    For Sale S5147034 - 1673 BARBERRY DR, KISSIMMEE, FL 34744 34 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: $3,049 (change assumption)
    Mortgage ($2,520) + 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)


  • 1724 RANGER HIGHLANDS RD, KISSIMMEE, FL 34744

    $367,000269 Days on yellowkey   MLS ID: TB8408985

    REDUCED by $1,000 (0.3%) on 04/02/2026

    For Sale TB8408985 - 1724 RANGER HIGHLANDS RD, KISSIMMEE, FL 34744 53 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1910
       Built: 2018
    Monthly Fee: $11
       Tax: $5,835 (2024)
    Community: Kindred Ph 1D
    Single Family


    Estimated Monthly Payment: $2,508 (change assumption)
    Mortgage ($2,011) + Fees ($11) + Taxes in 2024 ($486)


    Taxes:$5,835

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2024

    Middle School: Neptune Middle (6-8)


  • 1989 SPRING SHOWER CIR, KISSIMMEE, FL 34744

    $415,00089 Days on yellowkey   MLS ID: O6371277

    REDUCED by $5,000 (1.2%) on 04/02/2026

    For Sale O6371277 - 1989 SPRING SHOWER CIR, KISSIMMEE, FL 34744 63 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2087
       Built: 2023
    Monthly Fee: $136
       Tax: $7,473 (2025)
    Community: Tohoqua Reserve
    Single Family


    Estimated Monthly Payment: $3,033 (change assumption)
    Mortgage ($2,274) + Fees ($136) + Taxes in 2025 ($623)


    Taxes:$7,473

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 14 GLENDALE DR, KISSIMMEE, FL 34744

    $534,90032 Days on yellowkey   MLS ID: S5145799

    For Sale S5145799 - 14 GLENDALE DR, KISSIMMEE, FL 34744 22 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2510
       Built: 1970   Tax: $5,664 (2025)
    Community: Fairlawn Manor
    Single Family


    Estimated Monthly Payment: $3,403 (change assumption)
    Mortgage ($2,931) + Taxes in 2025 ($472)


    Taxes:$5,664

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1608 BARBERRY DR, KISSIMMEE, FL 34744

    $559,00076 Days on yellowkey   MLS ID: S5142703

    For Sale S5142703 - 1608 BARBERRY DR, KISSIMMEE, FL 34744 86 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 2851
       Built: 2023
    Monthly Fee: $11
       Tax: $9,049 (2025)
    Community: Kindred Ph 2C & 2D
    Single Family


    Estimated Monthly Payment: $3,828 (change assumption)
    Mortgage ($3,063) + Fees ($11) + Taxes in 2025 ($754)


    Taxes:$9,049

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Harmony Middle


  • 2400 VOLUNTEER AVE, KISSIMMEE, FL 34744

    $455,701133 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)


  • 4424 SILVER CREEK ST, KISSIMMEE, FL 34744

    $494,90081 Days on yellowkey   MLS ID: L4958851

    For Sale L4958851 - 4424 SILVER CREEK ST, KISSIMMEE, FL 34744 28 photos

    Bed: 5   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2370
       Built: 2019
    Monthly Fee: $123
       Tax: $6,332 (2025)
    Community: Creekside At Boggy Creek Ph 1
    Single Family


    Estimated Monthly Payment: $3,362 (change assumption)
    Mortgage ($2,712) + Fees ($123) + Taxes in 2025 ($528)


    Taxes:$6,332

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2753 BURROWS AVE, KISSIMMEE, FL 34744

    $174,990118 Days on yellowkey   MLS ID: S5140396

    4 Days Off yellowkey (back on 3/23/2026)

    For Sale S5140396 - 2753 BURROWS AVE, KISSIMMEE, FL 34744 8 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1086
       Built: 1984   Tax: $2,004 (2024)
    Community: Lee Bel Park
    Manufactured Home


    Estimated Monthly Payment: $1,126 (change assumption)
    Mortgage ($959) + Taxes in 2024 ($167)


    Taxes:$2,004

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 3136 QUEEN ALEXANDRIA DR, KISSIMMEE, FL 34744

    $399,00029 Days on yellowkey   MLS ID: O6390824

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

    For Sale O6390824 - 3136 QUEEN ALEXANDRIA DR, KISSIMMEE, FL 34744 47 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1860
       Built: 2010
    Monthly Fee: $136
       Tax: $3,327 (2025)
    Community: Raintree At Springlake Village Ph 2
    Single Family


    Estimated Monthly Payment: $2,599 (change assumption)
    Mortgage ($2,186) + Fees ($136) + Taxes in 2025 ($277)


    Taxes:$3,327

    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.