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Homes For Sale in Kissimmee 34744 - 295 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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  • 2609 CLEAR NIGHT AVE, KISSIMMEE, FL 34744

    $495,140322 Days on yellowkey   MLS ID: O6314894

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

    For Sale O6314894 - 2609 CLEAR NIGHT AVE, KISSIMMEE, FL 34744 25 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1850
       Built: 2025
    Monthly Fee: $10
       Tax: $917 (2024)
    Community: Tohoqua
    Single Family


    Estimated Monthly Payment: $2,799 (change assumption)
    Mortgage ($2,713) + Fees ($10) + Taxes in 2024 ($76)


    Taxes:$917

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2024

    Middle School: Neptune Middle (6-8)


  • 2747 KISSIMMEE BAY CIR, KISSIMMEE, FL 34744

    $599,90069 Days on yellowkey   MLS ID: S5143367

    For Sale S5143367 - 2747 KISSIMMEE BAY CIR, KISSIMMEE, FL 34744 61 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3177
       Built: 1991
    Monthly Fee: $195
       Tax: $4,193 (2025)
    Community: Kissimmee Bay
    Single Family


    Estimated Monthly Payment: $3,831 (change assumption)
    Mortgage ($3,287) + Fees ($195) + Taxes in 2025 ($349)


    Taxes:$4,193

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1528 ERIN BREEZE LN, KISSIMMEE, FL 34744

    $390,00018 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

    $320,00053 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


  • 1436 MASSA ST, KISSIMMEE, FL 34744

    $339,000225 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

    $398,900168 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

    $445,00053 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

    $425,000207 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


  • 1673 BARBERRY DR, KISSIMMEE, FL 34744

    $460,00020 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)


  • 1989 SPRING SHOWER CIR, KISSIMMEE, FL 34744

    $415,00096 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

    $534,90039 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


  • 2400 VOLUNTEER AVE, KISSIMMEE, FL 34744

    $455,701140 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)


  • 3136 QUEEN ALEXANDRIA DR, KISSIMMEE, FL 34744

    $399,00036 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


  • 2335 WOODSIDE WAY, KISSIMMEE, FL 34744

    $359,90025 Days on yellowkey   MLS ID: S5146629

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

    For Sale S5146629 - 2335 WOODSIDE WAY, KISSIMMEE, FL 34744 34 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1712
       Built: 1974   Tax: $3,278 (2025)
    Community: Heather Oaks
    Single Family


    Estimated Monthly Payment: $2,245 (change assumption)
    Mortgage ($1,972) + Taxes in 2025 ($273)


    Taxes:$3,278

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1872 TOHOQUA BLVD, KISSIMMEE, FL 34744

    $359,90047 Days on yellowkey   MLS ID: S5145177

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

    For Sale S5145177 - 1872 TOHOQUA BLVD, KISSIMMEE, FL 34744 22 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1600
       Built: 2023
    Monthly Fee: $126
       Tax: $5,504 (2025)
    Community: Tohoqua Ph 6
    Townhouse


    Estimated Monthly Payment: $2,557 (change assumption)
    Mortgage ($1,972) + Fees ($126) + Taxes in 2025 ($459)


    Taxes:$5,504

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 1763 RANGER HIGHLANDS RD, KISSIMMEE, FL 34744

    $569,900100 Days on yellowkey   MLS ID: O6372301

    For Sale O6372301 - 1763 RANGER HIGHLANDS RD, KISSIMMEE, FL 34744 47 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2851
       Built: 2018
    Monthly Fee: $11
       Tax: $8,343 (2025)
    Community: Kindred Ph 1D
    Single Family


    Estimated Monthly Payment: $3,829 (change assumption)
    Mortgage ($3,123) + Fees ($11) + Taxes in 2025 ($695)


    Taxes:$8,343

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1115 PROSPERITY AVE, KISSIMMEE, FL 34744

    $499,00032 Days on yellowkey   MLS ID: S5146235

    For Sale S5146235 - 1115 PROSPERITY AVE, KISSIMMEE, FL 34744 32 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2085
       Built: 2003
    Monthly Fee: $90
       Tax: $2,454 (2025)
    Community: Fortune Lakes
    Single Family


    Estimated Monthly Payment: $3,029 (change assumption)
    Mortgage ($2,734) + Fees ($90) + 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)


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

    $49,000131 Days on yellowkey   MLS ID: O6366840

    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: $839 (change assumption)
    Mortgage ($268) + 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


  • 3589 ROCK CREEK LN, KISSIMMEE, FL 34744

    $364,99977 Days on yellowkey   MLS ID: S5143035

    For Sale S5143035 - 3589 ROCK CREEK LN, KISSIMMEE, FL 34744 28 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1554
       Built: 2019
    Monthly Fee: $138
       Tax: $3,593 (2025)
    Community: East Lake Preserve Ph 3
    Single Family


    Estimated Monthly Payment: $2,437 (change assumption)
    Mortgage ($2,000) + Fees ($138) + Taxes in 2025 ($299)


    Taxes:$3,593

    Elementary School: East Lake Elem

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Narcoossee Middle


  • 2943 CASABELLA DR, KISSIMMEE, FL 34744

    $399,900136 Days on yellowkey   MLS ID: O6363943

    For Sale O6363943 - 2943 CASABELLA DR, KISSIMMEE, FL 34744 18 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1895
       Built: 2014
    Monthly Fee: $175
       Tax: $7,799 (2024)
    Community: Villa Sol Village
    Single Family


    Estimated Monthly Payment: $3,016 (change assumption)
    Mortgage ($2,191) + Fees ($175) + Taxes in 2024 ($650)


    Taxes:$7,799

    Elementary School: East Lake Elem

    High School: Tohopekaliga High School

    Tax Year: 2024

    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.