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Homes For Sale in Kissimmee 34744 - 347 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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  • 1326 SWEETWOOD BLVD, KISSIMMEE, FL 34744

    $435,00051 Days on yellowkey   MLS ID: S5147282

    For Sale S5147282 - 1326 SWEETWOOD BLVD, KISSIMMEE, FL 34744 20 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1571
       Built: 1978   Tax: $5,280 (2025)
    Community: Sweetwood Estates
    Single Family


    Estimated Monthly Payment: $2,824 (change assumption)
    Mortgage ($2,384) + Taxes in 2025 ($440)


    Taxes:$5,280

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 422 JANICE KAY PL, KISSIMMEE, FL 34744

    $479,000272 Days on yellowkey   MLS ID: S5133405

    REDUCED by $10,000 (2.0%) on 04/06/2026

    For Sale S5133405 - 422 JANICE KAY PL, KISSIMMEE, FL 34744 19 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 3424
       Built: 2004
    Monthly Fee: $13
       Tax: $7,517 (2024)
    Community: Eagles Landing
    Single Family


    Estimated Monthly Payment: $3,264 (change assumption)
    Mortgage ($2,625) + Fees ($13) + Taxes in 2024 ($626)


    Taxes:$7,517

    Elementary School: Partin Settlement Elem

    High School: Gateway High School (9 12)

    Tax Year: 2024

    Middle School: Neptune Middle (6-8)


  • 1831 BRIGHT SKY DR, KISSIMMEE, FL 34744

    $467,201176 Days on yellowkey   MLS ID: O6364329

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

    REDUCED by $30,000 (6.0%) on 03/31/2026

    For Sale O6364329 - 1831 BRIGHT SKY DR, 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: $2,570 (change assumption)
    Mortgage ($2,560) + 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)


  • 2575 AVENTURINE ST, KISSIMMEE, FL 34744

    $320,00089 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


  • 1774 GOOD NEIGHBOR LOOP, KISSIMMEE, FL 34744

    $445,00089 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)


  • 1989 SPRING SHOWER CIR, KISSIMMEE, FL 34744

    $415,000132 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


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

    $49,000167 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


  • 2943 CASABELLA DR, KISSIMMEE, FL 34744

    $399,900172 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)


  • 2639 CANDIED APPLE ALY, KISSIMMEE, FL 34744

    $449,00057 Days on yellowkey   MLS ID: O6394670

    For Sale O6394670 - 2639 CANDIED APPLE ALY, KISSIMMEE, FL 34744 33 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1755
       Built: 2024
    Monthly Fee: $154
       Tax: $2,218 (2025)
    Community: Tohoqua Ph 7
    Townhouse


    Estimated Monthly Payment: $2,799 (change assumption)
    Mortgage ($2,460) + Fees ($154) + Taxes in 2025 ($185)


    Taxes:$2,218

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 2640 SERENITY GARDEN DRIVE, KISSIMMEE, FL 34744

    $549,14057 Days on yellowkey   MLS ID: O6393207

    For Sale O6393207 - 2640 SERENITY GARDEN DRIVE, KISSIMMEE, FL 34744 32 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2894
       Built: 2025
    Monthly Fee: $7
       Tax: $1,329 (2025)
    Community: Tohoqua
    Single Family


    Estimated Monthly Payment: $3,127 (change assumption)
    Mortgage ($3,009) + Fees ($7) + 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)


  • 1057 UNIVERSAL REST PL, KISSIMMEE, FL 34744

    $280,00083 Days on yellowkey   MLS ID: S5143478

    For Sale S5143478 - 1057 UNIVERSAL REST PL, KISSIMMEE, FL 34744 36 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1728
       Built: 1998
    Monthly Fee: $200
       Tax: $3,278 (2025)
    Community: Eric Estates
    Townhouse


    Estimated Monthly Payment: $2,007 (change assumption)
    Mortgage ($1,534) + Fees ($200) + Taxes in 2025 ($273)


    Taxes:$3,278

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1024 CHALCEDONY ST, KISSIMMEE, FL 34744

    $299,000230 Days on yellowkey   MLS ID: S5136346

    REDUCED by $11,000 (3.5%) on 03/31/2026

    For Sale S5136346 - 1024 CHALCEDONY ST, KISSIMMEE, FL 34744 37 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1562
       Built: 2009
    Monthly Fee: $170
       Tax: $3,773 (2024)
    Community: Amber Pointe Unit 2
    Townhouse


    Estimated Monthly Payment: $2,123 (change assumption)
    Mortgage ($1,638) + Fees ($170) + Taxes in 2024 ($314)


    Taxes:$3,773

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 3016 MADELIA LN, KISSIMMEE, FL 34744

    $405,00082 Days on yellowkey   MLS ID: O6387128

    REDUCED by $10,000 (2.4%) on 03/31/2026

    For Sale O6387128 - 3016 MADELIA LN, KISSIMMEE, FL 34744 9 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1784
       Built: 2016
    Monthly Fee: $83
       Tax: $5,256 (2025)
    Community: Legacy Park Ph 3
    Single Family


    Estimated Monthly Payment: $2,740 (change assumption)
    Mortgage ($2,219) + Fees ($83) + Taxes in 2025 ($438)


    Taxes:$5,256

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1974 SPRING SHOWER CIR, KISSIMMEE, FL 34744

    $463,999160 Days on yellowkey   MLS ID: O6367917

    For Sale O6367917 - 1974 SPRING SHOWER CIR, KISSIMMEE, FL 34744 27 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 2175
       Built: 2023
    Monthly Fee: $128
       Tax: $2,980 (2024)
    Community: Tohoqua Ph 5A
    Single Family


    Estimated Monthly Payment: $2,919 (change assumption)
    Mortgage ($2,542) + Fees ($128) + Taxes in 2024 ($248)


    Taxes:$2,980

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2024

    Middle School: Neptune Middle (6-8)


  • 1759 COPINGER TER, KISSIMMEE, FL 34744

    $414,900140 Days on yellowkey   MLS ID: O6371869

    For Sale O6371869 - 1759 COPINGER TER, KISSIMMEE, FL 34744 29 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1846
       Built: 2021
    Monthly Fee: $10
       Tax: $7,653 (2025)
    Community: Kindred Ph 1Fb
    Single Family


    Estimated Monthly Payment: $2,921 (change assumption)
    Mortgage ($2,273) + Fees ($10) + Taxes in 2025 ($638)


    Taxes:$7,653

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 1001 LA MIRADA CT, KISSIMMEE, FL 34744

    $363,00072 Days on yellowkey   MLS ID: O6391089

    For Sale O6391089 - 1001 LA MIRADA CT, KISSIMMEE, FL 34744 3 photos

    Bed: 4   Bath: 2.5
    Liv Area Sq Ft: 1626
       Built: 2021
    Community: Lago Buendia Ph 1
    Townhouse


    Estimated Monthly Payment: $1,989 (change assumption)
    Mortgage ($1,989)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 1647 WINDSOR OAK CT, KISSIMMEE, FL 34744

    $245,000240 Days on yellowkey   MLS ID: S5134784

    For Sale S5134784 - 1647 WINDSOR OAK CT, KISSIMMEE, FL 34744 24 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1380
       Built: 1999
    Community: Windsor Oaks
    Townhouse


    Estimated Monthly Payment: $1,342 (change assumption)
    Mortgage ($1,342)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 1778 GOOD NEIGHBOR LOOP, KISSIMMEE, FL 34744

    $470,00094 Days on yellowkey   MLS ID: O6384377

    For Sale O6384377 - 1778 GOOD NEIGHBOR LOOP, KISSIMMEE, FL 34744 32 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 2133
       Built: 2022
    Community: Tohoqua Ph 2
    Single Family


    Estimated Monthly Payment: $2,575 (change assumption)
    Mortgage ($2,575)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 2994 GAVIN SKY DR, KISSIMMEE, FL 34744

    $540,000130 Days on yellowkey   MLS ID: O6374709

    For Sale O6374709 - 2994 GAVIN SKY DR, KISSIMMEE, FL 34744 75 photos

    Bed: 5   Bath: 3.5
    Liv Area Sq Ft: 3057
       Built: 2023
    Community: Seasons At Big Sky Ph 1
    Single Family


    Estimated Monthly Payment: $2,959 (change assumption)
    Mortgage ($2,959)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 3166 ARMSTRONG SPRING DR, KISSIMMEE, FL 34744

    $550,000239 Days on yellowkey   MLS ID: S5135636

    For Sale S5135636 - 3166 ARMSTRONG SPRING DR, KISSIMMEE, FL 34744 31 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 2378
       Built: 2023
    Community: Creekside At Boggy Creek
    Single Family


    Estimated Monthly Payment: $3,014 (change assumption)
    Mortgage ($3,014)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    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.