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Homes For Sale in Kissimmee 34744 - 354 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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  • 4450 SMALL CREEK RD, KISSIMMEE, FL 34744

    $375,000307 Days on yellowkey   MLS ID: S5134233

    For Sale S5134233 - 4450 SMALL CREEK RD, KISSIMMEE, FL 34744 25 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1534
       Built: 2023
    Monthly Fee: $229
       Tax: $5,169 (2024)
    Community: Creekside Twnhms
    Townhouse


    Estimated Monthly Payment: $2,714 (change assumption)
    Mortgage ($2,055) + Fees ($229) + Taxes in 2024 ($431)


    Taxes:$5,169

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2374 ROSS ST, KISSIMMEE, FL 34744

    $167,000504 Days on yellowkey   MLS ID: O6275526

    0 Days Off yellowkey (back on 2/22/2025)

    For Sale O6275526 - 2374 ROSS ST, KISSIMMEE, FL 34744 1 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1382
       Built: 1920   Tax: $1,430 (2023)
    Community: Gilchrist 2Nd Add
    Single Family


    Estimated Monthly Payment: $1,034 (change assumption)
    Mortgage ($915) + Taxes in 2023 ($119)


    Taxes:$1,430

    Elementary School: None

    High School: None

    Tax Year: 2023

    Middle School: None


  • 3878 WOOD THRUSH DR, KISSIMMEE, FL 34744

    $415,00092 Days on yellowkey   MLS ID: O6396827

    REDUCED by $10,000 (2.4%) on 05/18/2026

    For Sale O6396827 - 3878 WOOD THRUSH DR, KISSIMMEE, FL 34744 40 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2061
       Built: 2006
    Monthly Fee: $140
       Tax: $3,745 (2025)
    Community: Springlake Village Ph 5B
    Single Family


    Estimated Monthly Payment: $2,726 (change assumption)
    Mortgage ($2,274) + Fees ($140) + Taxes in 2025 ($312)


    Taxes:$3,745

    Elementary School: East Lake Elem

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Narcoossee Middle


  • 2825 RUNNING BROOK CIR, KISSIMMEE, FL 34744

    $399,90071 Days on yellowkey   MLS ID: O6401962

    For Sale O6401962 - 2825 RUNNING BROOK CIR, KISSIMMEE, FL 34744 34 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1839
       Built: 2011
    Monthly Fee: $178
       Tax: $3,276 (2025)
    Community: North Shore Village Ph 2
    Single Family


    Estimated Monthly Payment: $2,642 (change assumption)
    Mortgage ($2,191) + Fees ($178) + Taxes in 2025 ($273)


    Taxes:$3,276

    Elementary School: East Lake Elem

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Narcoossee Middle


  • 1715 HAPPINESS ROW, KISSIMMEE, FL 34744

    $399,000156 Days on yellowkey   MLS ID: S5142449

    For Sale S5142449 - 1715 HAPPINESS ROW, KISSIMMEE, FL 34744 52 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2044
       Built: 2022
    Monthly Fee: $10
       Tax: $6,675 (2025)
    Community: Tohoqua Ph 2
    Single Family


    Estimated Monthly Payment: $2,753 (change assumption)
    Mortgage ($2,186) + Fees ($10) + Taxes in 2025 ($556)


    Taxes:$6,675

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2519 PEACE OF MIND AVE, KISSIMMEE, FL 34744

    $495,00063 Days on yellowkey   MLS ID: S5149191

    For Sale S5149191 - 2519 PEACE OF MIND AVE, KISSIMMEE, FL 34744 16 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2539
       Built: 2025   Tax: $3,691 (2025)
    Community: Tohoqua Ph 7
    Single Family


    Estimated Monthly Payment: $3,020 (change assumption)
    Mortgage ($2,712) + Taxes in 2025 ($308)


    Taxes:$3,691

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3589 ROCK CREEK LN, KISSIMMEE, FL 34744

    $354,000158 Days on yellowkey   MLS ID: S5143035

    REDUCED by $5,000 (1.4%) on 05/14/2026

    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: $2,377 (change assumption)
    Mortgage ($1,940) + 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


  • 1736 FULFILLMENT DR, KISSIMMEE, FL 34744

    $410,00064 Days on yellowkey   MLS ID: S5149578

    For Sale S5149578 - 1736 FULFILLMENT DR, KISSIMMEE, FL 34744 24 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1802
       Built: 2022
    Monthly Fee: $10
       Tax: $6,619 (2025)
    Community: Tohoqua Ph 2 Pb 29 Pgs 187-192 Lot 38
    Single Family


    Estimated Monthly Payment: $2,808 (change assumption)
    Mortgage ($2,247) + Fees ($10) + Taxes in 2025 ($552)


    Taxes:$6,619

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1516 PINE ISLAND RD, KISSIMMEE, FL 34744

    $859,900107 Days on yellowkey   MLS ID: S5145674

    REDUCED by $15,100 (1.7%) on 05/14/2026

    For Sale S5145674 - 1516 PINE ISLAND RD, KISSIMMEE, FL 34744 59 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2613
       Built: 2026   Tax: $1,385 (2025)
    Community: Regal Point Estates Unit 1
    Single Family


    Estimated Monthly Payment: $4,827 (change assumption)
    Mortgage ($4,712) + Taxes in 2025 ($115)


    Taxes:$1,385

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2704 LUCAS LAKES LN, KISSIMMEE, FL 34744

    $409,990117 Days on yellowkey   MLS ID: S5145763

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

    For Sale S5145763 - 2704 LUCAS LAKES LN, KISSIMMEE, FL 34744 24 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2014
       Built: 2006
    Monthly Fee: $14
       Tax: $6,432 (2025)
    Community: Remington Prcl O
    Single Family


    Estimated Monthly Payment: $2,796 (change assumption)
    Mortgage ($2,246) + Fees ($14) + Taxes in 2025 ($536)


    Taxes:$6,432

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1792 BULL HILL RD, KISSIMMEE, FL 34744

    $417,990385 Days on yellowkey   MLS ID: O6318608

    For Sale O6318608 - 1792 BULL HILL RD, KISSIMMEE, FL 34744 32 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1614
       Built: 2024
    Monthly Fee: $11
       Tax: $3,776 (2024)
    Community: Kindred Ph 3B 3C & 3D
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,616 (change assumption)
    Mortgage ($2,290) + Fees ($11) + Taxes in 2024 ($315)


    Taxes:$3,776

    Elementary School: Neptune Elementary

    High School: Osceola High School

    Tax Year: 2024

    Middle School: Neptune Middle (6-8)


  • 2624 BLOWING BREEZE AVE, KISSIMMEE, FL 34744

    $489,900149 Days on yellowkey   MLS ID: O6381066

    REDUCED by $10,000 (2.0%) on 05/06/2026

    For Sale O6381066 - 2624 BLOWING BREEZE AVE, KISSIMMEE, FL 34744 44 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2590
       Built: 2022
    Monthly Fee: $10
       Tax: $8,564 (2025)
    Community: Tohoqua Ph 4A
    Single Family


    Estimated Monthly Payment: $3,408 (change assumption)
    Mortgage ($2,684) + Fees ($10) + Taxes in 2025 ($714)


    Taxes:$8,564

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 1874 FLOURISH AVE, KISSIMMEE, FL 34744

    $489,000143 Days on yellowkey   MLS ID: O6382902

    For Sale O6382902 - 1874 FLOURISH AVE, KISSIMMEE, FL 34744 35 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2151
       Built: 2024
    Monthly Fee: $10
       Tax: $9,479 (2025)
    Community: Tohoqua Ph 7
    Single Family


    Estimated Monthly Payment: $3,479 (change assumption)
    Mortgage ($2,679) + Fees ($10) + Taxes in 2025 ($790)


    Taxes:$9,479

    Elementary School: Island Village Elementary School

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 1407 WATER LILLY LN, KISSIMMEE, FL 34744

    $980,000440 Days on yellowkey   MLS ID: S5125695

    For Sale S5125695 - 1407 WATER LILLY LN, KISSIMMEE, FL 34744 68 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3845
       Built: 2004
    Monthly Fee: $195
       Tax: $10,992 (2024)
    Community: Kissimmee Bay
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,481 (change assumption)
    Mortgage ($5,370) + Fees ($195) + Taxes in 2024 ($916)


    Taxes:$10,992

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1538 BITTEROOT ST, KISSIMMEE, FL 34744

    $455,000169 Days on yellowkey   MLS ID: S5142228

    For Sale S5142228 - 1538 BITTEROOT ST, KISSIMMEE, FL 34744 11 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1846
       Built: 2024
    Monthly Fee: $11
       Tax: $7,756 (2025)
    Community: Kindred
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,150 (change assumption)
    Mortgage ($2,493) + Fees ($11) + Taxes in 2025 ($646)


    Taxes:$7,756

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1624 WINDSOR OAK CT, KISSIMMEE, FL 34744

    $264,90075 Days on yellowkey   MLS ID: O6402513

    For Sale O6402513 - 1624 WINDSOR OAK CT, KISSIMMEE, FL 34744 53 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1380
       Built: 1998
    Monthly Fee: $180
       Tax: $2,775 (2025)
    Community: Windsor Oaks
    Townhouse


    Estimated Monthly Payment: $1,863 (change assumption)
    Mortgage ($1,451) + Fees ($180) + Taxes in 2025 ($231)


    Taxes:$2,775

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1724 RANGER HIGHLANDS RD, KISSIMMEE, FL 34744

    $363,000357 Days on yellowkey   MLS ID: TB8408985

    REDUCED by $4,000 (1.1%) on 04/24/2026

    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: $2,486 (change assumption)
    Mortgage ($1,989) + 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)


  • 1776 FULFILLMENT DR, KISSIMMEE, FL 34744

    $395,00081 Days on yellowkey   MLS ID: S5148323

    For Sale S5148323 - 1776 FULFILLMENT DR, KISSIMMEE, FL 34744 24 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1620
       Built: 2020
    Monthly Fee: $55
       Tax: $5,091 (2025)
    Community: Tohoqua Ph 1
    Townhouse


    Estimated Monthly Payment: $2,644 (change assumption)
    Mortgage ($2,164) + Fees ($55) + Taxes in 2025 ($424)


    Taxes:$5,091

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2937 SLOUGH CREEK DR, KISSIMMEE, FL 34744

    $519,900147 Days on yellowkey   MLS ID: S5143801

    For Sale S5143801 - 2937 SLOUGH CREEK DR, KISSIMMEE, FL 34744 21 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2727
       Built: 2023
    Monthly Fee: $130
       Tax: $7,208 (2025)
    Community: Creekside At Boggy Creek Ph 3
    Single Family


    Estimated Monthly Payment: $3,579 (change assumption)
    Mortgage ($2,849) + Fees ($130) + Taxes in 2025 ($601)


    Taxes:$7,208

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1873 SPRING SHOWER CIR, KISSIMMEE, FL 34744

    $345,000321 Days on yellowkey   MLS ID: S5133310

    For Sale S5133310 - 1873 SPRING SHOWER CIR, KISSIMMEE, FL 34744 18 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1559
       Built: 2023
    Monthly Fee: $212
       Tax: $5,457 (2024)
    Community: Tohoqua Ph 5B
    Villa


    Estimated Monthly Payment: $2,557 (change assumption)
    Mortgage ($1,890) + Fees ($212) + Taxes in 2024 ($455)


    Taxes:$5,457

    Elementary School: None

    High School: None

    Tax Year: 2024

    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.