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Homes For Sale in Kissimmee 34744 - 336 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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  • 1757 QUAIL RIDGE LOOP, KISSIMMEE, FL 34744

    $344,99963 Days on yellowkey   MLS ID: O6391222

    1 Days Off yellowkey (back on 5/14/2026)

    For Sale O6391222 - 1757 QUAIL RIDGE LOOP, KISSIMMEE, FL 34744 20 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1109
       Built: 1992   Tax: $4,829 (2025)
    Community: Quail Hollow Ph 1
    Single Family


    Estimated Monthly Payment: $2,293 (change assumption)
    Mortgage ($1,890) + Taxes in 2025 ($402)


    Taxes:$4,829

    Elementary School: Mill Creek Elem (K 5)

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Denn John Middle


  • 1714 CHERYL LN, KISSIMMEE, FL 34744

    $699,90059 Days on yellowkey   MLS ID: O6395426

    REDUCED by $49,100 (6.6%) on 05/14/2026

    For Sale O6395426 - 1714 CHERYL LN, KISSIMMEE, FL 34744 31 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3609
       Built: 1989   Tax: $3,559 (2025)
    Community: Regal Oak Shores Unit 8
    Single Family


    Estimated Monthly Payment: $4,132 (change assumption)
    Mortgage ($3,835) + Taxes in 2025 ($297)


    Taxes:$3,559

    Elementary School: Partin Settlement Elem

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 3589 ROCK CREEK LN, KISSIMMEE, FL 34744

    $354,000118 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

    $410,00024 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

    $859,90067 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


  • 1686 CONTENTMENT LOOP, KISSIMMEE, FL 34744

    $369,990237 Days on yellowkey   MLS ID: S5136114

    For Sale S5136114 - 1686 CONTENTMENT LOOP, KISSIMMEE, FL 34744 30 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1755
       Built: 2024
    Monthly Fee: $137
       Tax: $1,351 (2024)
    Community: Tohoqua Ph 3
    Townhouse


    Estimated Monthly Payment: $2,277 (change assumption)
    Mortgage ($2,027) + Fees ($137) + Taxes in 2024 ($113)


    Taxes:$1,351

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2024

    Middle School: Neptune Middle (6-8)


  • 1340 SAWDUST TRL, KISSIMMEE, FL 34744

    $239,900135 Days on yellowkey   MLS ID: G5106887

    0 Days Off yellowkey (back on 5/13/2026)

    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


  • 3140 RIACHUELO LN, KISSIMMEE, FL 34744

    $290,000203 Days on yellowkey   MLS ID: O6358975

    For Sale O6358975 - 3140 RIACHUELO LN, KISSIMMEE, FL 34744 24 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1540
       Built: 2007
    Monthly Fee: $345
       Tax: $5,783 (2024)
    Community: Villa Sol Twnhms Village 6
    Townhouse


    Estimated Monthly Payment: $2,416 (change assumption)
    Mortgage ($1,589) + Fees ($345) + Taxes in 2024 ($482)


    Taxes:$5,783

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1438 LONDRA LN, KISSIMMEE, FL 34744

    $425,000248 Days on yellowkey   MLS ID: S5135117

    0 Days Off yellowkey (back on 5/12/2026)

    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
    Spa: No

    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


  • 109 THORNBURY DR, KISSIMMEE, FL 34744

    $349,90059 Days on yellowkey   MLS ID: O6395896

    2 Days Off yellowkey (back on 5/13/2026)

    REDUCED by $10,100 (2.8%) on 05/05/2026

    For Sale O6395896 - 109 THORNBURY DR, KISSIMMEE, FL 34744 18 photos

    Bed: 5   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1622
       Built: 2003
    Monthly Fee: $14
       Tax: $6,074 (2025)
    Community: Remington Prcl H Ph 1
    Single Family


    Estimated Monthly Payment: $2,437 (change assumption)
    Mortgage ($1,917) + Fees ($14) + Taxes in 2025 ($506)


    Taxes:$6,074

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4020 SUNNY DAY WAY, KISSIMMEE, FL 34744

    $429,90020 Days on yellowkey   MLS ID: S5149650

    For Sale S5149650 - 4020 SUNNY DAY WAY, KISSIMMEE, FL 34744 34 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2148
       Built: 2006
    Monthly Fee: $83
       Tax: $5,436 (2025)
    Community: Turnberry Reserve Unit 1
    Single Family


    Estimated Monthly Payment: $2,892 (change assumption)
    Mortgage ($2,356) + Fees ($83) + Taxes in 2025 ($453)


    Taxes:$5,436

    Elementary School: East Lake Elementary-OS

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Narcoossee Middle


  • 2609 CLEAR NIGHT AVE, KISSIMMEE, FL 34744

    $495,140363 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
    Spa: No

    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)


  • 1069 UNIVERSAL REST PL, KISSIMMEE, FL 34744

    $250,00090 Days on yellowkey   MLS ID: TB8482410

    1 Days Off yellowkey (back on 5/5/2026)

    For Sale TB8482410 - 1069 UNIVERSAL REST PL, KISSIMMEE, FL 34744 17 photos

    Bed: 4   Bath: 2.5
    Liv Area Sq Ft: 2176
       Built: 1999
    Monthly Fee: $200
       Tax: $2,147 (2024)
    Community: Universal Place
    Townhouse


    Estimated Monthly Payment: $1,749 (change assumption)
    Mortgage ($1,370) + Fees ($200) + Taxes in 2024 ($179)


    Taxes:$2,147

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1842 W VIRGINIA DR, KISSIMMEE, FL 34744

    $519,900227 Days on yellowkey   MLS ID: O6352827

    4 Days Off yellowkey (back on 4/13/2026)

    REDUCED by $20,000 (3.7%) on 04/03/2026

    For Sale O6352827 - 1842 W VIRGINIA DR, KISSIMMEE, FL 34744 33 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2336
       Built: 1996   Tax: $5,724 (2024)
    Community: Neptune Shores Unit 7 Ph 2
    Single Family


    Estimated Monthly Payment: $3,326 (change assumption)
    Mortgage ($2,849) + Taxes in 2024 ($477)


    Taxes:$5,724

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 100 THORNBURY LN, KISSIMMEE, FL 34744

    $420,000265 Days on yellowkey   MLS ID: O6342537

    REDUCED by $20,000 (4.5%) on 05/12/2026

    For Sale O6342537 - 100 THORNBURY LN, KISSIMMEE, FL 34744 50 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2379
       Built: 2002
    Monthly Fee: $13
       Tax: $3,689 (2024)
    Community: Remington Prcl H Ph 2
    Single Family


    Estimated Monthly Payment: $2,622 (change assumption)
    Mortgage ($2,301) + Fees ($13) + Taxes in 2024 ($307)


    Taxes:$3,689

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 3005 SLOUGH CREEK DR, KISSIMMEE, FL 34744

    $530,00078 Days on yellowkey   MLS ID: O6388753

    REDUCED by $5,000 (0.9%) on 05/12/2026

    For Sale O6388753 - 3005 SLOUGH CREEK DR, KISSIMMEE, FL 34744 43 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2790
       Built: 2022
    Monthly Fee: $129
       Tax: $6,220 (2024)
    Community: Creekside At Boggy Creek Ph 3
    Single Family


    Estimated Monthly Payment: $3,551 (change assumption)
    Mortgage ($2,904) + Fees ($129) + Taxes in 2024 ($518)


    Taxes:$6,220

    Elementary School: East Lake Elem

    High School: Osceola High School

    Tax Year: 2024

    Middle School: Narcoossee Middle


  • 1905 MAGICAL LN, KISSIMMEE, FL 34744

    $390,00031 Days on yellowkey   MLS ID: O6403327

    1 Days Off yellowkey (back on 5/12/2026)

    For Sale O6403327 - 1905 MAGICAL LN, KISSIMMEE, FL 34744 34 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1790
       Built: 2005
    Monthly Fee: $63
       Tax: $4,388 (2025)
    Community: Magic Landings Ph 2
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $2,566 (change assumption)
    Mortgage ($2,137) + Fees ($63) + Taxes in 2025 ($366)


    Taxes:$4,388

    Elementary School: Mill Creek Elem (K 5)

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Denn John Middle


  • 2850 SPRING BREEZE WAY, KISSIMMEE, FL 34744

    $790,00035 Days on yellowkey   MLS ID: S5147876

    For Sale S5147876 - 2850 SPRING BREEZE WAY, KISSIMMEE, FL 34744 37 photos

    Bed: 6   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3899
       Built: 2014
    Monthly Fee: $100
       Tax: $8,635 (2025)
    Community: North Point Ph 2B-2C
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,148 (change assumption)
    Mortgage ($4,329) + Fees ($100) + Taxes in 2025 ($720)


    Taxes:$8,635

    Elementary School: East Lake Elem

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Narcoossee Middle


  • 1816 HOWARD MESA DR, KISSIMMEE, FL 34744

    $472,99028 Days on yellowkey   MLS ID: O6404697

    INCREASED by $2,000 (0.4%) on 05/12/2026

    For Sale O6404697 - 1816 HOWARD MESA DR, KISSIMMEE, FL 34744 51 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2447
       Built: 2025
    Monthly Fee: $11
       Tax: $3,684 (2025)
    Community: Kindred Ph 3B 3C & 3D
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,910 (change assumption)
    Mortgage ($2,592) + Fees ($11) + Taxes in 2025 ($307)


    Taxes:$3,684

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1808 HOWARD MESA DR, KISSIMMEE, FL 34744

    $421,99028 Days on yellowkey   MLS ID: O6404608

    INCREASED by $2,000 (0.5%) on 05/12/2026

    For Sale O6404608 - 1808 HOWARD MESA DR, KISSIMMEE, FL 34744 50 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1665
       Built: 2025
    Monthly Fee: $11
       Tax: $3,684 (2025)
    Community: Kindred Ph 3B 3C & 3D
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,630 (change assumption)
    Mortgage ($2,312) + Fees ($11) + Taxes in 2025 ($307)


    Taxes:$3,684

    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.