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Homes For Sale in Kissimmee 34744 - 358 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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  • 2093 WALNUT CREEK DR, KISSIMMEE, FL 34744

    $398,990100 Days on yellowkey   MLS ID: O6389078

    2 Days Off yellowkey (back on 6/16/2026)

    REDUCED by $3,000 (0.7%) on 05/28/2026

    For Sale O6389078 - 2093 WALNUT CREEK DR, KISSIMMEE, FL 34744 47 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1614
       Built: 2025
    Monthly Fee: $11
       Tax: $3,684 (2025)
    Community: Kindred Ph 3B 3C & 3D
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,504 (change assumption)
    Mortgage ($2,186) + Fees ($11) + Taxes in 2025 ($307)


    Taxes:$3,684

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2619 PEACE OF MIND AVE, KISSIMMEE, FL 34744

    $479,000131 Days on yellowkey   MLS ID: O6380357

    REDUCED by $4,000 (0.8%) on 05/28/2026

    For Sale O6380357 - 2619 PEACE OF MIND AVE, KISSIMMEE, FL 34744 57 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2109
       Built: 2025
    Monthly Fee: $10
       Tax: $3,729 (2025)
    Community: Tohoqua 50S
    Single Family


    Estimated Monthly Payment: $2,945 (change assumption)
    Mortgage ($2,625) + Fees ($10) + Taxes in 2025 ($311)


    Taxes:$3,729

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 2936 SLOUGH CREEK DR, KISSIMMEE, FL 34744

    $504,990278 Days on yellowkey   MLS ID: S5134409

    REDUCED by $35,010 (6.5%) on 06/15/2026

    For Sale S5134409 - 2936 SLOUGH CREEK DR, KISSIMMEE, FL 34744 34 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2748
       Built: 2022
    Monthly Fee: $129
       Tax: $7,340 (2024)
    Community: Creekside
    Single Family


    Estimated Monthly Payment: $3,508 (change assumption)
    Mortgage ($2,767) + Fees ($129) + Taxes in 2024 ($612)


    Taxes:$7,340

    Elementary School: East Lake Elementary-OS

    High School: Tohopekaliga High School

    Tax Year: 2024

    Middle School: Narcoossee Middle


  • 2963 SERA BELLA WAY, KISSIMMEE, FL 34744

    $500,000100 Days on yellowkey   MLS ID: S5144389

    REDUCED by $15,000 (2.9%) on 06/05/2026

    For Sale S5144389 - 2963 SERA BELLA WAY, KISSIMMEE, FL 34744 74 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2416
       Built: 2016
    Monthly Fee: $120
       Tax: $5,072 (2025)
    Community: Sera Bella
    Single Family


    Estimated Monthly Payment: $3,282 (change assumption)
    Mortgage ($2,740) + Fees ($120) + Taxes in 2025 ($423)


    Taxes:$5,072

    Elementary School: Ventura Elem

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Parkway Middle


  • 781 COUNTRY WOODS CIR, KISSIMMEE, FL 34744

    $340,0004 Days on yellowkey   MLS ID: O6416650

    For Sale O6416650 - 781 COUNTRY WOODS CIR, KISSIMMEE, FL 34744 11 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1204
       Built: 1991   Tax: $4,643 (2025)
    Community: Country Crossing Unit 1
    Single Family


    Estimated Monthly Payment: $2,250 (change assumption)
    Mortgage ($1,863) + Taxes in 2025 ($387)


    Taxes:$4,643

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4387 CREEK COVE LN, KISSIMMEE, FL 34744

    $391,9003 Days on yellowkey   MLS ID: S5151891

    For Sale S5151891 - 4387 CREEK COVE LN, KISSIMMEE, FL 34744 28 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1628
       Built: 2023
    Monthly Fee: $241
       Tax: $4,446 (2025)
    Community: Creekside Twnhms
    Townhouse


    Estimated Monthly Payment: $2,759 (change assumption)
    Mortgage ($2,147) + Fees ($241) + Taxes in 2025 ($371)


    Taxes:$4,446

    Elementary School: East Lake Elem

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Narcoossee Middle


  • 1889 RUSTIC FALLS DR, KISSIMMEE, FL 34744

    $499,900210 Days on yellowkey   MLS ID: S5138827

    REDUCED by $15,100 (2.9%) on 06/14/2026

    For Sale S5138827 - 1889 RUSTIC FALLS DR, KISSIMMEE, FL 34744 50 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3099
       Built: 2017
    Monthly Fee: $11
       Tax: $5,957 (2024)
    Community: Kindred Ph 1C
    Single Family


    Estimated Monthly Payment: $3,246 (change assumption)
    Mortgage ($2,739) + Fees ($11) + Taxes in 2024 ($496)


    Taxes:$5,957

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2024

    Middle School: Neptune Middle (6-8)


  • 14 GLENDALE DR, KISSIMMEE, FL 34744

    $495,00096 Days on yellowkey   MLS ID: S5145799

    REDUCED by $14,900 (2.9%) on 06/03/2026

    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: $3,184 (change assumption)
    Mortgage ($2,712) + Taxes in 2025 ($472)


    Taxes:$5,664

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1540 GRANDVIEW BLVD, KISSIMMEE, FL 34744

    $899,000124 Days on yellowkey   MLS ID: S5143565

    0 Days Off yellowkey (back on 6/15/2026)

    REDUCED by $25,900 (2.8%) on 06/01/2026

    For Sale S5143565 - 1540 GRANDVIEW BLVD, KISSIMMEE, FL 34744 56 photos

    Bed: 4   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 5207
       Built: 1981   Tax: $7,032 (2025)
    Community: Regal Oak Shores Unit 1
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,512 (change assumption)
    Mortgage ($4,926) + Taxes in 2025 ($586)


    Taxes:$7,032

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 107 DELLWOOD DR, KISSIMMEE, FL 34744

    $329,900351 Days on yellowkey   MLS ID: O6322464

    For Sale O6322464 - 107 DELLWOOD DR, KISSIMMEE, FL 34744 10 photos

    Bed: 3   Bath: 1.5
    Liv Area Sq Ft: 1374
       Built: 1955   Tax: $4,351 (2024)
    Community: Dellwood Park
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $2,170 (change assumption)
    Mortgage ($1,808) + Taxes in 2024 ($363)


    Taxes:$4,351

    Elementary School: Central Avenue Elem

    High School: Osceola High School

    Tax Year: 2024

    Middle School: Denn John Middle


  • 177 CLUB VILLAS LN, KISSIMMEE, FL 34744

    $265,00054 Days on yellowkey   MLS ID: S5148569

    0 Days Off yellowkey (back on 6/15/2026)

    REDUCED by $10,000 (3.6%) on 05/14/2026

    For Sale S5148569 - 177 CLUB VILLAS LN, KISSIMMEE, FL 34744 20 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1397
       Built: 1998
    Monthly Fee: $315
       Tax: $5,028 (2025)
    Community: Remington Ph 1 Tr A
    Spa: No

    Townhouse


    Estimated Monthly Payment: $2,186 (change assumption)
    Mortgage ($1,452) + Fees ($315) + Taxes in 2025 ($419)


    Taxes:$5,028

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1595 SHADY OAK DR, KISSIMMEE, FL 34744

    $450,000111 Days on yellowkey   MLS ID: S5144261

    0 Days Off yellowkey (back on 6/15/2026)

    REDUCED by $7,000 (1.5%) on 04/30/2026

    For Sale S5144261 - 1595 SHADY OAK DR, KISSIMMEE, FL 34744 39 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2116
       Built: 1981   Tax: $4,757 (2025)
    Community: Regal Oak Shores Unit 6
    Single Family


    Estimated Monthly Payment: $2,862 (change assumption)
    Mortgage ($2,466) + Taxes in 2025 ($396)


    Taxes:$4,757

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2907 SUMMER GREEN TRL, KISSIMMEE, FL 34744

    $449,9005 Days on yellowkey   MLS ID: TB8511167

    For Sale TB8511167 - 2907 SUMMER GREEN TRL, KISSIMMEE, FL 34744 23 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2344
       Built: 2021
    Monthly Fee: $90
       Tax: $5,449 (2025)
    Community: Marbella Ph 2
    Single Family


    Estimated Monthly Payment: $3,009 (change assumption)
    Mortgage ($2,465) + Fees ($90) + Taxes in 2025 ($454)


    Taxes:$5,449

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1647 WINDSOR OAK CT, KISSIMMEE, FL 34744

    $245,000261 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
    Monthly Fee: $185
       Tax: $2,492 (2024)
    Community: Windsor Oaks
    Townhouse


    Estimated Monthly Payment: $1,735 (change assumption)
    Mortgage ($1,342) + Fees ($185) + Taxes in 2024 ($208)


    Taxes:$2,492

    Elementary School: Mill Creek Elem (K 5)

    High School: Gateway High School (9 12)

    Tax Year: 2024

    Middle School: Denn John Middle


  • KISSIMMEE, FL 34744

    $327,00096 Days on yellowkey   MLS ID: O6388756

    2 Days Off yellowkey (back on 5/24/2026)

    REDUCED by $22,000 (6.3%) on 04/22/2026

    For Sale O6388756 - KISSIMMEE, FL 34744 1 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1792
       Built: 1982   Tax: $3,556 (2025)
    Community: Kissimmee Heights
    Single Family


    Estimated Monthly Payment: $2,088 (change assumption)
    Mortgage ($1,792) + Taxes in 2025 ($296)


    Taxes:$3,556

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 710 BAY ST, KISSIMMEE, FL 34744

    $255,000112 Days on yellowkey   MLS ID: O6385334

    REDUCED by $5,000 (1.9%) on 05/19/2026

    For Sale O6385334 - 710 BAY ST, KISSIMMEE, FL 34744 29 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 1100
       Built: 1935   Tax: $2,687 (2025)
    Community: Robert Bass Add
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,621 (change assumption)
    Mortgage ($1,397) + Taxes in 2025 ($224)


    Taxes:$2,687

    Elementary School: Central Avenue Elem

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Denn John Middle


  • 131 WESTMORELAND CIR, KISSIMMEE, FL 34744

    $415,00040 Days on yellowkey   MLS ID: O6406202

    REDUCED by $15,000 (3.5%) on 06/15/2026

    For Sale O6406202 - 131 WESTMORELAND CIR, KISSIMMEE, FL 34744 63 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2285
       Built: 1997
    Monthly Fee: $14
       Tax: $6,651 (2025)
    Community: Remington Ph 1 Tr F
    Single Family


    Estimated Monthly Payment: $2,842 (change assumption)
    Mortgage ($2,274) + Fees ($14) + Taxes in 2025 ($554)


    Taxes:$6,651

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2418 BROOKSIDE AVE, KISSIMMEE, FL 34744

    $375,0007 Days on yellowkey   MLS ID: O6415743

    For Sale O6415743 - 2418 BROOKSIDE AVE, KISSIMMEE, FL 34744 36 photos

    Bed: 4   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1807
       Built: 1979   Tax: $4,934 (2025)
    Community: Whisper Woods
    Single Family


    Estimated Monthly Payment: $2,466 (change assumption)
    Mortgage ($2,055) + Taxes in 2025 ($411)


    Taxes:$4,934

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1715 LIGGINS AVE, KISSIMMEE, FL 34744

    $377,0004 Days on yellowkey   MLS ID: O6416697

    For Sale O6416697 - 1715 LIGGINS AVE, KISSIMMEE, FL 34744 39 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1436
       Built: 1991   Tax: $5,007 (2025)
    Community: Oak Run Unit 9
    Single Family


    Estimated Monthly Payment: $2,483 (change assumption)
    Mortgage ($2,066) + Taxes in 2025 ($417)


    Taxes:$5,007

    Elementary School: Mill Creek Elem (K 5)

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Denn John Middle


  • 1631 BITTEROOT ST, KISSIMMEE, FL 34744

    $364,99061 Days on yellowkey   MLS ID: S5147958

    REDUCED by $5,000 (1.4%) on 06/01/2026

    For Sale S5147958 - 1631 BITTEROOT ST, KISSIMMEE, FL 34744 57 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1814
       Built: 2024
    Monthly Fee: $11
       Tax: $5,432 (2025)
    Community: Kindred
    Townhouse


    Estimated Monthly Payment: $2,464 (change assumption)
    Mortgage ($2,000) + Fees ($11) + Taxes in 2025 ($453)


    Taxes:$5,432

    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.