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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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  • 3005 SLOUGH CREEK DR, KISSIMMEE, FL 34744

    $530,000118 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


  • 2220 EMPEROR DR, KISSIMMEE, FL 34744

    $610,00081 Days on yellowkey   MLS ID: S5148275

    REDUCED by $14,900 (2.4%) on 06/16/2026

    For Sale S5148275 - 2220 EMPEROR DR, KISSIMMEE, FL 34744 36 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2502
       Built: 1991   Tax: $3,970 (2025)
    Community: Cane Brake Ph 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,673 (change assumption)
    Mortgage ($3,342) + Taxes in 2025 ($331)


    Taxes:$3,970

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1510 GANTS CIR, KISSIMMEE, FL 34744

    $499,999169 Days on yellowkey   MLS ID: O6376374

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

    REDUCED by $11,501 (2.2%) on 05/02/2026

    For Sale O6376374 - 1510 GANTS CIR, KISSIMMEE, FL 34744 54 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2025
       Built: 2002
    Monthly Fee: $75
       Tax: $3,603 (2025)
    Community: Ashley Cove Unit 3
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,115 (change assumption)
    Mortgage ($2,740) + Fees ($75) + Taxes in 2025 ($300)


    Taxes:$3,603

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1956 EGRET MEADOWS AVE, KISSIMMEE, FL 34744

    $379,99051 Days on yellowkey   MLS ID: O6409425

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

    REDUCED by $15,000 (3.8%) on 06/01/2026

    For Sale O6409425 - 1956 EGRET MEADOWS AVE, KISSIMMEE, FL 34744 21 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1516
       Built: 2020
    Monthly Fee: $11
       Tax: $6,661 (2025)
    Community: Kindred Ph 2A
    Single Family


    Estimated Monthly Payment: $2,648 (change assumption)
    Mortgage ($2,082) + Fees ($11) + Taxes in 2025 ($555)


    Taxes:$6,661

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 2513 CROWN RIDGE CIR, KISSIMMEE, FL 34744

    $379,90064 Days on yellowkey   MLS ID: S5149544

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

    For Sale S5149544 - 2513 CROWN RIDGE CIR, KISSIMMEE, FL 34744 68 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1766
       Built: 2001
    Monthly Fee: $14
       Tax: $3,026 (2025)
    Community: Remington
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,348 (change assumption)
    Mortgage ($2,082) + Fees ($14) + Taxes in 2025 ($252)


    Taxes:$3,026

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2994 GAVIN SKY DR, KISSIMMEE, FL 34744

    $540,000175 Days on yellowkey   MLS ID: O6374709

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

    Bed: 5   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3057
       Built: 2023
    Monthly Fee: $80
       Tax: $6,624 (2025)
    Community: Seasons At Big Sky Ph 1
    Single Family


    Estimated Monthly Payment: $3,591 (change assumption)
    Mortgage ($2,959) + Fees ($80) + Taxes in 2025 ($552)


    Taxes:$6,624

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2936 SLOUGH CREEK DR, KISSIMMEE, FL 34744

    $504,990302 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


  • 4387 CREEK COVE LN, KISSIMMEE, FL 34744

    $391,90027 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


  • 14 GLENDALE DR, KISSIMMEE, FL 34744

    $495,000120 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


  • 107 DELLWOOD DR, KISSIMMEE, FL 34744

    $329,900375 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

    $265,00078 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


  • 2907 SUMMER GREEN TRL, KISSIMMEE, FL 34744

    $449,90029 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


  • 131 WESTMORELAND CIR, KISSIMMEE, FL 34744

    $415,00064 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


  • 2035 SPRING SHOWER CIR, KISSIMMEE, FL 34744

    $424,390177 Days on yellowkey   MLS ID: O6374311

    1 Days Off yellowkey (back on 6/14/2026)

    REDUCED by $26,150 (5.8%) on 04/08/2026

    For Sale O6374311 - 2035 SPRING SHOWER CIR, KISSIMMEE, FL 34744 23 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2018
       Built: 2026
    Monthly Fee: $128
       Tax: $3,007 (2025)
    Community: Tohoqua Reserve
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,704 (change assumption)
    Mortgage ($2,325) + Fees ($128) + Taxes in 2025 ($251)


    Taxes:$3,007

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1705 BRIDGETS CT, KISSIMMEE, FL 34744

    $555,000124 Days on yellowkey   MLS ID: S5145159

    REDUCED by $10,000 (1.8%) on 06/14/2026

    For Sale S5145159 - 1705 BRIDGETS CT, KISSIMMEE, FL 34744 57 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 2994
       Built: 2004
    Monthly Fee: $190
       Tax: $5,502 (2025)
    Community: M3 At Kissimmee Bay
    Single Family


    Estimated Monthly Payment: $3,690 (change assumption)
    Mortgage ($3,041) + Fees ($190) + Taxes in 2025 ($459)


    Taxes:$5,502

    Elementary School: Partin Settlement Elem

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 2507 WINNERS CIR, KISSIMMEE, FL 34744

    $545,00093 Days on yellowkey   MLS ID: S5147254

    REDUCED by $4,000 (0.7%) on 06/13/2026

    For Sale S5147254 - 2507 WINNERS CIR, KISSIMMEE, FL 34744 98 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1914
       Built: 1999   Tax: $2,483 (2025)
    Community: D S Estates
    Single Family


    Estimated Monthly Payment: $3,193 (change assumption)
    Mortgage ($2,986) + Taxes in 2025 ($207)


    Taxes:$2,483

    Elementary School: East Lake Elem

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 2602 LOLA LN, KISSIMMEE, FL 34744

    $487,45129 Days on yellowkey   MLS ID: O6415813

    For Sale O6415813 - 2602 LOLA LN, KISSIMMEE, FL 34744 5 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2059
       Built: 2025
    Monthly Fee: $167
       Tax: $434 (2025)
    Community: Hilliard Ridg
    Single Family


    Estimated Monthly Payment: $2,874 (change assumption)
    Mortgage ($2,671) + Fees ($167) + Taxes in 2025 ($36)


    Taxes:$434

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1426 AXEL GRAESON AVE, KISSIMMEE, FL 34744

    $597,00054 Days on yellowkey   MLS ID: S5150202

    1 Days Off yellowkey (back on 6/12/2026)

    For Sale S5150202 - 1426 AXEL GRAESON AVE, KISSIMMEE, FL 34744 27 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2070
       Built: 2024
    Monthly Fee: $80
       Tax: $4,873 (2025)
    Community: Seasons At Big Sky Ph 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,757 (change assumption)
    Mortgage ($3,271) + Fees ($80) + Taxes in 2025 ($406)


    Taxes:$4,873

    Elementary School: Partin Settlement Elem

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 2675 HILLIARD CT, KISSIMMEE, FL 34744

    $575,00036 Days on yellowkey   MLS ID: S5151356

    3 Days Off yellowkey (back on 6/12/2026)

    For Sale S5151356 - 2675 HILLIARD CT, KISSIMMEE, FL 34744 30 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2614
       Built: 1999   Tax: $3,961 (2025)
    Community: Hilliard Place
    Single Family


    Estimated Monthly Payment: $3,481 (change assumption)
    Mortgage ($3,151) + Taxes in 2025 ($330)


    Taxes:$3,961

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1823 SUMMER SERENITY DR, KISSIMMEE, FL 34744

    $379,00085 Days on yellowkey   MLS ID: O6400356

    REDUCED by $16,000 (4.1%) on 05/20/2026

    For Sale O6400356 - 1823 SUMMER SERENITY DR, KISSIMMEE, FL 34744 66 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1900
       Built: 2022
    Monthly Fee: $26
       Tax: $6,999 (2024)
    Community: Tohoqua Ph 4A
    Single Family


    Estimated Monthly Payment: $2,686 (change assumption)
    Mortgage ($2,077) + Fees ($26) + Taxes in 2024 ($583)


    Taxes:$6,999

    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.