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Homes For Sale in Kissimmee 34744 - 363 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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  • 2604 SERENITY GARDEN DRIVE, KISSIMMEE, FL 34744

    $498,12017 Days on yellowkey   MLS ID: O6411675

    For Sale O6411675 - 2604 SERENITY GARDEN DRIVE, KISSIMMEE, FL 34744 25 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1850
       Built: 2025
    Monthly Fee: $20
       Tax: $1,329 (2025)
    Community: Tohoqua
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,860 (change assumption)
    Mortgage ($2,729) + Fees ($20) + 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)


  • 2733 SERENITY MEADOW DRIVE, KISSIMMEE, FL 34744

    $392,01075 Days on yellowkey   MLS ID: O6395315

    For Sale O6395315 - 2733 SERENITY MEADOW DRIVE, KISSIMMEE, FL 34744 33 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1670
       Built: 2025
    Monthly Fee: $136
       Tax: $3,086 (2025)
    Community: Tohoqua Reserve
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,541 (change assumption)
    Mortgage ($2,148) + Fees ($136) + Taxes in 2025 ($257)


    Taxes:$3,086

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2015 SPRING SHOWER CIR, KISSIMMEE, FL 34744

    $412,000339 Days on yellowkey   MLS ID: S5130256

    For Sale S5130256 - 2015 SPRING SHOWER CIR, KISSIMMEE, FL 34744 49 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2054
       Built: 2022
    Monthly Fee: $128
       Tax: $7,088 (2024)
    Community: Tohoqua Reserve
    Single Family


    Estimated Monthly Payment: $2,976 (change assumption)
    Mortgage ($2,257) + Fees ($128) + Taxes in 2024 ($591)


    Taxes:$7,088

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2024

    Middle School: Neptune Middle (6-8)


  • 1009 CHALCEDONY ST, KISSIMMEE, FL 34744

    $325,0008 Days on yellowkey   MLS ID: O6412394

    For Sale O6412394 - 1009 CHALCEDONY ST, KISSIMMEE, FL 34744 49 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1683
       Built: 2010
    Monthly Fee: $170
       Tax: $3,128 (2025)
    Community: Amber Pointe
    Spa: No

    Townhouse


    Estimated Monthly Payment: $2,211 (change assumption)
    Mortgage ($1,781) + Fees ($170) + Taxes in 2025 ($261)


    Taxes:$3,128

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1720 FULFILLMENT DR, KISSIMMEE, FL 34744

    $400,00052 Days on yellowkey   MLS ID: O6401021

    REDUCED by $20,000 (4.8%) on 05/27/2026

    For Sale O6401021 - 1720 FULFILLMENT DR, KISSIMMEE, FL 34744 41 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2044
       Built: 2022
    Monthly Fee: $10
       Tax: $7,447 (2025)
    Community: Tohoqua Ph 2
    Single Family


    Estimated Monthly Payment: $2,822 (change assumption)
    Mortgage ($2,192) + Fees ($10) + Taxes in 2025 ($621)


    Taxes:$7,447

    Elementary School: None

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 1777 WALNUT CREEK DR, KISSIMMEE, FL 34744

    $439,90083 Days on yellowkey   MLS ID: O6390965

    REDUCED by $5,000 (1.1%) on 05/26/2026

    For Sale O6390965 - 1777 WALNUT CREEK DR, KISSIMMEE, FL 34744 74 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2339
       Built: 2023
    Monthly Fee: $11
       Tax: $3,358 (2025)
    Community: Kindred Ph 3A
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,701 (change assumption)
    Mortgage ($2,410) + Fees ($11) + Taxes in 2025 ($280)


    Taxes:$3,358

    Elementary School: None

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 3824 BLUE DASHER DR, KISSIMMEE, FL 34744

    $499,990377 Days on yellowkey   MLS ID: O6314514

    For Sale O6314514 - 3824 BLUE DASHER DR, KISSIMMEE, FL 34744 48 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3783
       Built: 2004
    Monthly Fee: $106
       Tax: $6,729 (2024)
    Community: Springlake Village Ph 03
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,406 (change assumption)
    Mortgage ($2,740) + Fees ($106) + Taxes in 2024 ($561)


    Taxes:$6,729

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 502 WOODLAND CREEK BLVD, KISSIMMEE, FL 34744

    $369,99942 Days on yellowkey   MLS ID: O6404452

    4 Days Off yellowkey (back on 6/13/2026)

    REDUCED by $5,001 (1.3%) on 05/18/2026

    For Sale O6404452 - 502 WOODLAND CREEK BLVD, KISSIMMEE, FL 34744 8 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2128
       Built: 2005
    Monthly Fee: $40
       Tax: $4,040 (2024)
    Community: Woodland Creek
    Single Family


    Estimated Monthly Payment: $2,404 (change assumption)
    Mortgage ($2,027) + Fees ($40) + Taxes in 2024 ($337)


    Taxes:$4,040

    Elementary School: Mill Creek Elem (K 5)

    High School: Osceola High School

    Tax Year: 2024

    Middle School: Denn John Middle


  • 2418 BROOKSIDE AVE, KISSIMMEE, FL 34744

    $375,0004 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


  • 609 CORNERSTONE DR, KISSIMMEE, FL 34744

    $269,90060 Days on yellowkey   MLS ID: O6398322

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

    For Sale O6398322 - 609 CORNERSTONE DR, KISSIMMEE, FL 34744 23 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1512
       Built: 2007
    Monthly Fee: $284
       Tax: $3,237 (2025)
    Community: Heritage Key Villas
    Townhouse


    Estimated Monthly Payment: $2,033 (change assumption)
    Mortgage ($1,479) + Fees ($284) + Taxes in 2025 ($270)


    Taxes:$3,237

    Elementary School: Mill Creek Elem (K 5)

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Denn John Middle


  • 2513 CROWN RIDGE CIR, KISSIMMEE, FL 34744

    $379,90037 Days on yellowkey   MLS ID: S5149544

    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


  • 2507 WINNERS CIR, KISSIMMEE, FL 34744

    $545,00066 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)


  • 2559 RELAXING LN, KISSIMMEE, FL 34744

    $335,0001 Day on yellowkey   MLS ID: O6416641

    For Sale O6416641 - 2559 RELAXING LN, KISSIMMEE, FL 34744 45 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1603
       Built: 2023
    Monthly Fee: $147
       Tax: $6,276 (2025)
    Community: Tohoqua Ph 3
    Townhouse


    Estimated Monthly Payment: $2,506 (change assumption)
    Mortgage ($1,836) + Fees ($147) + Taxes in 2025 ($523)


    Taxes:$6,276

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2685 ROBIN AVE, KISSIMMEE, FL 34744

    $346,0001 Day on yellowkey   MLS ID: S5151844

    For Sale S5151844 - 2685 ROBIN AVE, KISSIMMEE, FL 34744 26 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1661
       Built: 1974   Tax: $1,560 (2025)
    Community: Emerald Lake Colony Unit 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,026 (change assumption)
    Mortgage ($1,896) + Taxes in 2025 ($130)


    Taxes:$1,560

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1973 SPRING SHOWER CIR, KISSIMMEE, FL 34744

    $432,0002 Days on yellowkey   MLS ID: O6416082

    For Sale O6416082 - 1973 SPRING SHOWER CIR, KISSIMMEE, FL 34744 35 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1701
       Built: 2022
    Monthly Fee: $136
       Tax: $6,439 (2025)
    Community: Tohoqua Ph 5A
    Single Family


    Estimated Monthly Payment: $3,040 (change assumption)
    Mortgage ($2,367) + Fees ($136) + Taxes in 2025 ($537)


    Taxes:$6,439

    Elementary School: None

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 2602 LOLA LN, KISSIMMEE, FL 34744

    $487,4512 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


  • 2345 SOUTHBURY, KISSIMMEE, FL 34744

    $369,0002 Days on yellowkey   MLS ID: S5151680

    For Sale S5151680 - 2345 SOUTHBURY, KISSIMMEE, FL 34744 11 photos

    Bed: 3   Bath: 2.5   Gar: 4
    Liv Area Sq Ft: 1553
       Built: 2025
    Monthly Fee: $127
       Tax: $2,000 (2025)
    Community: Tohoqua Phase 1
    Townhouse


    Estimated Monthly Payment: $2,316 (change assumption)
    Mortgage ($2,022) + Fees ($127) + Taxes in 2025 ($167)


    Taxes:$2,000

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 2907 SUMMER GREEN TRL, KISSIMMEE, FL 34744

    $449,9002 Days on yellowkey   MLS ID: TB8511167

    For Sale TB8511167 - 2907 SUMMER GREEN TRL, KISSIMMEE, FL 34744 14 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


  • 1426 AXEL GRAESON AVE, KISSIMMEE, FL 34744

    $597,00027 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)


  • 3215 STRATTON CIR, KISSIMMEE, FL 34744

    $460,00023 Days on yellowkey   MLS ID: S5150428

    For Sale S5150428 - 3215 STRATTON CIR, KISSIMMEE, FL 34744 23 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2432
       Built: 2018
    Monthly Fee: $80
       Tax: $4,244 (2025)
    Community: South Pointe
    Single Family


    Estimated Monthly Payment: $2,954 (change assumption)
    Mortgage ($2,520) + Fees ($80) + Taxes in 2025 ($354)


    Taxes:$4,244

    Elementary School: East Lake Elementary-OS

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Narcoossee Middle




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.