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Homes For Sale in Kissimmee 34744 - 355 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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  • 2924 DANA LN, KISSIMMEE, FL 34744

    $320,00015 Days on yellowkey   MLS ID: O6408879

    For Sale O6408879 - 2924 DANA LN, KISSIMMEE, FL 34744 61 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1133
       Built: 1989   Tax: $1,070 (2025)
    Community: Oaks At Mill Run The
    Single Family


    Estimated Monthly Payment: $1,843 (change assumption)
    Mortgage ($1,753) + Taxes in 2025 ($89)


    Taxes:$1,070

    Elementary School: Mill Creek Elem (K 5)

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Denn John Middle


  • 1578 CONTENTMENT LOOP, KISSIMMEE, FL 34744

    $511,00025 Days on yellowkey   MLS ID: S5150200

    For Sale S5150200 - 1578 CONTENTMENT LOOP, KISSIMMEE, FL 34744 16 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2113
       Built: 2023
    Monthly Fee: $7
       Tax: $6,094 (2025)
    Community: Tohoqua Ph 3
    Single Family


    Estimated Monthly Payment: $3,315 (change assumption)
    Mortgage ($2,800) + Fees ($7) + Taxes in 2025 ($508)


    Taxes:$6,094

    Elementary School: Island Village Elementary School

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Narcoossee Middle


  • 2035 SPRING SHOWER CIR, KISSIMMEE, FL 34744

    $424,390149 Days on yellowkey   MLS ID: O6374311

    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


  • 1620 MARINA LAKE DR, KISSIMMEE, FL 34744

    $790,00024 Days on yellowkey   MLS ID: S5150329

    For Sale S5150329 - 1620 MARINA LAKE DR, KISSIMMEE, FL 34744 95 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3643
       Built: 2000
    Monthly Fee: $75
       Tax: $5,686 (2025)
    Community: Ashley Cove Unit 1
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,877 (change assumption)
    Mortgage ($4,329) + Fees ($75) + Taxes in 2025 ($474)


    Taxes:$5,686

    Elementary School: Partin Settlement Elem

    High School: None

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 2579 RELAXING LN, KISSIMMEE, FL 34744

    $387,99037 Days on yellowkey   MLS ID: S5149255

    REDUCED by $6,910 (1.7%) on 05/31/2026

    For Sale S5149255 - 2579 RELAXING LN, KISSIMMEE, FL 34744 37 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1755
       Built: 2023
    Monthly Fee: $147
       Tax: $5,861 (2025)
    Community: Tohoqua Ph 3
    Townhouse


    Estimated Monthly Payment: $2,761 (change assumption)
    Mortgage ($2,126) + Fees ($147) + Taxes in 2025 ($488)


    Taxes:$5,861

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1556 HEATHER WAY, KISSIMMEE, FL 34744

    $320,00043 Days on yellowkey   MLS ID: O6404040

    REDUCED by $20,000 (5.9%) on 05/30/2026

    For Sale O6404040 - 1556 HEATHER WAY, KISSIMMEE, FL 34744 5 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1577
       Built: 1976   Tax: $3,121 (2025)
    Community: Heather Oaks
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,013 (change assumption)
    Mortgage ($1,753) + Taxes in 2025 ($260)


    Taxes:$3,121

    Elementary School: Mill Creek Elem (K 5)

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Denn John Middle


  • 2824 NOBLE CROW DR, KISSIMMEE, FL 34744

    $580,00037 Days on yellowkey   MLS ID: S5149494

    For Sale S5149494 - 2824 NOBLE CROW DR, KISSIMMEE, FL 34744 64 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2676
       Built: 2020
    Monthly Fee: $93
       Tax: $6,717 (2025)
    Community: Marbella Ph 1
    Single Family


    Estimated Monthly Payment: $3,831 (change assumption)
    Mortgage ($3,178) + Fees ($93) + Taxes in 2025 ($560)


    Taxes:$6,717

    Elementary School: East Lake Elem

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 4408 BREEZE ISLE LN, KISSIMMEE, FL 34744

    $650,00078 Days on yellowkey   MLS ID: O6393234

    REDUCED by $25,000 (3.7%) on 05/11/2026

    For Sale O6393234 - 4408 BREEZE ISLE LN, KISSIMMEE, FL 34744 47 photos

    Bed: 5   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3267
       Built: 2014
    Monthly Fee: $111
       Tax: $4,883 (2025)
    Community: North Point Ph Ic
    Single Family


    Estimated Monthly Payment: $4,079 (change assumption)
    Mortgage ($3,562) + Fees ($111) + Taxes in 2025 ($407)


    Taxes:$4,883

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 831 NEPTUNE POINTE LN, KISSIMMEE, FL 34744

    $585,00033 Days on yellowkey   MLS ID: S5149687

    For Sale S5149687 - 831 NEPTUNE POINTE LN, KISSIMMEE, FL 34744 45 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3609
       Built: 2005
    Monthly Fee: $79
       Tax: $2,354 (2025)
    Community: Neptune Pointe
    Single Family


    Estimated Monthly Payment: $3,481 (change assumption)
    Mortgage ($3,205) + Fees ($79) + Taxes in 2025 ($196)


    Taxes:$2,354

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1807 GOOD NEIGHBOR LOOP, KISSIMMEE, FL 34744

    $440,00072 Days on yellowkey   MLS ID: O6395467

    For Sale O6395467 - 1807 GOOD NEIGHBOR LOOP, KISSIMMEE, FL 34744 32 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2151
       Built: 2022
    Monthly Fee: $30
       Tax: $1,907 (2025)
    Community: Tohoqua Ph 2
    Single Family


    Estimated Monthly Payment: $2,600 (change assumption)
    Mortgage ($2,411) + Fees ($30) + Taxes in 2025 ($159)


    Taxes:$1,907

    Elementary School: None

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: None


  • 2823 SAIL BREEZE WAY, KISSIMMEE, FL 34744

    $474,999347 Days on yellowkey   MLS ID: S5130069

    REDUCED by $14,001 (2.9%) on 05/26/2026

    For Sale S5130069 - 2823 SAIL BREEZE WAY, KISSIMMEE, FL 34744 50 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2251
       Built: 2012
    Monthly Fee: $112
       Tax: $4,907 (2024)
    Community: North Point Ph 1A
    Single Family


    Estimated Monthly Payment: $3,124 (change assumption)
    Mortgage ($2,603) + Fees ($112) + Taxes in 2024 ($409)


    Taxes:$4,907

    Elementary School: East Lake Elem

    High School: Tohopekaliga High School

    Tax Year: 2024

    Middle School: Narcoossee Middle


  • 1632 REGAL COVE CT, KISSIMMEE, FL 34744

    $1,099,000276 Days on yellowkey   MLS ID: S5134100

    REDUCED by $500 (0.0%) on 05/27/2026

    For Sale S5134100 - 1632 REGAL COVE CT, KISSIMMEE, FL 34744 76 photos

    Bed: 6   Bath: 5.5   Gar: 3
    Liv Area Sq Ft: 4621
       Built: 1993
    Monthly Fee: $100
       Tax: $10,804 (2024)
    Community: Regal Cove
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $7,022 (change assumption)
    Mortgage ($6,022) + Fees ($100) + Taxes in 2024 ($900)


    Taxes:$10,804

    Elementary School: Partin Settlement Elem

    High School: Osceola High School

    Tax Year: 2024

    Middle School: Neptune Middle (6-8)


  • 3078 SANGRIA ST, KISSIMMEE, FL 34744

    $390,00042 Days on yellowkey   MLS ID: O6404323

    1 Days Off yellowkey (back on 5/30/2026)

    For Sale O6404323 - 3078 SANGRIA ST, KISSIMMEE, FL 34744 10 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1770
       Built: 2017
    Monthly Fee: $160
       Tax: $7,059 (2025)
    Community: Villa Sol Village 4 Rep
    Single Family


    Estimated Monthly Payment: $2,885 (change assumption)
    Mortgage ($2,137) + Fees ($160) + Taxes in 2025 ($588)


    Taxes:$7,059

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2747 CALLAWAY LN, KISSIMMEE, FL 34744

    $400,00015 Days on yellowkey   MLS ID: O6411888

    For Sale O6411888 - 2747 CALLAWAY LN, KISSIMMEE, FL 34744 30 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1639
       Built: 2005
    Monthly Fee: $78
       Tax: $3,420 (2025)
    Community: Remington Prcl M1
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,555 (change assumption)
    Mortgage ($2,192) + Fees ($78) + Taxes in 2025 ($285)


    Taxes:$3,420

    Elementary School: Partin Settlement Elem

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 2034 WALNUT CREEK DR, KISSIMMEE, FL 34744

    $468,99046 Days on yellowkey   MLS ID: O6403013

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

    For Sale O6403013 - 2034 WALNUT CREEK 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: $2,888 (change assumption)
    Mortgage ($2,570) + Fees ($11) + Taxes in 2025 ($307)


    Taxes:$3,684

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1545 LEAF LN, KISSIMMEE, FL 34744

    $545,00093 Days on yellowkey   MLS ID: O6390201

    For Sale O6390201 - 1545 LEAF LN, KISSIMMEE, FL 34744 33 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2456
       Built: 2022
    Monthly Fee: $134
       Tax: $6,444 (2025)
    Community: Pennyroyal
    Single Family


    Estimated Monthly Payment: $3,657 (change assumption)
    Mortgage ($2,986) + Fees ($134) + Taxes in 2025 ($537)


    Taxes:$6,444

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2069 WALNUT CREEK DR, KISSIMMEE, FL 34744

    $394,99096 Days on yellowkey   MLS ID: O6389089

    0 Days Off yellowkey (back on 5/29/2026)

    REDUCED by $4,000 (1.0%) on 05/28/2026

    For Sale O6389089 - 2069 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: $2,482 (change assumption)
    Mortgage ($2,164) + Fees ($11) + Taxes in 2025 ($307)


    Taxes:$3,684

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1406 KINGSTON WAY, KISSIMMEE, FL 34744

    $670,00043 Days on yellowkey   MLS ID: R4911151

    For Sale R4911151 - 1406 KINGSTON WAY, KISSIMMEE, FL 34744 27 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3434
       Built: 1990   Tax: $4 (2025)
    Community: Kings Crest Ph 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,671 (change assumption)
    Mortgage ($3,671) + Taxes in 2025 ($0)


    Taxes:$4

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Parkway Middle


  • 2030 WALNUT CREEK DR, KISSIMMEE, FL 34744

    $409,99016 Days on yellowkey   MLS ID: O6411670

    For Sale O6411670 - 2030 WALNUT CREEK DR, KISSIMMEE, FL 34744 50 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1504
       Built: 2025
    Monthly Fee: $11
       Tax: $3,684 (2025)
    Community: Kindred Ph 3B 3C & 3D
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,564 (change assumption)
    Mortgage ($2,246) + Fees ($11) + Taxes in 2025 ($307)


    Taxes:$3,684

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2966 SIESTA VIEW DR, KISSIMMEE, FL 34744

    $460,00016 Days on yellowkey   MLS ID: R4911121

    For Sale R4911121 - 2966 SIESTA VIEW DR, KISSIMMEE, FL 34744 1 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1985
       Built: 2005
    Monthly Fee: $160
       Tax: $7,804 (2025)
    Community: Villa Sol Ph 2 Village 3
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,331 (change assumption)
    Mortgage ($2,520) + Fees ($160) + Taxes in 2025 ($650)


    Taxes:$7,804

    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.