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Homes For Sale in Kissimmee 34744 - 338 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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  • 831 NEPTUNE POINTE LN, KISSIMMEE, FL 34744

    $585,00022 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


  • 237 STRATHMORE CIR, KISSIMMEE, FL 34744

    $435,00029 Days on yellowkey   MLS ID: O6403214

    For Sale O6403214 - 237 STRATHMORE CIR, KISSIMMEE, FL 34744 55 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2278
       Built: 1999
    Monthly Fee: $18
       Tax: $4,632 (2025)
    Community: Remington Ph 1 Tr B
    Single Family


    Estimated Monthly Payment: $2,787 (change assumption)
    Mortgage ($2,384) + Fees ($18) + Taxes in 2025 ($386)


    Taxes:$4,632

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1720 FULFILLMENT DR, KISSIMMEE, FL 34744

    $400,00040 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)


  • 1807 GOOD NEIGHBOR LOOP, KISSIMMEE, FL 34744

    $440,00061 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

    $474,999336 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

    $1,099,000265 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

    $390,00031 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


  • 2627 CLEAR NIGHT AVENUE, KISSIMMEE, FL 34744

    $627,1104 Days on yellowkey   MLS ID: O6412075

    For Sale O6412075 - 2627 CLEAR NIGHT AVENUE, KISSIMMEE, FL 34744 30 photos

    Bed: 5   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3598
       Built: 2026
    Monthly Fee: $42
       Tax: $1,329 (2025)
    Community: Tohoqua
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,589 (change assumption)
    Mortgage ($3,436) + Fees ($42) + 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)


  • 2747 CALLAWAY LN, KISSIMMEE, FL 34744

    $400,0004 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

    $468,99035 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


  • 1880 SPRING SHOWER CIR, KISSIMMEE, FL 34744

    $349,990141 Days on yellowkey   MLS ID: S5141218

    For Sale S5141218 - 1880 SPRING SHOWER CIR, KISSIMMEE, FL 34744 43 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1559
       Built: 2024
    Monthly Fee: $220
       Tax: $1,141 (2025)
    Community: Tohoqua Ph 5B
    Single Family


    Estimated Monthly Payment: $2,233 (change assumption)
    Mortgage ($1,918) + Fees ($220) + Taxes in 2025 ($95)


    Taxes:$1,141

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1527 GANTS CIR, KISSIMMEE, FL 34744

    $599,00018 Days on yellowkey   MLS ID: O6407722

    For Sale O6407722 - 1527 GANTS CIR, KISSIMMEE, FL 34744 44 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2871
       Built: 2002
    Monthly Fee: $75
       Tax: $4,456 (2025)
    Community: Ashley Cove Unit 3
    Single Family


    Estimated Monthly Payment: $3,728 (change assumption)
    Mortgage ($3,282) + Fees ($75) + Taxes in 2025 ($371)


    Taxes:$4,456

    Elementary School: Partin Settlement Elem

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 1545 LEAF LN, KISSIMMEE, FL 34744

    $545,00082 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

    $394,99085 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


  • 1475 RIVIERA DR, KISSIMMEE, FL 34744

    $780,00034 Days on yellowkey   MLS ID: S5148691

    For Sale S5148691 - 1475 RIVIERA DR, KISSIMMEE, FL 34744 84 photos

    Bed: 3   Bath: 2.5   Gar: 3
    Liv Area Sq Ft: 2894
       Built: 1988
    Monthly Fee: $183
       Tax: $8,361 (2025)
    Community: Regal Bay
    Single Family


    Estimated Monthly Payment: $5,154 (change assumption)
    Mortgage ($4,274) + Fees ($183) + Taxes in 2025 ($697)


    Taxes:$8,361

    Elementary School: Partin Settlement Elem

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 2305 JESSICA LN, KISSIMMEE, FL 34744

    $465,00019 Days on yellowkey   MLS ID: O6407917

    For Sale O6407917 - 2305 JESSICA LN, KISSIMMEE, FL 34744 46 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1820
       Built: 2000
    Monthly Fee: $14
       Tax: $4,461 (2025)
    Community: Woods At Kings Crest The Ph 4
    Single Family


    Estimated Monthly Payment: $2,934 (change assumption)
    Mortgage ($2,548) + Fees ($14) + Taxes in 2025 ($372)


    Taxes:$4,461

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1205 TETON DR, KISSIMMEE, FL 34744

    $342,99020 Days on yellowkey   MLS ID: S5148840

    REDUCED by $11,000 (3.1%) on 05/29/2026

    For Sale S5148840 - 1205 TETON DR, KISSIMMEE, FL 34744 69 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1935
       Built: 2018
    Monthly Fee: $158
       Tax: $3,699 (2025)
    Community: Heritage Run
    Townhouse


    Estimated Monthly Payment: $2,346 (change assumption)
    Mortgage ($1,879) + Fees ($158) + Taxes in 2025 ($308)


    Taxes:$3,699

    Elementary School: Mill Creek Elem (K 5)

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Denn John Middle


  • 1610 MOHEGAN BLVD, KISSIMMEE, FL 34744

    $359,90019 Days on yellowkey   MLS ID: O6408062

    REDUCED by $10,000 (2.7%) on 05/29/2026

    For Sale O6408062 - 1610 MOHEGAN BLVD, KISSIMMEE, FL 34744 36 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2167
       Built: 2014
    Monthly Fee: $164
       Tax: $4,753 (2025)
    Community: Heritage Run
    Townhouse


    Estimated Monthly Payment: $2,532 (change assumption)
    Mortgage ($1,972) + Fees ($164) + Taxes in 2025 ($396)


    Taxes:$4,753

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2988 MARBELLA DR, KISSIMMEE, FL 34744

    $475,00040 Days on yellowkey   MLS ID: S5148494

    REDUCED by $10,000 (2.1%) on 05/29/2026

    For Sale S5148494 - 2988 MARBELLA DR, KISSIMMEE, FL 34744 37 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2160
       Built: 2004
    Monthly Fee: $167
       Tax: $5,357 (2025)
    Community: Villa Sol Ph 2 Village 3
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,216 (change assumption)
    Mortgage ($2,603) + Fees ($167) + Taxes in 2025 ($446)


    Taxes:$5,357

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1406 KINGSTON WAY, KISSIMMEE, FL 34744

    $670,00032 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




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.