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Homes For Sale in Kissimmee 34744 - 362 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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  • 1200 TETON DR, KISSIMMEE, FL 34744

    $329,900127 Days on yellowkey   MLS ID: O6380571

    REDUCED by $10,100 (3.0%) on 04/30/2026

    For Sale O6380571 - 1200 TETON DR, KISSIMMEE, FL 34744 42 photos

    Bed: 4   Bath: 2.5
    Liv Area Sq Ft: 1969
       Built: 2008
    Monthly Fee: $164
       Tax: $2,796 (2025)
    Community: Heritage Run
    Townhouse


    Estimated Monthly Payment: $2,205 (change assumption)
    Mortgage ($1,808) + Fees ($164) + Taxes in 2025 ($233)


    Taxes:$2,796

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1914 DAMON AVE, KISSIMMEE, FL 34744

    $299,00068 Days on yellowkey   MLS ID: O6396516

    REDUCED by $3,500 (1.2%) on 06/10/2026

    For Sale O6396516 - 1914 DAMON AVE, KISSIMMEE, FL 34744 25 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1385
       Built: 1972   Tax: $3,300 (2025)
    Community: Kissimmee Heights
    Single Family


    Estimated Monthly Payment: $1,913 (change assumption)
    Mortgage ($1,638) + Taxes in 2025 ($275)


    Taxes:$3,300

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1767 SMARTS RULE ST, KISSIMMEE, FL 34744

    $509,90035 Days on yellowkey   MLS ID: S5149626

    For Sale S5149626 - 1767 SMARTS RULE ST, KISSIMMEE, FL 34744 58 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2764
       Built: 2022
    Monthly Fee: $1
       Tax: $7,949 (2024)
    Community: Tohoqua Ph 1B
    Single Family


    Estimated Monthly Payment: $3,457 (change assumption)
    Mortgage ($2,794) + Fees ($1) + Taxes in 2024 ($662)


    Taxes:$7,949

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2024

    Middle School: Neptune Middle (6-8)


  • 130 WESTMORELAND CIR, KISSIMMEE, FL 34744

    $478,90032 Days on yellowkey   MLS ID: O6404741

    REDUCED by $36,000 (7.0%) on 05/28/2026

    For Sale O6404741 - 130 WESTMORELAND CIR, KISSIMMEE, FL 34744 44 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2814
       Built: 1997   Tax: $7,501 (2025)
    Community: Remington
    Single Family


    Estimated Monthly Payment: $3,249 (change assumption)
    Mortgage ($2,624) + Taxes in 2025 ($625)


    Taxes:$7,501

    Elementary School: Partin Settlement Elem

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 2563 RELAXING LN, KISSIMMEE, FL 34744

    $365,0005 Days on yellowkey   MLS ID: O6415454

    For Sale O6415454 - 2563 RELAXING LN, KISSIMMEE, FL 34744 30 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1755
       Built: 2023
    Monthly Fee: $147
       Tax: $6,632 (2025)
    Community: Tohoqua
    Townhouse


    Estimated Monthly Payment: $2,700 (change assumption)
    Mortgage ($2,000) + Fees ($147) + Taxes in 2025 ($553)


    Taxes:$6,632

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 2492 BLOWING BREEZE AVE, KISSIMMEE, FL 34744

    $439,0005 Days on yellowkey   MLS ID: S5151453

    0 Days Off yellowkey (back on 6/9/2026)

    For Sale S5151453 - 2492 BLOWING BREEZE AVE, KISSIMMEE, FL 34744 17 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2030
       Built: 2021
    Monthly Fee: $10
       Tax: $7,855 (2025)
    Community: Tohoqua Ph 1B
    Single Family


    Estimated Monthly Payment: $3,070 (change assumption)
    Mortgage ($2,405) + Fees ($10) + Taxes in 2025 ($655)


    Taxes:$7,855

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 112 HARWOOD CIR, KISSIMMEE, FL 34744

    $498,90011 Days on yellowkey   MLS ID: S5151002

    0 Days Off yellowkey (back on 6/9/2026)

    For Sale S5151002 - 112 HARWOOD CIR, KISSIMMEE, FL 34744 58 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2868
       Built: 1998
    Monthly Fee: $38
       Tax: $7,523 (2025)
    Community: Remington Ph 1 Tr D
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,399 (change assumption)
    Mortgage ($2,734) + Fees ($38) + Taxes in 2025 ($627)


    Taxes:$7,523

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1824 ECHO VALLEY ST, KISSIMMEE, FL 34744

    $399,000137 Days on yellowkey   MLS ID: O6377537

    4 Days Off yellowkey (back on 5/18/2026)

    INCREASED by $16,001 (4.2%) on 04/20/2026

    For Sale O6377537 - 1824 ECHO VALLEY ST, KISSIMMEE, FL 34744 30 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1504
       Built: 2024
    Monthly Fee: $11
       Tax: $7,543 (2024)
    Community: Kindred Ph 3B 3C & 3D
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,826 (change assumption)
    Mortgage ($2,186) + Fees ($11) + Taxes in 2024 ($629)


    Taxes:$7,543

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1610 MOHEGAN BLVD, KISSIMMEE, FL 34744

    $359,90031 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


  • 1880 SPRING SHOWER CIR, KISSIMMEE, FL 34744

    $349,990153 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


  • 2665 MILL RUN BLVD, KISSIMMEE, FL 34744

    $314,50040 Days on yellowkey   MLS ID: O6404497

    REDUCED by $13,000 (4.0%) on 06/09/2026

    FORECLOSURE O6404497 - 2665 MILL RUN BLVD, KISSIMMEE, FL 34744 11 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1282
       Built: 1986   Tax: $1,712 (2025)
    Community: Mill Run Un 5
    Single Family


    Estimated Monthly Payment: $1,866 (change assumption)
    Mortgage ($1,723) + Taxes in 2025 ($143)


    Taxes:$1,712

    Elementary School: Mill Creek Elem (K 5)

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Denn John Middle


  • 1838 TOHOQUA BLVD, KISSIMMEE, FL 34744

    $309,90066 Days on yellowkey   MLS ID: S5147475

    REDUCED by $11,090 (3.5%) on 05/14/2026

    For Sale S5147475 - 1838 TOHOQUA BLVD, KISSIMMEE, FL 34744 43 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1600
       Built: 2023
    Monthly Fee: $139
       Tax: $6,276 (2025)
    Community: Tohoqua Ph 6
    Townhouse


    Estimated Monthly Payment: $2,360 (change assumption)
    Mortgage ($1,698) + Fees ($139) + Taxes in 2025 ($523)


    Taxes:$6,276

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 2728 PORTCHESTER CT, KISSIMMEE, FL 34744

    $394,900396 Days on yellowkey   MLS ID: S5126915

    REDUCED by $5,000 (1.3%) on 06/09/2026

    For Sale S5126915 - 2728 PORTCHESTER CT, KISSIMMEE, FL 34744 16 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1960
       Built: 2005
    Monthly Fee: $7
       Tax: $6,060 (2024)
    Community: Somerset
    Single Family


    Estimated Monthly Payment: $2,676 (change assumption)
    Mortgage ($2,164) + Fees ($7) + Taxes in 2024 ($505)


    Taxes:$6,060

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1550 REGAL OAK DR, KISSIMMEE, FL 34744

    $470,00030 Days on yellowkey   MLS ID: S5150034

    REDUCED by $10,000 (2.1%) on 06/09/2026

    For Sale S5150034 - 1550 REGAL OAK DR, KISSIMMEE, FL 34744 44 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2312
       Built: 1983   Tax: $3,426 (2025)
    Community: Regal Oak Shores Unit 4
    Single Family


    Estimated Monthly Payment: $2,861 (change assumption)
    Mortgage ($2,575) + Taxes in 2025 ($286)


    Taxes:$3,426

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2705 WILLOW GLEN CIR, KISSIMMEE, FL 34744

    $434,99910 Days on yellowkey   MLS ID: G5113160

    For Sale G5113160 - 2705 WILLOW GLEN CIR, KISSIMMEE, FL 34744 33 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1679
       Built: 2001
    Monthly Fee: $23
       Tax: $6,110 (2025)
    Community: Gleneagles
    Single Family


    Estimated Monthly Payment: $2,916 (change assumption)
    Mortgage ($2,383) + Fees ($23) + Taxes in 2025 ($509)


    Taxes:$6,110

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1211 LEHIGH ST, KISSIMMEE, FL 34744

    $359,00069 Days on yellowkey   MLS ID: S5147242

    REDUCED by $5,900 (1.6%) on 06/09/2026

    For Sale S5147242 - 1211 LEHIGH ST, KISSIMMEE, FL 34744 22 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1685
       Built: 1960   Tax: $5,105 (2025)
    Community: Johnston Park Rep
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,392 (change assumption)
    Mortgage ($1,967) + Taxes in 2025 ($425)


    Taxes:$5,105

    Elementary School: Mill Creek Elem (K 5)

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Parkway Middle


  • 2716 WORTHAM LN, KISSIMMEE, FL 34744

    $415,000107 Days on yellowkey   MLS ID: O6385986

    0 Days Off yellowkey (back on 6/8/2026)

    REDUCED by $2,500 (0.6%) on 05/27/2026

    For Sale O6385986 - 2716 WORTHAM LN, KISSIMMEE, FL 34744 29 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2341
       Built: 1998
    Monthly Fee: $13
       Tax: $6,364 (2025)
    Community: Remington Ph 1 Tr E
    Single Family


    Estimated Monthly Payment: $2,817 (change assumption)
    Mortgage ($2,274) + Fees ($13) + Taxes in 2025 ($530)


    Taxes:$6,364

    Elementary School: Partin Settlement Elem

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 1819 WILD RYE WAY, KISSIMMEE, FL 34744

    $379,0006 Days on yellowkey   MLS ID: S5151456

    SHORT SALE S5151456 - 1819 WILD RYE WAY, KISSIMMEE, FL 34744 1 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1504
       Built: 2022
    Monthly Fee: $11
       Tax: $6,436 (2025)
    Community: Kindred Ph 3B 3C & 3D
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,624 (change assumption)
    Mortgage ($2,077) + Fees ($11) + Taxes in 2025 ($536)


    Taxes:$6,436

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1660 CROSS PRAIRIE PKWY, KISSIMMEE, FL 34744

    $445,00011 Days on yellowkey   MLS ID: R4911380

    REDUCED by $5,000 (1.1%) on 06/09/2026

    For Sale R4911380 - 1660 CROSS PRAIRIE PKWY, KISSIMMEE, FL 34744 30 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1802
       Built: 2022
    Monthly Fee: $20
       Tax: $6,147 (2025)
    Community: Tohoqua Ph 2
    Single Family


    Estimated Monthly Payment: $2,971 (change assumption)
    Mortgage ($2,438) + Fees ($20) + Taxes in 2025 ($512)


    Taxes:$6,147

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 1686 CONTENTMENT LOOP, KISSIMMEE, FL 34744

    $369,990250 Days on yellowkey   MLS ID: S5136114

    For Sale S5136114 - 1686 CONTENTMENT LOOP, KISSIMMEE, FL 34744 30 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1755
       Built: 2024
    Monthly Fee: $137
       Tax: $1,351 (2024)
    Community: Tohoqua Ph 3
    Townhouse


    Estimated Monthly Payment: $2,277 (change assumption)
    Mortgage ($2,027) + Fees ($137) + Taxes in 2024 ($113)


    Taxes:$1,351

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2024

    Middle School: Neptune Middle (6-8)




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.