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Homes For Sale in Kissimmee 34744 - 343 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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  • 1510 GANTS CIR, KISSIMMEE, FL 34744

    $499,999127 Days on yellowkey   MLS ID: O6376374

    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


  • 3054 BAY LAUREL CIR N, KISSIMMEE, FL 34744

    $385,00053 Days on yellowkey   MLS ID: O6396925

    0 Days Off yellowkey (back on 5/2/2026)

    For Sale O6396925 - 3054 BAY LAUREL CIR N, KISSIMMEE, FL 34744 44 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2389
       Built: 2003
    Monthly Fee: $136
       Tax: $2,282 (2025)
    Community: Springlake Village Ph 2B
    Single Family


    Estimated Monthly Payment: $2,436 (change assumption)
    Mortgage ($2,110) + Fees ($136) + Taxes in 2025 ($190)


    Taxes:$2,282

    Elementary School: East Lake Elem

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Narcoossee Middle


  • 170 THORNBURY DR, KISSIMMEE, FL 34744

    $370,00099 Days on yellowkey   MLS ID: O6383967

    0 Days Off yellowkey (back on 5/15/2026)

    REDUCED by $15,000 (3.9%) on 05/12/2026

    For Sale O6383967 - 170 THORNBURY DR, KISSIMMEE, FL 34744 34 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1766
       Built: 2002
    Monthly Fee: $13
       Tax: $3,058 (2025)
    Community: Remington Prcl H Ph 2
    Single Family


    Estimated Monthly Payment: $2,295 (change assumption)
    Mortgage ($2,027) + Fees ($13) + Taxes in 2025 ($255)


    Taxes:$3,058

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 107 E CYPRESS ST, KISSIMMEE, FL 34744

    $169,90016 Days on yellowkey   MLS ID: S5149938

    For Sale S5149938 - 107 E CYPRESS ST, KISSIMMEE, FL 34744 19 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 576
       Built: 1966   Tax: $2,111 (2025)
    Community: Robert Bass Add
    Single Family


    Estimated Monthly Payment: $1,107 (change assumption)
    Mortgage ($931) + Taxes in 2025 ($176)


    Taxes:$2,111

    Elementary School: Central Avenue Elem

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Denn John Middle


  • 2519 PEACE OF MIND AVE, KISSIMMEE, FL 34744

    $495,00021 Days on yellowkey   MLS ID: S5149191

    For Sale S5149191 - 2519 PEACE OF MIND AVE, KISSIMMEE, FL 34744 16 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2539
       Built: 2025   Tax: $3,691 (2025)
    Community: Tohoqua Ph 7
    Single Family


    Estimated Monthly Payment: $3,020 (change assumption)
    Mortgage ($2,712) + Taxes in 2025 ($308)


    Taxes:$3,691

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 417 BENITA ST, KISSIMMEE, FL 34744

    $284,000472 Days on yellowkey   MLS ID: O6275736

    For Sale O6275736 - 417 BENITA ST, KISSIMMEE, FL 34744 9 photos

    Bed: 3   Bath: 1.5
    Liv Area Sq Ft: 1186
       Built: 1971   Tax: $380 (2023)
    Community: Benita Park
    Single Family


    Estimated Monthly Payment: $1,588 (change assumption)
    Mortgage ($1,556) + Taxes in 2023 ($32)


    Taxes:$380

    Elementary School: None

    High School: None

    Tax Year: 2023

    Middle School: None


  • 2948 OAK RUN BLVD, KISSIMMEE, FL 34744

    $398,50017 Days on yellowkey   MLS ID: O6405102

    0 Days Off yellowkey (back on 5/14/2026)

    For Sale O6405102 - 2948 OAK RUN BLVD, KISSIMMEE, FL 34744 22 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1624
       Built: 1996   Tax: $5,955 (2025)
    Community: Westwood Forest
    Single Family


    Estimated Monthly Payment: $2,680 (change assumption)
    Mortgage ($2,184) + Taxes in 2025 ($496)


    Taxes:$5,955

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1844 BRIGHT SKY DR, KISSIMMEE, FL 34744

    $389,90032 Days on yellowkey   MLS ID: S5148768

    REDUCED by $5,000 (1.3%) on 05/14/2026

    SHORT SALE S5148768 - 1844 BRIGHT SKY DR, KISSIMMEE, FL 34744 35 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1795
       Built: 2025
    Monthly Fee: $7
       Tax: $2,686 (2025)
    Community: Tohoqua Ph 7
    Single Family


    Estimated Monthly Payment: $2,367 (change assumption)
    Mortgage ($2,136) + Fees ($7) + Taxes in 2025 ($224)


    Taxes:$2,686

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 177 CLUB VILLAS LN, KISSIMMEE, FL 34744

    $265,00036 Days on yellowkey   MLS ID: S5148569

    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


  • 1757 QUAIL RIDGE LOOP, KISSIMMEE, FL 34744

    $344,99961 Days on yellowkey   MLS ID: O6391222

    1 Days Off yellowkey (back on 5/14/2026)

    For Sale O6391222 - 1757 QUAIL RIDGE LOOP, KISSIMMEE, FL 34744 20 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1109
       Built: 1992   Tax: $4,829 (2025)
    Community: Quail Hollow Ph 1
    Single Family


    Estimated Monthly Payment: $2,293 (change assumption)
    Mortgage ($1,890) + Taxes in 2025 ($402)


    Taxes:$4,829

    Elementary School: Mill Creek Elem (K 5)

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Denn John Middle


  • 1714 CHERYL LN, KISSIMMEE, FL 34744

    $699,90057 Days on yellowkey   MLS ID: O6395426

    REDUCED by $49,100 (6.6%) on 05/14/2026

    For Sale O6395426 - 1714 CHERYL LN, KISSIMMEE, FL 34744 31 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3609
       Built: 1989   Tax: $3,559 (2025)
    Community: Regal Oak Shores Unit 8
    Single Family


    Estimated Monthly Payment: $4,132 (change assumption)
    Mortgage ($3,835) + Taxes in 2025 ($297)


    Taxes:$3,559

    Elementary School: Partin Settlement Elem

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 1556 HEATHER WAY, KISSIMMEE, FL 34744

    $340,00029 Days on yellowkey   MLS ID: O6404040

    REDUCED by $9,000 (2.6%) on 05/14/2026

    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: $2,123 (change assumption)
    Mortgage ($1,863) + 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


  • 3589 ROCK CREEK LN, KISSIMMEE, FL 34744

    $354,000116 Days on yellowkey   MLS ID: S5143035

    REDUCED by $5,000 (1.4%) on 05/14/2026

    For Sale S5143035 - 3589 ROCK CREEK LN, KISSIMMEE, FL 34744 28 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1554
       Built: 2019
    Monthly Fee: $138
       Tax: $3,593 (2025)
    Community: East Lake Preserve Ph 3
    Single Family


    Estimated Monthly Payment: $2,377 (change assumption)
    Mortgage ($1,940) + Fees ($138) + Taxes in 2025 ($299)


    Taxes:$3,593

    Elementary School: East Lake Elem

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Narcoossee Middle


  • 1736 FULFILLMENT DR, KISSIMMEE, FL 34744

    $410,00022 Days on yellowkey   MLS ID: S5149578

    For Sale S5149578 - 1736 FULFILLMENT DR, KISSIMMEE, FL 34744 24 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1802
       Built: 2022
    Monthly Fee: $10
       Tax: $6,619 (2025)
    Community: Tohoqua Ph 2 Pb 29 Pgs 187-192 Lot 38
    Single Family


    Estimated Monthly Payment: $2,808 (change assumption)
    Mortgage ($2,247) + Fees ($10) + Taxes in 2025 ($552)


    Taxes:$6,619

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1516 PINE ISLAND RD, KISSIMMEE, FL 34744

    $859,90065 Days on yellowkey   MLS ID: S5145674

    REDUCED by $15,100 (1.7%) on 05/14/2026

    For Sale S5145674 - 1516 PINE ISLAND RD, KISSIMMEE, FL 34744 59 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2613
       Built: 2026   Tax: $1,385 (2025)
    Community: Regal Point Estates Unit 1
    Single Family


    Estimated Monthly Payment: $4,827 (change assumption)
    Mortgage ($4,712) + Taxes in 2025 ($115)


    Taxes:$1,385

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1686 CONTENTMENT LOOP, KISSIMMEE, FL 34744

    $369,990235 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)


  • 1340 SAWDUST TRL, KISSIMMEE, FL 34744

    $239,900133 Days on yellowkey   MLS ID: G5106887

    0 Days Off yellowkey (back on 5/13/2026)

    For Sale G5106887 - 1340 SAWDUST TRL, KISSIMMEE, FL 34744 24 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 924
       Built: 1996   Tax: $2,377 (2025)
    Community: Marydia
    Manufactured Home


    Estimated Monthly Payment: $1,513 (change assumption)
    Mortgage ($1,314) + Taxes in 2025 ($198)


    Taxes:$2,377

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1384 E LAKE SHORE BLVD, KISSIMMEE, FL 34744

    $939,900471 Days on yellowkey   MLS ID: O6278826

    REDUCED by $15,100 (1.6%) on 04/23/2026

    For Sale O6278826 - 1384 E LAKE SHORE BLVD, KISSIMMEE, FL 34744 30 photos

    Bed: 4   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3606
       Built: 2008   Tax: $4,881 (2023)
    Community: East Lake Shores
    Single Family


    Estimated Monthly Payment: $5,557 (change assumption)
    Mortgage ($5,150) + Taxes in 2023 ($407)


    Taxes:$4,881

    Elementary School: Partin Settlement Elem

    High School: Gateway High School (9 12)

    Tax Year: 2023

    Middle School: Neptune Middle (6-8)


  • 3140 RIACHUELO LN, KISSIMMEE, FL 34744

    $290,000201 Days on yellowkey   MLS ID: O6358975

    For Sale O6358975 - 3140 RIACHUELO LN, KISSIMMEE, FL 34744 24 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1540
       Built: 2007
    Monthly Fee: $345
       Tax: $5,783 (2024)
    Community: Villa Sol Twnhms Village 6
    Townhouse


    Estimated Monthly Payment: $2,416 (change assumption)
    Mortgage ($1,589) + Fees ($345) + Taxes in 2024 ($482)


    Taxes:$5,783

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1438 LONDRA LN, KISSIMMEE, FL 34744

    $425,000246 Days on yellowkey   MLS ID: S5135117

    0 Days Off yellowkey (back on 5/12/2026)

    For Sale S5135117 - 1438 LONDRA LN, KISSIMMEE, FL 34744 30 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1896
       Built: 1992   Tax: $5,501 (2024)
    Community: Mill Run Park Unit 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,787 (change assumption)
    Mortgage ($2,329) + Taxes in 2024 ($458)


    Taxes:$5,501

    Elementary School: Mill Creek Elem (K 5)

    High School: Gateway High School (9 12)

    Tax Year: 2024

    Middle School: Denn John 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.