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Homes For Sale in Kissimmee 34744 - 354 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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  • 1994 SPRING SHOWER CIR, KISSIMMEE, FL 34744

    $440,000136 Days on yellowkey   MLS ID: S5144463

    REDUCED by $15,000 (3.3%) on 06/01/2026

    For Sale S5144463 - 1994 SPRING SHOWER CIR, KISSIMMEE, FL 34744 32 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2056
       Built: 2022
    Monthly Fee: $128
       Tax: $7,519 (2025)
    Community: Tohoqua Reserve
    Single Family


    Estimated Monthly Payment: $3,165 (change assumption)
    Mortgage ($2,411) + Fees ($128) + Taxes in 2025 ($627)


    Taxes:$7,519

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1765 BROCKRIDGE RD, KISSIMMEE, FL 34744

    $359,990296 Days on yellowkey   MLS ID: S5134833

    REDUCED by $5,000 (1.4%) on 05/31/2026

    For Sale S5134833 - 1765 BROCKRIDGE RD, KISSIMMEE, FL 34744 45 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1690
       Built: 2018
    Monthly Fee: $11
       Tax: $5,653 (2024)
    Community: Kindred Ph 1D
    Single Family


    Estimated Monthly Payment: $2,455 (change assumption)
    Mortgage ($1,972) + Fees ($11) + Taxes in 2024 ($471)


    Taxes:$5,653

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1578 CONTENTMENT LOOP, KISSIMMEE, FL 34744

    $511,00053 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


  • 1807 GOOD NEIGHBOR LOOP, KISSIMMEE, FL 34744

    $440,000100 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


  • 1545 LEAF LN, KISSIMMEE, FL 34744

    $545,000121 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


  • 2966 SIESTA VIEW DR, KISSIMMEE, FL 34744

    $460,00044 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


  • 1648 MARINA LAKE DR, KISSIMMEE, FL 34744

    $699,50054 Days on yellowkey   MLS ID: S5150174

    For Sale S5150174 - 1648 MARINA LAKE DR, KISSIMMEE, FL 34744 72 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3015
       Built: 2001
    Monthly Fee: $75
       Tax: $4,731 (2025)
    Community: Ashley Cove Unit Two
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,302 (change assumption)
    Mortgage ($3,833) + Fees ($75) + Taxes in 2025 ($394)


    Taxes:$4,731

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1563 CROSS PRAIRIE PKWY, KISSIMMEE, FL 34744

    $349,90089 Days on yellowkey   MLS ID: S5147463

    REDUCED by $10,100 (2.8%) on 05/28/2026

    SHORT SALE S5147463 - 1563 CROSS PRAIRIE PKWY, KISSIMMEE, FL 34744 54 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1802
       Built: 2023
    Monthly Fee: $10
       Tax: $7,403 (2025)
    Community: Tohoqua Ph 3
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,544 (change assumption)
    Mortgage ($1,917) + Fees ($10) + Taxes in 2025 ($617)


    Taxes:$7,403

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2386 RUTH LN, KISSIMMEE, FL 34744

    $465,00045 Days on yellowkey   MLS ID: S5150697

    For Sale S5150697 - 2386 RUTH LN, KISSIMMEE, FL 34744 16 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1836
       Built: 1987   Tax: $2,245 (2025)
    Community: Tierra Del Sol Unit 2 2Nd Add
    Single Family


    Estimated Monthly Payment: $2,735 (change assumption)
    Mortgage ($2,548) + Taxes in 2025 ($187)


    Taxes:$2,245

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1859 RED CANYON DR, KISSIMMEE, FL 34744

    $314,99092 Days on yellowkey   MLS ID: O6396176

    REDUCED by $10,000 (3.1%) on 05/27/2026

    For Sale O6396176 - 1859 RED CANYON DR, KISSIMMEE, FL 34744 29 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1624
       Built: 2019
    Monthly Fee: $94
       Tax: $5,866 (2025)
    Community: Kindred Ph 1E
    Townhouse


    Estimated Monthly Payment: $2,309 (change assumption)
    Mortgage ($1,726) + Fees ($94) + Taxes in 2025 ($489)


    Taxes:$5,866

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2401 VOLUNTEER AVE, KISSIMMEE, FL 34744

    $415,00057 Days on yellowkey   MLS ID: O6408166

    For Sale O6408166 - 2401 VOLUNTEER AVE, KISSIMMEE, FL 34744 37 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2044
       Built: 2021
    Monthly Fee: $120
       Tax: $7,416 (2025)
    Community: Tohoqua Ph 2
    Single Family


    Estimated Monthly Payment: $3,012 (change assumption)
    Mortgage ($2,274) + Fees ($120) + Taxes in 2025 ($618)


    Taxes:$7,416

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 1779 RED CANYON DR, KISSIMMEE, FL 34744

    $340,000166 Days on yellowkey   MLS ID: S5142388

    For Sale S5142388 - 1779 RED CANYON DR, KISSIMMEE, FL 34744 28 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1624
       Built: 2021
    Monthly Fee: $84
       Tax: $5,092 (2025)
    Community: Kindred Ph 1Fb
    Townhouse


    Estimated Monthly Payment: $2,371 (change assumption)
    Mortgage ($1,863) + Fees ($84) + Taxes in 2025 ($424)


    Taxes:$5,092

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 710 E JACKSON ST, KISSIMMEE, FL 34744

    $320,00057 Days on yellowkey   MLS ID: S5149877

    For Sale S5149877 - 710 E JACKSON ST, KISSIMMEE, FL 34744 31 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1338
       Built: 1957   Tax: $2,295 (2025)
    Community: Michigan Terrace
    Single Family


    Estimated Monthly Payment: $1,945 (change assumption)
    Mortgage ($1,753) + Taxes in 2025 ($191)


    Taxes:$2,295

    Elementary School: Kissimmee Elem

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Denn John Middle


  • 1737 KATO WAY, KISSIMMEE, FL 34744

    $345,000101 Days on yellowkey   MLS ID: TB8492414

    REDUCED by $10,000 (2.8%) on 05/19/2026

    For Sale TB8492414 - 1737 KATO WAY, KISSIMMEE, FL 34744 33 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1935
       Built: 2018
    Monthly Fee: $168
       Tax: $4,031 (2025)
    Community: Heritage Run
    Townhouse


    Estimated Monthly Payment: $2,394 (change assumption)
    Mortgage ($1,890) + Fees ($168) + Taxes in 2025 ($336)


    Taxes:$4,031

    Elementary School: Mill Creek Elem (K 5)

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Denn John Middle


  • 1892 BRIGHT SKY DR, KISSIMMEE, FL 34744

    $468,000149 Days on yellowkey   MLS ID: S5143785

    For Sale S5143785 - 1892 BRIGHT SKY DR, KISSIMMEE, FL 34744 12 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2522
       Built: 2025
    Monthly Fee: $7
       Tax: $2,686 (2025)
    Community: Tohoqua Ph 7
    Single Family


    Estimated Monthly Payment: $2,795 (change assumption)
    Mortgage ($2,564) + Fees ($7) + Taxes in 2025 ($224)


    Taxes:$2,686

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 2542 CAMPHORWOOD CIR, KISSIMMEE, FL 34744

    $359,900268 Days on yellowkey   MLS ID: S5136753

    For Sale S5136753 - 2542 CAMPHORWOOD CIR, KISSIMMEE, FL 34744 12 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1406
       Built: 1987   Tax: $846 (2024)
    Community: Oak Hollow Ph 3
    Single Family


    Estimated Monthly Payment: $2,043 (change assumption)
    Mortgage ($1,972) + Taxes in 2024 ($71)


    Taxes:$846

    Elementary School: Mill Creek Elem (K 5)

    High School: Gateway High School (9 12)

    Tax Year: 2024

    Middle School: Denn John Middle


  • 1603 BARBERRY DR, KISSIMMEE, FL 34744

    $420,00090 Days on yellowkey   MLS ID: O6398483

    REDUCED by $30,000 (6.7%) on 05/12/2026

    For Sale O6398483 - 1603 BARBERRY DR, KISSIMMEE, FL 34744 18 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1846
       Built: 2023
    Monthly Fee: $11
       Tax: $7,712 (2025)
    Community: Kindred Ph 2C & 2D
    Single Family


    Estimated Monthly Payment: $2,955 (change assumption)
    Mortgage ($2,301) + Fees ($11) + Taxes in 2025 ($643)


    Taxes:$7,712

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2430 QUAIL RUN BLVD, KISSIMMEE, FL 34744

    $335,000113 Days on yellowkey   MLS ID: V4948022

    REDUCED by $4,000 (1.2%) on 05/20/2026

    For Sale V4948022 - 2430 QUAIL RUN BLVD, KISSIMMEE, FL 34744 28 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1080
       Built: 1998   Tax: $4,355 (2025)
    Community: Quail Hollow Ph 3
    Single Family


    Estimated Monthly Payment: $2,198 (change assumption)
    Mortgage ($1,836) + Taxes in 2025 ($363)


    Taxes:$4,355

    Elementary School: Mill Creek Elem (K 5)

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Denn John Middle


  • 2540 BLOWING BREEZE AVE, KISSIMMEE, FL 34744

    $370,000184 Days on yellowkey   MLS ID: S5141277

    For Sale S5141277 - 2540 BLOWING BREEZE AVE, KISSIMMEE, FL 34744 29 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1700
       Built: 2021
    Monthly Fee: $154
       Tax: $6,407 (2025)
    Community: Tohoqua Ph 1B
    Townhouse


    Estimated Monthly Payment: $2,715 (change assumption)
    Mortgage ($2,027) + Fees ($154) + Taxes in 2025 ($534)


    Taxes:$6,407

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2789 WOODLAND CREEK LOOP, KISSIMMEE, FL 34744

    $550,00053 Days on yellowkey   MLS ID: O6409086

    For Sale O6409086 - 2789 WOODLAND CREEK LOOP, KISSIMMEE, FL 34744 25 photos

    Bed: 4   Bath: 2.5   Gar: 3
    Liv Area Sq Ft: 2419
       Built: 2004
    Monthly Fee: $41
       Tax: $2,204 (2025)
    Community: Woodland Creek
    Single Family


    Estimated Monthly Payment: $3,238 (change assumption)
    Mortgage ($3,014) + Fees ($41) + Taxes in 2025 ($184)


    Taxes:$2,204

    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.