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Homes For Sale in Kissimmee 34744 - 245 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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  • 109 THORNBURY DR, KISSIMMEE, FL 34744

    $360,0004 Days on yellowkey   MLS ID: O6395896

    For Sale O6395896 - 109 THORNBURY DR, KISSIMMEE, FL 34744 18 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1622
       Built: 2003
    Monthly Fee: $14
       Tax: $6,074 (2025)
    Community: Remington Prcl H Ph 1
    Single Family


    Estimated Monthly Payment: $2,493 (change assumption)
    Mortgage ($1,973) + Fees ($14) + Taxes in 2025 ($506)


    Taxes:$6,074

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 219 STRATHMORE CIR, KISSIMMEE, FL 34744

    $710,00062 Days on yellowkey   MLS ID: O6379060

    REDUCED by $19,999 (2.7%) on 04/06/2026

    For Sale O6379060 - 219 STRATHMORE CIR, KISSIMMEE, FL 34744 57 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3897
       Built: 1997
    Monthly Fee: $15
       Tax: $3,216 (2025)
    Community: Remington Ph 1 Tr B
    Single Family


    Estimated Monthly Payment: $4,173 (change assumption)
    Mortgage ($3,890) + Fees ($15) + Taxes in 2025 ($268)


    Taxes:$3,216

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1698 TAYLOR RIDGE LOOP, KISSIMMEE, FL 34744

    $735,00054 Days on yellowkey   MLS ID: O6366703

    FORECLOSURE O6366703 - 1698 TAYLOR RIDGE LOOP, KISSIMMEE, FL 34744 60 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4964
       Built: 2005
    Monthly Fee: $150
       Tax: $5,492 (2025)
    Community: Taylor Ridge
    Single Family


    Estimated Monthly Payment: $4,635 (change assumption)
    Mortgage ($4,027) + Fees ($150) + Taxes in 2025 ($458)


    Taxes:$5,492

    Elementary School: Partin Settlement Elem

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 3050 MENORCA CT, KISSIMMEE, FL 34744

    $469,90040 Days on yellowkey   MLS ID: S5144709

    For Sale S5144709 - 3050 MENORCA CT, KISSIMMEE, FL 34744 59 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2453
       Built: 2015
    Monthly Fee: $160
       Tax: $3,185 (2025)
    Community: Villa Sol Village 4
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,000 (change assumption)
    Mortgage ($2,575) + Fees ($160) + Taxes in 2025 ($265)


    Taxes:$3,185

    Elementary School: East Lake Elem

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 1495 SKYLINE DR, KISSIMMEE, FL 34744

    $524,90032 Days on yellowkey   MLS ID: S5145209

    For Sale S5145209 - 1495 SKYLINE DR, KISSIMMEE, FL 34744 50 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2094
       Built: 1973
    Monthly Fee: $16
       Tax: $5,404 (2025)
    Community: Harbour Oaks Unit 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,342 (change assumption)
    Mortgage ($2,876) + Fees ($16) + Taxes in 2025 ($450)


    Taxes:$5,404

    Elementary School: Partin Settlement Elem

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 3120 BOGGY TERRACE DR, KISSIMMEE, FL 34744

    $345,00067 Days on yellowkey   MLS ID: L4958919

    3 Days Off yellowkey (back on 4/6/2026)

    For Sale L4958919 - 3120 BOGGY TERRACE DR, KISSIMMEE, FL 34744 45 photos

    Bed: 1   Bath: 1.0   Gar: 2
    Liv Area Sq Ft: 360
       Built: 1965   Tax: $3,010 (2025)
    Community: Acreage & Unrec
    Modular Home


    Estimated Monthly Payment: $2,141 (change assumption)
    Mortgage ($1,890) + Taxes in 2025 ($251)


    Taxes:$3,010

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2629 BALMORAL CT, KISSIMMEE, FL 34744

    $399,000174 Days on yellowkey   MLS ID: O6352456

    3 Days Off yellowkey (back on 4/6/2026)

    For Sale O6352456 - 2629 BALMORAL CT, KISSIMMEE, FL 34744 20 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2300
       Built: 2002
    Monthly Fee: $14
       Tax: $7,183 (2024)
    Community: Remington Prcl G Ph 01
    Single Family


    Estimated Monthly Payment: $2,799 (change assumption)
    Mortgage ($2,186) + Fees ($14) + Taxes in 2024 ($599)


    Taxes:$7,183

    Elementary School: Partin Settlement Elem

    High School: Gateway High School (9 12)

    Tax Year: 2024

    Middle School: Neptune Middle (6-8)


  • 2761 MICHIGAN AVE, KISSIMMEE, FL 34744

    $459,00075 Days on yellowkey   MLS ID: O6375128

    REDUCED by $10,000 (2.1%) on 04/06/2026

    For Sale O6375128 - 2761 MICHIGAN AVE, KISSIMMEE, FL 34744 27 photos

    Bed: 4   Bath: 0.0
    Liv Area Sq Ft: 1869
       Built: 1979   Tax: $7,282 (2025)
    Community: Lee Bel Park
    Apartment


    Estimated Monthly Payment: $3,122 (change assumption)
    Mortgage ($2,515) + Taxes in 2025 ($607)


    Taxes:$7,282

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 627 WOODLAND CREEK BLVD, KISSIMMEE, FL 34744

    $469,90019 Days on yellowkey   MLS ID: O6392189

    For Sale O6392189 - 627 WOODLAND CREEK BLVD, KISSIMMEE, FL 34744 47 photos

    Bed: 4   Bath: 2.5   Gar: 3
    Liv Area Sq Ft: 2846
       Built: 2005
    Monthly Fee: $41
       Tax: $3,538 (2025)
    Community: Woodland Creek
    Single Family


    Estimated Monthly Payment: $2,911 (change assumption)
    Mortgage ($2,575) + Fees ($41) + Taxes in 2025 ($295)


    Taxes:$3,538

    Elementary School: Mill Creek Elem (K 5)

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Denn John Middle


  • 3190 MORNING LIGHT WAY, KISSIMMEE, FL 34744

    $259,00042 Days on yellowkey   MLS ID: S5144407

    REDUCED by $6,000 (2.3%) on 04/06/2026

    For Sale S5144407 - 3190 MORNING LIGHT WAY, KISSIMMEE, FL 34744 58 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1288
       Built: 1989   Tax: $3,325 (2025)
    Community: Morningside Village Unit 3
    Manufactured Home


    Estimated Monthly Payment: $1,696 (change assumption)
    Mortgage ($1,419) + Taxes in 2025 ($277)


    Taxes:$3,325

    Elementary School: East Lake Elem

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Narcoossee Middle


  • 1211 LEHIGH ST, KISSIMMEE, FL 34744

    $369,9001 Day on yellowkey   MLS ID: S5147242

    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: $2,452 (change assumption)
    Mortgage ($2,027) + 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


  • 1941 PARTIN TERRACE RD, KISSIMMEE, FL 34744

    $520,00039 Days on yellowkey   MLS ID: O6386096

    REDUCED by $9,000 (1.7%) on 04/03/2026

    For Sale O6386096 - 1941 PARTIN TERRACE RD, KISSIMMEE, FL 34744 35 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 2787
       Built: 2019
    Monthly Fee: $11
       Tax: $3,624 (2025)
    Community: Kindred 100 Rep
    Single Family


    Estimated Monthly Payment: $3,162 (change assumption)
    Mortgage ($2,849) + Fees ($11) + Taxes in 2025 ($302)


    Taxes:$3,624

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 2405 SW HASSONITE ST, KISSIMMEE, FL 34744

    $279,90040 Days on yellowkey   MLS ID: O6377194

    3 Days Off yellowkey (back on 4/6/2026)

    REDUCED by $5,000 (1.8%) on 04/02/2026

    For Sale O6377194 - 2405 SW HASSONITE ST, KISSIMMEE, FL 34744 17 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1684
       Built: 2006
    Monthly Fee: $170
       Tax: $4,235 (2025)
    Community: Amber Pointe
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,057 (change assumption)
    Mortgage ($1,534) + Fees ($170) + Taxes in 2025 ($353)


    Taxes:$4,235

    Elementary School: Partin Settlement Elem

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Denn John Middle


  • 417 BENITA ST, KISSIMMEE, FL 34744

    $284,000419 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


  • 1831 BRIGHT SKY DR, KISSIMMEE, FL 34744

    $467,201126 Days on yellowkey   MLS ID: O6364329

    1 Days Off yellowkey (back on 4/2/2026)

    REDUCED by $30,000 (6.0%) on 03/31/2026

    For Sale O6364329 - 1831 BRIGHT SKY DR, KISSIMMEE, FL 34744 29 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2139
       Built: 2025
    Monthly Fee: $10

    Community: Tohoqua 50S
    Single Family


    Estimated Monthly Payment: $2,570 (change assumption)
    Mortgage ($2,560) + Fees ($10) + Taxes in 2024 ($0)


    Taxes:$0

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2024

    Middle School: Neptune Middle (6-8)


  • 3193 TOHO CT, KISSIMMEE, FL 34744

    $529,900181 Days on yellowkey   MLS ID: O6350540

    For Sale O6350540 - 3193 TOHO CT, KISSIMMEE, FL 34744 24 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2420
       Built: 2004
    Monthly Fee: $53
       Tax: $3,082 (2024)
    Community: Fells Cove Unit 1 Ph 1
    Single Family


    Estimated Monthly Payment: $3,213 (change assumption)
    Mortgage ($2,903) + Fees ($53) + Taxes in 2024 ($257)


    Taxes:$3,082

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2624 BLOWING BREEZE AVE, KISSIMMEE, FL 34744

    $499,90054 Days on yellowkey   MLS ID: O6381066

    For Sale O6381066 - 2624 BLOWING BREEZE AVE, KISSIMMEE, FL 34744 35 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2590
       Built: 2022
    Monthly Fee: $10
       Tax: $8,564 (2025)
    Community: Tohoqua Ph 4A
    Single Family


    Estimated Monthly Payment: $3,463 (change assumption)
    Mortgage ($2,739) + Fees ($10) + Taxes in 2025 ($714)


    Taxes:$8,564

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 2512 BLOWING BREEZE AVE, KISSIMMEE, FL 34744

    $340,00041 Days on yellowkey   MLS ID: S5144271

    REDUCED by $10,000 (2.9%) on 04/05/2026

    For Sale S5144271 - 2512 BLOWING BREEZE AVE, KISSIMMEE, FL 34744 40 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1528
       Built: 2021
    Monthly Fee: $154
       Tax: $5,017 (2025)
    Community: Tohoqua Ph 1B
    Townhouse


    Estimated Monthly Payment: $2,435 (change assumption)
    Mortgage ($1,863) + Fees ($154) + Taxes in 2025 ($418)


    Taxes:$5,017

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1752 LEE JANZEN DR, KISSIMMEE, FL 34744

    $599,9003 Days on yellowkey   MLS ID: S5145877

    For Sale S5145877 - 1752 LEE JANZEN DR, KISSIMMEE, FL 34744 57 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3376
       Built: 2005
    Monthly Fee: $190
       Tax: $8,834 (2025)
    Community: Kissimmee Bay
    Single Family


    Estimated Monthly Payment: $4,213 (change assumption)
    Mortgage ($3,287) + Fees ($190) + Taxes in 2025 ($736)


    Taxes:$8,834

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2035 SPRING SHOWER CIR, KISSIMMEE, FL 34744

    $450,54082 Days on yellowkey   MLS ID: O6374311

    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
    Single Family


    Estimated Monthly Payment: $2,847 (change assumption)
    Mortgage ($2,469) + Fees ($128) + Taxes in 2025 ($251)


    Taxes:$3,007

    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.