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Homes For Sale in Kissimmee 34744 - 360 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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  • 1783 SMARTS RULE ST, KISSIMMEE, FL 34744

    $525,00022 Days on yellowkey   MLS ID: S5150485

    For Sale S5150485 - 1783 SMARTS RULE ST, KISSIMMEE, FL 34744 38 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2500
       Built: 2022
    Monthly Fee: $10
       Tax: $9,191 (2025)
    Community: Tohoqua Ph 1B
    Single Family


    Estimated Monthly Payment: $3,653 (change assumption)
    Mortgage ($2,877) + Fees ($10) + Taxes in 2025 ($766)


    Taxes:$9,191

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2668 WILLOW GLEN CIR, KISSIMMEE, FL 34744

    $395,00022 Days on yellowkey   MLS ID: S5150227

    For Sale S5150227 - 2668 WILLOW GLEN CIR, KISSIMMEE, FL 34744 29 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1676
       Built: 2003
    Monthly Fee: $23
       Tax: $6,164 (2025)
    Community: Gleneagles
    Single Family


    Estimated Monthly Payment: $2,701 (change assumption)
    Mortgage ($2,164) + Fees ($23) + Taxes in 2025 ($514)


    Taxes:$6,164

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1503 OAK RESERVE DR, KISSIMMEE, FL 34744

    $440,000117 Days on yellowkey   MLS ID: S5144250

    REDUCED by $5,000 (1.1%) on 04/22/2026

    For Sale S5144250 - 1503 OAK RESERVE DR, KISSIMMEE, FL 34744 34 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1846
       Built: 2022   Tax: $7,738 (2025)
    Community: Kindred Ph 2C & 2D
    Single Family


    Estimated Monthly Payment: $3,056 (change assumption)
    Mortgage ($2,411) + Taxes in 2025 ($645)


    Taxes:$7,738

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: St. Cloud Middle (6-8)


  • 710 E JACKSON ST, KISSIMMEE, FL 34744

    $320,00032 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


  • 155 THORNBURY DR, KISSIMMEE, FL 34744

    $375,00033 Days on yellowkey   MLS ID: L4961841

    1 Days Off yellowkey (back on 5/17/2026)

    For Sale L4961841 - 155 THORNBURY DR, KISSIMMEE, FL 34744 43 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1642
       Built: 2002
    Monthly Fee: $14
       Tax: $6,077 (2025)
    Community: Remington Prcl H Ph 2
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $2,575 (change assumption)
    Mortgage ($2,055) + Fees ($14) + Taxes in 2025 ($506)


    Taxes:$6,077

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1541 AMHERST LN, KISSIMMEE, FL 34744

    $405,000239 Days on yellowkey   MLS ID: O6354005

    REDUCED by $25,000 (5.8%) on 05/21/2026

    For Sale O6354005 - 1541 AMHERST LN, KISSIMMEE, FL 34744 26 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2002
       Built: 1989   Tax: $1,317 (2024)
    Community: Oak Hollow Ph 4
    Single Family


    Estimated Monthly Payment: $2,329 (change assumption)
    Mortgage ($2,219) + Taxes in 2024 ($110)


    Taxes:$1,317

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 3001 MANDOLIN DR, KISSIMMEE, FL 34744

    $449,777199 Days on yellowkey   MLS ID: S5139386

    REDUCED by $10,123 (2.2%) on 05/24/2026

    For Sale S5139386 - 3001 MANDOLIN DR, KISSIMMEE, FL 34744 67 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2392
       Built: 2005
    Monthly Fee: $83
       Tax: $5,737 (2024)
    Community: Turnberry Reserve Unit 1
    Single Family


    Estimated Monthly Payment: $3,026 (change assumption)
    Mortgage ($2,464) + Fees ($83) + Taxes in 2024 ($478)


    Taxes:$5,737

    Elementary School: East Lake Elem

    High School: Tohopekaliga High School

    Tax Year: 2024

    Middle School: Narcoossee Middle


  • 2705 PRESTWICK LN, KISSIMMEE, FL 34744

    $410,000112 Days on yellowkey   MLS ID: O6384546

    For Sale O6384546 - 2705 PRESTWICK LN, KISSIMMEE, FL 34744 43 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1719
       Built: 2005
    Monthly Fee: $73
       Tax: $6,174 (2025)
    Community: Remington Prcl M1
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,834 (change assumption)
    Mortgage ($2,247) + Fees ($73) + Taxes in 2025 ($515)


    Taxes:$6,174

    Elementary School: Partin Settlement Elem

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 1737 KATO WAY, KISSIMMEE, FL 34744

    $345,00076 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

    $468,000124 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)


  • 1828 PARTIN TERRACE RD, KISSIMMEE, FL 34744

    $414,900132 Days on yellowkey   MLS ID: S5143083

    For Sale S5143083 - 1828 PARTIN TERRACE RD, KISSIMMEE, FL 34744 47 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1846
       Built: 2017
    Monthly Fee: $10
       Tax: $8,257 (2025)
    Community: Kindred Ph 1C
    Single Family


    Estimated Monthly Payment: $2,971 (change assumption)
    Mortgage ($2,273) + Fees ($10) + Taxes in 2025 ($688)


    Taxes:$8,257

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 1756 STAMEN DR, KISSIMMEE, FL 34744

    $399,000118 Days on yellowkey   MLS ID: TB8475839

    0 Days Off yellowkey (back on 5/7/2026)

    REDUCED by $50,900 (11.3%) on 05/05/2026

    SHORT SALE TB8475839 - 1756 STAMEN DR, KISSIMMEE, FL 34744 34 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2272
       Built: 2023
    Monthly Fee: $160
       Tax: $6,118 (2025)
    Community: Pennyroyal
    Single Family


    Estimated Monthly Payment: $2,856 (change assumption)
    Mortgage ($2,186) + Fees ($160) + Taxes in 2025 ($510)


    Taxes:$6,118

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 1150 STROUPE RD, KISSIMMEE, FL 34744

    $450,00031 Days on yellowkey   MLS ID: S5149769

    1 Days Off yellowkey (back on 5/22/2026)

    For Sale S5149769 - 1150 STROUPE RD, KISSIMMEE, FL 34744 65 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 2128
       Built: 1973   Tax: $2,257 (2025)
    Community: Midway City Townsite
    Single Family


    Estimated Monthly Payment: $2,654 (change assumption)
    Mortgage ($2,466) + Taxes in 2025 ($188)


    Taxes:$2,257

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1769 LEE JANZEN DR, KISSIMMEE, FL 34744

    $649,90032 Days on yellowkey   MLS ID: S5149658

    0 Days Off yellowkey (back on 5/22/2026)

    For Sale S5149658 - 1769 LEE JANZEN DR, KISSIMMEE, FL 34744 47 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2834
       Built: 1999
    Monthly Fee: $195
       Tax: $5,365 (2025)
    Community: Kissimmee Bay
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,203 (change assumption)
    Mortgage ($3,561) + Fees ($195) + Taxes in 2025 ($447)


    Taxes:$5,365

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2542 CAMPHORWOOD CIR, KISSIMMEE, FL 34744

    $359,900243 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


  • 1895 SPRING SHOWER CIR, KISSIMMEE, FL 34744

    $320,00058 Days on yellowkey   MLS ID: S5148149

    3 Days Off yellowkey (back on 5/22/2026)

    REDUCED by $19,000 (5.6%) on 05/16/2026

    For Sale S5148149 - 1895 SPRING SHOWER CIR, KISSIMMEE, FL 34744 29 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1559
       Built: 2023
    Monthly Fee: $213
       Tax: $1,967 (2025)
    Community: Tohoqua Ph 5B
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,130 (change assumption)
    Mortgage ($1,753) + Fees ($213) + Taxes in 2025 ($164)


    Taxes:$1,967

    Elementary School: Neptune Elementary

    High School: St. Cloud High School

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 3837 SPRINGLAKE VILLAGE CT, KISSIMMEE, FL 34744

    $370,00036 Days on yellowkey   MLS ID: S5149674

    For Sale S5149674 - 3837 SPRINGLAKE VILLAGE CT, KISSIMMEE, FL 34744 20 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1766
       Built: 1999
    Monthly Fee: $106
       Tax: $1,233 (2025)
    Community: Springlake Village
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,236 (change assumption)
    Mortgage ($2,027) + Fees ($106) + Taxes in 2025 ($103)


    Taxes:$1,233

    Elementary School: East Lake Elem

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Narcoossee Middle


  • 945 TRAMELLS TRL, KISSIMMEE, FL 34744

    $399,90026 Days on yellowkey   MLS ID: S5150165

    For Sale S5150165 - 945 TRAMELLS TRL, KISSIMMEE, FL 34744 8 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2014
       Built: 2006
    Monthly Fee: $14
       Tax: $3,991 (2025)
    Community: Remington Prcl O
    Single Family


    Estimated Monthly Payment: $2,538 (change assumption)
    Mortgage ($2,191) + Fees ($14) + Taxes in 2025 ($333)


    Taxes:$3,991

    Elementary School: Partin Settlement Elem

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 1603 BARBERRY DR, KISSIMMEE, FL 34744

    $420,00065 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

    $335,00088 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




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.