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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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  • 1941 PARTIN TERRACE RD, KISSIMMEE, FL 34744

    $514,400134 Days on yellowkey   MLS ID: O6386096

    REDUCED by $5,000 (1.0%) on 07/09/2026

    For Sale O6386096 - 1941 PARTIN TERRACE RD, KISSIMMEE, FL 34744 37 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: $3,132 (change assumption)
    Mortgage ($2,819) + 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)


  • 992 PINEWOOD ST, KISSIMMEE, FL 34744

    $349,99015 Days on yellowkey   MLS ID: O6414297

    REDUCED by $6,000 (1.7%) on 07/09/2026

    For Sale O6414297 - 992 PINEWOOD ST, KISSIMMEE, FL 34744 15 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1484
       Built: 2026
    Monthly Fee: $86

    Community: Fish Lake Cove
    Spa: No

    Townhouse


    Estimated Monthly Payment: $2,004 (change assumption)
    Mortgage ($1,918) + Fees ($86) + Taxes in 2026 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2026

    Middle School: None


  • 984 PINEWOOD ST, KISSIMMEE, FL 34744

    $339,99015 Days on yellowkey   MLS ID: O6414273

    REDUCED by $4,000 (1.2%) on 07/09/2026

    For Sale O6414273 - 984 PINEWOOD ST, KISSIMMEE, FL 34744 15 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1484
       Built: 2026
    Monthly Fee: $86

    Community: Fish Lake Cove
    Spa: No

    Townhouse


    Estimated Monthly Payment: $1,949 (change assumption)
    Mortgage ($1,863) + Fees ($86) + Taxes in 2026 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2026

    Middle School: None


  • 1989 SPRING SHOWER CIR, KISSIMMEE, FL 34744

    $400,000177 Days on yellowkey   MLS ID: O6371277

    REDUCED by $15,000 (3.6%) on 07/09/2026

    For Sale O6371277 - 1989 SPRING SHOWER CIR, KISSIMMEE, FL 34744 63 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2087
       Built: 2023
    Monthly Fee: $136
       Tax: $7,473 (2025)
    Community: Tohoqua Reserve
    Single Family


    Estimated Monthly Payment: $2,950 (change assumption)
    Mortgage ($2,192) + Fees ($136) + Taxes in 2025 ($623)


    Taxes:$7,473

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1756 STAMEN DR, KISSIMMEE, FL 34744

    $399,000143 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)


  • 1433 RIVERBOAT DR, KISSIMMEE, FL 34744

    $365,000268 Days on yellowkey   MLS ID: G5103345

    REDUCED by $10,000 (2.7%) on 07/09/2026

    For Sale G5103345 - 1433 RIVERBOAT DR, KISSIMMEE, FL 34744 44 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1846
       Built: 2021
    Monthly Fee: $11
       Tax: $7,119 (2024)
    Community: Kindred Ph 1
    Single Family


    Estimated Monthly Payment: $2,604 (change assumption)
    Mortgage ($2,000) + Fees ($11) + Taxes in 2024 ($593)


    Taxes:$7,119

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2024

    Middle School: Neptune Middle (6-8)


  • 2665 MILL RUN BLVD, KISSIMMEE, FL 34744

    $289,50067 Days on yellowkey   MLS ID: O6404497

    REDUCED by $25,000 (7.9%) on 07/09/2026

    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: $1,729 (change assumption)
    Mortgage ($1,586) + 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


  • 1913 BLISSFUL DR, KISSIMMEE, FL 34744

    $469,9003 Days on yellowkey   MLS ID: O6423291

    For Sale O6423291 - 1913 BLISSFUL DR, KISSIMMEE, FL 34744 50 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2113
       Built: 2025
    Monthly Fee: $7
       Tax: $3,844 (2025)
    Community: Tohoqua Ph 7
    Single Family


    Estimated Monthly Payment: $2,902 (change assumption)
    Mortgage ($2,575) + Fees ($7) + Taxes in 2025 ($320)


    Taxes:$3,844

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2436 HASSONITE ST, KISSIMMEE, FL 34744

    $275,0003 Days on yellowkey   MLS ID: S5153209

    For Sale S5153209 - 2436 HASSONITE ST, KISSIMMEE, FL 34744 27 photos

    Bed: 2   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1386
       Built: 2006
    Monthly Fee: $170
       Tax: $2,885 (2025)
    Community: Amber Pointe
    Townhouse


    Estimated Monthly Payment: $1,917 (change assumption)
    Mortgage ($1,507) + Fees ($170) + Taxes in 2025 ($240)


    Taxes:$2,885

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3100 CONRAD CT, KISSIMMEE, FL 34744

    $600,0003 Days on yellowkey   MLS ID: O6423286

    For Sale O6423286 - 3100 CONRAD CT, KISSIMMEE, FL 34744 56 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2824
       Built: 2005
    Monthly Fee: $53
       Tax: $6,888 (2025)
    Community: Fells Cove Unit 2 Ph 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,915 (change assumption)
    Mortgage ($3,288) + Fees ($53) + Taxes in 2025 ($574)


    Taxes:$6,888

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2275 SOUTHBURY DR, KISSIMMEE, FL 34744

    $346,790131 Days on yellowkey   MLS ID: O6386802

    4 Days Off yellowkey (back on 6/24/2026)

    REDUCED by $2,000 (0.6%) on 06/08/2026

    For Sale O6386802 - 2275 SOUTHBURY DR, KISSIMMEE, FL 34744 24 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1553
       Built: 2026
    Monthly Fee: $130
       Tax: $1,610 (2025)
    Community: Tohoqua
    Spa: No

    Townhouse


    Estimated Monthly Payment: $2,164 (change assumption)
    Mortgage ($1,900) + Fees ($130) + Taxes in 2025 ($134)


    Taxes:$1,610

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 1715 LIGGINS AVE, KISSIMMEE, FL 34744

    $377,00028 Days on yellowkey   MLS ID: O6416697

    2 Days Off yellowkey (back on 6/20/2026)

    For Sale O6416697 - 1715 LIGGINS AVE, KISSIMMEE, FL 34744 39 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1436
       Built: 1991   Tax: $5,007 (2025)
    Community: Oak Run Unit 9
    Single Family


    Estimated Monthly Payment: $2,483 (change assumption)
    Mortgage ($2,066) + Taxes in 2025 ($417)


    Taxes:$5,007

    Elementary School: Mill Creek Elem (K 5)

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Denn John Middle


  • 2963 SERA BELLA WAY, KISSIMMEE, FL 34744

    $500,000124 Days on yellowkey   MLS ID: S5144389

    REDUCED by $15,000 (2.9%) on 06/05/2026

    For Sale S5144389 - 2963 SERA BELLA WAY, KISSIMMEE, FL 34744 68 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2416
       Built: 2016
    Monthly Fee: $120
       Tax: $5,072 (2025)
    Community: Sera Bella
    Single Family


    Estimated Monthly Payment: $3,282 (change assumption)
    Mortgage ($2,740) + Fees ($120) + Taxes in 2025 ($423)


    Taxes:$5,072

    Elementary School: Ventura Elem

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Parkway Middle


  • 1636 BARBERRY DR, KISSIMMEE, FL 34744

    $560,000138 Days on yellowkey   MLS ID: S5144068

    For Sale S5144068 - 1636 BARBERRY DR, KISSIMMEE, FL 34744 65 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 2851
       Built: 2023
    Monthly Fee: $11
       Tax: $7,432 (2025)
    Community: Kindred Ph 2C & 2D
    Single Family


    Estimated Monthly Payment: $3,699 (change assumption)
    Mortgage ($3,068) + Fees ($11) + Taxes in 2025 ($619)


    Taxes:$7,432

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3570 SOUTHERN CROSS LOOP, KISSIMMEE, FL 34744

    $395,000338 Days on yellowkey   MLS ID: O6333789

    REDUCED by $5,000 (1.3%) on 06/05/2026

    For Sale O6333789 - 3570 SOUTHERN CROSS LOOP, KISSIMMEE, FL 34744 36 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1554
       Built: 2018
    Monthly Fee: $118
       Tax: $3,192 (2024)
    Community: East Lake Preserve
    Single Family


    Estimated Monthly Payment: $2,548 (change assumption)
    Mortgage ($2,164) + Fees ($118) + Taxes in 2024 ($266)


    Taxes:$3,192

    Elementary School: East Lake Elementary-OS

    High School: Tohopekaliga High School

    Tax Year: 2024

    Middle School: Narcoossee Middle


  • 831 NEPTUNE POINTE LN, KISSIMMEE, FL 34744

    $549,90061 Days on yellowkey   MLS ID: S5149687

    REDUCED by $35,100 (6.0%) on 07/08/2026

    For Sale S5149687 - 831 NEPTUNE POINTE LN, KISSIMMEE, FL 34744 50 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3609
       Built: 2005
    Monthly Fee: $79
       Tax: $2,354 (2025)
    Community: Neptune Pointe
    Single Family


    Estimated Monthly Payment: $3,288 (change assumption)
    Mortgage ($3,013) + Fees ($79) + Taxes in 2025 ($196)


    Taxes:$2,354

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1211 LEHIGH ST, KISSIMMEE, FL 34744

    $359,00096 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 25 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


  • 2661 ELLEN AVE, KISSIMMEE, FL 34744

    $425,00086 Days on yellowkey   MLS ID: O6399716

    REDUCED by $10,000 (2.3%) on 07/08/2026

    For Sale O6399716 - 2661 ELLEN AVE, KISSIMMEE, FL 34744 25 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1864
       Built: 1972   Tax: $5,005 (2025)
    Community: Emerald Lake Colony Unit 3
    Single Family


    Estimated Monthly Payment: $2,746 (change assumption)
    Mortgage ($2,329) + Taxes in 2025 ($417)


    Taxes:$5,005

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1336 E LAKE SHORE BLVD, KISSIMMEE, FL 34744

    $354,99979 Days on yellowkey   MLS ID: A4691089

    REDUCED by $5,000 (1.4%) on 05/06/2026

    For Sale A4691089 - 1336 E LAKE SHORE BLVD, KISSIMMEE, FL 34744 19 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1450
       Built: 1963   Tax: $2,633 (2025)
    Community: Ocean Gulf Estates Sec 1
    Single Family


    Estimated Monthly Payment: $2,165 (change assumption)
    Mortgage ($1,945) + Taxes in 2025 ($219)


    Taxes:$2,633

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4737 CHELSEA CT, KISSIMMEE, FL 34744

    $480,00015 Days on yellowkey   MLS ID: O6420303

    INCREASED by $5,000 (1.1%) on 07/08/2026

    For Sale O6420303 - 4737 CHELSEA CT, KISSIMMEE, FL 34744 50 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2198
       Built: 1986
    Monthly Fee: $10
       Tax: $2,532 (2025)
    Community: Rustic Acres Unit 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,851 (change assumption)
    Mortgage ($2,630) + Fees ($10) + Taxes in 2025 ($211)


    Taxes:$2,532

    Elementary School: East Lake Elem

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Narcoossee 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.