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Homes For Sale in Kissimmee 34744 - 270 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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  • 2678 FOREST VIEW LN, KISSIMMEE, FL 34744

    $348,99025 Days on yellowkey   MLS ID: O6391606

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

    For Sale O6391606 - 2678 FOREST VIEW LN, KISSIMMEE, FL 34744 30 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1194
       Built: 1990   Tax: $1,689 (2025)
    Community: Oak Run Unit 7
    Single Family


    Estimated Monthly Payment: $2,053 (change assumption)
    Mortgage ($1,912) + Taxes in 2025 ($141)


    Taxes:$1,689

    Elementary School: Mill Creek Elem (K 5)

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Denn John Middle


  • 310 E MAGNOLIA ST, KISSIMMEE, FL 34744

    $250,00067 Days on yellowkey   MLS ID: O6379567

    1 Days Off yellowkey (back on 4/8/2026)

    For Sale O6379567 - 310 E MAGNOLIA ST, KISSIMMEE, FL 34744 13 photos

    Bed: 4   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1312
       Built: 1940   Tax: $3,382 (2025)
    Community: Robert Bass Add
    Single Family


    Estimated Monthly Payment: $1,652 (change assumption)
    Mortgage ($1,370) + Taxes in 2025 ($282)


    Taxes:$3,382

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1378 E LAKE SHORE BLVD, KISSIMMEE, FL 34744

    $585,000Listed 04/13/2026 1:35PM   MLS ID: R4911041

    For Sale R4911041 - 1378 E LAKE SHORE BLVD, KISSIMMEE, FL 34744 51 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2147
       Built: 1997   Tax: $3,637 (2025)
    Community: East Lake Shores
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,508 (change assumption)
    Mortgage ($3,205) + Taxes in 2025 ($303)


    Taxes:$3,637

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1502 BITTEROOT ST, KISSIMMEE, FL 34744

    $450,00094 Days on yellowkey   MLS ID: O6372306

    For Sale O6372306 - 1502 BITTEROOT ST, KISSIMMEE, FL 34744 29 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2674
       Built: 2024
    Monthly Fee: $11
       Tax: $8,691 (2025)
    Community: Kindred Ph 3B 3C & 3D
    Single Family


    Estimated Monthly Payment: $3,201 (change assumption)
    Mortgage ($2,466) + Fees ($11) + Taxes in 2025 ($724)


    Taxes:$8,691

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2396 VOLUNTEER AVE, KISSIMMEE, FL 34744

    $530,000220 Days on yellowkey   MLS ID: O6341462

    For Sale O6341462 - 2396 VOLUNTEER AVE, KISSIMMEE, FL 34744 36 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2133
       Built: 2021
    Monthly Fee: $10
       Tax: $8,606 (2024)
    Community: Tohoqua Ph 2
    Single Family


    Estimated Monthly Payment: $3,631 (change assumption)
    Mortgage ($2,904) + Fees ($10) + Taxes in 2024 ($717)


    Taxes:$8,606

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2024

    Middle School: Neptune Middle (6-8)


  • 1945 SPRING SHOWER CIRCLE, KISSIMMEE, FL 34744

    $419,98013 Days on yellowkey   MLS ID: O6395124

    0 Days Off yellowkey (back on 4/13/2026)

    For Sale O6395124 - 1945 SPRING SHOWER CIRCLE, KISSIMMEE, FL 34744 23 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2185
       Built: 2026
    Monthly Fee: $136
       Tax: $3,427 (2025)
    Community: Tohoqua Reserve
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,723 (change assumption)
    Mortgage ($2,301) + Fees ($136) + Taxes in 2025 ($286)


    Taxes:$3,427

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1714 CHERYL LN, KISSIMMEE, FL 34744

    $749,00010 Days on yellowkey   MLS ID: O6395426

    For Sale O6395426 - 1714 CHERYL LN, KISSIMMEE, FL 34744 33 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: $4,401 (change assumption)
    Mortgage ($4,104) + 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)


  • 1510 GANTS CIR, KISSIMMEE, FL 34744

    $511,50080 Days on yellowkey   MLS ID: O6376374

    REDUCED by $2,500 (0.5%) on 04/13/2026

    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: $3,178 (change assumption)
    Mortgage ($2,803) + Fees ($75) + Taxes in 2025 ($300)


    Taxes:$3,603

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2501 BALMORAL DR, KISSIMMEE, FL 34744

    $390,00025 Days on yellowkey   MLS ID: S5146190

    REDUCED by $9,900 (2.5%) on 04/13/2026

    For Sale S5146190 - 2501 BALMORAL DR, KISSIMMEE, FL 34744 59 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1994
       Built: 2004
    Monthly Fee: $14
       Tax: $2,652 (2025)
    Community: Remington Prcl G Ph 2
    Single Family


    Estimated Monthly Payment: $2,372 (change assumption)
    Mortgage ($2,137) + Fees ($14) + Taxes in 2025 ($221)


    Taxes:$2,652

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1488 SOPHIE WAY, KISSIMMEE, FL 34744

    $399,0001 Day on yellowkey   MLS ID: S5147658

    For Sale S5147658 - 1488 SOPHIE WAY, KISSIMMEE, FL 34744 49 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1552
       Built: 1993
    Monthly Fee: $33
       Tax: $713 (2025)
    Community: Westminster Gardens Ph 1
    Single Family


    Estimated Monthly Payment: $2,279 (change assumption)
    Mortgage ($2,186) + Fees ($33) + Taxes in 2025 ($59)


    Taxes:$713

    Elementary School: Partin Settlement Elem

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 1330 SWEETWOOD BLVD, KISSIMMEE, FL 34744

    $395,0001 Day on yellowkey   MLS ID: O6396384

    For Sale O6396384 - 1330 SWEETWOOD BLVD, KISSIMMEE, FL 34744 44 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1571
       Built: 1977   Tax: $4,667 (2025)
    Community: Sweetwood Estates
    Single Family


    Estimated Monthly Payment: $2,553 (change assumption)
    Mortgage ($2,164) + Taxes in 2025 ($389)


    Taxes:$4,667

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2507 WINNERS CIR, KISSIMMEE, FL 34744

    $549,0004 Days on yellowkey   MLS ID: S5147254

    For Sale S5147254 - 2507 WINNERS CIR, KISSIMMEE, FL 34744 98 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1914
       Built: 1999   Tax: $2,483 (2025)
    Community: D S Estates
    Single Family


    Estimated Monthly Payment: $3,215 (change assumption)
    Mortgage ($3,008) + Taxes in 2025 ($207)


    Taxes:$2,483

    Elementary School: East Lake Elem

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 1214 CHEROKEE CT, KISSIMMEE, FL 34744

    $289,0007 Days on yellowkey   MLS ID: O6390987

    1 Days Off yellowkey (back on 4/13/2026)

    For Sale O6390987 - 1214 CHEROKEE CT, KISSIMMEE, FL 34744 9 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 1600
       Built: 1976   Tax: $3,877 (2025)
    Community: Oak Grove East
    Single Family


    Estimated Monthly Payment: $1,907 (change assumption)
    Mortgage ($1,584) + Taxes in 2025 ($323)


    Taxes:$3,877

    Elementary School: Mill Creek Elem (K 5)

    High School: Osceola County School for Arts

    Tax Year: 2025

    Middle School: Denn John Middle


  • 15 ADAMS AVE, KISSIMMEE, FL 34744

    $440,000174 Days on yellowkey   MLS ID: OM711923

    For Sale OM711923 - 15 ADAMS AVE, KISSIMMEE, FL 34744 49 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1682
       Built: 1972   Tax: $2,767 (2024)
    Community: Idora Park
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $2,642 (change assumption)
    Mortgage ($2,411) + Taxes in 2024 ($231)


    Taxes:$2,767

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 4371 SUMMER BREEZE WAY, KISSIMMEE, FL 34744

    $899,90063 Days on yellowkey   MLS ID: S5143143

    For Sale S5143143 - 4371 SUMMER BREEZE WAY, KISSIMMEE, FL 34744 65 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 4499
       Built: 2017
    Monthly Fee: $111
       Tax: $7,557 (2025)
    Community: North Point Ph 2B-2C
    Single Family


    Estimated Monthly Payment: $5,672 (change assumption)
    Mortgage ($4,931) + Fees ($111) + Taxes in 2025 ($630)


    Taxes:$7,557

    Elementary School: East Lake Elem

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Narcoossee Middle


  • 2077 WALNUT CREEK DR, KISSIMMEE, FL 34744

    $454,40026 Days on yellowkey   MLS ID: O6391693

    3 Days Off yellowkey (back on 4/13/2026)

    REDUCED by $4,590 (1.0%) on 04/08/2026

    For Sale O6391693 - 2077 WALNUT CREEK DR, KISSIMMEE, FL 34744 60 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2447
       Built: 2025
    Monthly Fee: $11
       Tax: $3,684 (2025)
    Community: Kindred Ph 3B 3C & 3D
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,808 (change assumption)
    Mortgage ($2,490) + Fees ($11) + Taxes in 2025 ($307)


    Taxes:$3,684

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1914 DAMON AVE, KISSIMMEE, FL 34744

    $309,0006 Days on yellowkey   MLS ID: O6396516

    For Sale O6396516 - 1914 DAMON AVE, KISSIMMEE, FL 34744 25 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1385
       Built: 1972   Tax: $3,300 (2025)
    Community: Kissimmee Heights
    Single Family


    Estimated Monthly Payment: $1,968 (change assumption)
    Mortgage ($1,693) + Taxes in 2025 ($275)


    Taxes:$3,300

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2735 SCARBOROUGH DR, KISSIMMEE, FL 34744

    $530,000Listed 04/13/2026 2:02AM   MLS ID: S5147642

    For Sale S5147642 - 2735 SCARBOROUGH DR, KISSIMMEE, FL 34744 41 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2930
       Built: 1996
    Monthly Fee: $13
       Tax: $6,439 (2025)
    Community: Remington Ph 1 Tr E
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,454 (change assumption)
    Mortgage ($2,904) + Fees ($13) + Taxes in 2025 ($537)


    Taxes:$6,439

    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

    $450,0001 Day on yellowkey   MLS ID: O6398483

    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: $3,119 (change assumption)
    Mortgage ($2,466) + Fees ($11) + Taxes in 2025 ($643)


    Taxes:$7,712

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2723 CALLAWAY LN, KISSIMMEE, FL 34744

    $435,0001 Day on yellowkey   MLS ID: O6397750

    For Sale O6397750 - 2723 CALLAWAY LN, KISSIMMEE, FL 34744 56 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2513
       Built: 2005
    Monthly Fee: $78
       Tax: $6,939 (2024)
    Community: Remington Prcl M1
    Single Family


    Estimated Monthly Payment: $3,040 (change assumption)
    Mortgage ($2,384) + Fees ($78) + Taxes in 2024 ($578)


    Taxes:$6,939

    Elementary School: Partin Settlement Elem

    High School: Gateway High School (9 12)

    Tax Year: 2024

    Middle School: Neptune Middle (6-8)




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.