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Homes For Sale in Kissimmee 34744 - 356 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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  • 930 SHORE DR, KISSIMMEE, FL 34744

    $644,90028 Days on yellowkey   MLS ID: TB8510529

    REDUCED by $30,000 (4.4%) on 06/11/2026

    For Sale TB8510529 - 930 SHORE DR, KISSIMMEE, FL 34744 7 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 3269
       Built: 1958   Tax: $3,326 (2025)
    Community: Cypress Shores Rep
    Single Family


    Estimated Monthly Payment: $3,811 (change assumption)
    Mortgage ($3,534) + Taxes in 2025 ($277)


    Taxes:$3,326

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1510 GANTS CIR, KISSIMMEE, FL 34744

    $499,999144 Days on yellowkey   MLS ID: O6376374

    0 Days Off yellowkey (back on 6/16/2026)

    REDUCED by $11,501 (2.2%) on 05/02/2026

    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: $3,115 (change assumption)
    Mortgage ($2,740) + Fees ($75) + Taxes in 2025 ($300)


    Taxes:$3,603

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1956 EGRET MEADOWS AVE, KISSIMMEE, FL 34744

    $379,99026 Days on yellowkey   MLS ID: O6409425

    4 Days Off yellowkey (back on 6/16/2026)

    REDUCED by $15,000 (3.8%) on 06/01/2026

    For Sale O6409425 - 1956 EGRET MEADOWS AVE, KISSIMMEE, FL 34744 21 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1516
       Built: 2020
    Monthly Fee: $11
       Tax: $6,661 (2025)
    Community: Kindred Ph 2A
    Single Family


    Estimated Monthly Payment: $2,648 (change assumption)
    Mortgage ($2,082) + Fees ($11) + Taxes in 2025 ($555)


    Taxes:$6,661

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 1777 WALNUT CREEK DR, KISSIMMEE, FL 34744

    $434,90085 Days on yellowkey   MLS ID: O6390965

    REDUCED by $5,000 (1.1%) on 06/16/2026

    For Sale O6390965 - 1777 WALNUT CREEK DR, KISSIMMEE, FL 34744 74 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2339
       Built: 2023
    Monthly Fee: $11
       Tax: $3,358 (2025)
    Community: Kindred Ph 3A
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,674 (change assumption)
    Mortgage ($2,383) + Fees ($11) + Taxes in 2025 ($280)


    Taxes:$3,358

    Elementary School: None

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 2513 CROWN RIDGE CIR, KISSIMMEE, FL 34744

    $379,90039 Days on yellowkey   MLS ID: S5149544

    0 Days Off yellowkey (back on 6/16/2026)

    For Sale S5149544 - 2513 CROWN RIDGE CIR, KISSIMMEE, FL 34744 68 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1766
       Built: 2001
    Monthly Fee: $14
       Tax: $3,026 (2025)
    Community: Remington
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,348 (change assumption)
    Mortgage ($2,082) + Fees ($14) + Taxes in 2025 ($252)


    Taxes:$3,026

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1502 JADEWOOD WAY, KISSIMMEE, FL 34744

    $350,000666 Days on yellowkey   MLS ID: O6233314

    SHORT SALE O6233314 - 1502 JADEWOOD WAY, KISSIMMEE, FL 34744 35 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1846
       Built: 2022
    Monthly Fee: $11
       Tax: $7,144 (2025)
    Community: Kindred Ph 2C & 2D Pb 30 Pgs 74-80 Lot 323
    Single Family


    Estimated Monthly Payment: $2,524 (change assumption)
    Mortgage ($1,918) + Fees ($11) + Taxes in 2025 ($595)


    Taxes:$7,144

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1802 BLISSFUL DR, KISSIMMEE, FL 34744

    $639,9005 Days on yellowkey   MLS ID: O6415660

    1 Days Off yellowkey (back on 6/15/2026)

    For Sale O6415660 - 1802 BLISSFUL DR, KISSIMMEE, FL 34744 61 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3407
       Built: 2021
    Monthly Fee: $7
       Tax: $10,565 (2025)
    Community: Tohoqua Ph 1B
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,394 (change assumption)
    Mortgage ($3,506) + Fees ($7) + Taxes in 2025 ($880)


    Taxes:$10,565

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 1757 QUAIL RIDGE LOOP, KISSIMMEE, FL 34744

    $344,99978 Days on yellowkey   MLS ID: O6391222

    34 Days Off yellowkey (back on 6/16/2026)

    For Sale O6391222 - 1757 QUAIL RIDGE LOOP, KISSIMMEE, FL 34744 20 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1109
       Built: 1992   Tax: $4,829 (2025)
    Community: Quail Hollow Ph 1
    Single Family


    Estimated Monthly Payment: $2,293 (change assumption)
    Mortgage ($1,890) + Taxes in 2025 ($402)


    Taxes:$4,829

    Elementary School: Mill Creek Elem (K 5)

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Denn John Middle


  • 2994 GAVIN SKY DR, KISSIMMEE, FL 34744

    $540,000150 Days on yellowkey   MLS ID: O6374709

    For Sale O6374709 - 2994 GAVIN SKY DR, KISSIMMEE, FL 34744 75 photos

    Bed: 5   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3057
       Built: 2023
    Monthly Fee: $80
       Tax: $6,624 (2025)
    Community: Seasons At Big Sky Ph 1
    Single Family


    Estimated Monthly Payment: $3,591 (change assumption)
    Mortgage ($2,959) + Fees ($80) + Taxes in 2025 ($552)


    Taxes:$6,624

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1541 AMHERST LN, KISSIMMEE, FL 34744

    $400,000239 Days on yellowkey   MLS ID: O6354005

    REDUCED by $5,000 (1.2%) on 06/16/2026

    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: $2,302 (change assumption)
    Mortgage ($2,192) + Taxes in 2024 ($110)


    Taxes:$1,317

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2093 WALNUT CREEK DR, KISSIMMEE, FL 34744

    $398,99099 Days on yellowkey   MLS ID: O6389078

    2 Days Off yellowkey (back on 6/16/2026)

    REDUCED by $3,000 (0.7%) on 05/28/2026

    For Sale O6389078 - 2093 WALNUT CREEK DR, KISSIMMEE, FL 34744 47 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1614
       Built: 2025
    Monthly Fee: $11
       Tax: $3,684 (2025)
    Community: Kindred Ph 3B 3C & 3D
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,504 (change assumption)
    Mortgage ($2,186) + Fees ($11) + Taxes in 2025 ($307)


    Taxes:$3,684

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2619 PEACE OF MIND AVE, KISSIMMEE, FL 34744

    $479,000130 Days on yellowkey   MLS ID: O6380357

    REDUCED by $4,000 (0.8%) on 05/28/2026

    For Sale O6380357 - 2619 PEACE OF MIND AVE, KISSIMMEE, FL 34744 57 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2109
       Built: 2025
    Monthly Fee: $10
       Tax: $3,729 (2025)
    Community: Tohoqua 50S
    Single Family


    Estimated Monthly Payment: $2,945 (change assumption)
    Mortgage ($2,625) + Fees ($10) + Taxes in 2025 ($311)


    Taxes:$3,729

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 2936 SLOUGH CREEK DR, KISSIMMEE, FL 34744

    $504,990277 Days on yellowkey   MLS ID: S5134409

    REDUCED by $35,010 (6.5%) on 06/15/2026

    For Sale S5134409 - 2936 SLOUGH CREEK DR, KISSIMMEE, FL 34744 34 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2748
       Built: 2022
    Monthly Fee: $129
       Tax: $7,340 (2024)
    Community: Creekside
    Single Family


    Estimated Monthly Payment: $3,508 (change assumption)
    Mortgage ($2,767) + Fees ($129) + Taxes in 2024 ($612)


    Taxes:$7,340

    Elementary School: East Lake Elementary-OS

    High School: Tohopekaliga High School

    Tax Year: 2024

    Middle School: Narcoossee Middle


  • 2963 SERA BELLA WAY, KISSIMMEE, FL 34744

    $500,00099 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 74 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


  • 781 COUNTRY WOODS CIR, KISSIMMEE, FL 34744

    $340,0003 Days on yellowkey   MLS ID: O6416650

    For Sale O6416650 - 781 COUNTRY WOODS CIR, KISSIMMEE, FL 34744 11 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1204
       Built: 1991   Tax: $4,643 (2025)
    Community: Country Crossing Unit 1
    Single Family


    Estimated Monthly Payment: $2,250 (change assumption)
    Mortgage ($1,863) + Taxes in 2025 ($387)


    Taxes:$4,643

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4387 CREEK COVE LN, KISSIMMEE, FL 34744

    $391,9002 Days on yellowkey   MLS ID: S5151891

    For Sale S5151891 - 4387 CREEK COVE LN, KISSIMMEE, FL 34744 28 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1628
       Built: 2023
    Monthly Fee: $241
       Tax: $4,446 (2025)
    Community: Creekside Twnhms
    Townhouse


    Estimated Monthly Payment: $2,759 (change assumption)
    Mortgage ($2,147) + Fees ($241) + Taxes in 2025 ($371)


    Taxes:$4,446

    Elementary School: East Lake Elem

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Narcoossee Middle


  • 1889 RUSTIC FALLS DR, KISSIMMEE, FL 34744

    $499,900209 Days on yellowkey   MLS ID: S5138827

    REDUCED by $15,100 (2.9%) on 06/14/2026

    For Sale S5138827 - 1889 RUSTIC FALLS DR, KISSIMMEE, FL 34744 50 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3099
       Built: 2017
    Monthly Fee: $11
       Tax: $5,957 (2024)
    Community: Kindred Ph 1C
    Single Family


    Estimated Monthly Payment: $3,246 (change assumption)
    Mortgage ($2,739) + Fees ($11) + Taxes in 2024 ($496)


    Taxes:$5,957

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2024

    Middle School: Neptune Middle (6-8)


  • 14 GLENDALE DR, KISSIMMEE, FL 34744

    $495,00095 Days on yellowkey   MLS ID: S5145799

    REDUCED by $14,900 (2.9%) on 06/03/2026

    For Sale S5145799 - 14 GLENDALE DR, KISSIMMEE, FL 34744 22 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2510
       Built: 1970   Tax: $5,664 (2025)
    Community: Fairlawn Manor
    Single Family


    Estimated Monthly Payment: $3,184 (change assumption)
    Mortgage ($2,712) + Taxes in 2025 ($472)


    Taxes:$5,664

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1540 GRANDVIEW BLVD, KISSIMMEE, FL 34744

    $899,000123 Days on yellowkey   MLS ID: S5143565

    0 Days Off yellowkey (back on 6/15/2026)

    REDUCED by $25,900 (2.8%) on 06/01/2026

    For Sale S5143565 - 1540 GRANDVIEW BLVD, KISSIMMEE, FL 34744 56 photos

    Bed: 4   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 5207
       Built: 1981   Tax: $7,032 (2025)
    Community: Regal Oak Shores Unit 1
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,512 (change assumption)
    Mortgage ($4,926) + Taxes in 2025 ($586)


    Taxes:$7,032

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 107 DELLWOOD DR, KISSIMMEE, FL 34744

    $329,900350 Days on yellowkey   MLS ID: O6322464

    For Sale O6322464 - 107 DELLWOOD DR, KISSIMMEE, FL 34744 10 photos

    Bed: 3   Bath: 1.5
    Liv Area Sq Ft: 1374
       Built: 1955   Tax: $4,351 (2024)
    Community: Dellwood Park
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $2,170 (change assumption)
    Mortgage ($1,808) + Taxes in 2024 ($363)


    Taxes:$4,351

    Elementary School: Central Avenue Elem

    High School: Osceola High School

    Tax Year: 2024

    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.