REFINE SEARCH
Status
Keywords
Price
 
Bedrooms
Bathrooms
Garages
Liv Area Sq Ft
Min Year
Max Year
Property Types
No Image
Age Restricted
Foreclosure
Short Sale
Pets Allowed
Furnished
Pool
Spa
Reduced Price
Back on yellowkey
Possible Short Term Rental
Carports
Max Association Fee (monthly)
Max Monthly Payment
Search

Homes For Sale in Kissimmee 34744 - 362 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

Sort:
  • 1453 TAOS AVE, KISSIMMEE, FL 34744

    $445,00010 Days on yellowkey   MLS ID: S5151107

    0 Days Off yellowkey (back on 6/11/2026)

    For Sale S5151107 - 1453 TAOS AVE, KISSIMMEE, FL 34744 47 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2601
       Built: 2018
    Monthly Fee: $11
       Tax: $6,956 (2025)
    Community: Kindred
    Single Family


    Estimated Monthly Payment: $3,029 (change assumption)
    Mortgage ($2,438) + Fees ($11) + Taxes in 2025 ($580)


    Taxes:$6,956

    Elementary School: Neptune Elementary

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 930 SHORE DR, KISSIMMEE, FL 34744

    $644,90026 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 23 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


  • 3014 SERA BELLA WAY, KISSIMMEE, FL 34744

    $515,00013 Days on yellowkey   MLS ID: S5150837

    For Sale S5150837 - 3014 SERA BELLA WAY, KISSIMMEE, FL 34744 41 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2529
       Built: 2016
    Monthly Fee: $113
       Tax: $713 (2025)
    Community: Sera Bella
    Single Family


    Estimated Monthly Payment: $2,994 (change assumption)
    Mortgage ($2,822) + Fees ($113) + Taxes in 2025 ($59)


    Taxes:$713

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1420 EMERALD DR, KISSIMMEE, FL 34744

    $489,000101 Days on yellowkey   MLS ID: O6386884

    1 Days Off yellowkey (back on 6/11/2026)

    REDUCED by $10,000 (2.0%) on 06/06/2026

    For Sale O6386884 - 1420 EMERALD DR, KISSIMMEE, FL 34744 58 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1857
       Built: 1973   Tax: $3,310 (2025)
    Community: Emerald Lake Colony Unit 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,955 (change assumption)
    Mortgage ($2,679) + Taxes in 2025 ($276)


    Taxes:$3,310

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 1425 RIVIERA DR, KISSIMMEE, FL 34744

    $944,900101 Days on yellowkey   MLS ID: O6386384

    For Sale O6386384 - 1425 RIVIERA DR, KISSIMMEE, FL 34744 82 photos

    Bed: 6   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 4654
       Built: 2002
    Monthly Fee: $183
       Tax: $7,220 (2025)
    Community: Regal Bay
    Single Family


    Estimated Monthly Payment: $5,962 (change assumption)
    Mortgage ($5,177) + Fees ($183) + Taxes in 2025 ($602)


    Taxes:$7,220

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 498 MARLLO RD, KISSIMMEE, FL 34744

    $640,00048 Days on yellowkey   MLS ID: S5147436

    For Sale S5147436 - 498 MARLLO RD, KISSIMMEE, FL 34744 22 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1956
       Built: 2026   Tax: $434 (2025)
    Community: Florida Fruit Belt Sales Company No 1
    Single Family


    Estimated Monthly Payment: $3,543 (change assumption)
    Mortgage ($3,507) + Taxes in 2025 ($36)


    Taxes:$434

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 109 THORNBURY DR, KISSIMMEE, FL 34744

    $349,90072 Days on yellowkey   MLS ID: O6395896

    2 Days Off yellowkey (back on 5/13/2026)

    REDUCED by $10,100 (2.8%) on 05/05/2026

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

    Bed: 5   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: $2,437 (change assumption)
    Mortgage ($1,917) + Fees ($14) + Taxes in 2025 ($506)


    Taxes:$6,074

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2664 EMERALD LAKE CT #2664, KISSIMMEE, FL 34744

    $239,0003 Days on yellowkey   MLS ID: S5150953

    For Sale S5150953 - 2664 EMERALD LAKE CT #2664, KISSIMMEE, FL 34744 74 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 999
       Built: 1987
    Monthly Fee: $330
       Tax: $616 (2025)
    Community: Villas Of Emerald Lake
    Condo


    Estimated Monthly Payment: $1,691 (change assumption)
    Mortgage ($1,310) + Fees ($330) + Taxes in 2025 ($51)


    Taxes:$616

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 2713 BARNSLEY LN, KISSIMMEE, FL 34744

    $415,0004 Days on yellowkey   MLS ID: S5151648

    For Sale S5151648 - 2713 BARNSLEY LN, KISSIMMEE, FL 34744 21 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1993
       Built: 1998
    Monthly Fee: $14
       Tax: $6,501 (2025)
    Community: Remington Ph 1 Tr F
    Single Family


    Estimated Monthly Payment: $2,830 (change assumption)
    Mortgage ($2,274) + Fees ($14) + Taxes in 2025 ($542)


    Taxes:$6,501

    Elementary School: Partin Settlement Elem

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 1850 CHAUCER WAY, KISSIMMEE, FL 34744

    $405,0005 Days on yellowkey   MLS ID: S5151405

    For Sale S5151405 - 1850 CHAUCER WAY, KISSIMMEE, FL 34744 19 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1828
       Built: 1988
    Monthly Fee: $13
       Tax: $5,352 (2025)
    Community: Brighton Place
    Single Family


    Estimated Monthly Payment: $2,678 (change assumption)
    Mortgage ($2,219) + Fees ($13) + Taxes in 2025 ($446)


    Taxes:$5,352

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2568 AVENTURINE ST, KISSIMMEE, FL 34744

    $265,000187 Days on yellowkey   MLS ID: O6365441

    1 Days Off yellowkey (back on 6/11/2026)

    REDUCED by $40,000 (13.1%) on 05/18/2026

    For Sale O6365441 - 2568 AVENTURINE ST, KISSIMMEE, FL 34744 37 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1734
       Built: 2008
    Monthly Fee: $170
       Tax: $631 (2024)
    Community: Amber Pointe Unit 2
    Townhouse


    Estimated Monthly Payment: $1,675 (change assumption)
    Mortgage ($1,452) + Fees ($170) + Taxes in 2024 ($53)


    Taxes:$631

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1604 REGAL COVE CT, KISSIMMEE, FL 34744

    $1,385,77793 Days on yellowkey   MLS ID: S5145793

    0 Days Off yellowkey (back on 4/21/2026)

    For Sale S5145793 - 1604 REGAL COVE CT, KISSIMMEE, FL 34744 57 photos

    Bed: 5   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3664
       Built: 2000
    Monthly Fee: $133
       Tax: $6,996 (2025)
    Community: Regal Cove
    Spa: No

    Single Family


    Estimated Monthly Payment: $8,309 (change assumption)
    Mortgage ($7,593) + Fees ($133) + Taxes in 2025 ($583)


    Taxes:$6,996

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2491 HASSONITE ST, KISSIMMEE, FL 34744

    $289,00029 Days on yellowkey   MLS ID: O6407957

    REDUCED by $10,000 (3.3%) on 06/10/2026

    For Sale O6407957 - 2491 HASSONITE ST, KISSIMMEE, FL 34744 27 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1734
       Built: 2007
    Monthly Fee: $170
       Tax: $3,846 (2025)
    Community: Amber Pointe
    Spa: No

    Townhouse


    Estimated Monthly Payment: $2,074 (change assumption)
    Mortgage ($1,584) + Fees ($170) + Taxes in 2025 ($320)


    Taxes:$3,846

    Elementary School: Partin Settlement Elem

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Denn John Middle


  • 1475 RIVIERA DR, KISSIMMEE, FL 34744

    $780,00046 Days on yellowkey   MLS ID: S5148691

    0 Days Off yellowkey (back on 6/10/2026)

    For Sale S5148691 - 1475 RIVIERA DR, KISSIMMEE, FL 34744 84 photos

    Bed: 3   Bath: 2.5   Gar: 3
    Liv Area Sq Ft: 2894
       Built: 1988
    Monthly Fee: $183
       Tax: $8,361 (2025)
    Community: Regal Bay
    Single Family


    Estimated Monthly Payment: $5,154 (change assumption)
    Mortgage ($4,274) + Fees ($183) + Taxes in 2025 ($697)


    Taxes:$8,361

    Elementary School: Partin Settlement Elem

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 2604 SUMMER CLOUDS WAY, KISSIMMEE, FL 34744

    $429,99051 Days on yellowkey   MLS ID: O6401673

    REDUCED by $5,010 (1.2%) on 05/29/2026

    For Sale O6401673 - 2604 SUMMER CLOUDS WAY, KISSIMMEE, FL 34744 75 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2214
       Built: 2022
    Monthly Fee: $10
       Tax: $7,753 (2025)
    Community: Tohoqua Ph 4A
    Single Family


    Estimated Monthly Payment: $3,012 (change assumption)
    Mortgage ($2,356) + Fees ($10) + Taxes in 2025 ($646)


    Taxes:$7,753

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1980 SUMMER CT, KISSIMMEE, FL 34744

    $525,00081 Days on yellowkey   MLS ID: O6392643

    REDUCED by $4,000 (0.8%) on 06/10/2026

    For Sale O6392643 - 1980 SUMMER CT, KISSIMMEE, FL 34744 38 photos

    Bed: 3   Bath: 3.0   Gar: 4
    Liv Area Sq Ft: 2687
       Built: 2005   Tax: $6,583 (2025)
    Community: Meadow Spgs
    Single Family


    Estimated Monthly Payment: $3,425 (change assumption)
    Mortgage ($2,877) + Taxes in 2025 ($549)


    Taxes:$6,583

    Elementary School: Partin Settlement Elem

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 3129 RIACHUELO LN, KISSIMMEE, FL 34744

    $475,00030 Days on yellowkey   MLS ID: O6408363

    2 Days Off yellowkey (back on 5/19/2026)

    For Sale O6408363 - 3129 RIACHUELO LN, KISSIMMEE, FL 34744 47 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2338
       Built: 2003
    Monthly Fee: $175
       Tax: $8,678 (2025)
    Community: Villa Sol Ph 1 Village 5
    Single Family


    Estimated Monthly Payment: $3,501 (change assumption)
    Mortgage ($2,603) + Fees ($175) + Taxes in 2025 ($723)


    Taxes:$8,678

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2305 JESSICA LN, KISSIMMEE, FL 34744

    $465,00031 Days on yellowkey   MLS ID: O6407917

    For Sale O6407917 - 2305 JESSICA LN, KISSIMMEE, FL 34744 46 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1820
       Built: 2000
    Monthly Fee: $14
       Tax: $4,461 (2025)
    Community: Woods At Kings Crest The Ph 4
    Single Family


    Estimated Monthly Payment: $2,934 (change assumption)
    Mortgage ($2,548) + Fees ($14) + Taxes in 2025 ($372)


    Taxes:$4,461

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1723 FLOURISH AVE, KISSIMMEE, FL 34744

    $384,50020 Days on yellowkey   MLS ID: O6410022

    REDUCED by $500 (0.1%) on 06/03/2026

    For Sale O6410022 - 1723 FLOURISH AVE, KISSIMMEE, FL 34744 19 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1617
       Built: 2021
    Monthly Fee: $10
       Tax: $5,566 (2025)
    Community: Tohoqua Ph 1
    Single Family


    Estimated Monthly Payment: $2,581 (change assumption)
    Mortgage ($2,107) + Fees ($10) + Taxes in 2025 ($464)


    Taxes:$5,566

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1959 CACUTTA WAY, KISSIMMEE, FL 34744

    $400,0009 Days on yellowkey   MLS ID: S5151373

    SHORT SALE S5151373 - 1959 CACUTTA WAY, KISSIMMEE, FL 34744 50 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1846
       Built: 2023
    Monthly Fee: $11
       Tax: $7,033 (2025)
    Community: Kindred
    Single Family


    Estimated Monthly Payment: $2,789 (change assumption)
    Mortgage ($2,192) + Fees ($11) + Taxes in 2025 ($586)


    Taxes:$7,033

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Harmony 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.