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Homes For Sale in Kissimmee 34744 - 298 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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  • 2220 EMPEROR DR, KISSIMMEE, FL 34744

    $624,9003 Days on yellowkey   MLS ID: S5148275

    For Sale S5148275 - 2220 EMPEROR DR, KISSIMMEE, FL 34744 36 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2502
       Built: 1991   Tax: $3,970 (2025)
    Community: Cane Brake Ph 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,755 (change assumption)
    Mortgage ($3,424) + Taxes in 2025 ($331)


    Taxes:$3,970

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4405 BISCAYNE BREEZE WAY, KISSIMMEE, FL 34744

    $485,00013 Days on yellowkey   MLS ID: O6398072

    For Sale O6398072 - 4405 BISCAYNE BREEZE WAY, KISSIMMEE, FL 34744 24 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2601
       Built: 2011
    Monthly Fee: $111
       Tax: $4,260 (2025)
    Community: North Point Ph 1A
    Single Family


    Estimated Monthly Payment: $3,123 (change assumption)
    Mortgage ($2,657) + Fees ($111) + Taxes in 2025 ($355)


    Taxes:$4,260

    Elementary School: East Lake Elem

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Narcoossee Middle


  • 1425 RIVIERA DR, KISSIMMEE, FL 34744

    $944,90050 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


  • 1595 SHADY OAK DR, KISSIMMEE, FL 34744

    $457,00057 Days on yellowkey   MLS ID: S5144261

    For Sale S5144261 - 1595 SHADY OAK DR, KISSIMMEE, FL 34744 39 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2116
       Built: 1981   Tax: $4,757 (2025)
    Community: Regal Oak Shores Unit 6
    Single Family


    Estimated Monthly Payment: $2,900 (change assumption)
    Mortgage ($2,504) + Taxes in 2025 ($396)


    Taxes:$4,757

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3570 SOUTHERN CROSS LOOP, KISSIMMEE, FL 34744

    $400,000260 Days on yellowkey   MLS ID: O6333789

    INCREASED by $1,000 (0.3%) on 04/08/2026

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

    Bed: 4   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: $2,576 (change assumption)
    Mortgage ($2,192) + 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


  • 1941 PARTIN TERRACE RD, KISSIMMEE, FL 34744

    $520,00056 Days on yellowkey   MLS ID: O6386096

    REDUCED by $9,000 (1.7%) on 04/03/2026

    For Sale O6386096 - 1941 PARTIN TERRACE RD, KISSIMMEE, FL 34744 35 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: $3,162 (change assumption)
    Mortgage ($2,849) + 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)


  • 177 CLUB VILLAS LN, KISSIMMEE, FL 34744

    $275,000Listed 04/24/2026 11:02AM   MLS ID: S5148569

    For Sale S5148569 - 177 CLUB VILLAS LN, KISSIMMEE, FL 34744 20 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1397
       Built: 1998
    Monthly Fee: $315
       Tax: $5,028 (2025)
    Community: Remington Ph 1 Tr A
    Spa: No

    Townhouse


    Estimated Monthly Payment: $2,241 (change assumption)
    Mortgage ($1,507) + Fees ($315) + Taxes in 2025 ($419)


    Taxes:$5,028

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1541 AMHERST LN, KISSIMMEE, FL 34744

    $430,000186 Days on yellowkey   MLS ID: O6354005

    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: $2,466 (change assumption)
    Mortgage ($2,356) + Taxes in 2024 ($110)


    Taxes:$1,317

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 3204 SILVER LAKE CT, KISSIMMEE, FL 34744

    $329,900Listed 04/24/2026 1:57PM   MLS ID: O6401945

    For Sale O6401945 - 3204 SILVER LAKE CT, KISSIMMEE, FL 34744 33 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1782
       Built: 2005   Tax: $4,152 (2025)
    Community: Silver Lake Estates Unit 2
    Manufactured Home


    Estimated Monthly Payment: $2,154 (change assumption)
    Mortgage ($1,808) + Taxes in 2025 ($346)


    Taxes:$4,152

    Elementary School: East Lake Elem

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 1914 DAMON AVE, KISSIMMEE, FL 34744

    $307,50017 Days on yellowkey   MLS ID: O6396516

    REDUCED by $1,500 (0.5%) on 04/24/2026

    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: $1,960 (change assumption)
    Mortgage ($1,685) + Taxes in 2025 ($275)


    Taxes:$3,300

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1211 LEHIGH ST, KISSIMMEE, FL 34744

    $369,90018 Days on yellowkey   MLS ID: S5147242

    For Sale S5147242 - 1211 LEHIGH ST, KISSIMMEE, FL 34744 22 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: $2,452 (change assumption)
    Mortgage ($2,027) + 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


  • 107 BENITA STREET, KISSIMMEE, FL 34744

    $150,000534 Days on yellowkey   MLS ID: O6255238

    For Sale O6255238 - 107 BENITA STREET, KISSIMMEE, FL 34744 13 photos

    Bed: 3   Bath: 1.0
    Liv Area Sq Ft: 1010
       Built: 1965   Tax: $1,221 (2024)
    Community: Roy Wells
    Mobile Home


    Estimated Monthly Payment: $924 (change assumption)
    Mortgage ($822) + Taxes in 2024 ($102)


    Taxes:$1,221

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2675 CANDIED APPLE ALY, KISSIMMEE, FL 34744

    $359,000Listed 04/24/2026 10:17AM   MLS ID: O6401700

    For Sale O6401700 - 2675 CANDIED APPLE ALY, KISSIMMEE, FL 34744 52 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1615
       Built: 2025
    Monthly Fee: $142
       Tax: $2,218 (2025)
    Community: Tohoqua Ph 7
    Townhouse


    Estimated Monthly Payment: $2,294 (change assumption)
    Mortgage ($1,967) + Fees ($142) + Taxes in 2025 ($185)


    Taxes:$2,218

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1730 NEPTUNE RD, KISSIMMEE, FL 34744

    $490,00095 Days on yellowkey   MLS ID: S5141897

    For Sale S5141897 - 1730 NEPTUNE RD, KISSIMMEE, FL 34744 38 photos

    Bed: 4   Bath: 3.0   Gar: 1
    Liv Area Sq Ft: 2178
       Built: 1964   Tax: $713 (2025)
    Community: Neptune Shores 1
    Single Family


    Estimated Monthly Payment: $2,744 (change assumption)
    Mortgage ($2,685) + Taxes in 2025 ($59)


    Taxes:$713

    Elementary School: Partin Settlement Elem

    High School: Osceola County School for Arts

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 1568 E OAK LEAF LN, KISSIMMEE, FL 34744

    $464,00088 Days on yellowkey   MLS ID: O6376960

    For Sale O6376960 - 1568 E OAK LEAF LN, KISSIMMEE, FL 34744 32 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1845
       Built: 1975   Tax: $4,836 (2025)
    Community: Heather Oaks
    Single Family


    Estimated Monthly Payment: $2,945 (change assumption)
    Mortgage ($2,542) + Taxes in 2025 ($403)


    Taxes:$4,836

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1724 RANGER HIGHLANDS RD, KISSIMMEE, FL 34744

    $363,000279 Days on yellowkey   MLS ID: TB8408985

    REDUCED by $4,000 (1.1%) on 04/24/2026

    For Sale TB8408985 - 1724 RANGER HIGHLANDS RD, KISSIMMEE, FL 34744 53 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1910
       Built: 2018
    Monthly Fee: $11
       Tax: $5,835 (2024)
    Community: Kindred Ph 1D
    Single Family


    Estimated Monthly Payment: $2,486 (change assumption)
    Mortgage ($1,989) + Fees ($11) + Taxes in 2024 ($486)


    Taxes:$5,835

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2024

    Middle School: Neptune Middle (6-8)


  • 216 MAGICAL WAY, KISSIMMEE, FL 34744

    $359,0007 Days on yellowkey   MLS ID: O6396457

    For Sale O6396457 - 216 MAGICAL WAY, KISSIMMEE, FL 34744 30 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1832
       Built: 2005
    Monthly Fee: $127
       Tax: $4,782 (2025)
    Community: Magic Landings
    Single Family


    Estimated Monthly Payment: $2,493 (change assumption)
    Mortgage ($1,967) + Fees ($127) + Taxes in 2025 ($399)


    Taxes:$4,782

    Elementary School: Mill Creek Elem (K 5)

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Denn John Middle


  • 2988 MARBELLA DR, KISSIMMEE, FL 34744

    $485,0001 Day on yellowkey   MLS ID: S5148494

    For Sale S5148494 - 2988 MARBELLA DR, KISSIMMEE, FL 34744 37 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2160
       Built: 2004
    Monthly Fee: $167
       Tax: $5,357 (2025)
    Community: Villa Sol Ph 2 Village 3
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,271 (change assumption)
    Mortgage ($2,657) + Fees ($167) + Taxes in 2025 ($446)


    Taxes:$5,357

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1489 TWIN VALLEY TER, KISSIMMEE, FL 34744

    $549,90030 Days on yellowkey   MLS ID: O6390966

    REDUCED by $10,100 (1.8%) on 04/18/2026

    For Sale O6390966 - 1489 TWIN VALLEY TER, KISSIMMEE, FL 34744 77 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2674
       Built: 2017
    Monthly Fee: $11
       Tax: $7,067 (2025)
    Community: Kindred Ph 1A & 1B
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,613 (change assumption)
    Mortgage ($3,013) + Fees ($11) + Taxes in 2025 ($589)


    Taxes:$7,067

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 107 THORNBURY LN, KISSIMMEE, FL 34744

    $400,00014 Days on yellowkey   MLS ID: S5147435

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

    For Sale S5147435 - 107 THORNBURY LN, KISSIMMEE, FL 34744 31 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1766
       Built: 2002
    Monthly Fee: $13
       Tax: $3,290 (2025)
    Community: Remington Prcl H Ph 2
    Single Family


    Estimated Monthly Payment: $2,479 (change assumption)
    Mortgage ($2,192) + Fees ($13) + Taxes in 2025 ($274)


    Taxes:$3,290

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None




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.