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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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  • 4306 BISCAYNE COVE CT, KISSIMMEE, FL 34744

    $700,000186 Days on yellowkey   MLS ID: O6370990

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

    REDUCED by $25,000 (3.4%) on 04/21/2026

    For Sale O6370990 - 4306 BISCAYNE COVE CT, KISSIMMEE, FL 34744 54 photos

    Bed: 5   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3828
       Built: 2015
    Monthly Fee: $108
       Tax: $5,600 (2025)
    Community: North Point Ph 2B-2C
    Single Family


    Estimated Monthly Payment: $4,410 (change assumption)
    Mortgage ($3,836) + Fees ($108) + Taxes in 2025 ($467)


    Taxes:$5,600

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 955 LA MIRADA CT, KISSIMMEE, FL 34744

    $420,00025 Days on yellowkey   MLS ID: S5152022

    For Sale S5152022 - 955 LA MIRADA CT, KISSIMMEE, FL 34744 36 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1692
       Built: 2015
    Monthly Fee: $114
       Tax: $2,160 (2025)
    Community: Lago Buendia Ph 2A
    Single Family


    Estimated Monthly Payment: $2,595 (change assumption)
    Mortgage ($2,301) + Fees ($114) + Taxes in 2025 ($180)


    Taxes:$2,160

    Elementary School: Partin Settlement Elem

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 103 DELLWOOD DR, KISSIMMEE, FL 34744

    $329,000152 Days on yellowkey   MLS ID: S5143443

    For Sale S5143443 - 103 DELLWOOD DR, KISSIMMEE, FL 34744 20 photos

    Bed: 3   Bath: 1.0
    Liv Area Sq Ft: 1368
       Built: 1955   Tax: $5,415 (2025)
    Community: Dellwood Park
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,254 (change assumption)
    Mortgage ($1,803) + Taxes in 2025 ($451)


    Taxes:$5,415

    Elementary School: Central Avenue Elem

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Denn John Middle


  • 1604 REGAL COVE CT, KISSIMMEE, FL 34744

    $1,385,777120 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


  • 945 TRAMELLS TRL, KISSIMMEE, FL 34744

    $398,90051 Days on yellowkey   MLS ID: S5150165

    REDUCED by $1,000 (0.3%) on 06/17/2026

    For Sale S5150165 - 945 TRAMELLS TRL, KISSIMMEE, FL 34744 40 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2014
       Built: 2006
    Monthly Fee: $14
       Tax: $3,991 (2025)
    Community: Remington Prcl O
    Single Family


    Estimated Monthly Payment: $2,532 (change assumption)
    Mortgage ($2,186) + Fees ($14) + Taxes in 2025 ($333)


    Taxes:$3,991

    Elementary School: Partin Settlement Elem

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 1973 SPRING SHOWER CIR, KISSIMMEE, FL 34744

    $419,04029 Days on yellowkey   MLS ID: O6416082

    REDUCED by $12,960 (3.0%) on 07/01/2026

    For Sale O6416082 - 1973 SPRING SHOWER CIR, KISSIMMEE, FL 34744 35 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1701
       Built: 2022
    Monthly Fee: $136
       Tax: $6,439 (2025)
    Community: Tohoqua Ph 5A
    Single Family


    Estimated Monthly Payment: $2,969 (change assumption)
    Mortgage ($2,296) + Fees ($136) + Taxes in 2025 ($537)


    Taxes:$6,439

    Elementary School: None

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 2405 CEDARFIELD LN, KISSIMMEE, FL 34744

    $289,00017 Days on yellowkey   MLS ID: S5152134

    0 Days Off yellowkey (back on 7/1/2026)

    For Sale S5152134 - 2405 CEDARFIELD LN, KISSIMMEE, FL 34744 37 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1523
       Built: 2001
    Monthly Fee: $14
       Tax: $5,348 (2025)
    Community: Remington Prcl J
    Single Family


    Estimated Monthly Payment: $2,043 (change assumption)
    Mortgage ($1,584) + Fees ($14) + Taxes in 2025 ($446)


    Taxes:$5,348

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3013 MANDOLIN DR, KISSIMMEE, FL 34744

    $429,00043 Days on yellowkey   MLS ID: O6411560

    REDUCED by $5,000 (1.2%) on 07/01/2026

    For Sale O6411560 - 3013 MANDOLIN DR, KISSIMMEE, FL 34744 58 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2148
       Built: 2005
    Monthly Fee: $83
       Tax: $5,071 (2025)
    Community: Turnberry Reserve Unit 1
    Single Family


    Estimated Monthly Payment: $2,856 (change assumption)
    Mortgage ($2,351) + Fees ($83) + Taxes in 2025 ($423)


    Taxes:$5,071

    Elementary School: East Lake Elem

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Narcoossee Middle


  • 1720 FULFILLMENT DR, KISSIMMEE, FL 34744

    $400,00079 Days on yellowkey   MLS ID: O6401021

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

    REDUCED by $20,000 (4.8%) on 05/27/2026

    For Sale O6401021 - 1720 FULFILLMENT DR, KISSIMMEE, FL 34744 41 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2044
       Built: 2022
    Monthly Fee: $10
       Tax: $7,447 (2025)
    Community: Tohoqua Ph 2
    Single Family


    Estimated Monthly Payment: $2,822 (change assumption)
    Mortgage ($2,192) + Fees ($10) + Taxes in 2025 ($621)


    Taxes:$7,447

    Elementary School: None

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 1980 SUMMER CT, KISSIMMEE, FL 34744

    $525,000108 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)


  • 2602 BIRCHWOOD AVE, KISSIMMEE, FL 34744

    $400,000141 Days on yellowkey   MLS ID: O6383961

    0 Days Off yellowkey (back on 5/22/2026)

    REDUCED by $35,000 (8.0%) on 05/14/2026

    For Sale O6383961 - 2602 BIRCHWOOD AVE, KISSIMMEE, FL 34744 34 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1393
       Built: 1989   Tax: $5,428 (2025)
    Community: Oak Hollow Ph 4
    Single Family


    Estimated Monthly Payment: $2,644 (change assumption)
    Mortgage ($2,192) + Taxes in 2025 ($452)


    Taxes:$5,428

    Elementary School: Mill Creek Elem (K 5)

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Denn John Middle


  • 4735 CHELSEA CT, KISSIMMEE, FL 34744

    $749,900418 Days on yellowkey   MLS ID: O6309757

    For Sale O6309757 - 4735 CHELSEA CT, KISSIMMEE, FL 34744 48 photos

    Bed: 4   Bath: 3.0   Gar: 6
    Liv Area Sq Ft: 1936
       Built: 2005
    Monthly Fee: $10
       Tax: $631 (2024)
    Community: Rustic Acres Unit 1
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,172 (change assumption)
    Mortgage ($4,109) + Fees ($10) + Taxes in 2024 ($53)


    Taxes:$631

    Elementary School: East Lake Elem

    High School: Tohopekaliga High School

    Tax Year: 2024

    Middle School: Narcoossee Middle


  • 3707 SILVER LAKE DR, KISSIMMEE, FL 34744

    $280,00015 Days on yellowkey   MLS ID: S5152425

    0 Days Off yellowkey (back on 6/30/2026)

    SHORT SALE S5152425 - 3707 SILVER LAKE DR, KISSIMMEE, FL 34744 41 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1404
       Built: 1999   Tax: $4,030 (2025)
    Community: Silver Lake Estates
    Manufactured Home


    Estimated Monthly Payment: $1,870 (change assumption)
    Mortgage ($1,534) + Taxes in 2025 ($336)


    Taxes:$4,030

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4416 SILVER CREEK ST, KISSIMMEE, FL 34744

    $380,00085 Days on yellowkey   MLS ID: O6398907

    1 Days Off yellowkey (back on 6/30/2026)

    REDUCED by $10,000 (2.6%) on 06/03/2026

    For Sale O6398907 - 4416 SILVER CREEK ST, KISSIMMEE, FL 34744 31 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1504
       Built: 2019
    Monthly Fee: $130
       Tax: $4,679 (2025)
    Community: Creekside At Boggy Creek Ph 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,602 (change assumption)
    Mortgage ($2,082) + Fees ($130) + Taxes in 2025 ($390)


    Taxes:$4,679

    Elementary School: East Lake Elem

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Narcoossee Middle


  • 2518 BOWMER DR, KISSIMMEE, FL 34744

    $359,900704 Days on yellowkey   MLS ID: S5109889

    0 Days Off yellowkey (back on 6/29/2026)

    For Sale S5109889 - 2518 BOWMER DR, KISSIMMEE, FL 34744 21 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1523
       Built: 1982   Tax: $1,246 (2025)
    Community: Mill Run Unit 3
    Single Family


    Estimated Monthly Payment: $2,076 (change assumption)
    Mortgage ($1,972) + Taxes in 2025 ($104)


    Taxes:$1,246

    Elementary School: Mill Creek Elem (K 5)

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Denn John Middle


  • 781 COUNTRY WOODS CIR, KISSIMMEE, FL 34744

    $335,00028 Days on yellowkey   MLS ID: O6416650

    1 Days Off yellowkey (back on 6/30/2026)

    REDUCED by $5,000 (1.5%) on 06/22/2026

    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: $2,223 (change assumption)
    Mortgage ($1,836) + Taxes in 2025 ($387)


    Taxes:$4,643

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2501 BALMORAL DR, KISSIMMEE, FL 34744

    $390,000114 Days on yellowkey   MLS ID: S5146190

    1 Days Off yellowkey (back on 5/18/2026)

    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: $4,485 (2025)
    Community: Remington Prcl G Ph 2
    Single Family


    Estimated Monthly Payment: $2,525 (change assumption)
    Mortgage ($2,137) + Fees ($14) + Taxes in 2025 ($374)


    Taxes:$4,485

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1844 BRIGHT SKY DR, KISSIMMEE, FL 34744

    $379,99074 Days on yellowkey   MLS ID: S5148768

    REDUCED by $5,010 (1.3%) on 06/30/2026

    SHORT SALE S5148768 - 1844 BRIGHT SKY DR, KISSIMMEE, FL 34744 35 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1795
       Built: 2025
    Monthly Fee: $7
       Tax: $2,686 (2025)
    Community: Tohoqua Ph 7
    Single Family


    Estimated Monthly Payment: $2,313 (change assumption)
    Mortgage ($2,082) + Fees ($7) + Taxes in 2025 ($224)


    Taxes:$2,686

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1740 NEPTUNE RD, KISSIMMEE, FL 34744

    $435,000157 Days on yellowkey   MLS ID: O6379685

    4 Days Off yellowkey (back on 6/30/2026)

    For Sale O6379685 - 1740 NEPTUNE RD, KISSIMMEE, FL 34744 49 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 2013
       Built: 1966   Tax: $1,925 (2025)
    Community: Neptune Shores 1
    Single Family


    Estimated Monthly Payment: $2,544 (change assumption)
    Mortgage ($2,384) + Taxes in 2025 ($160)


    Taxes:$1,925

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1723 FLOURISH AVE, KISSIMMEE, FL 34744

    $384,50047 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




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.