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Displaying: For Sale

Location: Kissimmee

Property Type(s): Single Family

Price: $300,000 to $399,000

Kissimmee - 589 properties found

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  • 2109 WOODSEDGE DR, KISSIMMEE, FL 34746

    $319,900134 Days on yellowkey   MLS ID: S5142691

    REDUCED by $10,100 (3.1%) on 06/15/2026

    For Sale S5142691 - 2109 WOODSEDGE DR, KISSIMMEE, FL 34746 25 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1936
       Built: 2004
    Monthly Fee: $87
       Tax: $4,497 (2025)
    Community: Cypress Shadows Unit 1
    Single Family


    Estimated Monthly Payment: $2,215 (change assumption)
    Mortgage ($1,753) + Fees ($87) + Taxes in 2025 ($375)


    Taxes:$4,497

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2368 TOPAZ TRL, KISSIMMEE, FL 34743

    $385,00057 Days on yellowkey   MLS ID: S5148390

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

    For Sale S5148390 - 2368 TOPAZ TRL, KISSIMMEE, FL 34743 39 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1972
       Built: 2001
    Monthly Fee: $29
       Tax: $1,770 (2025)
    Community: Emerald Pointe
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $2,286 (change assumption)
    Mortgage ($2,110) + Fees ($29) + Taxes in 2025 ($148)


    Taxes:$1,770

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 931 EMERALD GREEN CT, KISSIMMEE, FL 34746

    $340,000134 Days on yellowkey   MLS ID: S5143546

    REDUCED by $5,000 (1.4%) on 04/04/2026

    For Sale S5143546 - 931 EMERALD GREEN CT, KISSIMMEE, FL 34746 35 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1397
       Built: 2007
    Monthly Fee: $207
       Tax: $4,767 (2024)
    Community: Crystal Cove Resort
    Single Family


    Estimated Monthly Payment: $2,467 (change assumption)
    Mortgage ($1,863) + Fees ($207) + Taxes in 2024 ($397)


    Taxes:$4,767

    Elementary School: Sunrise Elementary

    High School: Poinciana High School

    Tax Year: 2024

    Middle School: Kissimmee Middle


  • 4723 MARCOS CIRCLE, KISSIMMEE, FL 34758

    $315,000114 Days on yellowkey   MLS ID: O6386406

    REDUCED by $5,000 (1.6%) on 04/21/2026

    SHORT SALE O6386406 - 4723 MARCOS CIRCLE, KISSIMMEE, FL 34758 44 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1525
       Built: 2020
    Monthly Fee: $84
       Tax: $3,413 (2025)
    Community: Overlook Reserve Ph 2
    Single Family


    Estimated Monthly Payment: $2,094 (change assumption)
    Mortgage ($1,726) + Fees ($84) + Taxes in 2025 ($284)


    Taxes:$3,413

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4611 CABALERRO TRL, KISSIMMEE, FL 34758

    $340,000313 Days on yellowkey   MLS ID: S5132592

    INCREASED by $5,100 (1.5%) on 06/15/2026

    For Sale S5132592 - 4611 CABALERRO TRL, KISSIMMEE, FL 34758 48 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1545
       Built: 2010
    Monthly Fee: $137
       Tax: $3,831 (2024)
    Community: Brighton Landings Ph 1
    Single Family


    Estimated Monthly Payment: $2,319 (change assumption)
    Mortgage ($1,863) + Fees ($137) + Taxes in 2024 ($319)


    Taxes:$3,831

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 107 DELLWOOD DR, KISSIMMEE, FL 34744

    $329,900358 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


  • 3011 PALERMO ROSE WAY, KISSIMMEE, FL 34746

    $309,90013 Days on yellowkey   MLS ID: O6416280

    For Sale O6416280 - 3011 PALERMO ROSE WAY, KISSIMMEE, FL 34746 1 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1597
       Built: 2005
    Monthly Fee: $14
       Tax: $6,852 (2025)
    Community: Concorde Estates Ph 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,283 (change assumption)
    Mortgage ($1,698) + Fees ($14) + Taxes in 2025 ($571)


    Taxes:$6,852

    Elementary School: Island Village Elementary School

    High School: Liberty High

    Tax Year: 2025

    Middle School: Horizon Middle


  • KISSIMMEE, FL 34744

    $327,000103 Days on yellowkey   MLS ID: O6388756

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

    REDUCED by $22,000 (6.3%) on 04/22/2026

    For Sale O6388756 - KISSIMMEE, FL 34744 1 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1792
       Built: 1982   Tax: $3,556 (2025)
    Community: Kissimmee Heights
    Single Family


    Estimated Monthly Payment: $2,088 (change assumption)
    Mortgage ($1,792) + Taxes in 2025 ($296)


    Taxes:$3,556

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2418 BROOKSIDE AVE, KISSIMMEE, FL 34744

    $375,00014 Days on yellowkey   MLS ID: O6415743

    For Sale O6415743 - 2418 BROOKSIDE AVE, KISSIMMEE, FL 34744 36 photos

    Bed: 4   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1807
       Built: 1979   Tax: $4,934 (2025)
    Community: Whisper Woods
    Single Family


    Estimated Monthly Payment: $2,466 (change assumption)
    Mortgage ($2,055) + Taxes in 2025 ($411)


    Taxes:$4,934

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 255 CORALWOOD CT, KISSIMMEE, FL 34743

    $350,00052 Days on yellowkey   MLS ID: O6404385

    1 Days Off yellowkey (back on 5/14/2026)

    For Sale O6404385 - 255 CORALWOOD CT, KISSIMMEE, FL 34743 23 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1396
       Built: 1997
    Monthly Fee: $59
       Tax: $4,786 (2025)
    Community: Coralwood
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,376 (change assumption)
    Mortgage ($1,918) + Fees ($59) + Taxes in 2025 ($399)


    Taxes:$4,786

    Elementary School: Ventura Elem

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Parkway Middle


  • 17 HERRING CT, KISSIMMEE, FL 34759

    $315,000322 Days on yellowkey   MLS ID: O6333693

    For Sale O6333693 - 17 HERRING CT, KISSIMMEE, FL 34759 22 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1768
       Built: 2024
    Monthly Fee: $90
       Tax: $391 (2024)
    Community: Poinciana Nbrhd 04 Village 07
    Single Family


    Estimated Monthly Payment: $1,849 (change assumption)
    Mortgage ($1,726) + Fees ($90) + Taxes in 2024 ($33)


    Taxes:$391

    Elementary School: Laurel Elementary

    High School: Haines City Senior High

    Tax Year: 2024

    Middle School: Lake Marion Creek Middle


  • 235 HIDDEN SPRINGS CIR, KISSIMMEE, FL 34743

    $379,90035 Days on yellowkey   MLS ID: O6407794

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

    For Sale O6407794 - 235 HIDDEN SPRINGS CIR, KISSIMMEE, FL 34743 50 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 1508
       Built: 1990   Tax: $4,416 (2025)
    Community: Cypress Lakes Ph 3
    Single Family


    Estimated Monthly Payment: $2,450 (change assumption)
    Mortgage ($2,082) + Taxes in 2025 ($368)


    Taxes:$4,416

    Elementary School: Ventura Elem

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Parkway Middle


  • 5550 GUAVA CT, KISSIMMEE, FL 34758

    $306,39015 Days on yellowkey   MLS ID: O6415385

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

    REDUCED by $5,000 (1.6%) on 06/10/2026

    For Sale O6415385 - 5550 GUAVA CT, KISSIMMEE, FL 34758 12 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1580
       Built: 2026
    Monthly Fee: $125

    Community: Westview 50S Gc
    Single Family


    Estimated Monthly Payment: $1,804 (change assumption)
    Mortgage ($1,679) + Fees ($125) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 916 NANCY CT, KISSIMMEE, FL 34759

    $325,000171 Days on yellowkey   MLS ID: V4946526

    REDUCED by $20,000 (5.8%) on 04/22/2026

    For Sale V4946526 - 916 NANCY CT, KISSIMMEE, FL 34759 43 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1960
       Built: 2001
    Monthly Fee: $47
       Tax: $713 (2025)
    Community: Poinciana Village 5 Nbhd 1
    Single Family


    Estimated Monthly Payment: $1,887 (change assumption)
    Mortgage ($1,781) + Fees ($47) + Taxes in 2025 ($59)


    Taxes:$713

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3078 SANGRIA ST, KISSIMMEE, FL 34744

    $390,00053 Days on yellowkey   MLS ID: O6404323

    For Sale O6404323 - 3078 SANGRIA ST, KISSIMMEE, FL 34744 30 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1770
       Built: 2017
    Monthly Fee: $160
       Tax: $7,059 (2025)
    Community: Villa Sol Village 4 Rep
    Single Family


    Estimated Monthly Payment: $2,885 (change assumption)
    Mortgage ($2,137) + Fees ($160) + Taxes in 2025 ($588)


    Taxes:$7,059

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4789 ROCKVALE DR, KISSIMMEE, FL 34758

    $314,46823 Days on yellowkey   MLS ID: S5151041

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

    For Sale S5151041 - 4789 ROCKVALE DR, KISSIMMEE, FL 34758 36 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1680
       Built: 2015
    Monthly Fee: $69
       Tax: $2,942 (2025)
    Community: Hammock Trails Ph 2B Amd Rep
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,037 (change assumption)
    Mortgage ($1,723) + Fees ($69) + Taxes in 2025 ($245)


    Taxes:$2,942

    Elementary School: Sunrise Elementary

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Horizon Middle


  • 223 MONTEREY ST, KISSIMMEE, FL 34759

    $349,90038 Days on yellowkey   MLS ID: O6408604

    0 Days Off yellowkey (back on 6/14/2026)

    REDUCED by $10,000 (2.8%) on 06/02/2026

    For Sale O6408604 - 223 MONTEREY ST, KISSIMMEE, FL 34759 29 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1827
       Built: 2006
    Monthly Fee: $276
       Tax: $5,300 (2025)
    Community: Solivita Ph 07A
    Single Family


    Estimated Monthly Payment: $2,635 (change assumption)
    Mortgage ($1,917) + Fees ($276) + Taxes in 2025 ($442)


    Taxes:$5,300

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4604 SOUTHPORT BAY DR, KISSIMMEE, FL 34759

    $329,990256 Days on yellowkey   MLS ID: S5136457

    REDUCED by $4,000 (1.2%) on 06/14/2026

    For Sale S5136457 - 4604 SOUTHPORT BAY DR, KISSIMMEE, FL 34759 32 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1402
       Built: 2017
    Monthly Fee: $29
       Tax: $4,043 (2024)
    Community: Southport Bay
    Single Family


    Estimated Monthly Payment: $2,174 (change assumption)
    Mortgage ($1,808) + Fees ($29) + Taxes in 2024 ($337)


    Taxes:$4,043

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 302 E DRURY AVE, KISSIMMEE, FL 34744

    $368,00022 Days on yellowkey   MLS ID: O6411839

    0 Days Off yellowkey (back on 6/8/2026)

    For Sale O6411839 - 302 E DRURY AVE, KISSIMMEE, FL 34744 42 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1528
       Built: 1950   Tax: $778 (2025)
    Community: Cape Breeze
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,081 (change assumption)
    Mortgage ($2,016) + Taxes in 2025 ($65)


    Taxes:$778

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4805 KINGSTON CIR, KISSIMMEE, FL 34746

    $364,90056 Days on yellowkey   MLS ID: TB8502258

    REDUCED by $10,100 (2.7%) on 06/10/2026

    For Sale TB8502258 - 4805 KINGSTON CIR, KISSIMMEE, FL 34746 38 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1381
       Built: 1990
    Monthly Fee: $38
       Tax: $4,766 (2025)
    Community: Montego Bay
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $2,435 (change assumption)
    Mortgage ($1,999) + Fees ($38) + Taxes in 2025 ($397)


    Taxes:$4,766

    Elementary School: Island Village Elementary School

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Celebration K-8






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.