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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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  • 3236 WHOOPING CRANE RUN, KISSIMMEE, FL 34741

    $359,90027 Days on yellowkey   MLS ID: TB8512342

    2 Days Off yellowkey (back on 6/22/2026)

    For Sale TB8512342 - 3236 WHOOPING CRANE RUN, KISSIMMEE, FL 34741 7 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1498
       Built: 1999
    Monthly Fee: $57
       Tax: $4,936 (2025)
    Community: Cranes Cove Ph 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,440 (change assumption)
    Mortgage ($1,972) + Fees ($57) + Taxes in 2025 ($411)


    Taxes:$4,936

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 304 COCOA CT, KISSIMMEE, FL 34758

    $329,000179 Days on yellowkey   MLS ID: S5140659

    REDUCED by $10,500 (3.1%) on 06/22/2026

    For Sale S5140659 - 304 COCOA CT, KISSIMMEE, FL 34758 12 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2844
       Built: 2003
    Monthly Fee: $21
       Tax: $5,141 (2024)
    Community: Poinciana Village 1 Nbhd 1 North
    Single Family


    Estimated Monthly Payment: $2,252 (change assumption)
    Mortgage ($1,803) + Fees ($21) + Taxes in 2024 ($428)


    Taxes:$5,141

    Elementary School: Deerwood Elem (Osceola Cty)

    High School: Poinciana High School

    Tax Year: 2024

    Middle School: Discovery Intermediate


  • 121 S ROMA WAY, KISSIMMEE, FL 34746

    $340,00021 Days on yellowkey   MLS ID: R4911375

    REDUCED by $10,000 (2.9%) on 06/22/2026

    For Sale R4911375 - 121 S ROMA WAY, KISSIMMEE, FL 34746 16 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1740
       Built: 2001
    Monthly Fee: $5
       Tax: $5,082 (2025)
    Community: Indian Point Ph 7
    Single Family


    Estimated Monthly Payment: $2,291 (change assumption)
    Mortgage ($1,863) + Fees ($5) + Taxes in 2025 ($424)


    Taxes:$5,082

    Elementary School: Central Avenue Elem

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 931 VAN LOON CT, KISSIMMEE, FL 34758

    $305,00020 Days on yellowkey   MLS ID: O6413694

    REDUCED by $5,000 (1.6%) on 06/22/2026

    For Sale O6413694 - 931 VAN LOON CT, KISSIMMEE, FL 34758 66 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1609
       Built: 2004
    Monthly Fee: $100
       Tax: $4,068 (2025)
    Community: Poinciana Village 2 Nbhd 1
    Single Family


    Estimated Monthly Payment: $2,110 (change assumption)
    Mortgage ($1,671) + Fees ($100) + Taxes in 2025 ($339)


    Taxes:$4,068

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2605 SUNNINGDALE DR, KISSIMMEE, FL 34746

    $369,9008 Days on yellowkey   MLS ID: O6417514

    For Sale O6417514 - 2605 SUNNINGDALE DR, KISSIMMEE, FL 34746 43 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1945
       Built: 2007
    Monthly Fee: $60
       Tax: $1,632 (2025)
    Community: Eagle Lake Ph 3
    Single Family


    Estimated Monthly Payment: $2,223 (change assumption)
    Mortgage ($2,027) + Fees ($60) + Taxes in 2025 ($136)


    Taxes:$1,632

    Elementary School: Reedy Creek Elem (K 5)

    High School: Liberty High

    Tax Year: 2025

    Middle School: Bellalago Charter Academy (K-8)


  • 2320 SANTA ANA ST, KISSIMMEE, FL 34743

    $344,75047 Days on yellowkey   MLS ID: O6406401

    REDUCED by $250 (0.1%) on 06/13/2026

    For Sale O6406401 - 2320 SANTA ANA ST, KISSIMMEE, FL 34743 31 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1198
       Built: 1994
    Monthly Fee: $29
       Tax: $1,030 (2025)
    Community: Monterey Village Ph 1 Unit 1
    Single Family


    Estimated Monthly Payment: $2,004 (change assumption)
    Mortgage ($1,889) + Fees ($29) + Taxes in 2025 ($86)


    Taxes:$1,030

    Elementary School: Cypress Elem (K 6)

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Denn John Middle


  • 2805 EAGLE CLAW CT, KISSIMMEE, FL 34746

    $368,0003 Days on yellowkey   MLS ID: O6418759

    For Sale O6418759 - 2805 EAGLE CLAW CT, KISSIMMEE, FL 34746 38 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2130
       Built: 2005
    Monthly Fee: $175
       Tax: $5,987 (2025)
    Community: Eagles Nest At The Oaks
    Single Family


    Estimated Monthly Payment: $2,690 (change assumption)
    Mortgage ($2,016) + Fees ($175) + Taxes in 2025 ($499)


    Taxes:$5,987

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5609 MORANT BAY PATH, KISSIMMEE, FL 34758

    $301,42069 Days on yellowkey   MLS ID: O6399930

    REDUCED by $5,000 (1.6%) on 06/22/2026

    For Sale O6399930 - 5609 MORANT BAY PATH, KISSIMMEE, FL 34758 28 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1424
       Built: 2026
    Monthly Fee: $125

    Community: Westview 45S Gc
    Single Family


    Estimated Monthly Payment: $1,777 (change assumption)
    Mortgage ($1,652) + Fees ($125) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1637 LOXLEY TRL, KISSIMMEE, FL 34746

    $397,25635 Days on yellowkey   MLS ID: O6409450

    INCREASED by $500 (0.1%) on 06/22/2026

    For Sale O6409450 - 1637 LOXLEY TRL, KISSIMMEE, FL 34746 20 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1936
       Built: 2026
    Monthly Fee: $88

    Community: Knightsbridge 50S
    Single Family


    Estimated Monthly Payment: $2,265 (change assumption)
    Mortgage ($2,177) + Fees ($88) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Reedy Creek Elem (K 5)

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Horizon Middle


  • 5588 DENNERY BAY RD, KISSIMMEE, FL 34758

    $387,28021 Days on yellowkey   MLS ID: O6413445

    REDUCED by $5,000 (1.3%) on 06/22/2026

    For Sale O6413445 - 5588 DENNERY BAY RD, KISSIMMEE, FL 34758 39 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2175
       Built: 2026
    Monthly Fee: $125

    Community: Westview 50S Gc
    Single Family


    Estimated Monthly Payment: $2,247 (change assumption)
    Mortgage ($2,122) + Fees ($125) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5591 MORANT BAY PATH, KISSIMMEE, FL 34758

    $311,54063 Days on yellowkey   MLS ID: O6401432

    REDUCED by $5,000 (1.6%) on 06/22/2026

    For Sale O6401432 - 5591 MORANT BAY PATH, KISSIMMEE, FL 34758 11 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1600
       Built: 2025
    Monthly Fee: $125

    Community: Westview 45S Gc
    Single Family


    Estimated Monthly Payment: $1,832 (change assumption)
    Mortgage ($1,707) + Fees ($125) + Taxes in 2024 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 478 BALBOA DR, KISSIMMEE, FL 34759

    $359,00032 Days on yellowkey   MLS ID: S5150443

    For Sale S5150443 - 478 BALBOA DR, KISSIMMEE, FL 34759 77 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2038
       Built: 2002
    Monthly Fee: $276
       Tax: $3,328 (2025)
    Community: Solivita
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,520 (change assumption)
    Mortgage ($1,967) + Fees ($276) + Taxes in 2025 ($277)


    Taxes:$3,328

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 591 HIGHLANDS HAMMOCK DRIVE, KISSIMMEE, FL 34759

    $375,000200 Days on yellowkey   MLS ID: S5139546

    REDUCED by $4,900 (1.3%) on 06/22/2026

    For Sale S5139546 - 591 HIGHLANDS HAMMOCK DRIVE, KISSIMMEE, FL 34759 57 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2078
       Built: 2004
    Monthly Fee: $276
       Tax: $3,501 (2025)
    Community: Solivita
    Single Family


    Estimated Monthly Payment: $2,623 (change assumption)
    Mortgage ($2,055) + Fees ($276) + Taxes in 2025 ($292)


    Taxes:$3,501

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 628 N DELMONTE CT, KISSIMMEE, FL 34758

    $320,0009 Days on yellowkey   MLS ID: O6416999

    For Sale O6416999 - 628 N DELMONTE CT, KISSIMMEE, FL 34758 44 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1890
       Built: 1989
    Monthly Fee: $100
       Tax: $4,094 (2025)
    Community: Poinciana Village 1 Nbhd 1 South
    Single Family


    Estimated Monthly Payment: $2,195 (change assumption)
    Mortgage ($1,753) + Fees ($100) + Taxes in 2025 ($341)


    Taxes:$4,094

    Elementary School: Koa Elementary

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 815 SAVONA PL, KISSIMMEE, FL 34758

    $350,00022 Days on yellowkey   MLS ID: S5151007

    For Sale S5151007 - 815 SAVONA PL, KISSIMMEE, FL 34758 36 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2412
       Built: 2022
    Monthly Fee: $100
       Tax: $5,138 (2025)
    Community: Poinciana Village 2 Nbhd 1
    Single Family


    Estimated Monthly Payment: $2,446 (change assumption)
    Mortgage ($1,918) + Fees ($100) + Taxes in 2025 ($428)


    Taxes:$5,138

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2093 WALNUT CREEK DR, KISSIMMEE, FL 34744

    $398,990107 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


  • 145 THORNBURY DR, KISSIMMEE, FL 34744

    $379,9006 Days on yellowkey   MLS ID: S5152081

    For Sale S5152081 - 145 THORNBURY DR, KISSIMMEE, FL 34744 37 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1766
       Built: 2002
    Monthly Fee: $14
       Tax: $4,226 (2025)
    Community: Remington Prcl H Ph 2
    Single Family


    Estimated Monthly Payment: $2,448 (change assumption)
    Mortgage ($2,082) + Fees ($14) + Taxes in 2025 ($352)


    Taxes:$4,226

    Elementary School: Partin Settlement Elem

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 3629 NORTHWOODS DR, KISSIMMEE, FL 34746

    $350,00070 Days on yellowkey   MLS ID: O6399299

    REDUCED by $5,000 (1.4%) on 06/11/2026

    For Sale O6399299 - 3629 NORTHWOODS DR, KISSIMMEE, FL 34746 37 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2170
       Built: 2005
    Monthly Fee: $159
       Tax: $5,632 (2025)
    Community: Bellalago Ph 3M
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,546 (change assumption)
    Mortgage ($1,918) + Fees ($159) + Taxes in 2025 ($469)


    Taxes:$5,632

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4121 CANNON CT, KISSIMMEE, FL 34746

    $315,00020 Days on yellowkey   MLS ID: O6411696

    REDUCED by $4,900 (1.5%) on 06/22/2026

    For Sale O6411696 - 4121 CANNON CT, KISSIMMEE, FL 34746 40 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1436
       Built: 1998
    Monthly Fee: $33
       Tax: $4,195 (2025)
    Community: Wilderness Ph 3 The
    Single Family


    Estimated Monthly Payment: $2,109 (change assumption)
    Mortgage ($1,726) + Fees ($33) + Taxes in 2025 ($350)


    Taxes:$4,195

    Elementary School: Chestnut Elem

    High School: Liberty High

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 5597 MORANT BAY PATH, KISSIMMEE, FL 34758

    $335,65069 Days on yellowkey   MLS ID: O6399924

    3 Days Off yellowkey (back on 6/22/2026)

    INCREASED by $5,000 (1.5%) on 06/16/2026

    For Sale O6399924 - 5597 MORANT BAY PATH, KISSIMMEE, FL 34758 12 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1910
       Built: 2026
    Monthly Fee: $125

    Community: Westview 45S Gc
    Single Family


    Estimated Monthly Payment: $1,964 (change assumption)
    Mortgage ($1,839) + Fees ($125) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None






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.