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Displaying: For Sale

Location: Kissimmee

Property Type(s): Single Family

Price: $300,000 to $399,000

Kissimmee - 519 properties found

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  • 1118 DARTFORD DR, KISSIMMEE, FL 34758

    $375,000100 Days on yellowkey   MLS ID: O6375904

    For Sale O6375904 - 1118 DARTFORD DR, KISSIMMEE, FL 34758 39 photos

    Bed: 5   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2854
       Built: 2006
    Monthly Fee: $90
       Tax: $3,657 (2025)
    Community: Poinciana Village 2 Nbhd 1
    Single Family


    Estimated Monthly Payment: $2,449 (change assumption)
    Mortgage ($2,055) + Fees ($90) + Taxes in 2025 ($305)


    Taxes:$3,657

    Elementary School: Deerwood Elem (Osceola Cty)

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 1433 RIVERBOAT DR, KISSIMMEE, FL 34744

    $380,000200 Days on yellowkey   MLS ID: G5103345

    INCREASED by $5,000 (1.3%) on 04/15/2026

    For Sale G5103345 - 1433 RIVERBOAT DR, KISSIMMEE, FL 34744 44 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1846
       Built: 2021
    Monthly Fee: $11
       Tax: $7,119 (2024)
    Community: Kindred Ph 1
    Single Family


    Estimated Monthly Payment: $2,686 (change assumption)
    Mortgage ($2,082) + Fees ($11) + Taxes in 2024 ($593)


    Taxes:$7,119

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2024

    Middle School: Neptune Middle (6-8)


  • 1395 EMERALD DR, KISSIMMEE, FL 34744

    $398,900181 Days on yellowkey   MLS ID: O6357655

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

    For Sale O6357655 - 1395 EMERALD DR, KISSIMMEE, FL 34744 79 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1760
       Built: 1991   Tax: $3,100 (2024)
    Community: Emerald Lake Colony Unit 2
    Single Family


    Estimated Monthly Payment: $2,444 (change assumption)
    Mortgage ($2,186) + Taxes in 2024 ($258)


    Taxes:$3,100

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2024

    Middle School: Neptune Middle (6-8)


  • 4341 CREEKSIDE BLVD, KISSIMMEE, FL 34746

    $349,9508 Days on yellowkey   MLS ID: O6401786

    For Sale O6401786 - 4341 CREEKSIDE BLVD, KISSIMMEE, FL 34746 31 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1243
       Built: 1994
    Monthly Fee: $29
       Tax: $4,951 (2025)
    Community: Creekside Ph 2
    Single Family


    Estimated Monthly Payment: $2,359 (change assumption)
    Mortgage ($1,917) + Fees ($29) + Taxes in 2025 ($413)


    Taxes:$4,951

    Elementary School: Central Avenue Elem

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • KISSIMMEE, FL 34746

    $379,950190 Days on yellowkey   MLS ID: O6344480

    For Sale O6344480 - KISSIMMEE, FL 34746 30 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1486
       Built: 2002
    Monthly Fee: $61
       Tax: $4,457 (2024)
    Community: Bass Lake Estates
    Single Family


    Estimated Monthly Payment: $2,514 (change assumption)
    Mortgage ($2,082) + Fees ($61) + Taxes in 2024 ($371)


    Taxes:$4,457

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 215 GARDENIA RD, KISSIMMEE, FL 34743

    $365,000147 Days on yellowkey   MLS ID: O6366081

    For Sale O6366081 - 215 GARDENIA RD, KISSIMMEE, FL 34743 28 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 1742
       Built: 1980   Tax: $1,829 (2024)
    Community: Bvl Unit 2
    Single Family


    Estimated Monthly Payment: $2,152 (change assumption)
    Mortgage ($2,000) + Taxes in 2024 ($152)


    Taxes:$1,829

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 136 CITRINE LOOP, KISSIMMEE, FL 34758

    $350,000178 Days on yellowkey   MLS ID: O6359049

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

    SHORT SALE O6359049 - 136 CITRINE LOOP, KISSIMMEE, FL 34758 28 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2091
       Built: 2023
    Monthly Fee: $100
       Tax: $5,366 (2024)
    Community: Stepping Stone Pod A Ph 2
    Single Family


    Estimated Monthly Payment: $2,465 (change assumption)
    Mortgage ($1,918) + Fees ($100) + Taxes in 2024 ($447)


    Taxes:$5,366

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 3040 PALERMO ROSE WAY, KISSIMMEE, FL 34746

    $345,000549 Days on yellowkey   MLS ID: S5114010

    0 Days Off yellowkey (back on 3/18/2026)

    For Sale S5114010 - 3040 PALERMO ROSE WAY, KISSIMMEE, FL 34746 39 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2116
       Built: 2005
    Monthly Fee: $12
       Tax: $4,556 (2025)
    Community: Concorde Estates Ph 1
    Single Family


    Estimated Monthly Payment: $2,282 (change assumption)
    Mortgage ($1,890) + Fees ($12) + Taxes in 2025 ($380)


    Taxes:$4,556

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1556 HEATHER WAY, KISSIMMEE, FL 34744

    $349,0003 Days on yellowkey   MLS ID: O6404040

    For Sale O6404040 - 1556 HEATHER WAY, KISSIMMEE, FL 34744 5 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1577
       Built: 1976   Tax: $3,121 (2025)
    Community: Heather Oaks
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,172 (change assumption)
    Mortgage ($1,912) + Taxes in 2025 ($260)


    Taxes:$3,121

    Elementary School: Mill Creek Elem (K 5)

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Denn John Middle


  • 4704 FLACK CT, KISSIMMEE, FL 34758

    $378,00021 Days on yellowkey   MLS ID: O6397609

    For Sale O6397609 - 4704 FLACK CT, KISSIMMEE, FL 34758 14 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1870
       Built: 2004
    Monthly Fee: $100
       Tax: $2,568 (2025)
    Community: Poinciana Estates Sec B
    Single Family


    Estimated Monthly Payment: $2,385 (change assumption)
    Mortgage ($2,071) + Fees ($100) + Taxes in 2025 ($214)


    Taxes:$2,568

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2911 ORANGE HAVEN WAY, KISSIMMEE, FL 34746

    $359,90048 Days on yellowkey   MLS ID: S5146027

    REDUCED by $10,000 (2.7%) on 04/22/2026

    For Sale S5146027 - 2911 ORANGE HAVEN WAY, KISSIMMEE, FL 34746 26 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1706
       Built: 2014
    Monthly Fee: $18
       Tax: $4,323 (2025)
    Community: Orangebranch Bay
    Single Family


    Estimated Monthly Payment: $2,350 (change assumption)
    Mortgage ($1,972) + Fees ($18) + Taxes in 2025 ($360)


    Taxes:$4,323

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2955 RED OAK DR, KISSIMMEE, FL 34744

    $375,0004 Days on yellowkey   MLS ID: O6401588

    For Sale O6401588 - 2955 RED OAK DR, KISSIMMEE, FL 34744 33 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1365
       Built: 1996   Tax: $1,310 (2025)
    Community: Westwood Forest
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,164 (change assumption)
    Mortgage ($2,055) + Taxes in 2025 ($109)


    Taxes:$1,310

    Elementary School: Mill Creek Elem (K 5)

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Denn John Middle


  • 271 LA PAZ DR, KISSIMMEE, FL 34743

    $316,99084 Days on yellowkey   MLS ID: S5143475

    For Sale S5143475 - 271 LA PAZ DR, KISSIMMEE, FL 34743 13 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1065
       Built: 1981   Tax: $3,704 (2025)
    Community: Bvl Unit 3
    Single Family


    Estimated Monthly Payment: $2,046 (change assumption)
    Mortgage ($1,737) + Taxes in 2025 ($309)


    Taxes:$3,704

    Elementary School: Boggy Creek Elem (K 5)

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Parkway Middle


  • 2320 PEBBLE BROOK RD, KISSIMMEE, FL 34741

    $339,900243 Days on yellowkey   MLS ID: O6341345

    REDUCED by $10,000 (2.9%) on 04/16/2026

    For Sale O6341345 - 2320 PEBBLE BROOK RD, KISSIMMEE, FL 34741 24 photos

    Bed: 3   Bath: 3.0   Gar: 1
    Liv Area Sq Ft: 1393
       Built: 1989
    Monthly Fee: $44
       Tax: $534 (2024)
    Community: Plantation
    Single Family


    Estimated Monthly Payment: $1,951 (change assumption)
    Mortgage ($1,862) + Fees ($44) + Taxes in 2024 ($45)


    Taxes:$534

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2808 EAGLE CLAW CT, KISSIMMEE, FL 34746

    $339,90055 Days on yellowkey   MLS ID: O6389608

    REDUCED by $5,000 (1.4%) on 04/22/2026

    For Sale O6389608 - 2808 EAGLE CLAW CT, KISSIMMEE, FL 34746 57 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2005
       Built: 2004
    Monthly Fee: $175
       Tax: $3,460 (2025)
    Community: Eagles Nest At The Oaks
    Single Family


    Estimated Monthly Payment: $2,326 (change assumption)
    Mortgage ($1,862) + Fees ($175) + Taxes in 2025 ($288)


    Taxes:$3,460

    Elementary School: Pleasant Hill Elem

    High School: Liberty High

    Tax Year: 2025

    Middle School: Horizon Middle


  • 114 FLORAL DR, KISSIMMEE, FL 34743

    $349,90082 Days on yellowkey   MLS ID: TB8475184

    3 Days Off yellowkey (back on 2/23/2026)

    For Sale TB8475184 - 114 FLORAL DR, KISSIMMEE, FL 34743 7 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 1303
       Built: 1975   Tax: $3,423 (2025)
    Community: Bvl Unit 3
    Single Family


    Estimated Monthly Payment: $2,203 (change assumption)
    Mortgage ($1,917) + Taxes in 2025 ($285)


    Taxes:$3,423

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2513 HIGHLAND AVE, KISSIMMEE, FL 34741

    $300,00024 Days on yellowkey   MLS ID: O6397907

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

    For Sale O6397907 - 2513 HIGHLAND AVE, KISSIMMEE, FL 34741 45 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1450
       Built: 1959   Tax: $3,615 (2025)
    Community: Kissimmee Highlands 1St Add
    Single Family


    Estimated Monthly Payment: $1,945 (change assumption)
    Mortgage ($1,644) + Taxes in 2025 ($301)


    Taxes:$3,615

    Elementary School: Highlands Elem

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Denn John Middle


  • 106 BONITO WAY, KISSIMMEE, FL 34759

    $337,0003 Days on yellowkey   MLS ID: S5148835

    For Sale S5148835 - 106 BONITO WAY, KISSIMMEE, FL 34759 37 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2644
       Built: 2006
    Monthly Fee: $100
       Tax: $4,662 (2025)
    Community: Poinciana Nbrhd 04 Village 07
    Single Family


    Estimated Monthly Payment: $2,335 (change assumption)
    Mortgage ($1,847) + Fees ($100) + Taxes in 2025 ($389)


    Taxes:$4,662

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 685 LINCOLN ST, KISSIMMEE, FL 34741

    $375,0003 Days on yellowkey   MLS ID: S5149060

    For Sale S5149060 - 685 LINCOLN ST, KISSIMMEE, FL 34741 19 photos

    Bed: 4   Bath: 3.5   Gar: 1
    Liv Area Sq Ft: 1971
       Built: 2026   Tax: $871 (2025)
    Community: Woodall & Doyles
    Single Family


    Estimated Monthly Payment: $2,127 (change assumption)
    Mortgage ($2,055) + Taxes in 2025 ($73)


    Taxes:$871

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4347 SUNNY CREEK PL, KISSIMMEE, FL 34746

    $318,9973 Days on yellowkey   MLS ID: O6404148

    For Sale O6404148 - 4347 SUNNY CREEK PL, KISSIMMEE, FL 34746 39 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1260
       Built: 2020
    Monthly Fee: $165
       Tax: $4,921 (2024)
    Community: Storey Creek Ph 2A
    Single Family


    Estimated Monthly Payment: $2,323 (change assumption)
    Mortgage ($1,748) + Fees ($165) + Taxes in 2024 ($410)


    Taxes:$4,921

    Elementary School: None

    High School: None

    Tax Year: 2024

    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.