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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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  • 2416 CONDADO CT, KISSIMMEE, FL 34743

    $340,0003 Days on yellowkey   MLS ID: O6403808

    For Sale O6403808 - 2416 CONDADO CT, KISSIMMEE, FL 34743 18 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1102
       Built: 1995
    Monthly Fee: $25
       Tax: $874 (2025)
    Community: Monterey Village Ph 1 Unit 2
    Single Family


    Estimated Monthly Payment: $1,961 (change assumption)
    Mortgage ($1,863) + Fees ($25) + Taxes in 2025 ($73)


    Taxes:$874

    Elementary School: Cypress Elem (K 6)

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Denn John Middle


  • 1905 MAGICAL LN, KISSIMMEE, FL 34744

    $390,0003 Days on yellowkey   MLS ID: O6403327

    For Sale O6403327 - 1905 MAGICAL LN, KISSIMMEE, FL 34744 34 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1790
       Built: 2005
    Monthly Fee: $63
       Tax: $4,388 (2025)
    Community: Magic Landings Ph 2
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $2,566 (change assumption)
    Mortgage ($2,137) + Fees ($63) + Taxes in 2025 ($366)


    Taxes:$4,388

    Elementary School: Mill Creek Elem (K 5)

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Denn John Middle


  • 1715 HAPPINESS ROW, KISSIMMEE, FL 34744

    $399,00088 Days on yellowkey   MLS ID: S5142449

    For Sale S5142449 - 1715 HAPPINESS ROW, KISSIMMEE, FL 34744 52 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2044
       Built: 2022
    Monthly Fee: $10
       Tax: $6,675 (2025)
    Community: Tohoqua Ph 2
    Single Family


    Estimated Monthly Payment: $2,753 (change assumption)
    Mortgage ($2,186) + Fees ($10) + Taxes in 2025 ($556)


    Taxes:$6,675

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3039 SANGRIA ST, KISSIMMEE, FL 34743

    $393,750173 Days on yellowkey   MLS ID: O6359790

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

    For Sale O6359790 - 3039 SANGRIA ST, KISSIMMEE, FL 34743 42 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1828
       Built: 2016
    Monthly Fee: $163
       Tax: $6,927 (2025)
    Community: Villa Sol Village 4
    Single Family


    Estimated Monthly Payment: $2,898 (change assumption)
    Mortgage ($2,157) + Fees ($163) + Taxes in 2025 ($577)


    Taxes:$6,927

    Elementary School: East Lake Elementary-OS

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 2352 WHITE POPPY DR, KISSIMMEE, FL 34747

    $364,9007 Days on yellowkey   MLS ID: O6402216

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

    For Sale O6402216 - 2352 WHITE POPPY DR, KISSIMMEE, FL 34747 20 photos

    Bed: 4   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1846
       Built: 2019
    Monthly Fee: $129
       Tax: $4,406 (2025)
    Community: Murano At Westside Ph 2
    Single Family


    Estimated Monthly Payment: $2,496 (change assumption)
    Mortgage ($1,999) + Fees ($129) + Taxes in 2025 ($367)


    Taxes:$4,406

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: West Side


  • 1150 LIBERTY HALL DR, KISSIMMEE, FL 34746

    $360,0001113 Days on yellowkey   MLS ID: S5083649

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

    For Sale S5083649 - 1150 LIBERTY HALL DR, KISSIMMEE, FL 34746 49 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1822
       Built: 2003
    Monthly Fee: $38
       Tax: $4,656 (2024)
    Community: Liberty Vlg Ph 1
    Single Family


    Estimated Monthly Payment: $2,399 (change assumption)
    Mortgage ($1,973) + Fees ($38) + Taxes in 2024 ($388)


    Taxes:$4,656

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 591 HIGHLANDS HAMMOCK DRIVE, KISSIMMEE, FL 34759

    $384,500149 Days on yellowkey   MLS ID: S5139546

    For Sale S5139546 - 591 HIGHLANDS HAMMOCK DRIVE, KISSIMMEE, FL 34759 60 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: $2,675 (change assumption)
    Mortgage ($2,107) + Fees ($276) + Taxes in 2025 ($292)


    Taxes:$3,501

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1106 NAJAC LN, KISSIMMEE, FL 34759

    $323,99084 Days on yellowkey   MLS ID: O6380987

    For Sale O6380987 - 1106 NAJAC LN, KISSIMMEE, FL 34759 12 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1328
       Built: 2025
    Monthly Fee: $82
       Tax: $734 (2025)
    Community: Poinciana Village 5 Nbhd 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,918 (change assumption)
    Mortgage ($1,775) + Fees ($82) + Taxes in 2025 ($61)


    Taxes:$734

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 303 BACCARAT CT, KISSIMMEE, FL 34759

    $352,00087 Days on yellowkey   MLS ID: S5143184

    REDUCED by $3,000 (0.8%) on 05/01/2026

    For Sale S5143184 - 303 BACCARAT CT, KISSIMMEE, FL 34759 34 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2236
       Built: 2003
    Monthly Fee: $100
       Tax: $1,376 (2025)
    Community: Lot 15 Poinciana Neighborhood 1, Village 5
    Single Family


    Estimated Monthly Payment: $2,143 (change assumption)
    Mortgage ($1,929) + Fees ($100) + Taxes in 2025 ($115)


    Taxes:$1,376

    Elementary School: Deerwood Elem (Osceola Cty)

    High School: Liberty High

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 7624 SAND PIERRE CT, KISSIMMEE, FL 34747

    $349,50025 Days on yellowkey   MLS ID: S5147125

    For Sale S5147125 - 7624 SAND PIERRE CT, KISSIMMEE, FL 34747 52 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1437
       Built: 2022
    Monthly Fee: $480
       Tax: $8,091 (2025)
    Community: Four Seasons At Orlando Pb 3B & 4A
    Single Family


    Estimated Monthly Payment: $3,069 (change assumption)
    Mortgage ($1,915) + Fees ($480) + Taxes in 2025 ($674)


    Taxes:$8,091

    Elementary School: Island Village Elementary School

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Celebration K-8


  • 5443 ISLA SAONA DR, KISSIMMEE, FL 34758

    $361,99421 Days on yellowkey   MLS ID: O6398719

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

    For Sale O6398719 - 5443 ISLA SAONA DR, KISSIMMEE, FL 34758 20 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1813
       Built: 2026
    Monthly Fee: $50

    Community: Westview
    Single Family


    Estimated Monthly Payment: $2,033 (change assumption)
    Mortgage ($1,983) + Fees ($50) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Koa Elementary

    High School: Liberty High

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 5316 CORAL VINE LN, KISSIMMEE, FL 34758

    $365,00025 Days on yellowkey   MLS ID: O6396648

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

    For Sale O6396648 - 5316 CORAL VINE LN, KISSIMMEE, FL 34758 47 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2384
       Built: 2001   Tax: $3,566 (2025)
    Community: Dahlia Reserve At Crescent Lakes
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,297 (change assumption)
    Mortgage ($2,000) + Taxes in 2025 ($297)


    Taxes:$3,566

    Elementary School: Reedy Creek Elem (K 5)

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Horizon Middle


  • 181 INDIAN WELLS AVE, KISSIMMEE, FL 34759

    $399,00017 Days on yellowkey   MLS ID: S5147581

    For Sale S5147581 - 181 INDIAN WELLS AVE, KISSIMMEE, FL 34759 49 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2211
       Built: 2007
    Monthly Fee: $441
       Tax: $4,024 (2025)
    Community: Solivita Ph 07B2
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $2,963 (change assumption)
    Mortgage ($2,186) + Fees ($441) + Taxes in 2025 ($335)


    Taxes:$4,024

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1211 LEHIGH ST, KISSIMMEE, FL 34744

    $369,90028 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


  • 2727 EAGLE CLIFF DR, KISSIMMEE, FL 34746

    $379,90039 Days on yellowkey   MLS ID: O6393508

    REDUCED by $5,000 (1.3%) on 05/01/2026

    For Sale O6393508 - 2727 EAGLE CLIFF DR, KISSIMMEE, FL 34746 25 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2422
       Built: 2010
    Monthly Fee: $75
       Tax: $5,707 (2025)
    Community: Eagle Lake Ph 3
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,632 (change assumption)
    Mortgage ($2,082) + Fees ($75) + Taxes in 2025 ($476)


    Taxes:$5,707

    Elementary School: Pleasant Hill Elem

    High School: Liberty High

    Tax Year: 2025

    Middle School: Horizon Middle


  • 1950 ANCESTRY TRL, KISSIMMEE, FL 34746

    $315,00011 Days on yellowkey   MLS ID: TB8500622

    For Sale TB8500622 - 1950 ANCESTRY TRL, KISSIMMEE, FL 34746 26 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1260
       Built: 2020
    Monthly Fee: $155
       Tax: $5,876 (2025)
    Community: Storey Creek Ph 2A
    Single Family


    Estimated Monthly Payment: $2,371 (change assumption)
    Mortgage ($1,726) + Fees ($155) + Taxes in 2025 ($490)


    Taxes:$5,876

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3267 BREWSTER DR, KISSIMMEE, FL 34743

    $360,0008 Days on yellowkey   MLS ID: S5148596

    For Sale S5148596 - 3267 BREWSTER DR, KISSIMMEE, FL 34743 20 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1778
       Built: 1994
    Monthly Fee: $31
       Tax: $4,789 (2025)
    Community: Quail Ridge Ph 1
    Single Family


    Estimated Monthly Payment: $2,403 (change assumption)
    Mortgage ($1,973) + Fees ($31) + Taxes in 2025 ($399)


    Taxes:$4,789

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3058 PIRATE WAY, KISSIMMEE, FL 34747

    $375,00033 Days on yellowkey   MLS ID: O6394128

    SHORT SALE O6394128 - 3058 PIRATE WAY, KISSIMMEE, FL 34747 61 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 1305
       Built: 2018
    Monthly Fee: $468
       Tax: $9,460 (2025)
    Community: Rolling Oaks Ph 5
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,311 (change assumption)
    Mortgage ($2,055) + Fees ($468) + Taxes in 2025 ($788)


    Taxes:$9,460

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: West Side


  • 208 APPLEWOOD CT, KISSIMMEE, FL 34743

    $344,90019 Days on yellowkey   MLS ID: O6392679

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

    For Sale O6392679 - 208 APPLEWOOD CT, KISSIMMEE, FL 34743 18 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1159
       Built: 1989   Tax: $4,321 (2025)
    Community: Bvl Unit 10 1St Add Buenaventura Lakes
    Single Family


    Estimated Monthly Payment: $2,250 (change assumption)
    Mortgage ($1,890) + Taxes in 2025 ($360)


    Taxes:$4,321

    Elementary School: Ventura Elem

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Parkway Middle


  • 4820 ROCKVALE DR, KISSIMMEE, FL 34758

    $312,500115 Days on yellowkey   MLS ID: TB8461639

    REDUCED by $7,400 (2.3%) on 05/01/2026

    For Sale TB8461639 - 4820 ROCKVALE DR, KISSIMMEE, FL 34758 28 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1662
       Built: 2016
    Monthly Fee: $67
       Tax: $4,915 (2025)
    Community: Hammock Trails Ph 2B Amd Rep
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,189 (change assumption)
    Mortgage ($1,712) + Fees ($67) + Taxes in 2025 ($410)


    Taxes:$4,915

    Elementary School: Sunrise Elementary

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Horizon Middle






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.