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Homes for Sale Near Liberty High in Kissimmee - 177 homes

Liberty High is an High School in Osceola County. Find homes for sale close to Liberty High. Our REALTORS® can assist you in your search for Liberty High, Kissimmee nearby homes.

Location: Kissimmee

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  • 2827 SHADOW WOOD CT, KISSIMMEE, FL 34746

    $524,990Listed 06/04/2026 12:07PM   MLS ID: O6413557

    For Sale O6413557 - 2827 SHADOW WOOD CT, KISSIMMEE, FL 34746 50 photos

    Bed: 3   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 2736
       Built: 1987
    Monthly Fee: $31
       Tax: $2,589 (2025)
    Community: Pleasant Hill Lakes Unit 9
    Single Family


    Estimated Monthly Payment: $3,123 (change assumption)
    Mortgage ($2,877) + Fees ($31) + Taxes in 2025 ($216)


    Taxes:$2,589

    Elementary School: Bellalago Charter Academy (K-8)

    High School: Liberty High

    Tax Year: 2025

    Middle School: Bellalago Charter Academy (K-8)


  • 5455 ISLA SAONA DR, KISSIMMEE, FL 34758

    $378,784Listed 06/04/2026 9:42AM   MLS ID: O6413719

    For Sale O6413719 - 5455 ISLA SAONA DR, KISSIMMEE, FL 34758 21 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2075
       Built: 2026
    Monthly Fee: $50

    Community: Westview
    Single Family


    Estimated Monthly Payment: $2,125 (change assumption)
    Mortgage ($2,075) + Fees ($50) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Koa Elementary

    High School: Liberty High

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 4121 CANNON CT, KISSIMMEE, FL 34746

    $319,900Listed 06/04/2026 10:36AM   MLS ID: O6411696

    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: $2,135 (change assumption)
    Mortgage ($1,753) + Fees ($33) + Taxes in 2025 ($350)


    Taxes:$4,195

    Elementary School: Chestnut Elem

    High School: Liberty High

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 3684 CIRCLE HOOK ST, KISSIMMEE, FL 34746

    $279,90031 Days on yellowkey   MLS ID: O6404504

    For Sale O6404504 - 3684 CIRCLE HOOK ST, KISSIMMEE, FL 34746 34 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1552
       Built: 2023
    Monthly Fee: $484
       Tax: $4,435 (2025)
    Community: Bellalago Pod G Twnhms
    Spa: No

    Townhouse


    Estimated Monthly Payment: $2,387 (change assumption)
    Mortgage ($1,534) + Fees ($484) + Taxes in 2025 ($370)


    Taxes:$4,435

    Elementary School: Bellalago Charter Academy (K-8)

    High School: Liberty High

    Tax Year: 2025

    Middle School: Bellalago Charter Academy (K-8)


  • 3194 WINDMILL POINT BLVD, KISSIMMEE, FL 34746

    $362,00054 Days on yellowkey   MLS ID: O6398410

    REDUCED by $3,000 (0.8%) on 06/04/2026

    For Sale O6398410 - 3194 WINDMILL POINT BLVD, KISSIMMEE, FL 34746 33 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1328
       Built: 1999
    Monthly Fee: $23
       Tax: $4,329 (2024)
    Community: Windmill Point Unit 3B
    Single Family


    Estimated Monthly Payment: $2,367 (change assumption)
    Mortgage ($1,984) + Fees ($23) + Taxes in 2024 ($361)


    Taxes:$4,329

    Elementary School: Pleasant Hill Elem

    High School: Liberty High

    Tax Year: 2024

    Middle School: Horizon Middle


  • 3978 BLOSSOM DEW DR, KISSIMMEE, FL 34746

    $518,000202 Days on yellowkey   MLS ID: O6350333

    0 Days Off yellowkey (back on 3/31/2026)

    For Sale O6350333 - 3978 BLOSSOM DEW DR, KISSIMMEE, FL 34746 65 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3342
       Built: 2007
    Monthly Fee: $112
       Tax: $5,942 (2025)
    Community: Orangebranch Bay
    Single Family


    Estimated Monthly Payment: $3,445 (change assumption)
    Mortgage ($2,838) + Fees ($112) + Taxes in 2025 ($495)


    Taxes:$5,942

    Elementary School: Bellalago Charter Academy (K-8)

    High School: Liberty High

    Tax Year: 2025

    Middle School: Bellalago Charter Academy (K-8)


  • 1111 CHICHESTER CT, KISSIMMEE, FL 34758

    $299,99074 Days on yellowkey   MLS ID: O6392231

    1 Days Off yellowkey (back on 4/28/2026)

    For Sale O6392231 - 1111 CHICHESTER CT, KISSIMMEE, FL 34758 34 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2204
       Built: 2004
    Monthly Fee: $100
       Tax: $4,340 (2025)
    Community: Poinciana Village 2 Nbhd 1
    Single Family


    Estimated Monthly Payment: $2,105 (change assumption)
    Mortgage ($1,644) + Fees ($100) + Taxes in 2025 ($362)


    Taxes:$4,340

    Elementary School: Deerwood Elem (Osceola Cty)

    High School: Liberty High

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 5441 CROWN POINT RD, KISSIMMEE, FL 34758

    $362,8291 Day on yellowkey   MLS ID: O6413061

    For Sale O6413061 - 5441 CROWN POINT RD, KISSIMMEE, FL 34758 33 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2271
       Built: 2026
    Monthly Fee: $75

    Community: Westview
    Single Family


    Estimated Monthly Payment: $2,063 (change assumption)
    Mortgage ($1,988) + Fees ($75) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Koa Elementary

    High School: Liberty High

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 381 ALDERSHOT CT, KISSIMMEE, FL 34758

    $295,00040 Days on yellowkey   MLS ID: O6402323

    REDUCED by $50,000 (14.5%) on 06/04/2026

    For Sale O6402323 - 381 ALDERSHOT CT, KISSIMMEE, FL 34758 5 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2763
       Built: 2002
    Monthly Fee: $100
       Tax: $5,085 (2025)
    Community: Poinciana Village 2 Nbhd 3
    Single Family


    Estimated Monthly Payment: $2,140 (change assumption)
    Mortgage ($1,616) + Fees ($100) + Taxes in 2025 ($424)


    Taxes:$5,085

    Elementary School: Deerwood Elem (Osceola Cty)

    High School: Liberty High

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 2591 SUMMERLAND WAY, KISSIMMEE, FL 34746

    $334,90065 Days on yellowkey   MLS ID: O6395527

    For Sale O6395527 - 2591 SUMMERLAND WAY, KISSIMMEE, FL 34746 68 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1556
       Built: 2004
    Monthly Fee: $205
       Tax: $4,440 (2025)
    Community: Bellalago
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,410 (change assumption)
    Mortgage ($1,835) + Fees ($205) + Taxes in 2025 ($370)


    Taxes:$4,440

    Elementary School: Bellalago Charter Academy (K-8)

    High School: Liberty High

    Tax Year: 2025

    Middle School: Bellalago Charter Academy (K-8)


  • 1831 WINDWARD OAKS CT, KISSIMMEE, FL 34746

    $569,990106 Days on yellowkey   MLS ID: O6383771

    REDUCED by $19,510 (3.3%) on 04/29/2026

    For Sale O6383771 - 1831 WINDWARD OAKS CT, KISSIMMEE, FL 34746 48 photos

    Bed: 5   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2813
       Built: 2004
    Monthly Fee: $205
       Tax: $6,177 (2025)
    Community: Bellalago
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,843 (change assumption)
    Mortgage ($3,123) + Fees ($205) + Taxes in 2025 ($515)


    Taxes:$6,177

    Elementary School: Bellalago Charter Academy (K-8)

    High School: Liberty High

    Tax Year: 2025

    Middle School: Bellalago Charter Academy (K-8)


  • 2000 GOBLET COVE ST, KISSIMMEE, FL 34746

    $425,00056 Days on yellowkey   MLS ID: S5147557

    For Sale S5147557 - 2000 GOBLET COVE ST, KISSIMMEE, FL 34746 70 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2050
       Built: 2023
    Monthly Fee: $364
       Tax: $5,309 (2025)
    Community: Bellalago Ph 5J Sec 3
    Single Family


    Estimated Monthly Payment: $3,135 (change assumption)
    Mortgage ($2,329) + Fees ($364) + Taxes in 2025 ($442)


    Taxes:$5,309

    Elementary School: Bellalago Charter Academy (K-8)

    High School: Liberty High

    Tax Year: 2025

    Middle School: Bellalago Charter Academy (K-8)


  • 182 BIRMINGHAM DR, KISSIMMEE, FL 34758

    $268,9009 Days on yellowkey   MLS ID: R4911296

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

    For Sale R4911296 - 182 BIRMINGHAM DR, KISSIMMEE, FL 34758 29 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1636
       Built: 1997
    Monthly Fee: $90
       Tax: $3,850 (2025)
    Community: Poinciana Village 2 Nbhd 3
    Single Family


    Estimated Monthly Payment: $1,884 (change assumption)
    Mortgage ($1,473) + Fees ($90) + Taxes in 2025 ($321)


    Taxes:$3,850

    Elementary School: Poinciana Elem

    High School: Liberty High

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 2814 OSPREY COVE PL #104, KISSIMMEE, FL 34746

    $210,000130 Days on yellowkey   MLS ID: G5106891

    For Sale G5106891 - 2814 OSPREY COVE PL #104, KISSIMMEE, FL 34746 36 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1136
       Built: 1998
    Monthly Fee: $250
       Tax: $3,316 (2025)
    Community: Osprey Cove At The Oaks Condo Ph 5
    Condo


    Estimated Monthly Payment: $1,677 (change assumption)
    Mortgage ($1,151) + Fees ($250) + Taxes in 2025 ($276)


    Taxes:$3,316

    Elementary School: Pleasant Hill Elem

    High School: Liberty High

    Tax Year: 2025

    Middle School: Horizon Middle


  • 5801 PORTICO PL, KISSIMMEE, FL 34758

    $405,00067 Days on yellowkey   MLS ID: O6394755

    REDUCED by $4,369 (1.1%) on 06/03/2026

    For Sale O6394755 - 5801 PORTICO PL, KISSIMMEE, FL 34758 45 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2138
       Built: 2026
    Monthly Fee: $50

    Community: Westview
    Single Family


    Estimated Monthly Payment: $2,269 (change assumption)
    Mortgage ($2,219) + Fees ($50) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Koa Elementary

    High School: Liberty High

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 5795 PORTICO PL, KISSIMMEE, FL 34758

    $350,00058 Days on yellowkey   MLS ID: O6397599

    REDUCED by $10,000 (2.8%) on 06/03/2026

    For Sale O6397599 - 5795 PORTICO PL, KISSIMMEE, FL 34758 37 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1792
       Built: 2026
    Monthly Fee: $50

    Community: Aden North At Westview
    Single Family


    Estimated Monthly Payment: $1,968 (change assumption)
    Mortgage ($1,918) + Fees ($50) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Koa Elementary

    High School: Liberty High

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 5807 PORTICO PL, KISSIMMEE, FL 34758

    $390,00059 Days on yellowkey   MLS ID: O6397110

    REDUCED by $19,129 (4.7%) on 06/03/2026

    For Sale O6397110 - 5807 PORTICO PL, KISSIMMEE, FL 34758 44 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 1989
       Built: 2026
    Monthly Fee: $50

    Community: Westview
    Single Family


    Estimated Monthly Payment: $2,187 (change assumption)
    Mortgage ($2,137) + Fees ($50) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Koa Elementary

    High School: Liberty High

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 3715 PARADISO CIR, KISSIMMEE, FL 34746

    $450,000270 Days on yellowkey   MLS ID: O6341896

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

    REDUCED by $50,000 (10.0%) on 04/22/2026

    For Sale O6341896 - 3715 PARADISO CIR, KISSIMMEE, FL 34746 56 photos

    Bed: 3   Bath: 2.0   Gar: 3
    Liv Area Sq Ft: 2445
       Built: 2015
    Monthly Fee: $364
       Tax: $5,971 (2024)
    Community: Bellalago Ph 5 O
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,327 (change assumption)
    Mortgage ($2,466) + Fees ($364) + Taxes in 2024 ($498)


    Taxes:$5,971

    Elementary School: Bellalago Charter Academy (K-8)

    High School: Liberty High

    Tax Year: 2024

    Middle School: Bellalago Charter Academy (K-8)


  • 3621 WEATHERFIELD DR, KISSIMMEE, FL 34746

    $297,00022 Days on yellowkey   MLS ID: S5149467

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

    For Sale S5149467 - 3621 WEATHERFIELD DR, KISSIMMEE, FL 34746 32 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1556
       Built: 2005
    Monthly Fee: $205
       Tax: $4,660 (2025)
    Community: Bellalago Ph 3M
    Single Family


    Estimated Monthly Payment: $2,221 (change assumption)
    Mortgage ($1,627) + Fees ($205) + Taxes in 2025 ($388)


    Taxes:$4,660

    Elementary School: Bellalago Charter Academy (K-8)

    High School: Liberty High

    Tax Year: 2025

    Middle School: Bellalago Charter Academy (K-8)


  • 3214 HOPEWELL DR, KISSIMMEE, FL 34746

    $449,000109 Days on yellowkey   MLS ID: S5143810

    For Sale S5143810 - 3214 HOPEWELL DR, KISSIMMEE, FL 34746 57 photos

    Bed: 4   Bath: 2.5   Gar: 3
    Liv Area Sq Ft: 2944
       Built: 2006
    Monthly Fee: $11
       Tax: $8,661 (2025)
    Community: Concorde Estates Ph 1B
    Single Family


    Estimated Monthly Payment: $3,193 (change assumption)
    Mortgage ($2,460) + Fees ($11) + Taxes in 2025 ($722)


    Taxes:$8,661

    Elementary School: Bellalago Charter Academy (K-8)

    High School: Liberty High

    Tax Year: 2025

    Middle School: Bellalago Charter Academy (K-8)




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Home, townhome, condo, villa, and other listing sales data closeby Liberty High is continuously updated on yellowkeyrealty.com. yellowkeyrealty.com offers one of the most exhaustive, current, and relevant set of data you can find on homes for sale nearby Liberty High, Kissimmee . You can use our website to view Multiple Listing Service (MLS) data on Kissimmee homes near Liberty High. 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 listings that are close to Liberty High.



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.