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Homes for Sale Near West Orange High in Winter Garden - 176 homes

West Orange High is an High School in Orange County. Find homes for sale close to West Orange High. Our REALTORS® can assist you in your search for West Orange High, Winter Garden nearby homes.

Location: Winter Garden

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  • 1101 EAGLES PASS WAY, WINTER GARDEN, FL 34787

    $1,649,99965 Days on yellowkey   MLS ID: O6408835

    REDUCED by $25,000 (1.5%) on 07/07/2026

    For Sale O6408835 - 1101 EAGLES PASS WAY, WINTER GARDEN, FL 34787 62 photos

    Bed: 6   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 4104
       Built: 2023
    Monthly Fee: $203
       Tax: $19,016 (2024)
    Community: Oakland Park
    Single Family


    Estimated Monthly Payment: $10,829 (change assumption)
    Mortgage ($9,041) + Fees ($203) + Taxes in 2024 ($1,585)


    Taxes:$19,016

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: Lakeview Middle


  • 402 EGRET PLACE DR, WINTER GARDEN, FL 34787

    $659,00085 Days on yellowkey   MLS ID: O6402689

    5 Days Off yellowkey (back on 7/7/2026)

    REDUCED by $16,000 (2.4%) on 06/17/2026

    For Sale O6402689 - 402 EGRET PLACE DR, WINTER GARDEN, FL 34787 59 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2711
       Built: 2013
    Monthly Fee: $128
       Tax: $4,659 (2025)
    Community: Johns Lake Pointe
    Single Family


    Estimated Monthly Payment: $4,127 (change assumption)
    Mortgage ($3,611) + Fees ($128) + Taxes in 2025 ($388)


    Taxes:$4,659

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 107 TRADITIONS DR, WINTER GARDEN, FL 34787

    $429,975127 Days on yellowkey   MLS ID: S5145650

    0 Days Off yellowkey (back on 7/6/2026)

    REDUCED by $15,000 (3.4%) on 07/02/2026

    For Sale S5145650 - 107 TRADITIONS DR, WINTER GARDEN, FL 34787 30 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1582
       Built: 1999
    Monthly Fee: $45
       Tax: $1,458 (2024)
    Community: Traditions Sub
    Single Family


    Estimated Monthly Payment: $2,522 (change assumption)
    Mortgage ($2,356) + Fees ($45) + Taxes in 2024 ($121)


    Taxes:$1,458

    Elementary School: Dillard Street Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: Lakeview Middle


  • 1349 CASTLEPORT RD, WINTER GARDEN, FL 34787

    $720,000141 Days on yellowkey   MLS ID: O6377923

    For Sale O6377923 - 1349 CASTLEPORT RD, WINTER GARDEN, FL 34787 41 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3673
       Built: 2001
    Monthly Fee: $250
       Tax: $9,122 (2024)
    Community: Stoneybrook West 44/134
    Single Family


    Estimated Monthly Payment: $4,955 (change assumption)
    Mortgage ($3,945) + Fees ($250) + Taxes in 2024 ($760)


    Taxes:$9,122

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: SunRidge Middle


  • 638 AUTUMN OAKS LOOP, WINTER GARDEN, FL 34787

    $594,00041 Days on yellowkey   MLS ID: G5113531

    2 Days Off yellowkey (back on 7/4/2026)

    REDUCED by $26,000 (4.2%) on 06/18/2026

    For Sale G5113531 - 638 AUTUMN OAKS LOOP, WINTER GARDEN, FL 34787 55 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2044
       Built: 2005
    Monthly Fee: $146
       Tax: $3,096 (2025)
    Community: Winter Oaks
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,659 (change assumption)
    Mortgage ($3,255) + Fees ($146) + Taxes in 2025 ($258)


    Taxes:$3,096

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 461 GERANIUM PARK WAY, WINTER GARDEN, FL 34787

    $875,00082 Days on yellowkey   MLS ID: O6403758

    REDUCED by $15,000 (1.7%) on 06/30/2026

    For Sale O6403758 - 461 GERANIUM PARK WAY, WINTER GARDEN, FL 34787 53 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2432
       Built: 2019
    Monthly Fee: $490
       Tax: $9,812 (2025)
    Community: Park Place At Winter Garden
    Townhouse


    Estimated Monthly Payment: $6,102 (change assumption)
    Mortgage ($4,794) + Fees ($490) + Taxes in 2025 ($818)


    Taxes:$9,812

    Elementary School: Dillard Street Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 2230 ROMANUM DR, WINTER GARDEN, FL 34787

    $565,000132 Days on yellowkey   MLS ID: O6389947

    1 Days Off yellowkey (back on 5/17/2026)

    For Sale O6389947 - 2230 ROMANUM DR, WINTER GARDEN, FL 34787 29 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2562
       Built: 2014
    Monthly Fee: $207
       Tax: $8,425 (2025)
    Community: Alexander Rdg
    Single Family


    Estimated Monthly Payment: $4,005 (change assumption)
    Mortgage ($3,096) + Fees ($207) + Taxes in 2025 ($702)


    Taxes:$8,425

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 33 TIMBERCREEK PINES CIR, WINTER GARDEN, FL 34787

    $535,00062 Days on yellowkey   MLS ID: O6408941

    REDUCED by $10,000 (1.8%) on 07/03/2026

    For Sale O6408941 - 33 TIMBERCREEK PINES CIR, WINTER GARDEN, FL 34787 29 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1584
       Built: 2004
    Monthly Fee: $46
       Tax: $7,326 (2025)
    Community: Timbercreek Pines A B C & D
    Single Family


    Estimated Monthly Payment: $3,588 (change assumption)
    Mortgage ($2,931) + Fees ($46) + Taxes in 2025 ($610)


    Taxes:$7,326

    Elementary School: Dillard Street Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 2022 BOSS HEWETT ST, WINTER GARDEN, FL 34787

    $679,00034 Days on yellowkey   MLS ID: O6417697

    1 Days Off yellowkey (back on 7/2/2026)

    For Sale O6417697 - 2022 BOSS HEWETT ST, WINTER GARDEN, FL 34787 36 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2281
       Built: 2022
    Monthly Fee: $171
       Tax: $7,948 (2025)
    Community: Hull Island/Oakland Ph 2
    Single Family


    Estimated Monthly Payment: $4,554 (change assumption)
    Mortgage ($3,720) + Fees ($171) + Taxes in 2025 ($662)


    Taxes:$7,948

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • WINTER GARDEN, FL 34787

    $217,50021 Days on yellowkey   MLS ID: O6420656

    For Sale O6420656 - WINTER GARDEN, FL 34787 16 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 942
       Built: 2005
    Monthly Fee: $378
       Tax: $2,727 (2025)
    Community: Southern Pines Condo
    Spa: No

    Condo


    Estimated Monthly Payment: $1,797 (change assumption)
    Mortgage ($1,192) + Fees ($378) + Taxes in 2025 ($227)


    Taxes:$2,727

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 2496 BARONSMEDE CT, WINTER GARDEN, FL 34787

    $875,00026 Days on yellowkey   MLS ID: G5114233

    0 Days Off yellowkey (back on 7/2/2026)

    For Sale G5114233 - 2496 BARONSMEDE CT, WINTER GARDEN, FL 34787 65 photos

    Bed: 4   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4184
       Built: 2002
    Monthly Fee: $210
       Tax: $8,903 (2025)
    Community: Stoneybrook West 47/78
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,746 (change assumption)
    Mortgage ($4,794) + Fees ($210) + Taxes in 2025 ($742)


    Taxes:$8,903

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 14790 TULLAMORE LOOP, WINTER GARDEN, FL 34787

    $675,000112 Days on yellowkey   MLS ID: O6395287

    1 Days Off yellowkey (back on 7/2/2026)

    REDUCED by $14,999 (2.2%) on 06/13/2026

    For Sale O6395287 - 14790 TULLAMORE LOOP, WINTER GARDEN, FL 34787 42 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 3410
       Built: 2005
    Monthly Fee: $100
       Tax: $3,503 (2025)
    Community: Emerald Ridge
    Single Family


    Estimated Monthly Payment: $4,090 (change assumption)
    Mortgage ($3,699) + Fees ($100) + Taxes in 2025 ($292)


    Taxes:$3,503

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 13349 HARBOR SHORE LN, WINTER GARDEN, FL 34787

    $316,00021 Days on yellowkey   MLS ID: G5114466

    For Sale G5114466 - 13349 HARBOR SHORE LN, WINTER GARDEN, FL 34787 24 photos

    Bed: 2   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1236
       Built: 2005
    Monthly Fee: $320
       Tax: $1,661 (2025)
    Community: Daniels Landing
    Spa: No

    Townhouse


    Estimated Monthly Payment: $2,190 (change assumption)
    Mortgage ($1,731) + Fees ($320) + Taxes in 2025 ($138)


    Taxes:$1,661

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 12731 GROVEHURST AVE, WINTER GARDEN, FL 34787

    $580,000168 Days on yellowkey   MLS ID: O6379203

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

    REDUCED by $19,900 (3.3%) on 06/18/2026

    For Sale O6379203 - 12731 GROVEHURST AVE, WINTER GARDEN, FL 34787 59 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3474
       Built: 2006
    Monthly Fee: $111
       Tax: $8,378 (2025)
    Community: Grovehurst A-D
    Single Family


    Estimated Monthly Payment: $3,987 (change assumption)
    Mortgage ($3,178) + Fees ($111) + Taxes in 2025 ($698)


    Taxes:$8,378

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 129 S PARK AVE #8E, WINTER GARDEN, FL 34787

    $919,00023 Days on yellowkey   MLS ID: O6420596

    For Sale O6420596 - 129 S PARK AVE #8E, WINTER GARDEN, FL 34787 33 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2030
       Built: 2020
    Monthly Fee: $490
       Tax: $11,038 (2025)
    Community: Park Place/Winter Garden
    Spa: No

    Condo


    Estimated Monthly Payment: $6,445 (change assumption)
    Mortgage ($5,035) + Fees ($490) + Taxes in 2025 ($920)


    Taxes:$11,038

    Elementary School: Dillard Street Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 1906 SHERBOURNE ST, WINTER GARDEN, FL 34787

    $477,00050 Days on yellowkey   MLS ID: S5151079

    For Sale S5151079 - 1906 SHERBOURNE ST, WINTER GARDEN, FL 34787 25 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2029
       Built: 2002
    Monthly Fee: $46
       Tax: $2,815 (2025)
    Community: Stone Creek 44/131
    Single Family


    Estimated Monthly Payment: $2,894 (change assumption)
    Mortgage ($2,614) + Fees ($46) + Taxes in 2025 ($235)


    Taxes:$2,815

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 1152 PRADO LN, WINTER GARDEN, FL 34787

    $2,615,32022 Days on yellowkey   MLS ID: O6413825

    For Sale O6413825 - 1152 PRADO LN, WINTER GARDEN, FL 34787 13 photos

    Bed: 6   Bath: 6.5   Gar: 2
    Liv Area Sq Ft: 4658
       Built: 2026
    Monthly Fee: $150
       Tax: $399 (2025)
    Community: Grove/Oakland
    Single Family


    Estimated Monthly Payment: $14,513 (change assumption)
    Mortgage ($14,330) + Fees ($150) + Taxes in 2025 ($33)


    Taxes:$399

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 483 PENNSYLVANIA AVE, WINTER GARDEN, FL 34787

    $339,90099 Days on yellowkey   MLS ID: O6398208

    For Sale O6398208 - 483 PENNSYLVANIA AVE, WINTER GARDEN, FL 34787 39 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1008
       Built: 1988   Tax: $2,702 (2025)
    Community: East Garden Manor Add 03
    Single Family


    Estimated Monthly Payment: $2,088 (change assumption)
    Mortgage ($1,862) + Taxes in 2025 ($225)


    Taxes:$2,702

    Elementary School: Maxey Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 16161 BARKLY RIDGE CT, WINTER GARDEN, FL 34787

    $1,690,00083 Days on yellowkey   MLS ID: O6402785

    4 Days Off yellowkey (back on 6/30/2026)

    REDUCED by $110,000 (6.1%) on 06/03/2026

    For Sale O6402785 - 16161 BARKLY RIDGE CT, WINTER GARDEN, FL 34787 53 photos

    Bed: 6   Bath: 6.0   Gar: 3
    Liv Area Sq Ft: 5284
       Built: 2024
    Monthly Fee: $225
       Tax: $2,826 (2025)
    Community: Avalon Rdg
    Spa: No

    Single Family


    Estimated Monthly Payment: $9,721 (change assumption)
    Mortgage ($9,260) + Fees ($225) + Taxes in 2025 ($236)


    Taxes:$2,826

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 1830 BURDOCK DR, WINTER GARDEN, FL 34787

    $725,00026 Days on yellowkey   MLS ID: O6419559

    For Sale O6419559 - 1830 BURDOCK DR, WINTER GARDEN, FL 34787 32 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3435
       Built: 2008
    Monthly Fee: $90
       Tax: $6,900 (2025)
    Community: Carriage Pointe A-I & L
    Single Family


    Estimated Monthly Payment: $4,637 (change assumption)
    Mortgage ($3,973) + Fees ($90) + Taxes in 2025 ($575)


    Taxes:$6,900

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle




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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.