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Homes for Sale Near West Orange High in Windermere - 17 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, Windermere nearby homes.

Location: Windermere

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  • 2002 WATER KEY DR, WINDERMERE, FL 34786

    $1,299,0005 Days on yellowkey   MLS ID: O6408915

    0 Days Off yellowkey (back on 5/30/2026)

    For Sale O6408915 - 2002 WATER KEY DR, WINDERMERE, FL 34786 60 photos

    Bed: 5   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 3695
       Built: 2002
    Monthly Fee: $335
       Tax: $16,085 (2025)
    Community: Reserve At Waterford Pointe Ph 01
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $8,793 (change assumption)
    Mortgage ($7,118) + Fees ($335) + Taxes in 2025 ($1,340)


    Taxes:$16,085

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 1554 LAKE RHEA DR, WINDERMERE, FL 34786

    $1,350,00024 Days on yellowkey   MLS ID: O6406297

    REDUCED by $50,000 (3.6%) on 05/29/2026

    For Sale O6406297 - 1554 LAKE RHEA DR, WINDERMERE, FL 34786 59 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3427
       Built: 2004
    Monthly Fee: $241
       Tax: $9,102 (2025)
    Community: Reserve At Belmere
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $8,397 (change assumption)
    Mortgage ($7,397) + Fees ($241) + Taxes in 2025 ($759)


    Taxes:$9,102

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 2230 RIDGEWIND WAY, WINDERMERE, FL 34786

    $1,349,00010 Days on yellowkey   MLS ID: O6410264

    For Sale O6410264 - 2230 RIDGEWIND WAY, WINDERMERE, FL 34786 39 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3064
       Built: 1999
    Monthly Fee: $220
       Tax: $8,790 (2025)
    Community: Estates At Windermere
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $8,344 (change assumption)
    Mortgage ($7,392) + Fees ($220) + Taxes in 2025 ($732)


    Taxes:$8,790

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 1361 WHITNEY ISLES DR, WINDERMERE, FL 34786

    $1,200,000228 Days on yellowkey   MLS ID: O6352069

    For Sale O6352069 - 1361 WHITNEY ISLES DR, WINDERMERE, FL 34786 49 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2787
       Built: 2006
    Monthly Fee: $136
       Tax: $6,975 (2024)
    Community: Whitney Isles/Belmere Ph 02
    Single Family


    Estimated Monthly Payment: $7,292 (change assumption)
    Mortgage ($6,575) + Fees ($136) + Taxes in 2024 ($581)


    Taxes:$6,975

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: SunRidge Middle


  • 1849 WATERMERE LN, WINDERMERE, FL 34786

    $1,299,00079 Days on yellowkey   MLS ID: O6389840

    0 Days Off yellowkey (back on 5/25/2026)

    REDUCED by $26,000 (2.0%) on 05/04/2026

    For Sale O6389840 - 1849 WATERMERE LN, WINDERMERE, FL 34786 31 photos

    Bed: 5   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3934
       Built: 2005
    Monthly Fee: $267
       Tax: $8,439 (2024)
    Community: Windermere Grande
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $8,088 (change assumption)
    Mortgage ($7,118) + Fees ($267) + Taxes in 2024 ($703)


    Taxes:$8,439

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: SunRidge Middle


  • 8411 WOBURN CT, WINDERMERE, FL 34786

    $1,200,00067 Days on yellowkey   MLS ID: O6391980

    REDUCED by $50,000 (4.0%) on 05/12/2026

    For Sale O6391980 - 8411 WOBURN CT, WINDERMERE, FL 34786 41 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2582
       Built: 1999
    Monthly Fee: $222
       Tax: $12,964 (2025)
    Community: Keenes Pointe
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $7,877 (change assumption)
    Mortgage ($6,575) + Fees ($222) + Taxes in 2025 ($1,080)


    Taxes:$12,964

    Elementary School: Windermere Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 1317 GLENHEATHER DR, WINDERMERE, FL 34786

    $974,90023 Days on yellowkey   MLS ID: O6406551

    4 Days Off yellowkey (back on 5/20/2026)

    For Sale O6406551 - 1317 GLENHEATHER DR, WINDERMERE, FL 34786 38 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2811
       Built: 2002
    Monthly Fee: $183
       Tax: $7,266 (2025)
    Community: Reserve At Belmere
    Single Family


    Estimated Monthly Payment: $6,130 (change assumption)
    Mortgage ($5,342) + Fees ($183) + Taxes in 2025 ($606)


    Taxes:$7,266

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 1028 LASCALA DR, WINDERMERE, FL 34786

    $749,00041 Days on yellowkey   MLS ID: O6400649

    2 Days Off yellowkey (back on 5/20/2026)

    For Sale O6400649 - 1028 LASCALA DR, WINDERMERE, FL 34786 60 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2208
       Built: 2002
    Monthly Fee: $140
       Tax: $8,185 (2025)
    Community: Belmere Village G2 48 65
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,926 (change assumption)
    Mortgage ($4,104) + Fees ($140) + Taxes in 2025 ($682)


    Taxes:$8,185

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 12411 MONTALCINO CIR, WINDERMERE, FL 34786

    $1,495,00045 Days on yellowkey   MLS ID: O6400067

    REDUCED by $55,000 (3.5%) on 05/04/2026

    For Sale O6400067 - 12411 MONTALCINO CIR, WINDERMERE, FL 34786 65 photos

    Bed: 4   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3399
       Built: 2011
    Monthly Fee: $150
       Tax: $11,027 (2025)
    Community: Casa Del Lago
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $9,260 (change assumption)
    Mortgage ($8,192) + Fees ($150) + Taxes in 2025 ($919)


    Taxes:$11,027

    Elementary School: Sunset Park Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 1136 LAKE WHITNEY DR, WINDERMERE, FL 34786

    $2,295,00026 Days on yellowkey   MLS ID: O6405536

    For Sale O6405536 - 1136 LAKE WHITNEY DR, WINDERMERE, FL 34786 87 photos

    Bed: 4   Bath: 5.5   Gar: 3
    Liv Area Sq Ft: 5722
       Built: 2006
    Monthly Fee: $203
       Tax: $24,153 (2025)
    Community: Reserve At Belmere Ph 02 48 144
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $14,791 (change assumption)
    Mortgage ($12,575) + Fees ($203) + Taxes in 2025 ($2,013)


    Taxes:$24,153

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 2068 ROBERTS POINT DR, WINDERMERE, FL 34786

    $2,350,00046 Days on yellowkey   MLS ID: O6397543

    For Sale O6397543 - 2068 ROBERTS POINT DR, WINDERMERE, FL 34786 81 photos

    Bed: 5   Bath: 4.0   Gar: 4
    Liv Area Sq Ft: 4876
       Built: 1999
    Monthly Fee: $325
       Tax: $12,356 (2025)
    Community: Waterford Pointe Ph 02 Rep
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $14,231 (change assumption)
    Mortgage ($12,876) + Fees ($325) + Taxes in 2025 ($1,030)


    Taxes:$12,356

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 12863 HOLDENBURY LN, WINDERMERE, FL 34786

    $539,00068 Days on yellowkey   MLS ID: O6393781

    For Sale O6393781 - 12863 HOLDENBURY LN, WINDERMERE, FL 34786 18 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2148
       Built: 2006
    Monthly Fee: $82
       Tax: $7,361 (2024)
    Community: Lakes Of Windermere
    Single Family


    Estimated Monthly Payment: $3,649 (change assumption)
    Mortgage ($2,953) + Fees ($82) + Taxes in 2024 ($613)


    Taxes:$7,361

    Elementary School: Sunset Park Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 2219 RIDGEWIND WAY, WINDERMERE, FL 34786

    $1,299,00043 Days on yellowkey   MLS ID: O6400508

    1 Days Off yellowkey (back on 5/15/2026)

    REDUCED by $50,000 (3.7%) on 05/04/2026

    For Sale O6400508 - 2219 RIDGEWIND WAY, WINDERMERE, FL 34786 45 photos

    Bed: 6   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3364
       Built: 1997
    Monthly Fee: $218
       Tax: $10,027 (2024)
    Community: Estates At Windermere
    Single Family


    Estimated Monthly Payment: $8,171 (change assumption)
    Mortgage ($7,118) + Fees ($218) + Taxes in 2024 ($836)


    Taxes:$10,027

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: SunRidge Middle


  • 1515 LAKE WHITNEY DR, WINDERMERE, FL 34786

    $1,350,00025 Days on yellowkey   MLS ID: O6405903

    0 Days Off yellowkey (back on 5/12/2026)

    For Sale O6405903 - 1515 LAKE WHITNEY DR, WINDERMERE, FL 34786 73 photos

    Bed: 5   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 3931
       Built: 2005
    Monthly Fee: $272
       Tax: $12,979 (2025)
    Community: Reserve At Belmere 48 23
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $8,751 (change assumption)
    Mortgage ($7,397) + Fees ($272) + Taxes in 2025 ($1,082)


    Taxes:$12,979

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 2509 RIDGEWIND WAY, WINDERMERE, FL 34786

    $1,460,00025 Days on yellowkey   MLS ID: O6402522

    For Sale O6402522 - 2509 RIDGEWIND WAY, WINDERMERE, FL 34786 39 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3844
       Built: 1998
    Monthly Fee: $220
       Tax: $19,706 (2025)
    Community: Estates At Windermere
    Single Family


    Estimated Monthly Payment: $9,862 (change assumption)
    Mortgage ($8,000) + Fees ($220) + Taxes in 2025 ($1,642)


    Taxes:$19,706

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 9349 TIBET POINTE CIR, WINDERMERE, FL 34786

    $7,400,00027 Days on yellowkey   MLS ID: O6404415

    For Sale O6404415 - 9349 TIBET POINTE CIR, WINDERMERE, FL 34786 68 photos

    Bed: 5   Bath: 7.0   Gar: 4
    Liv Area Sq Ft: 7529
       Built: 2003
    Monthly Fee: $298
       Tax: $41,495 (2024)
    Community: Keenes Pointe
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $44,303 (change assumption)
    Mortgage ($40,547) + Fees ($298) + Taxes in 2024 ($3,458)


    Taxes:$41,495

    Elementary School: Windermere Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 11410 RAPALLO LN, WINDERMERE, FL 34786

    $760,000528 Days on yellowkey   MLS ID: O6265256

    For Sale O6265256 - 11410 RAPALLO LN, WINDERMERE, FL 34786 62 photos

    Bed: 6   Bath: 5.5   Gar: 2
    Liv Area Sq Ft: 3336
       Built: 2003
    Monthly Fee: $130
       Tax: $8,434 (2023)
    Community: Belmere Village G2 48 65
    Single Family


    Estimated Monthly Payment: $4,997 (change assumption)
    Mortgage ($4,164) + Fees ($130) + Taxes in 2023 ($703)


    Taxes:$8,434

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2023

    Middle School: SunRidge 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.