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Displaying: For Sale

Location: Windermere

Property Type(s): Single Family

Living Area Square Feet: 3500+

Windermere - 149 properties found

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  • 4819 ALEXANDRA GARDEN CT, WINDERMERE, FL 34786

    $3,200,000320 Days on yellowkey   MLS ID: O6330108

    For Sale O6330108 - 4819 ALEXANDRA GARDEN CT, WINDERMERE, FL 34786 44 photos

    Bed: 4   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3745
       Built: 2006
    Monthly Fee: $1,146
       Tax: $33,607 (2024)
    Community: Isleworth
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $21,480 (change assumption)
    Mortgage ($17,534) + Fees ($1,146) + Taxes in 2024 ($2,801)


    Taxes:$33,607

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2024

    Middle School: Chain of Lakes Middle


  • 9731 CHESTNUT RIDGE DR, WINDERMERE, FL 34786

    $3,400,000297 Days on yellowkey   MLS ID: O6336655

    For Sale O6336655 - 9731 CHESTNUT RIDGE DR, WINDERMERE, FL 34786 57 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 4877
       Built: 1986
    Monthly Fee: $1,224
       Tax: $19,867 (2024)
    Community: Isleworth
    Single Family


    Estimated Monthly Payment: $21,509 (change assumption)
    Mortgage ($18,630) + Fees ($1,224) + Taxes in 2024 ($1,656)


    Taxes:$19,867

    Elementary School: Windermere Elem

    High School: Olympia High

    Tax Year: 2024

    Middle School: Chain of Lakes Middle


  • 58 MAIN ST, WINDERMERE, FL 34786

    $3,725,000124 Days on yellowkey   MLS ID: O6370886

    For Sale O6370886 - 58 MAIN ST, WINDERMERE, FL 34786 52 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 4875
       Built: 1953   Tax: $21,723 (2024)
    Community: Lake Butler Park Pt Rep
    Single Family


    Estimated Monthly Payment: $22,221 (change assumption)
    Mortgage ($20,410) + Taxes in 2024 ($1,810)


    Taxes:$21,723

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 6142 GROSVENOR SHORE DR, WINDERMERE, FL 34786

    $5,150,00092 Days on yellowkey   MLS ID: O6388222

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

    For Sale O6388222 - 6142 GROSVENOR SHORE DR, WINDERMERE, FL 34786 72 photos

    Bed: 4   Bath: 5.5   Gar: 4
    Liv Area Sq Ft: 6950
       Built: 2009
    Monthly Fee: $298
       Tax: $69,198 (2026)
    Community: Keenes Pointe
    Spa: No

    Single Family


    Estimated Monthly Payment: $34,283 (change assumption)
    Mortgage ($28,218) + Fees ($298) + Taxes in 2026 ($5,767)


    Taxes:$69,198

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2026

    Middle School: Bridgewater Middle


  • 12676 SALOMON COVE DR, WINDERMERE, FL 34786

    $800,000210 Days on yellowkey   MLS ID: O6357657

    1 Days Off yellowkey (back on 3/12/2026)

    For Sale O6357657 - 12676 SALOMON COVE DR, WINDERMERE, FL 34786 34 photos

    Bed: 6   Bath: 4.0
    Liv Area Sq Ft: 3667
       Built: 2018
    Monthly Fee: $122
       Tax: $10,355 (2024)
    Community: Westside Village
    Single Family


    Estimated Monthly Payment: $5,368 (change assumption)
    Mortgage ($4,383) + Fees ($122) + Taxes in 2024 ($863)


    Taxes:$10,355

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 6109 ORTA CT, WINDERMERE, FL 34786

    $4,495,000145 Days on yellowkey   MLS ID: O6374125

    1 Days Off yellowkey (back on 3/27/2026)

    For Sale O6374125 - 6109 ORTA CT, WINDERMERE, FL 34786 64 photos

    Bed: 5   Bath: 6.0
    Liv Area Sq Ft: 5895
       Built: 2016
    Monthly Fee: $442
       Tax: $65,510 (2025)
    Community: Waterstone
    Single Family


    Estimated Monthly Payment: $30,531 (change assumption)
    Mortgage ($24,630) + Fees ($442) + Taxes in 2025 ($5,459)


    Taxes:$65,510

    Elementary School: Windermere Elem

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 12235 MONTALCINO CIRCLE, WINDERMERE, FL 34786

    $1,899,924185 Days on yellowkey   MLS ID: O6365656

    2 Days Off yellowkey (back on 3/25/2026)

    For Sale O6365656 - 12235 MONTALCINO CIRCLE, WINDERMERE, FL 34786 68 photos

    Bed: 4   Bath: 4.5
    Liv Area Sq Ft: 4550
       Built: 2018
    Community: Casa Del Lago Rep
    Single Family


    Estimated Monthly Payment: $10,410 (change assumption)
    Mortgage ($10,410)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 11002 LAKE BUTLER BLVD, WINDERMERE, FL 34786

    $3,999,999429 Days on yellowkey   MLS ID: O6284922

    For Sale O6284922 - 11002 LAKE BUTLER BLVD, WINDERMERE, FL 34786 71 photos

    Bed: 5   Bath: 7.0
    Liv Area Sq Ft: 6248
       Built: 1954
    Community: Metcalf Park Rep
    Single Family


    Estimated Monthly Payment: $21,917 (change assumption)
    Mortgage ($21,917)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 5243 ISLEWORTH COUNTRY CLUB DR, WINDERMERE, FL 34786

    $5,100,000   MLS ID: O6348067

    For Sale O6348067 - 5243 ISLEWORTH COUNTRY CLUB DR, WINDERMERE, FL 34786 65 photos

    Bed: 4   Bath: 5.5
    Liv Area Sq Ft: 6424
       Built: 1992
    Community: Isleworth
    Single Family


    Estimated Monthly Payment: $27,945 (change assumption)
    Mortgage ($27,945)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    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.