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    380 Properties
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    380 Properties Available

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    9508 WINDY RIDGE RD, Windermere, FL 34786
    Active

    $30,000,000

    9508 WINDY RIDGE RD, Windermere, FL 34786

    7 Beds14 Baths51,000 SqFt

    Listed by Christine Gelman DOUGLAS ELLIMAN

    Stellar MLS
    11900 LAKE BUTLER BLVD, Windermere, FL 34786
    Active

    $17,250,000

    11900 LAKE BUTLER BLVD, Windermere, FL 34786

    7 Beds9 Baths10,649 SqFt

    Listed by Julie Bettosini, PA STOCKWORTH REALTY GROUP

    Stellar MLS
    12488 PARK AVE, Windermere, FL 34786
    New

    $15,500,000

    12488 PARK AVE, Windermere, FL 34786

    10 Beds17 Baths13,425 SqFt

    Listed by Julie Christensen ONE LUXURY INTERNATIONAL LLC

    Stellar MLS
    5525 ISLEWORTH COUNTRY CLUB DR, Windermere, FL 34786
    Pending

    $14,250,000

    5525 ISLEWORTH COUNTRY CLUB DR, Windermere, FL 34786

    5 Beds6 Baths9,511 SqFt

    Listed by Monica Lochmandy ISLEWORTH REALTY LLC

    Stellar MLS
    9621 WINDY RIDGE RD, Windermere, FL 34786
    New

    $13,550,000

    9621 WINDY RIDGE RD, Windermere, FL 34786

    9 Beds16 Baths20,445 SqFt

    Listed by Natalie Citarelli CITARELLI REALTY GROUP LLC

    Stellar MLS
    9323 GLADYS GARDEN CT, Windermere, FL 34786
    Active

    $12,500,000

    9323 GLADYS GARDEN CT, Windermere, FL 34786

    6 Beds10 Baths9,770 SqFt

    Listed by Steve Healy CORCORAN PREMIER REALTY

    Stellar MLS
    4226 DOWNEAST LN, Windermere, FL 34786
    Active

    $10,500,000

    4226 DOWNEAST LN, Windermere, FL 34786

    5 Beds3 Baths5,316 SqFt

    Listed by Thad Czapka COLDWELL BANKER RESIDENTIAL RE

    Stellar MLS
    6149 GROSVENOR SHORE DR, Windermere, FL 34786
    Active

    $9,999,000

    6149 GROSVENOR SHORE DR, Windermere, FL 34786

    6 Beds8 Baths6,783 SqFt

    Listed by Teresa Stewart SOUTHERN REALTY GROUP LLC

    Stellar MLS
    6137 GROSVENOR SHORE DR, Windermere, FL 34786
    Active

    $8,995,000

    6137 GROSVENOR SHORE DR, Windermere, FL 34786

    6 Beds9 Baths9,571 SqFt

    Listed by Mick Night PREMIER SOTHEBY'S INTL. REALTY

    Stellar MLS
    9343 TIBET POINTE CIR, Windermere, FL 34786
    Active

    $7,950,000

    9343 TIBET POINTE CIR, Windermere, FL 34786

    7 Beds10 Baths8,362 SqFt

    Listed by Juan Delgado LA ROSA REALTY LLC

    Stellar MLS
    6507 ROSELLA CT, Windermere, FL 34786
    Pending

    $7,400,000

    6507 ROSELLA CT, Windermere, FL 34786

    7 Beds8 Baths10,485 SqFt

    Listed by DeAnna Sechrest DEANNA MARIE SECHREST

    Stellar MLS
    6013 GREATWATER DR, Windermere, FL 34786
    Pending

    $7,250,000

    6013 GREATWATER DR, Windermere, FL 34786

    5 Beds7 Baths7,607 SqFt

    Listed by Jay Martin CORCORAN PREMIER REALTY

    Stellar MLS
    5186 VARDON DR, Windermere, FL 34786
    Active

    $6,980,000

    5186 VARDON DR, Windermere, FL 34786

    4 Beds5 Baths4,739 SqFt

    Listed by Winnie Tam FLORIDA REALTY INVESTMENTS

    Stellar MLS
    9259 TIBET POINTE CIR, Windermere, FL 34786
    Active

    $6,499,000

    9259 TIBET POINTE CIR, Windermere, FL 34786

    5 Beds6 Baths6,257 SqFt

    Listed by Teresa Stewart SOUTHERN REALTY GROUP LLC

    Stellar MLS
    1002 DOWN RESERVE CT, Windermere, FL 34786
    Pending

    $6,490,000

    1002 DOWN RESERVE CT, Windermere, FL 34786

    6 Beds6 Baths6,706 SqFt

    Listed by Jennifer Olmeda WRA BUSINESS & REAL ESTATE

    Stellar MLS
    9639 WESTOVER ROBERTS RD, Windermere, FL 34786
    Active

    $6,395,000

    9639 WESTOVER ROBERTS RD, Windermere, FL 34786

    5 Beds9 Baths11,861 SqFt

    Listed by Julie Bettosini, PA STOCKWORTH REALTY GROUP

    Stellar MLS
    9725 CHESTNUT RIDGE DR, Windermere, FL 34786
    Active

    $6,150,000

    9725 CHESTNUT RIDGE DR, Windermere, FL 34786

    7 Beds7 Baths8,000 SqFt

    Listed by Dianna Desboyaux DOUGLAS ELLIMAN

    Stellar MLS
    1330 LAKE OLIVIA, Windermere, FL 34786
    Active

    $5,500,000

    1330 LAKE OLIVIA, Windermere, FL 34786

    6 Beds8 Baths6,442 SqFt

    Listed by Ana Rubio EMPIRE NETWORK REALTY

    Stellar MLS
    6117 LOUISE COVE DR, Windermere, FL 34786
    Pending

    $5,250,000

    6117 LOUISE COVE DR, Windermere, FL 34786

    4 Beds5 Baths5,752 SqFt

    Listed by Sarah Longwell ISLEWORTH REALTY LLC

    Stellar MLS
    9713 ENDICOTT CT, Windermere, FL 34786
    Pending

    $5,250,000

    9713 ENDICOTT CT, Windermere, FL 34786

    6 Beds8 Baths7,818 SqFt

    Listed by Amy Moline EXP REALTY LLC

    Stellar MLS
    6142 GROSVENOR SHORE DR, Windermere, FL 34786
    Pending

    $5,150,000

    6142 GROSVENOR SHORE DR, Windermere, FL 34786

    4 Beds6 Baths6,950 SqFt

    Listed by Monica Lochmandy ISLEWORTH REALTY LLC

    Stellar MLS
    5243 ISLEWORTH COUNTRY CLUB DR, Windermere, FL 34786
    Active

    $5,100,000

    5243 ISLEWORTH COUNTRY CLUB DR, Windermere, FL 34786

    4 Beds6 Baths6,424 SqFt

    Listed by Rob Rahter STOCKWORTH REALTY GROUP

    Stellar MLS
    9721 CARILLON PARK DR, Windermere, FL 34786
    Active

    $5,000,000

    9721 CARILLON PARK DR, Windermere, FL 34786

    6 Beds9 Baths8,305 SqFt

    Listed by Dianna Desboyaux DOUGLAS ELLIMAN

    Stellar MLS
    5070 DOWN POINT LN, Windermere, FL 34786
    3D
    Active

    $4,995,000

    5070 DOWN POINT LN, Windermere, FL 34786

    6 Beds7 Baths7,349 SqFt

    Listed by Isis Sarcos EXP REALTY LLC

    Stellar MLS
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    IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.

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    Clarissa Swartzlander License ID: 256503380

    +1(724) 954-2787 clairesellsthecoast@gmail.com

    1134 W Granada Blvd, Ormond Beach, FL, 32174-5913, USA

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    Powered by Lofty Inc. Copyright 2026. All Rights Reserved.

    Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

    IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.

    SITE MAP

        Home
        Buy
        1. All Listings
        Sell
        1. Sell My Home
        2. Home Valuation
        About
        1. Book an Appointment
        2. Contact
        3. Reviews

    RE/MAX Signature

    Clarissa Swartzlander License ID: 256503380

    +1(724) 954-2787 clairesellsthecoast@gmail.com

    1134 W Granada Blvd, Ormond Beach, FL, 32174-5913, USA

    Get My App

    Additional Disclaimers

    Powered by Lofty Inc. Copyright 2026. All Rights Reserved.

    Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility