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    493 Properties
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    493 Properties Available

    • Price-High To Low
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    • Newest Listings
    • Beds (Most)
    • Baths (Most)
    • Year Built (Newest)
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    The average price in the selected areas has remained stable. Learn more
    • 11900 LAKE BUTLER BLVD, Windermere, FL 34786
      7 Beds9 Baths10,649 SqFt
      1/91 91
      Active

      $20,000,000

      11900 LAKE BUTLER BLVD, Windermere, FL 34786

      Listed by STOCKWORTH REALTY GROUP

      Stellar MLS
    • 5525 ISLEWORTH COUNTRY CLUB DR, Windermere, FL 34786
      5 Beds6 Baths9,511 SqFt
      1/96 96
      Active

      $14,250,000

      5525 ISLEWORTH COUNTRY CLUB DR, Windermere, FL 34786

      Listed by ISLEWORTH REALTY LLC

      Stellar MLS
    • 4200 DOWN POINT LN, Windermere, FL 34786
      6 Beds9 Baths14,435 SqFt
      1/61 61
      Active

      $11,900,000

      4200 DOWN POINT LN, Windermere, FL 34786

      Listed by REVEL REALTY LLC

      Stellar MLS
    • 6137 GROSVENOR SHORE DR, Windermere, FL 34786
      6 Beds9 Baths9,571 SqFt
      1/59 59
      Active

      $9,500,000

      6137 GROSVENOR SHORE DR, Windermere, FL 34786

      Listed by PREMIER SOTHEBY'S INTL. REALTY

      Stellar MLS
    • 9832 LAUREL VALLEY DR, Windermere, FL 34786
      6 Beds10 Baths11,100 SqFt
      1/73 73
      Active

      $9,490,000

      9832 LAUREL VALLEY DR, Windermere, FL 34786

      Listed by ISLEWORTH REALTY LLC

      Stellar MLS
    • 5271 ISLEWORTH COUNTRY CLUB DRIVE, Windermere, FL 34786
      7 Beds13 Baths11,403 SqFt
      1/56 56
      Active

      $8,775,000

      5271 ISLEWORTH COUNTRY CLUB DRIVE, Windermere, FL 34786

      Listed by ISLEWORTH REALTY LLC

      Stellar MLS
    • 9343 TIBET POINTE CIR, Windermere, FL 34786
      7 Beds10 Baths8,362 SqFt
      1/100 100
      Active

      $8,490,000

      9343 TIBET POINTE CIR, Windermere, FL 34786

      Listed by LA ROSA REALTY LLC

      Stellar MLS
    • 5074 ISLEWORTH COUNTRY CLUB DR, Windermere, FL 34786
      5 Beds7 Baths6,937 SqFt
      1/70 70
      Active

      $8,325,000

      5074 ISLEWORTH COUNTRY CLUB DR, Windermere, FL 34786

      Listed by MEMARPOURI REALTY LLC

      Stellar MLS
    • 11103 BRIDGE HOUSE RD, Windermere, FL 34786
      5 Beds8 Baths8,443 SqFt
      3D
      Active

      $7,500,000

      11103 BRIDGE HOUSE RD, Windermere, FL 34786

      Listed by THE SIMON SIMAAN GROUP

      Stellar MLS
    • 5507 WORSHAM COURT, Windermere, FL 34786
      5 Beds11 Baths10,200 SqFt
      1/97 97
      Active

      $7,500,000

      5507 WORSHAM COURT, Windermere, FL 34786

      Listed by STOCKWORTH REALTY GROUP

      Stellar MLS
    • 6126 KIRKSTONE LN, Windermere, FL 34786
      5 Beds7 Baths8,691 SqFt
      1/61 61
      Price Dropped by $350K

      $7,150,000

      6126 KIRKSTONE LN, Windermere, FL 34786

      Listed by COMPASS FLORIDA LLC

      Stellar MLS
    • 9259 TIBET POINTE CIR, Windermere, FL 34786
      5 Beds6 Baths6,257 SqFt
      1/70 70
      Active

      $6,800,000

      9259 TIBET POINTE CIR, Windermere, FL 34786

      Listed by SOUTHERN REALTY GROUP LLC

      Stellar MLS
    • 9301 TIBET POINTE CIR, Windermere, FL 34786
      5 Beds7 Baths7,405 SqFt
      1/83 83
      Active

      $6,500,000

      9301 TIBET POINTE CIR, Windermere, FL 34786

      Listed by KEENE'S POINTE REALTY

      Stellar MLS
    • 5199 LATROBE DR, Windermere, FL 34786
      5 Beds7 Baths4,665 SqFt
      1/52 52
      Active

      $5,494,000

      5199 LATROBE DR, Windermere, FL 34786

      Listed by COLDWELL BANKER RESIDENTIAL RE

      Stellar MLS
    • 1455 KELSO BLVD, Windermere, FL 34786
      6 Beds7 Baths6,448 SqFt
      1/98 98
      Price Dropped by $249K

      $5,250,000

      1455 KELSO BLVD, Windermere, FL 34786

      Listed by THE REAL ESTATE COLLECTION LLC

      Stellar MLS
    • 5174 VARDON DR, Windermere, FL 34786
      6 Beds9 Baths10,701 SqFt
      1/100 100
      Pending

      $5,250,000

      5174 VARDON DR, Windermere, FL 34786

      Listed by MAY HO REALTY

      Stellar MLS
    • 11618 VINCI DR, Windermere, FL 34786
      5 Beds7 Baths6,188 SqFt
      1/71 71
      Active

      $5,100,000

      11618 VINCI DR, Windermere, FL 34786

      Listed by GROUND LEVEL GROUP

      Stellar MLS
    • 4089 ISABELLA CIR, Windermere, FL 34786
      6 Beds8 Baths6,855 SqFt
      1/58 58
      Active

      $5,000,000

      4089 ISABELLA CIR, Windermere, FL 34786

      Listed by NOVA REAL ESTATE SERVICES INC

      Stellar MLS
    • 5500 W LAKE BUTLER RD, Windermere, FL 34786
      8 Beds6 Baths7,000 SqFt
      1/93 93
      Price Dropped by $150K

      $4,899,999

      5500 W LAKE BUTLER RD, Windermere, FL 34786

      Listed by JACK KELLER INC

      Stellar MLS
    • 225 MAGNOLIA ST, Windermere, FL 34786
      7 Beds11 Baths5,935 SqFt
      1/86 86
      Active

      $4,899,000

      225 MAGNOLIA ST, Windermere, FL 34786

      Listed by COMPASS FLORIDA LLC

      Stellar MLS
    • 9724 CHESTNUT RIDGE DR, Windermere, FL 34786
      5 Beds6 Baths5,557 SqFt
      1/56 56
      Pending

      $4,800,000

      9724 CHESTNUT RIDGE DR, Windermere, FL 34786

      Listed by ISLEWORTH REALTY LLC

      Stellar MLS
    • 5157 LATROBE DR, Windermere, FL 34786
      6 Beds9 Baths5,721 SqFt
      3D
      Active

      $4,777,000

      5157 LATROBE DR, Windermere, FL 34786

      Listed by BAY STREET GROUP FLORIDA LLC

      Stellar MLS
    • 6109 ORTA CT, Windermere, FL 34786
      5 Beds7 Baths5,895 SqFt
      1/64 64
      Active

      $4,600,000

      6109 ORTA CT, Windermere, FL 34786

      Listed by ISLEWORTH REALTY LLC

      Stellar MLS
    • 805 W 2ND AVE, Windermere, FL 34786
      5 Beds6 Baths4,783 SqFt
      1/79 79
      Price Dropped by $100K

      $4,398,000

      805 W 2ND AVE, Windermere, FL 34786

      Listed by FOREVER MAGIC REALTY INC

      Stellar MLS
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        Home
        Buy
        1. All Listings
        2. Featured Listings
        3. Sold Listings
        Sell
        1. Cash Offers
        2. Sell My Home
        3. Home Valuation
        Areas
        1. Sarasota
        2. Venice
        3. Nokomis
        4. Siesta Key
        5. Bradenton
        Market Snapshot
    Bright Realty

    Geri Scheckner

    +1(941) 356-0652 geri@gerimail.com

    5218 Station Way, Sarasota, Florida, 34233, United States

    Get My App

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

    Powered by Lofty Inc. Copyright 2025. All Rights Reserved.

    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.
    default
        Home
        Buy
        1. All Listings
        2. Featured Listings
        3. Sold Listings
        Sell
        1. Cash Offers
        2. Sell My Home
        3. Home Valuation
        Areas
        1. Sarasota
        2. Venice
        3. Nokomis
        4. Siesta Key
        5. Bradenton
        Market Snapshot
    Bright Realty

    Geri Scheckner

    +1(941) 356-0652 geri@gerimail.com

    5218 Station Way, Sarasota, Florida, 34233, United States

    Get My App

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

    Powered by Lofty Inc. Copyright 2025. All Rights Reserved.

    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.