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    18 Properties
    Map

    18 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
    • 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
    • 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
    • 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
    • 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
    • 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
    • 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
    • 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
    • 9743 CHESTNUT RIDGE DR, Windermere, FL 34786
      5 Beds7 Baths6,328 SqFt
      1/74 74
      Pending

      $3,250,000

      9743 CHESTNUT RIDGE DR, Windermere, FL 34786

      Listed by ISLEWORTH REALTY LLC

      Stellar MLS
    • 5138 FAIRWAY OAKS DR, Windermere, FL 34786
      4 Beds5 Baths4,330 SqFt
      1/42 42
      Pending

      $3,200,000

      5138 FAIRWAY OAKS DR, Windermere, FL 34786

      Listed by STOCKWORTH REALTY GROUP

      Stellar MLS
    • 5067 LATROBE DR, Windermere, FL 34786
      5 Beds8 Baths6,219 SqFt
      1/71 71
      Price Dropped by $47K

      $2,850,000

      5067 LATROBE DR, Windermere, FL 34786

      Listed by BESPOKE REAL ESTATE

      Stellar MLS
    • 6120 PAYNE STEWART DR, Windermere, FL 34786
      4 Beds5 Baths3,636 SqFt
      1/35 35
      Price Dropped by $100K

      $2,799,000

      6120 PAYNE STEWART DR, Windermere, FL 34786

      Listed by SOUTHERN REALTY GROUP LLC

      Stellar MLS
    • GLADYS GARDEN CT, Windermere, FL 34786
      0.26 Acres Lot
      1/6 6
      Active

      $850,000

      GLADYS GARDEN CT, Windermere, FL 34786

      Listed by ISLEWORTH REALTY LLC

      Stellar MLS
    • 6119 PAYNE STEWART DR, Windermere, FL 34786
      3 Beds4 Baths2,836 SqFt
      1/39 39
      Pending

      $14,500

      6119 PAYNE STEWART DR, Windermere, FL 34786

      Listed by ISLEWORTH REALTY LLC

      Stellar MLS
    • 9742 GREEN ISLAND CV, Windermere, FL 34786
      3 Beds3 Baths3,247 SqFt
      1/43 43
      Active

      $13,500

      9742 GREEN ISLAND CV, Windermere, FL 34786

      Listed by ISLEWORTH REALTY LLC

      Stellar MLS
    • 5001 LATROBE DR, Windermere, FL 34786
      5 Beds5 Baths4,417 SqFt
      1/39 39
      Active

      $12,000

      5001 LATROBE DR, Windermere, FL 34786

      Listed by Q BOUTIQUE SPECIALTY REALTY INC

      Stellar MLS
    • 6131 PAYNE STEWART DR, Windermere, FL 34786
      3 Beds3 Baths2,646 SqFt
      1/18 18
      Pending

      $11,000

      6131 PAYNE STEWART DR, Windermere, FL 34786

      Listed by IRWIN REALTY GROUP LLC

      Stellar MLS
    • 1
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        Home
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        1. All Listings
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        Sell
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        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

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    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.