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    146 Properties
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    146 Properties Available In Osprey

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    FL >Osprey >
    Market Insights
    • 121 N CASEY KEY RD, Osprey, FL 34229
      5 Beds6 Baths4,096 SqFt
      1/66 66
      Active

      $6,475,000

      121 N CASEY KEY RD, Osprey, FL 34229

      Listed by Lisa Napolitano DOUGLAS ELLIMAN

      Stellar MLS
    • 101 OSPREY POINT DR, Osprey, FL 34229
      4 Beds6 Baths5,087 SqFt
      1/65 65
      Active

      $4,790,000

      101 OSPREY POINT DR, Osprey, FL 34229

      Listed by Joel Schemmel DOUGLAS ELLIMAN

      Stellar MLS
    • 324 BAYSHORE DR, Osprey, FL 34229
      4 Beds5 Baths4,389 SqFt
      1/40 40
      Pending

      $3,995,000

      324 BAYSHORE DR, Osprey, FL 34229

      Listed by Drew Russell MICHAEL SAUNDERS & COMPANY

      Stellar MLS
    • 135 TINA ISLAND DR, Osprey, FL 34229
      3 Beds5 Baths2,572 SqFt
      1/47 47
      Active

      $3,295,000

      135 TINA ISLAND DR, Osprey, FL 34229

      Listed by Mark Lyda GENEROUS PROPERTY

      Stellar MLS
    • 321 LOOKOUT POINT DR, Osprey, FL 34229
      3 Beds4 Baths3,122 SqFt
      1/77 77
      Pending

      $3,100,000

      321 LOOKOUT POINT DR, Osprey, FL 34229

      Listed by Steve Abbe COLDWELL BANKER REALTY

      Stellar MLS
    • 141 N CASEY KEY RD, Osprey, FL 34229
      0.39 Acres Lot
      1/9 9
      Active

      $2,850,000

      141 N CASEY KEY RD, Osprey, FL 34229

      Listed by Julie Larson, LLC WHITE SANDS REALTY GROUP FL

      Stellar MLS
    • 236 SAINT JAMES PARK, Osprey, FL 34229
      6 Beds7 Baths6,246 SqFt
      1/88 88
      Active

      $2,700,000

      236 SAINT JAMES PARK, Osprey, FL 34229

      Listed by Karin Watt MICHAEL SAUNDERS & COMPANY

      Stellar MLS
    • 449 WEBBS COVE, Osprey, FL 34229
      4 Beds4 Baths5,287 SqFt
      1/97 97
      Pending

      $2,650,000

      449 WEBBS COVE, Osprey, FL 34229

      Listed by Rosalie Phillips MICHAEL SAUNDERS & COMPANY

      Stellar MLS
    • 852 MACEWEN DR, Osprey, FL 34229
      3 Beds4 Baths4,519 SqFt
      3D
      Active

      $2,395,000

      852 MACEWEN DR, Osprey, FL 34229

      Listed by Mark Lyda GENEROUS PROPERTY

      Stellar MLS
    • 180 LOOKOUT POINT DR, Osprey, FL 34229
      5 Beds4 Baths3,236 SqFt
      1/70 70
      Active

      $2,199,900

      180 LOOKOUT POINT DR, Osprey, FL 34229

      Listed by Katy McBrayer PREMIER SOTHEBY'S INTERNATIONAL REALTY

      Stellar MLS
    • 433 E MACEWEN DR, Osprey, FL 34229
      4 Beds4 Baths4,012 SqFt
      3D
      Active

      $2,189,000

      433 E MACEWEN DR, Osprey, FL 34229

      Listed by Mark Lyda GENEROUS PROPERTY

      Stellar MLS
    • 448 E MACEWEN DR, Osprey, FL 34229
      4 Beds4 Baths3,768 SqFt
      3D
      Active Under Contract

      $2,100,000

      448 E MACEWEN DR, Osprey, FL 34229

      Listed by Mark Lyda GENEROUS PROPERTY

      Stellar MLS
    • 401 N POINT RD #1001, Osprey, FL 34229
      3 Beds3 Baths3,029 SqFt
      3D
      Active

      $1,995,000

      401 N POINT RD #1001, Osprey, FL 34229

      Listed by Mark Lyda GENEROUS PROPERTY

      Stellar MLS
    • 538 DOVE POINTE DR, Osprey, FL 34229
      4 Beds6 Baths4,346 SqFt
      3D
      Active

      $1,950,000

      538 DOVE POINTE DR, Osprey, FL 34229

      Listed by Mark Lyda GENEROUS PROPERTY

      Stellar MLS
    • 97 SUGAR MILL DR, Osprey, FL 34229
      5 Beds6 Baths4,885 SqFt
      1/61 61
      Active

      $1,950,000

      97 SUGAR MILL DR, Osprey, FL 34229

      Listed by Maria Domenech PALM PARADISE REALTY GROUP

      Stellar MLS
    • 206 FOUR KNOT LN, Osprey, FL 34229
      3 Beds2 Baths2,411 SqFt
      1/99 99
      Active

      $1,795,000

      206 FOUR KNOT LN, Osprey, FL 34229

      Listed by Leighton Allenby REALTY ONE GROUP MVP

      Stellar MLS
    • 75 OSPREY POINT DR, Osprey, FL 34229
      4 Beds4 Baths4,001 SqFt
      1/70 70
      Active

      $1,649,000

      75 OSPREY POINT DR, Osprey, FL 34229

      Listed by Steve Abbe COLDWELL BANKER REALTY

      Stellar MLS
    • 909 MACEWEN DR, Osprey, FL 34229
      3 Beds4 Baths4,241 SqFt
      3D
      Active

      $1,595,000

      909 MACEWEN DR, Osprey, FL 34229

      Listed by Mark Lyda GENEROUS PROPERTY

      Stellar MLS
    • 480 ORISKANY CT, Osprey, FL 34229
      3 Beds4 Baths3,208 SqFt
      1/100 100
      Active

      $1,500,000

      480 ORISKANY CT, Osprey, FL 34229

      Listed by Susan Pelton MICHAEL SAUNDERS & COMPANY

      Stellar MLS
    • 893 MACEWEN DR, Osprey, FL 34229
      0.66 Acres Lot
      1/26 26
      Pending

      $1,500,000

      893 MACEWEN DR, Osprey, FL 34229

      Listed by Mark Lyda GENEROUS PROPERTY

      Stellar MLS
    • 314 S SHORE DR, Osprey, FL 34229
      4 Beds3 Baths3,853 SqFt
      1/99 99
      Active

      $1,495,000

      314 S SHORE DR, Osprey, FL 34229

      Listed by Jonathan Minerick HOMECOIN.COM

      Stellar MLS
    • 360 N POINT RD, Osprey, FL 34229
      3 Beds4 Baths2,913 SqFt
      1/49 49
      Active

      $1,495,000

      360 N POINT RD, Osprey, FL 34229

      Listed by Steve Abbe COLDWELL BANKER REALTY

      Stellar MLS
    • 25 SUGAR MILL DR, Osprey, FL 34229
      3 Beds4 Baths3,066 SqFt
      3D
      Pending

      $1,489,000

      25 SUGAR MILL DR, Osprey, FL 34229

      Listed by Mark Lyda GENEROUS PROPERTY

      Stellar MLS
    • 422 BLUE GARDEN LN, Osprey, FL 34229
      3 Beds4 Baths3,872 SqFt
      1/100 100
      Active

      $1,445,000

      422 BLUE GARDEN LN, Osprey, FL 34229

      Listed by Steve Abbe COLDWELL BANKER REALTY

      Stellar MLS
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        Home
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        Sell
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        Areas
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        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

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

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    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 2026. 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.