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    114 Properties
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    114 Properties Available In Osprey

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    FL >Osprey >
    Market Insights
    • 1216 N CASEY KEY RD, Osprey, FL 34229
      5 Beds8 Baths8,050 SqFt
      1/71 71
      Active

      $9,750,000

      1216 N CASEY KEY RD, Osprey, FL 34229

      Listed by Valerie Dall'Acqua PREMIER SOTHEBY'S INTERNATIONAL REALTY

      Stellar MLS
    • 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
    • 112 OSPREY POINT DR, Osprey, FL 34229
      6 Beds6 Baths8,621 SqFt
      3D
      New

      $6,449,000

      112 OSPREY POINT DR, Osprey, FL 34229

      Listed by Joel Schemmel 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
    • 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
    • 2301 S TAMIAMI TRL, Osprey, FL 34229
      4.18 Acres Lot
      1/36 36
      Active

      $2,850,000

      2301 S TAMIAMI TRL, Osprey, FL 34229

      Listed by Michael Gallatin SARABAY REAL ESTATE INC

      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
    • 436 S TAMIAMI TRL #C4, Osprey, FL 34229
      1,272 SqFt
      1/16 16
      Active

      $2,671,200

      436 S TAMIAMI TRL #C4, Osprey, FL 34229

      Listed by Dan Ivanov KONA REALTY

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

      $2,189,000

      433 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
      Open Sun 1PM-3PM

      $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
    • 916 MACEWEN DR, Osprey, FL 34229
      5 Beds8 Baths5,986 SqFt
      1/97 97
      Active

      $1,900,000

      916 MACEWEN DR, Osprey, FL 34229

      Listed by Todd Currey PREMIER SOTHEBY'S INTERNATIONAL REALTY

      Stellar MLS
    • 206 FOUR KNOT LN, Osprey, FL 34229
      3 Beds2 Baths2,411 SqFt
      1/99 99
      Open Sun 1PM-4PM

      $1,770,000

      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

      $1,595,000

      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
    • 226 SAINT JAMES PARK, Osprey, FL 34229
      3 Beds3 Baths2,591 SqFt
      1/89 89
      Active

      $1,495,000

      226 SAINT JAMES PARK, Osprey, FL 34229

      Listed by Justin Brunswick KELLER WILLIAMS ON THE WATER S

      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
    • 3603 N POINT RD #702, Osprey, FL 34229
      3 Beds3 Baths2,545 SqFt
      3D
      Active

      $1,395,000

      3603 N POINT RD #702, Osprey, FL 34229

      Listed by Mark Lyda GENEROUS PROPERTY

      Stellar MLS
    • 2099 S TAMIAMI TRL, Osprey, FL 34229
      2.51 Acres Lot
      1/16 16
      Active

      $1,350,000

      2099 S TAMIAMI TRL, Osprey, FL 34229

      Listed by Sue Repp COLDWELL BANKER REALTY

      Stellar MLS
    • 156 BISHOPS COURT RD, Osprey, FL 34229
      3 Beds4 Baths3,112 SqFt
      1/81 81
      Active

      $1,289,000

      156 BISHOPS COURT RD, Osprey, FL 34229

      Listed by Joel Schemmel DOUGLAS ELLIMAN

      Stellar MLS
    • 409 N POINT RD #601, Osprey, FL 34229
      3 Beds3 Baths2,594 SqFt
      3D
      Active

      $1,250,000

      409 N POINT RD #601, Osprey, FL 34229

      Listed by Mark Lyda GENEROUS PROPERTY

      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

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    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.
    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.