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    163 Properties
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    163 Properties Available In Osprey

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    • Newest Listings
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    FL >Osprey >
    Market Insights
    • 1216 N CASEY KEY RD, Osprey, FL 34229
      5 Beds8 Baths8,050 SqFt
      1/60 60
      Active

      $11,750,000

      1216 N CASEY KEY RD, Osprey, FL 34229

      Listed by Valerie Dall'Acqua PREMIER SOTHEBYS INTL REALTY

      Stellar MLS
    • 505 LUMINARY BLVD, Osprey, FL 34229
      4,000 SqFt
      1/10 10
      Active

      $7,499,000

      505 LUMINARY BLVD, Osprey, FL 34229

      Listed by Leslye Seidel AMERICAN PROPERTY GROUP

      Stellar MLS
    • 121 N CASEY KEY RD, Osprey, FL 34229
      4 Beds6 Baths4,096 SqFt
      1/77 77
      Active

      $7,100,000

      121 N CASEY KEY RD, Osprey, FL 34229

      Listed by Lisa Napolitano DOUGLAS ELLIMAN

      Stellar MLS
    • 144 N CASEY KEY RD, Osprey, FL 34229
      4 Beds6 Baths5,397 SqFt
      1/54 54
      Active

      $5,990,000

      144 N CASEY KEY RD, Osprey, FL 34229

      Listed by Joel Schemmel DOUGLAS ELLIMAN

      Stellar MLS
    • 730 SARABAY RD, Osprey, FL 34229
      4 Beds6 Baths6,308 SqFt
      1/95 95
      Active

      $5,495,000

      730 SARABAY RD, Osprey, FL 34229

      Listed by Debbie Baraona ROBERT SLACK LLC

      Stellar MLS
    • 101 OSPREY POINT DR, Osprey, FL 34229
      4 Beds6 Baths5,087 SqFt
      1/56 56
      Active

      $5,000,000

      101 OSPREY POINT DR, Osprey, FL 34229

      Listed by Joel Schemmel DOUGLAS ELLIMAN

      Stellar MLS
    • 691 EAGLE WATCH LN, Osprey, FL 34229
      4 Beds7 Baths6,705 SqFt
      1/100 100
      Active

      $3,995,000

      691 EAGLE WATCH LN, Osprey, FL 34229

      Listed by Renee Preininger SARASOTA TRUST REALTY COMPANY

      Stellar MLS
    • 1042 N CASEY KEY RD, Osprey, FL 34229
      4 Beds5 Baths4,781 SqFt
      1/78 78
      Active

      $3,750,000

      1042 N CASEY KEY RD, Osprey, FL 34229

      Listed by Brandy Sheldon COLDWELL BANKER REALTY

      Stellar MLS
    • 135 TINA ISLAND DR, Osprey, FL 34229
      3 Beds5 Baths2,572 SqFt
      1/32 32
      Active

      $3,350,000

      135 TINA ISLAND DR, Osprey, FL 34229

      Listed by Cliff Glansen FLATFEE.COM

      Stellar MLS
    • 479 SOUTH CREEK DR, Osprey, FL 34229
      5 Beds6 Baths4,261 SqFt
      1/73 73
      Active

      $3,200,000

      479 SOUTH CREEK DR, Osprey, FL 34229

      Listed by Michelle Hupp KELLER WILLIAMS ISLAND LIFE REAL ESTATE

      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
    • 432 SORRENTO DR, Osprey, FL 34229
      3 Beds4 Baths3,640 SqFt
      1/84 84
      Pending

      $2,550,000

      432 SORRENTO DR, Osprey, FL 34229

      Listed by Tanya Waxler UKEEPCOMMISSION REAL ESTATE

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

      $2,550,000

      852 MACEWEN DR, Osprey, FL 34229

      Listed by Mark Lyda GENEROUS PROPERTY

      Stellar MLS
    • 340 OSPREY POINT DR, Osprey, FL 34229
      5 Beds7 Baths6,001 SqFt
      1/73 73
      Pending

      $2,395,000

      340 OSPREY POINT DR, Osprey, FL 34229

      Listed by Lee Brewer RE/MAX ALLIANCE GROUP

      Stellar MLS
    • 393 N POINT RD #1002, Osprey, FL 34229
      3 Beds3 Baths3,738 SqFt
      1/100 100
      Active

      $2,350,000

      393 N POINT RD #1002, Osprey, FL 34229

      Listed by Steve Abbe COLDWELL BANKER REALTY

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

      $2,300,000

      538 DOVE POINTE DR, Osprey, FL 34229

      Listed by Mark Lyda GENEROUS PROPERTY

      Stellar MLS
    • 889 MACEWEN DR, Osprey, FL 34229
      4 Beds4 Baths3,235 SqFt
      3D
      Pending

      $2,300,000

      889 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

      $2,299,900

      180 LOOKOUT POINT DR, Osprey, FL 34229

      Listed by Katy McBrayer PREMIER SOTHEBY'S INTERNATIONAL REALTY

      Stellar MLS
    • 312 YACHT HARBOR DR, Osprey, FL 34229
      4 Beds4 Baths2,572 SqFt
      1/68 68
      Active

      $2,299,000

      312 YACHT HARBOR DR, Osprey, FL 34229

      Listed by Thomas Netzel PREMIER SOTHEBY'S INTERNATIONAL REALTY

      Stellar MLS
    • 85 SUGAR MILL DR, Osprey, FL 34229
      3 Beds3 Baths4,191 SqFt
      3D
      Active

      $2,150,000

      85 SUGAR MILL DR, Osprey, FL 34229

      Listed by Mark Lyda GENEROUS PROPERTY

      Stellar MLS
    • 75 OSPREY POINT DR, Osprey, FL 34229
      4 Beds4 Baths4,001 SqFt
      1/92 92
      Active

      $1,975,000

      75 OSPREY POINT DR, Osprey, FL 34229

      Listed by Mark Lyda GENEROUS PROPERTY

      Stellar MLS
    • 140 SUGAR MILL DR, Osprey, FL 34229
      4 Beds4 Baths3,286 SqFt
      3D
      Active

      $1,970,000

      140 SUGAR MILL DR, Osprey, FL 34229

      Listed by Mark Lyda GENEROUS PROPERTY

      Stellar MLS
    • 453 E MACEWEN DR, Osprey, FL 34229
      4 Beds4 Baths4,191 SqFt
      1/78 78
      Pending

      $1,899,000

      453 E MACEWEN DR, Osprey, FL 34229

      Listed by William Kelly THE REAL ESTATE STORE

      Stellar MLS
    • 3983 DESTINATION DR #102-202, Osprey, FL 34229
      3,871 SqFt
      3D
      Active

      $1,700,000

      3983 DESTINATION DR #102-202, Osprey, FL 34229

      Listed by Maria Mercado Herbert, PA COLDWELL BANKER REALTY

      Stellar MLS
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        Home
        Buy
        1. All Listings
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        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

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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.