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    35 Properties
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    35 Properties Available In Osprey

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    FL >Osprey >
    Market Insights
    • 854 MACEWEN DR, Osprey, FL 34229
      4 Beds6 Baths9,081 SqFt
      1/69 69
      Active

      $3,690,000

      854 MACEWEN DR, Osprey, FL 34229

      Listed by Joe Murphy COLDWELL BANKER REALTY

      Stellar MLS
    • 180 LOOKOUT POINT DR, Osprey, FL 34229
      5 Beds4 Baths3,236 SqFt
      1/70 70
      Open Sun 11:30AM-1:30PM

      $2,199,900

      180 LOOKOUT POINT DR, Osprey, FL 34229

      Listed by Katy McBrayer PREMIER SOTHEBY'S INTERNATIONAL REALTY

      Stellar MLS
    • 401 WALLS WAY, Osprey, FL 34229
      4 Beds4 Baths4,387 SqFt
      1/51 51
      Active

      $1,775,000

      401 WALLS WAY, Osprey, FL 34229

      Listed by Andrea Stultz ENGEL + VOELKERS SARASOTA

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

      $1,495,000

      422 BLUE GARDEN LN, 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
      Active

      $1,489,000

      25 SUGAR MILL DR, Osprey, FL 34229

      Listed by Mark Lyda GENEROUS PROPERTY

      Stellar MLS
    • 14021 BELLAGIO WAY #404, Osprey, FL 34229
      3 Beds3 Baths2,187 SqFt
      1/77 77
      Active

      $1,175,000

      14021 BELLAGIO WAY #404, Osprey, FL 34229

      Listed by Megan E. George, PA PREMIER SOTHEBYS INTL REALTY

      Stellar MLS
    • 353 S SHORE DR, Osprey, FL 34229
      3 Beds2 Baths1,840 SqFt
      1/55 55
      Active

      $1,025,000

      353 S SHORE DR, Osprey, FL 34229

      Listed by Phyllis Coviello COLDWELL BANKER SARASOTA CENT.

      Stellar MLS
    • 293 TURQUOISE LN, Osprey, FL 34229
      3 Beds2 Baths2,271 SqFt
      1/44 44
      Active

      $875,000

      293 TURQUOISE LN, Osprey, FL 34229

      Listed by Mark Lyda GENEROUS PROPERTY

      Stellar MLS
    • 678 FAITH AVE, Osprey, FL 34229
      3 Beds3 Baths2,583 SqFt
      1/51 51
      Active

      $749,000

      678 FAITH AVE, Osprey, FL 34229

      Listed by Troy Sacco GENEROUS PROPERTY

      Stellar MLS
    • 759 FORDINGBRIDGE WAY, Osprey, FL 34229
      4 Beds4 Baths2,950 SqFt
      1/51 51
      Active

      $749,000

      759 FORDINGBRIDGE WAY, Osprey, FL 34229

      Listed by Steven Koleno BEYCOME OF FLORIDA LLC

      Stellar MLS
    • 401 N POINT RD #304, Osprey, FL 34229
      3 Beds3 Baths2,778 SqFt
      1/95 95
      Active

      $700,000

      401 N POINT RD #304, Osprey, FL 34229

      Listed by Steve Abbe COLDWELL BANKER REALTY

      Stellar MLS
    • 5100 JESSIE HARBOR DR #403, Osprey, FL 34229
      2 Beds2 Baths2,143 SqFt
      1/44 44
      Active

      $650,000

      5100 JESSIE HARBOR DR #403, Osprey, FL 34229

      Listed by Cindy Migone PREMIER SOTHEBY'S INTERNATIONAL REALTY

      Stellar MLS
    • 401 N POINT RD #603, Osprey, FL 34229
      3 Beds3 Baths2,203 SqFt
      1/99 99
      Active

      $629,000

      401 N POINT RD #603, Osprey, FL 34229

      Listed by Steve Abbe COLDWELL BANKER REALTY

      Stellar MLS
    • 186 WINDWARD DR, Osprey, FL 34229
      3 Beds2 Baths2,505 SqFt
      3D
      Pending

      $599,900

      186 WINDWARD DR, Osprey, FL 34229

      Listed by Brittany Coleman, PLLC KELLER WILLIAMS ON THE WATER S

      Stellar MLS
    • 408 PARK TRACE BLVD, Osprey, FL 34229
      3 Beds3 Baths1,840 SqFt
      1/34 34
      Active

      $595,000

      408 PARK TRACE BLVD, Osprey, FL 34229

      Listed by Jennie Lascelle PREFERRED SHORE LLC

      Stellar MLS
    • 104 PARK TRACE BLVD, Osprey, FL 34229
      4 Beds3 Baths2,557 SqFt
      1/47 47
      Active

      $550,000

      104 PARK TRACE BLVD, Osprey, FL 34229

      Listed by Lisa Morreale PREMIER SOTHEBY'S INTERNATIONAL REALTY

      Stellar MLS
    • 1140 BEACHCOMBER CT #11, Osprey, FL 34229
      3 Beds3 Baths2,040 SqFt
      1/52 52
      Open Sun 12PM-3PM

      $525,000

      1140 BEACHCOMBER CT #11, Osprey, FL 34229

      Listed by Thomas Netzel PREMIER SOTHEBY'S INTERNATIONAL REALTY

      Stellar MLS
    • 447 N SHORE DR, Osprey, FL 34229
      3 Beds2 Baths1,874 SqFt
      1/45 45
      Active

      $499,000

      447 N SHORE DR, Osprey, FL 34229

      Listed by Lauren Sisco COLDWELL BANKER SARASOTA CENT.

      Stellar MLS
    • 3976 DESTINATION DR #102, Osprey, FL 34229
      1,050 SqFt
      1/56 56
      Active

      $419,000

      3976 DESTINATION DR #102, Osprey, FL 34229

      Listed by Kelley Ann Ayers AYERS AND ASSOCIATES REAL ESTATE

      Stellar MLS
    • 1811 HIGHLAND RD, Osprey, FL 34229
      2 Beds2 Baths1,725 SqFt
      1/19 19
      Active

      $417,000

      1811 HIGHLAND RD, Osprey, FL 34229

      Listed by Stephen Hachey REALTY OF RIVERVIEW LLC

      Stellar MLS
    • 352 GLENWOOD AVE, Osprey, FL 34229
      3 Beds2 Baths1,300 SqFt
      3D
      Active

      $417,000

      352 GLENWOOD AVE, Osprey, FL 34229

      Listed by Kano Keller WHITE SANDS REALTY GROUP FL

      Stellar MLS
    • 4304 EXPEDITION WAY WAY #105, Osprey, FL 34229
      3 Beds2 Baths1,528 SqFt
      1/77 77
      Active

      $328,000

      4304 EXPEDITION WAY WAY #105, Osprey, FL 34229

      Listed by Tim Weller EXIT KING REALTY

      Stellar MLS
    • 4284 EXPEDITION WAY #NA, Osprey, FL 34229
      3 Beds2 Baths1,430 SqFt
      1/40 40
      Active

      $325,000

      4284 EXPEDITION WAY #NA, Osprey, FL 34229

      Listed by Grace Bonaccorso PREFERRED SHORE LLC

      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.

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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.