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    173 Properties
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    173 Properties Available

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    • Newest Listings
    • Beds (Most)
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    • 238 LOOKOUT POINT DR, Osprey, FL 34229
      3 Beds3 Baths2,676 SqFt
      1/38 38
      Price Dropped by $20K

      $959,000

      238 LOOKOUT POINT DR, Osprey, FL 34229

      Listed by COLDWELL BANKER REALTY

      Stellar MLS
    • 750 ANNA HOPE LN, Osprey, FL 34229
      4 Beds2 Baths2,135 SqFt
      1/41 41
      Active

      $669,000

      750 ANNA HOPE LN, Osprey, FL 34229

      Listed by COLDWELL BANKER REALTY

      Stellar MLS
    • 104 PARK TRACE BLVD, Osprey, FL 34229
      4 Beds3 Baths2,557 SqFt
      1/23 23
      Price Dropped by $29K

      $647,000

      104 PARK TRACE BLVD, Osprey, FL 34229

      Listed by KW COASTAL LIVING III

      Stellar MLS
    • 1313 THORNAPPLE DR, Osprey, FL 34229
      3 Beds3 Baths2,082 SqFt
      1/40 40
      Price Dropped by $16K

      $549,000

      1313 THORNAPPLE DR, Osprey, FL 34229

      Listed by PREMIER SOTHEBYS INTL REALTY

      Stellar MLS
    • 5100 JESSIE HARBOR DR #504, Osprey, FL 34229
      3 Beds2 Baths2,143 SqFt
      1/87 87
      Active

      $7,000

      5100 JESSIE HARBOR DR #504, Osprey, FL 34229

      Listed by JENNETTE PROPERTIES INC

      Stellar MLS
    • 112 OSPREY POINT DR, Osprey, FL 34229
      4 Beds6 Baths8,635 SqFt
      1/76 76
      Price Dropped by $205K

      $3,500,000

      112 OSPREY POINT DR, Osprey, FL 34229

      Listed by KARA MONEY LLC

      Stellar MLS
    • 14041 BELLAGIO WAY #218, Osprey, FL 34229
      3 Beds2 Baths2,374 SqFt
      1/43 43
      Price Dropped by $1K

      $5,000

      14041 BELLAGIO WAY #218, Osprey, FL 34229

      Listed by COLDWELL BANKER REALTY

      Stellar MLS
    • 260 HIDDEN BAY DR #305, Osprey, FL 34229
      3 Beds3 Baths2,168 SqFt
      1/37 37
      Price Dropped by $33K

      $820,000

      260 HIDDEN BAY DR #305, Osprey, FL 34229

      Listed by FIRST LIGHT REAL ESTATE

      Stellar MLS
    • 172 SEA ANCHOR DR, Osprey, FL 34229
      3 Beds3 Baths2,283 SqFt
      1/45 45
      Active

      $950,000

      172 SEA ANCHOR DR, Osprey, FL 34229

      Listed by GOLF & BAY PROPERTIES LLC

      Stellar MLS
    • 1363 NEW FOREST LN, Osprey, FL 34229
      2 Beds2 Baths1,738 SqFt
      1/24 24
      Price Dropped by $14K

      $525,000

      1363 NEW FOREST LN, Osprey, FL 34229

      Listed by RE/MAX PLATINUM

      Stellar MLS
    • 901 REFLECTION WAY, Osprey, FL 34229
      3 Beds2 Baths2,443 SqFt
      3D
      Active

      $815,000

      901 REFLECTION WAY, Osprey, FL 34229

      Listed by GENEROUS PROPERTY

      Stellar MLS
    • 1085 MALLARD MARSH DR, Osprey, FL 34229
      4 Beds3 Baths3,011 SqFt
      1/72 72
      Price Dropped by $30K

      $970,000

      1085 MALLARD MARSH DR, Osprey, FL 34229

      Listed by MICHAEL SAUNDERS & COMPANY

      Stellar MLS
    • 519 BAYVIEW AVE, Osprey, FL 34229
      3 Beds2 Baths1,885 SqFt
      1/48 48
      Price Dropped by $4K

      $495,000

      519 BAYVIEW AVE, Osprey, FL 34229

      Listed by COLDWELL BANKER REALTY

      Stellar MLS
    • 120 VILLA DR #120, Osprey, FL 34229
      2 Beds2 Baths1,404 SqFt
      1/55 55
      Price Dropped by $47K

      $550,000

      120 VILLA DR #120, Osprey, FL 34229

      Listed by COLDWELL BANKER SARASOTA CENT.

      Stellar MLS
    • 232 EXPLORER DR #15, Osprey, FL 34229
      2 Beds2 Baths1,135 SqFt
      1/28 28
      Active

      $299,500

      232 EXPLORER DR #15, Osprey, FL 34229

      Listed by COLDWELL BANKER REALTY

      Stellar MLS
    • 184 EXPLORER DR, Osprey, FL 34229
      2 Beds2 Baths1,135 SqFt
      1/25 25
      Active

      $2,200

      184 EXPLORER DR, Osprey, FL 34229

      Listed by DALTON WADE INC

      Stellar MLS
    • 60 BISHOPS COURT RD #114, Osprey, FL 34229
      2 Beds4 Baths1,890 SqFt
      1/33 33
      Active

      $3,695

      60 BISHOPS COURT RD #114, Osprey, FL 34229

      Listed by STRINGER MANAGEMENT INC

      Stellar MLS
    • 600 EAGLE WATCH LN, Osprey, FL 34229
      3 Beds3 Baths3,681 SqFt
      1/76 76
      Price Dropped by $392K

      $1,990,000

      600 EAGLE WATCH LN, Osprey, FL 34229

      Listed by COLDWELL BANKER REALTY

      Stellar MLS
    • 3621 NORTH POINT RD #603, Osprey, FL 34229
      3 Beds3 Baths2,680 SqFt
      1/100 100
      Active

      $1,350,000

      3621 NORTH POINT RD #603, Osprey, FL 34229

      Listed by COLDWELL BANKER REALTY

      Stellar MLS
    • 340 OSPREY POINT DR, Osprey, FL 34229
      5 Beds7 Baths6,001 SqFt
      1/72 72
      Active

      $2,500,000

      340 OSPREY POINT DR, Osprey, FL 34229

      Listed by RE/MAX ALLIANCE GROUP

      Stellar MLS
    • 110 PINE AVE, Osprey, FL 34229
      3 Beds2 Baths2,058 SqFt
      1/11 11
      Price Dropped by $10K

      $705,000

      110 PINE AVE, Osprey, FL 34229

      Listed by BRIGHT REALTY

      Stellar MLS
    • 13 BAYHEAD LN, Osprey, FL 34229
      2 Beds2 Baths2,310 SqFt
      3D
      Active

      $965,000

      13 BAYHEAD LN, Osprey, FL 34229

      Listed by GENEROUS PROPERTY

      Stellar MLS
    • 240 PATTERSON AVE, Osprey, FL 34229
      3 Beds2 Baths1,360 SqFt
      1/38 38
      Active

      $365,000

      240 PATTERSON AVE, Osprey, FL 34229

      Listed by COLDWELL BANKER REALTY

      Stellar MLS
    • 208 VILLA DR #208, Osprey, FL 34229
      2 Beds2 Baths1,389 SqFt
      1/20 20
      Price Dropped by $20K

      $275,000

      208 VILLA DR #208, Osprey, FL 34229

      Listed by WWW.HOMEZU.COM

      Stellar MLS
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    simpliHŌM

    Nicholas Rapisardi License ID: BK3229484

    +1(941) 735-0244 nicholas@simplihom.com

    3859 Bee Ridge Rd | Suite 102 | Sarasota FL | 34233

    Realtor: Nicholas V Rapisardi PLLC

    Broker: Nicholas V Rapisardi

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        Home
        Buy
        1. All Listings
        2. Featured Listings
        3. Mortgage Calculator
        4. Buying Vocab
        Sell
        1. Home Estimate
        2. Selling Vocab
        About
        1. About Us
        2. Meet Nicholas
        3. The Brokerage
        4. Join Us
        Contact
    simpliHŌM

    Nicholas Rapisardi License ID: BK3229484

    +1(941) 735-0244 nicholas@simplihom.com

    3859 Bee Ridge Rd | Suite 102 | Sarasota FL | 34233

    Realtor: Nicholas V Rapisardi PLLC

    Broker: Nicholas V Rapisardi

    Custom Design by Lofty Inc

    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.