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    31 Properties
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    31 Properties Available

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    • Beds (Most)
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    • 678 CRANE PRAIRIE WAY, Osprey, FL 34229
      3 Beds2 Baths2,483 SqFt
      1/49 49
      Open Sun 1PM-3PM

      $867,000

      678 CRANE PRAIRIE WAY, Osprey, FL 34229

      Listed by PREMIER SOTHEBY'S INTERNATIONAL REALTY

      Stellar MLS
    • 1484 SEAFARER DR, Osprey, FL 34229
      4 Beds4 Baths3,479 SqFt
      1/100 100
      Open Sun 1PM-4PM

      $1,250,000

      1484 SEAFARER DR, Osprey, FL 34229

      Listed by EXP REALTY LLC

      Stellar MLS
    • 852 MACEWEN DR, Osprey, FL 34229
      3 Beds4 Baths4,519 SqFt
      1/51 51
      Price Dropped by $1K

      $8,000

      852 MACEWEN DR, Osprey, FL 34229

      Listed by GENEROUS PROPERTY

      Stellar MLS
    • 622 BAYSHORE DR, Osprey, FL 34229
      6 Beds5 Baths4,893 SqFt
      1/99 99
      Price Dropped by $1.1M

      $5,700,000

      622 BAYSHORE DR, Osprey, FL 34229

      Listed by MICHAEL SAUNDERS & COMPANY

      Stellar MLS
    • 510 LATITUDE LN, Osprey, FL 34229
      3 Beds2 Baths2,298 SqFt
      1/17 17
      Active

      $4,200

      510 LATITUDE LN, Osprey, FL 34229

      Listed by BRIGHT REALTY

      Stellar MLS
    • 291 HIDDEN BAY DR #201, Osprey, FL 34229
      2 Beds2 Baths1,599 SqFt
      1/32 32
      Active

      $2,000

      291 HIDDEN BAY DR #201, Osprey, FL 34229

      Listed by LINDSAY LEASING LLC

      Stellar MLS
    • 1801 HIGHLAND RD, Osprey, FL 34229
      2 Beds2 Baths1,165 SqFt
      1/32 32
      Price Dropped by $7K

      $372,500

      1801 HIGHLAND RD, Osprey, FL 34229

      Listed by KELLER WILLIAMS ISLAND LIFE REAL ESTATE

      Stellar MLS
    • 280 HIDDEN BAY DR #303, Osprey, FL 34229
      3 Beds2 Baths1,937 SqFt
      1/35 35
      Active

      $4,250

      280 HIDDEN BAY DR #303, Osprey, FL 34229

      Listed by GULF COAST REALTY & MANAGEMENT

      Stellar MLS
    • 866 OAK BRIAR LN, Osprey, FL 34229
      4 Beds2 Baths2,434 SqFt
      1/33 33
      Active

      $684,500

      866 OAK BRIAR 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
    • 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
    • 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
    • 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
    • 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
    • 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
    • 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
    • 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
    • 51 WEBB ST, Osprey, FL 34229
      3 Beds3 Baths2,130 SqFt
      1/61 61
      Price Dropped by $15K

      $614,000

      51 WEBB ST, Osprey, FL 34229

      Listed by FINE PROPERTIES

      Stellar MLS
    • 49 OSPREY POINT DR, Osprey, FL 34229
      4 Beds4 Baths3,953 SqFt
      1/95 95
      Price Dropped by $50K

      $2,695,000

      49 OSPREY POINT DR, Osprey, FL 34229

      Listed by MICHAEL SAUNDERS & COMPANY

      Stellar MLS
    • 218 PALM AIR DR, Osprey, FL 34229
      2 Beds2 Baths1,120 SqFt
      3D
      Price Dropped by $10K

      $189,000

      218 PALM AIR DR, Osprey, FL 34229

      Listed by EXIT KING REALTY

      Stellar MLS
    • 566 OAK BAY DR, Osprey, FL 34229
      3 Beds2 Baths2,559 SqFt
      1/51 51
      Price Dropped by $10K

      $540,000

      566 OAK BAY DR, Osprey, FL 34229

      Listed by SARABAY REAL ESTATE INC

      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.