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    196 Properties
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    196 Properties Available

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    The average price in the selected areas has remained stable. Learn more
    • 140 N CASEY KEY RD, Osprey, FL 34229
      3 Beds4 Baths2,473 SqFt
      1/87 87
      Active

      $2,500,000

      140 N CASEY KEY RD, Osprey, FL 34229

      Listed by Rhonda Carder EXP REALTY LLC

      Stellar MLS
    • 392 PARK TRACE BLVD, Osprey, FL 34229
      4 Beds3 Baths2,802 SqFt
      1/38 38
      Active

      $939,000

      392 PARK TRACE BLVD, Osprey, FL 34229

      Listed by Ryan Skrzypkowski COLDWELL BANKER REALTY

      Stellar MLS
    • 510 LATITUDE LN, Osprey, FL 34229
      3 Beds2 Baths2,298 SqFt
      1/27 27
      Active

      $635,000

      510 LATITUDE LN, Osprey, FL 34229

      Listed by Marisa Marino BRIGHT REALTY

      Stellar MLS
    • 385 N POINT RD #903, Osprey, FL 34229
      3 Beds3 Baths2,778 SqFt
      1/39 39
      Active

      $1,100,000

      385 N POINT RD #903, Osprey, FL 34229

      Listed by Ryan Ackerman, PA COLDWELL BANKER REALTY

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

      $2,350,000

      393 NORTH POINT RD #1002, Osprey, FL 34229

      Listed by Steve Abbe COLDWELL BANKER REALTY

      Stellar MLS
    • 554 PINE RANCH EAST RD, Osprey, FL 34229
      4 Beds3 Baths2,064 SqFt
      1/25 25
      Active

      $3,000

      554 PINE RANCH EAST RD, Osprey, FL 34229

      Listed by Annabelle Newland STOCKTON REALTY ADVISORS LLC

      Stellar MLS
    • 866 PLACID LAKE DR, Osprey, FL 34229
      3 Beds2 Baths2,171 SqFt
      1/57 57
      Pending

      $674,900

      866 PLACID LAKE DR, Osprey, FL 34229

      Listed by Justin Brunswick KELLER WILLIAMS ON THE WATER S

      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
    • 238 WOODLAND DR #238, Osprey, FL 34229
      1 Bed2 Baths865 SqFt
      1/48 48
      Active

      $189,900

      238 WOODLAND DR #238, Osprey, FL 34229

      Listed by Kellie MacDonell COLDWELL BANKER REALTY

      Stellar MLS
    • 603 PINE RANCH EAST RD, Osprey, FL 34229
      3 Beds2 Baths2,225 SqFt
      1/37 37
      Active

      $3,550

      603 PINE RANCH EAST RD, Osprey, FL 34229

      Listed by Marina Yanovskiy ALL SEASONS REALTY LLC

      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
    • 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
    • 242 HIDDEN BAY DR #401, Osprey, FL 34229
      3 Beds3 Baths2,100 SqFt
      1/62 62
      Active

      $875,000

      242 HIDDEN BAY DR #401, Osprey, FL 34229

      Listed by Bart Tracy II LASBURY-TRACY REALTY INC.

      Stellar MLS
    • 219 KEEL WAY, Osprey, FL 34229
      3 Beds3 Baths2,735 SqFt
      3D
      Active

      $1,175,000

      219 KEEL WAY, Osprey, FL 34229

      Listed by Mark Lyda GENEROUS PROPERTY

      Stellar MLS
    • 38 W BAY ST, Osprey, FL 34229
      3 Beds2 Baths2,124 SqFt
      1/60 60
      Active

      $925,000

      38 W BAY ST, Osprey, FL 34229

      Listed by Mitchell Helmuth HARRY ROBBINS ASSOC INC

      Stellar MLS
    • 115 GREEN ST, Osprey, FL 34229
      2 Beds2 Baths1,503 SqFt
      1/90 90
      Pending

      $349,000

      115 GREEN ST, Osprey, FL 34229

      Listed by Robin Leonardi MICHAEL SAUNDERS & COMPANY

      Stellar MLS
    • 3957 WAYPOINT AVE, Osprey, FL 34229
      3 Beds3 Baths2,328 SqFt
      1/24 24
      Pending

      $925,000

      3957 WAYPOINT AVE, Osprey, FL 34229

      Listed by Leonard Giarrano RE/MAX ALLIANCE GROUP

      Stellar MLS
    • 456 YACHT HARBOR DR, Osprey, FL 34229
      3 Beds2 Baths2,005 SqFt
      1/53 53
      Active

      $4,800

      456 YACHT HARBOR DR, Osprey, FL 34229

      Listed by Carolyn Yates COLDWELL BANKER SARASOTA CENT.

      Stellar MLS
    • 1602 SOUTHBAY DR, Osprey, FL 34229
      4 Beds4 Baths2,980 SqFt
      1/51 51
      Active

      $995,000

      1602 SOUTHBAY DR, Osprey, FL 34229

      Listed by Thomas Kiessling COMPASS FLORIDA LLC

      Stellar MLS
    • 123 WINDWARD DR, Osprey, FL 34229
      3 Beds2 Baths1,894 SqFt
      1/77 77
      Active

      $850,000

      123 WINDWARD DR, Osprey, FL 34229

      Listed by David Cyr WILLIAM RAVEIS REAL ESTATE

      Stellar MLS
    • 708 ANNA HOPE LN, Osprey, FL 34229
      3 Beds2 Baths2,133 SqFt
      1/31 31
      Pending

      $549,000

      708 ANNA HOPE LN, Osprey, FL 34229

      Listed by Julien Collet PINEYWOODS REALTY LLC

      Stellar MLS
    • 447 OAK POINT RD, Osprey, FL 34229
      4 Beds3 Baths2,688 SqFt
      3D
      Pending

      $545,000

      447 OAK POINT RD, Osprey, FL 34229

      Listed by Priscilla Adams COMPASS FLORIDA LLC

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

      $3,360,000

      135 TINA ISLAND DR, Osprey, FL 34229

      Listed by Cliff Glansen FLATFEE.COM

      Stellar MLS
    • 370 SUGAR MILL DR, Osprey, FL 34229
      5 Beds6 Baths4,783 SqFt
      3D
      Active

      $2,650,000

      370 SUGAR MILL DR, Osprey, FL 34229

      Listed by Mark Lyda GENEROUS PROPERTY

      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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    output-onlinegiftools (1)
        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.