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    193 Properties
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    193 Properties Available

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    • 780 SARABAY RD #16, Osprey, FL 34229
      2 Beds2 Baths1,574 SqFt
      1/45 45
      Open 10/26 1AM-4PM

      $479,900

      780 SARABAY RD #16, Osprey, FL 34229

      Listed by RMS ELITE PROPERTIES

      Stellar MLS
    • 766 SHADOW BAY WAY, Osprey, FL 34229
      4 Beds3 Baths3,438 SqFt
      1/68 68
      Open Sun 2PM-4PM

      $949,900

      766 SHADOW BAY WAY, Osprey, FL 34229

      Listed by COLDWELL BANKER SARASOTA CENT.

      Stellar MLS
    • 191 PALM AIR DR, Osprey, FL 34229
      2 Beds2 Baths1,376 SqFt
      1/45 45
      Open Sun 1PM-4PM

      $185,000

      191 PALM AIR DR, Osprey, FL 34229

      Listed by FINE PROPERTIES

      Stellar MLS
    • 456 YACHT HARBOR DR, Osprey, FL 34229
      3 Beds2 Baths2,005 SqFt
      1/65 65
      New

      $5,750

      456 YACHT HARBOR DR, Osprey, FL 34229

      Listed by COLDWELL BANKER SARASOTA CENT.

      Stellar MLS
    • 627 N MACEWEN DR, Osprey, FL 34229
      4 Beds5 Baths3,857 SqFt
      1/23 23
      Pending

      $1,950,000

      627 N MACEWEN DR, Osprey, FL 34229

      Listed by GENEROUS PROPERTY

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

      $995,000

      1602 SOUTHBAY DR, Osprey, FL 34229

      Listed by COMPASS FLORIDA LLC

      Stellar MLS
    • 571 PINE RANCH EAST RD, Osprey, FL 34229
      5 Beds3 Baths2,746 SqFt
      1/87 87
      New

      $685,000

      571 PINE RANCH EAST RD, Osprey, FL 34229

      Listed by MICHAEL SAUNDERS & COMPANY

      Stellar MLS
    • 158 EDGEWOOD DR, Osprey, FL 34229
      2 Beds2 Baths1,480 SqFt
      1/46 46
      New

      $236,000

      158 EDGEWOOD DR, Osprey, FL 34229

      Listed by NEXTHOME IN THE SUN

      Stellar MLS
    • 225 HARBOR HOUSE DR, Osprey, FL 34229
      6 Beds4 Baths4,546 SqFt
      1/75 75
      New

      $2,850,000

      225 HARBOR HOUSE DR, Osprey, FL 34229

      Listed by HOMECOIN.COM

      Stellar MLS
    • 123 WINDWARD DR, Osprey, FL 34229
      3 Beds2 Baths1,894 SqFt
      1/85 85
      New

      $850,000

      123 WINDWARD DR, Osprey, FL 34229

      Listed by WILLIAM RAVEIS REAL ESTATE

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

      $549,000

      708 ANNA HOPE LN, Osprey, FL 34229

      Listed by PINEYWOODS REALTY LLC

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

      $545,000

      447 OAK POINT RD, Osprey, FL 34229

      Listed by COMPASS FLORIDA LLC

      Stellar MLS
    • 705 FORDINGBRIDGE WAY, Osprey, FL 34229
      3 Beds2 Baths2,176 SqFt
      1/22 22
      New

      $3,200

      705 FORDINGBRIDGE WAY, Osprey, FL 34229

      Listed by RENT SARASOTA

      Stellar MLS
    • 140 SEA ANCHOR DR, Osprey, FL 34229
      3 Beds3 Baths2,981 SqFt
      1/15 15
      New

      $5,300

      140 SEA ANCHOR DR, Osprey, FL 34229

      Listed by EXIT KING REALTY

      Stellar MLS
    • 563 PINE RANCH EAST RD, Osprey, FL 34229
      3 Beds2 Baths2,346 SqFt
      1/55 55
      Pending

      $675,000

      563 PINE RANCH EAST RD, Osprey, FL 34229

      Listed by PREMIER SOTHEBYS INTL REALTY

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

      $3,450,000

      135 TINA ISLAND DR, Osprey, FL 34229

      Listed by 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 GENEROUS PROPERTY

      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 DOUGLAS ELLIMAN

      Stellar MLS
    • 2313 JESSIE HARBOR DR #2302, Osprey, FL 34229
      2 Beds2 Baths1,391 SqFt
      1/41 41
      Active

      $2,500

      2313 JESSIE HARBOR DR #2302, Osprey, FL 34229

      Listed by PREMIER SOTHEBY'S INTERNATIONAL REALTY

      Stellar MLS
    • 1801 HIGHLAND RD, Osprey, FL 34229
      2 Beds2 Baths1,165 SqFt
      1/41 41
      Active

      $350,000

      1801 HIGHLAND RD, Osprey, FL 34229

      Listed by RE/MAX ALLIANCE GROUP

      Stellar MLS
    • 305 BAY VISTA AVE, Osprey, FL 34229
      2 Beds2 Baths1,069 SqFt
      1/36 36
      Active

      $2,900

      305 BAY VISTA AVE, Osprey, FL 34229

      Listed by STOCKTON REALTY ADVISORS LLC

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

      $1,750,000

      422 BLUE GARDEN LN, Osprey, FL 34229

      Listed by COLDWELL BANKER REALTY

      Stellar MLS
    • 21 BAYHEAD LN, Osprey, FL 34229
      3 Beds2 Baths2,216 SqFt
      1/92 92
      Active

      $925,000

      21 BAYHEAD LN, Osprey, FL 34229

      Listed by COLDWELL BANKER REALTY

      Stellar MLS
    • 451 N SHORE DR, Osprey, FL 34229
      3 Beds3 Baths1,781 SqFt
      1/44 44
      Active

      $3,950

      451 N SHORE DR, Osprey, FL 34229

      Listed by ZACHOS REALTY & DESIGN GROUP

      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.