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    173 Properties
    Map

    173 Properties Available In 34229

    • Default
    • Price-High To Low
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    • Newest Listings
    • Beds (Most)
    • Baths (Most)
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    FL >34229 >
    Market Insights
    • Osprey, FL 34229
      3 Beds2 Baths1,937 SqFt
      1/39 39
      Active

      $4,200

      Osprey, FL 34229

      Listed by BERKSHIRE HATHAWAY HOMESERVICE

      Stellar MLS
    • 385 N POINT RD #404, Osprey, FL 34229
      3 Beds3 Baths2,778 SqFt
      3D
      Active

      $925,000

      385 N POINT RD #404, Osprey, FL 34229

      Listed by GENEROUS PROPERTY

      Stellar MLS
    • 852 MACEWEN DR, Osprey, FL 34229
      3 Beds4 Baths4,519 SqFt
      3D
      Active

      $2,550,000

      852 MACEWEN DR, Osprey, FL 34229

      Listed by GENEROUS PROPERTY

      Stellar MLS
    • 385 N POINT RD #701, Osprey, FL 34229
      3 Beds3 Baths2,594 SqFt
      3D
      Active

      $1,499,500

      385 N POINT RD #701, Osprey, FL 34229

      Listed by GENEROUS PROPERTY

      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
    • 116 NAVIGATION CIR #106, Osprey, FL 34229
      3 Beds2 Baths1,430 SqFt
      1/61 61
      Price Dropped by $6K

      $319,000

      116 NAVIGATION CIR #106, Osprey, FL 34229

      Listed by COLDWELL BANKER REALTY

      Stellar MLS
    • 594 PINE RANCH EAST RD, Osprey, FL 34229
      3 Beds3 Baths2,298 SqFt
      3D
      Active

      $649,995

      594 PINE RANCH EAST RD, Osprey, FL 34229

      Listed by DALTON WADE INC

      Stellar MLS
    • 462 E MACEWEN DR, Osprey, FL 34229
      3 Beds3 Baths2,611 SqFt
      1/100 100
      Pending

      $1,550,000

      462 E MACEWEN DR, Osprey, FL 34229

      Listed by COLDWELL BANKER REALTY

      Stellar MLS
    • 523 HABITAT BLVD, Osprey, FL 34229
      4 Beds3 Baths2,314 SqFt
      1/62 62
      Active

      $785,500

      523 HABITAT BLVD, Osprey, FL 34229

      Listed by PREMIER SOTHEBY'S INTERNATIONAL REALTY

      Stellar MLS
    • 250 HIDDEN BAY DR #302, Osprey, FL 34229
      3 Beds2 Baths1,937 SqFt
      1/65 65
      Active

      $710,000

      250 HIDDEN BAY DR #302, Osprey, FL 34229

      Listed by COLDWELL BANKER REALTY

      Stellar MLS
    • 650 CRANE PRAIRIE WAY, Osprey, FL 34229
      4 Beds4 Baths3,183 SqFt
      1/100 100
      Active

      $3,750

      650 CRANE PRAIRIE WAY, Osprey, FL 34229

      Listed by KELLER WILLIAMS ON THE WATER

      Stellar MLS
    • 5100 JESSIE HARBOR DR #701, Osprey, FL 34229
      3 Beds3 Baths2,484 SqFt
      1/47 47
      Active

      $725,000

      5100 JESSIE HARBOR DR #701, Osprey, FL 34229

      Listed by WILLIAM RAVEIS REAL ESTATE

      Stellar MLS
    • 471 PARK TRACE BLVD, Osprey, FL 34229
      3 Beds3 Baths2,267 SqFt
      1/69 69
      Active

      $749,000

      471 PARK TRACE BLVD, Osprey, FL 34229

      Listed by FLORIDA HOME TEAM LLC

      Stellar MLS
    • 26 BAY ACRES AVE, Osprey, FL 34229
      3 Beds2 Baths1,904 SqFt
      3D
      Pending

      $479,000

      26 BAY ACRES AVE, Osprey, FL 34229

      Listed by RE/MAX ALLIANCE GROUP

      Stellar MLS
    • 5100 JESSIE HARBOR DR #602, Osprey, FL 34229
      2 Beds2 Baths2,143 SqFt
      1/48 48
      Active

      $3,950

      5100 JESSIE HARBOR DR #602, Osprey, FL 34229

      Listed by COMPASS PROPERTY MANAGEMENT LLC

      Stellar MLS
    • 7303 JESSIE HARBOR DR #7303, Osprey, FL 34229
      3 Beds2 Baths1,883 SqFt
      1/61 61
      Active

      $474,900

      7303 JESSIE HARBOR DR #7303, Osprey, FL 34229

      Listed by KW COASTAL LIVING

      Stellar MLS
    • 14041 BELLAGIO WAY #414, Osprey, FL 34229
      3 Beds2 Baths1,799 SqFt
      1/93 93
      Active

      $750,000

      14041 BELLAGIO WAY #414, Osprey, FL 34229

      Listed by WILLIAM RAVEIS REAL ESTATE

      Stellar MLS
    • 819 SHADOW BAY WAY, Osprey, FL 34229
      4 Beds2 Baths2,145 SqFt
      1/43 43
      Active

      $689,000

      819 SHADOW BAY WAY, Osprey, FL 34229

      Listed by PREMIER SOTHEBYS INTL REALTY

      Stellar MLS
    • 898 MACEWEN DR, Osprey, FL 34229
      4 Beds4 Baths4,132 SqFt
      Pending

      $1,950,000

      898 MACEWEN DR, Osprey, FL 34229

      Listed by COLDWELL BANKER REALTY

      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
    • 444 WASHINGTON AVE, Osprey, FL 34229
      3 Beds2 Baths1,284 SqFt
      1/18 18
      Pending

      $249,900

      444 WASHINGTON AVE, Osprey, FL 34229

      Listed by COLDWELL BANKER SARASOTA CENT.

      Stellar MLS
    • 170 EDGEWOOD DR, Osprey, FL 34229
      2 Beds2 Baths863 SqFt
      1/41 41
      Active

      $164,900

      170 EDGEWOOD DR, Osprey, FL 34229

      Listed by KW SUNCOAST

      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
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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.