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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
    • 236 SAINT JAMES PARK, Osprey, FL 34229
      6 Beds7 Baths6,246 SqFt
      1/88 88
      Active

      $2,900,000

      236 SAINT JAMES PARK, Osprey, FL 34229

      Listed by MICHAEL SAUNDERS & COMPANY

      Stellar MLS
    • 402 WALLS WAY, Osprey, FL 34229
      4 Beds4 Baths3,464 SqFt
      1/79 79
      Active

      $1,500,000

      402 WALLS WAY, Osprey, FL 34229

      Listed by COLDWELL BANKER REALTY

      Stellar MLS
    • 826 OAK BRIAR LN, Osprey, FL 34229
      4 Beds3 Baths2,589 SqFt
      1/66 66
      Price Dropped by $14K

      $735,000

      826 OAK BRIAR LN, Osprey, FL 34229

      Listed by PREFERRED SHORE LLC

      Stellar MLS
    • 101 WOODLAND PL, Osprey, FL 34229
      3 Beds3 Baths1,839 SqFt
      1/36 36
      Active

      $7,200

      101 WOODLAND PL, Osprey, FL 34229

      Listed by WAGNER REALTY

      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
    • 1438 LANDVIEW LN, Osprey, FL 34229
      4 Beds3 Baths2,567 SqFt
      1/35 35
      Pending

      $4,650

      1438 LANDVIEW LN, Osprey, FL 34229

      Listed by KELLER WILLIAMS ON THE WATER S

      Stellar MLS
    • 280 HIDDEN BAY DR #202, Osprey, FL 34229
      3 Beds2 Baths1,937 SqFt
      3D
      Active

      $780,250

      280 HIDDEN BAY DR #202, Osprey, FL 34229

      Listed by KELLER WILLIAMS ISLAND LIFE REAL ESTATE

      Stellar MLS
    • 111 WOODLAND PL, Osprey, FL 34229
      2 Beds2 Baths1,316 SqFt
      1/35 35
      Active

      $260,000

      111 WOODLAND PL, Osprey, FL 34229

      Listed by FLAT FEE MLS REALTY

      Stellar MLS
    • 1049 N CASEY KEY RD, Osprey, FL 34229
      3 Beds3 Baths2,582 SqFt
      1/64 64
      Active

      $4,750,000

      1049 N CASEY KEY RD, Osprey, FL 34229

      Listed by PREMIER SOTHEBYS INTL REALTY

      Stellar MLS
    • 1216 N CASEY KEY RD, Osprey, FL 34229
      5 Beds8 Baths8,050 SqFt
      1/60 60
      Active

      $11,750,000

      1216 N CASEY KEY RD, Osprey, FL 34229

      Listed by PREMIER SOTHEBYS INTL REALTY

      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
    • 201 EAGLENOOK WAY, Osprey, FL 34229
      4 Beds3 Baths3,379 SqFt
      1/88 88
      Active

      $1,200,000

      201 EAGLENOOK WAY, Osprey, FL 34229

      Listed by WILLIAM RAVEIS REAL ESTATE

      Stellar MLS
    • 820 PLACID LAKE DR, Osprey, FL 34229
      5 Beds4 Baths3,938 SqFt
      3D
      Active

      $1,200,000

      820 PLACID LAKE DR, Osprey, FL 34229

      Listed by LOYD ROBBINS & CO. LLC

      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
    • 3603 N POINT RD #702, Osprey, FL 34229
      3 Beds3 Baths2,545 SqFt
      3D
      Active

      $1,395,000

      3603 N POINT RD #702, Osprey, FL 34229

      Listed by GENEROUS PROPERTY

      Stellar MLS
    • 14021 BELLAGIO WAY #309, Osprey, FL 34229
      3 Beds3 Baths2,199 SqFt
      1/51 51
      Active

      $950,000

      14021 BELLAGIO WAY #309, Osprey, FL 34229

      Listed by EXP REALTY LLC

      Stellar MLS
    • 3603 N POINT RD #602, Osprey, FL 34229
      3 Beds3 Baths2,545 SqFt
      3D
      Active

      $5,900

      3603 N POINT RD #602, Osprey, FL 34229

      Listed by GENEROUS PROPERTY

      Stellar MLS
    • 67 SUGAR MILL DR, Osprey, FL 34229
      4 Beds5 Baths4,020 SqFt
      1/81 81
      Active

      $1,999,000

      67 SUGAR MILL DR, Osprey, FL 34229

      Listed by MAPP REALTY & INVESTMENT CO

      Stellar MLS
    • 393 N POINT RD #604, Osprey, FL 34229
      3 Beds3 Baths2,778 SqFt
      1/92 92
      Active

      $1,300,000

      393 N POINT RD #604, Osprey, FL 34229

      Listed by ROBERT SLACK LLC

      Stellar MLS
    • 18 N CASEY KEY RD, Osprey, FL 34229
      3 Beds2 Baths1,977 SqFt
      1/49 49
      Active

      $2,350,000

      18 N CASEY KEY RD, Osprey, FL 34229

      Listed by PREMIER SOTHEBYS INTL REALTY

      Stellar MLS
    • 662 FERNWALK LN, Osprey, FL 34229
      4 Beds4 Baths4,359 SqFt
      3D
      Active

      $2,995,000

      662 FERNWALK LN, Osprey, FL 34229

      Listed by GENEROUS PROPERTY

      Stellar MLS
    • 14041 BELLAGIO WAY #315, Osprey, FL 34229
      3 Beds2 Baths1,736 SqFt
      1/100 100
      Price Dropped by $25K

      $625,000

      14041 BELLAGIO WAY #315, Osprey, FL 34229

      Listed by WILLIAM RAVEIS REAL ESTATE

      Stellar MLS
    • 1110 BEACHCOMBER CT #1, Osprey, FL 34229
      3 Beds3 Baths2,166 SqFt
      1/49 49
      Pending

      $499,000

      1110 BEACHCOMBER CT #1, Osprey, FL 34229

      Listed by MICHAEL SAUNDERS & COMPANY

      Stellar MLS
    • 385 N POINT RD #402, Osprey, FL 34229
      3 Beds3 Baths2,055 SqFt
      1/62 62
      Active

      $660,000

      385 N POINT RD #402, Osprey, FL 34229

      Listed by 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.