161 total properties
Did you mean the neighborhood Osprey?
View 895 MACEWEN DRIVE Osprey, FL MLS# A4674780
    Save 895 MACEWEN DRIVE Osprey, FL MLS# A4674780
    1 of 2
    $2,000,000
    3

    Beds

    3.1

    Baths

    4,828

    Sq.Ft.

    895 MACEWEN DRIVE

    Osprey, FL

    Courtesy of EXIT KING REALTY
    View 140 SUGAR MILL DRIVE Osprey, FL MLS# A4655736
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    1 of 67
    $1,970,000
    4

    Beds

    4.0

    Baths

    3,286

    Sq.Ft.

    140 SUGAR MILL DRIVE

    Osprey, FL

    Courtesy of GENEROUS PROPERTY
    View 453 E MACEWEN DRIVE Osprey, FL MLS# A4669572
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    1 of 78
    $1,899,000
    4

    Beds

    3.1

    Baths

    4,191

    Sq.Ft.

    453 E MACEWEN DRIVE

    Osprey, FL

    Courtesy of THE REAL ESTATE STORE
    The time to sell is now! THE TIME TO SELL IS NOW!
    View 409 N POINT ROAD 1003 Osprey, FL MLS# A4674755
      Save 409 N POINT ROAD 1003 Osprey, FL MLS# A4674755
      1 of 73
      $1,800,000
      3

      Beds

      3.0

      Baths

      2,778

      Sq.Ft.

      409 N POINT ROAD 1003

      Osprey, FL

      Courtesy of COLDWELL BANKER REALTY
      View 75 OSPREY POINT DRIVE Osprey, FL MLS# A4672439
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      Save 75 OSPREY POINT DRIVE Osprey, FL MLS# A4672439
      1 of 92
      $1,775,000
      4

      Beds

      4.0

      Baths

      4,001

      Sq.Ft.

      75 OSPREY POINT DRIVE

      Osprey, FL

      Courtesy of GENEROUS PROPERTY
      View 3983 DESTINATION DRIVE 102-202 Osprey, FL MLS# TB8428492
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      Save 3983 DESTINATION DRIVE 102-202 Osprey, FL MLS# TB8428492
      1 of 28
      $1,700,000
      3,871

      Sq.Ft.

      3983 DESTINATION DRIVE 102-202

      Osprey, FL

      Courtesy of COLDWELL BANKER REALTY
      View 909 MACEWEN DRIVE Osprey, FL MLS# A4621683
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      Save 909 MACEWEN DRIVE Osprey, FL MLS# A4621683
      1 of 62
      $1,695,000
      3

      Beds

      3.1

      Baths

      4,241

      Sq.Ft.

      909 MACEWEN DRIVE

      Osprey, FL

      Courtesy of GENEROUS PROPERTY
      View 76 OSPREY POINT DRIVE Osprey, FL MLS# A4672843
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      Save 76 OSPREY POINT DRIVE Osprey, FL MLS# A4672843
      1 of 100
      $1,690,000
      3

      Beds

      4.1

      Baths

      4,364

      Sq.Ft.

      76 OSPREY POINT DRIVE

      Osprey, FL

      Courtesy of COLDWELL BANKER REALTY
      View 20 BAYHEAD LANE Osprey, FL MLS# A4674649
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      Save 20 BAYHEAD LANE Osprey, FL MLS# A4674649
      1 of 72
      OPEN HOUSE: Sunday 1/11 12:00 PM - 3:00 PM
      $1,575,000
      4

      Beds

      3.0

      Baths

      3,486

      Sq.Ft.

      20 BAYHEAD LANE

      Osprey, FL

      Courtesy of EXP REALTY LLC
      View 360 N POINT ROAD Osprey, FL MLS# A4617671
      • New Construction with Virtual Tour
      Save 360 N POINT ROAD Osprey, FL MLS# A4617671
      1 of 57
      $1,570,000
      3

      Beds

      3.1

      Baths

      2,913

      Sq.Ft.

      360 N POINT ROAD

      Osprey, FL

      Courtesy of GENEROUS PROPERTY
      View 385 N POINT ROAD 704 Osprey, FL MLS# A4671431
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      Save 385 N POINT ROAD 704 Osprey, FL MLS# A4671431
      1 of 96
      $1,500,000
      3

      Beds

      3.0

      Baths

      2,778

      Sq.Ft.

      385 N POINT ROAD 704

      Osprey, FL

      Courtesy of COLDWELL BANKER REALTY
      View 385 N POINT ROAD 701 Osprey, FL MLS# A4659278
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      1 of 62
      $1,499,500
      3

      Beds

      3.0

      Baths

      2,594

      Sq.Ft.

      385 N POINT ROAD 701

      Osprey, FL

      Courtesy of GENEROUS PROPERTY
      View 137 OSPREY POINT DRIVE Osprey, FL MLS# A4669444
        Save 137 OSPREY POINT DRIVE Osprey, FL MLS# A4669444
        1 of 99
        $1,425,000
        4

        Beds

        3.0

        Baths

        3,303

        Sq.Ft.

        137 OSPREY POINT DRIVE

        Osprey, FL

        Courtesy of COLDWELL BANKER REALTY
        View 365 S SHORE DRIVE Osprey, FL MLS# N6142101
        • Recently Listed with Virtual Tour
        Save 365 S SHORE DRIVE Osprey, FL MLS# N6142101
        1 of 95
        OPEN HOUSE: Saturday 1/10 4:00 PM - 6:00 PM
        $1,400,000
        3

        Beds

        2.0

        Baths

        1,824

        Sq.Ft.

        365 S SHORE DRIVE

        Osprey, FL

        Courtesy of EXIT KING REALTY
        View 3603 N POINT ROAD 702 Osprey, FL MLS# A4642397
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        1 of 61
        $1,395,000
        3

        Beds

        3.0

        Baths

        2,545

        Sq.Ft.

        3603 N POINT ROAD 702

        Osprey, FL

        Courtesy of GENEROUS PROPERTY
        View 296 PINE RANCH TRAIL Osprey, FL MLS# A4653218
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        Save 296 PINE RANCH TRAIL Osprey, FL MLS# A4653218
        1 of 82
        $1,350,000
        5

        Beds

        3.1

        Baths

        3,481

        Sq.Ft.

        296 PINE RANCH TRAIL

        Osprey, FL

        Courtesy of ASHTON LAKES REALTY INC
        View 133 OSPREY POINT DRIVE Osprey, FL MLS# A4664295
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        Save 133 OSPREY POINT DRIVE Osprey, FL MLS# A4664295
        1 of 99
        $1,350,000
        4

        Beds

        3.0

        Baths

        3,679

        Sq.Ft.

        133 OSPREY POINT DRIVE

        Osprey, FL

        Courtesy of OWN SRQ LLC
        View 700 FAITH AVENUE Osprey, FL MLS# A4667634
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        Save 700 FAITH AVENUE Osprey, FL MLS# A4667634
        1 of 74
        $1,300,000
        4

        Beds

        3.0

        Baths

        2,474

        Sq.Ft.

        700 FAITH AVENUE

        Osprey, FL

        Courtesy of LACEY REALTY INC
        View 409 NORTH POINT ROAD 902 Osprey, FL MLS# A4677305
        • Recently Listed
        Save 409 NORTH POINT ROAD 902 Osprey, FL MLS# A4677305
        1 of 59
        $1,275,000
        3

        Beds

        3.0

        Baths

        2,055

        Sq.Ft.

        409 NORTH POINT ROAD 902

        Osprey, FL

        Courtesy of GENEROUS PROPERTY
        View 403 LONGBOW TRAIL Osprey, FL MLS# A4672081
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        Save 403 LONGBOW TRAIL Osprey, FL MLS# A4672081
        1 of 99
        OPEN HOUSE: Sunday 1/11 2:00 PM - 4:00 PM
        $1,197,000
        4

        Beds

        3.0

        Baths

        2,770

        Sq.Ft.

        403 LONGBOW TRAIL

        Osprey, FL

        Courtesy of DALTON WADE INC

        About Osprey

        The most northern of the Venice communities is Osprey, harmonizing older neighborhoods with an elegant golf-course development.  The recreational attractions of Oscar Scherer State Park and Historic Spanish Point enable this area to preserve its natural beauty.  Whether you like shopping in the unique stores of the downtown Venice Main Street district or prefer golfing, boating, fishing, or just laying on the beach; the five community area of Osprey, Laurel, Nokomis, Venice and South Venice offers a little bit of everything.

        Listings in Osprey, FL

        168

        Estimated median home price

        $795,000
        Osprey FL Homes for Sale & Properties

        Weichert Realtors is one of the nation's leading providers of Osprey, Florida real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Osprey, FL.

        Homes for Sale by Price in Osprey, FL

        PriceCount
        $0 - 100K3
        $100K - 200K11
        $200K - 300K9
        $300K - 400K9
        $400K - 500K8
        $500K - 600K11
        $600K - 700K22
        $700K - 800K14
        $800K - 900K12
        $900K - 1M11
        $1M - Max58

        Homes for Sale by Type in Osprey, FL

        Property TypeCount
        Single Family99
        Townhouse3
        Condo47
        Commercial6
        Rental35
        Lots and Land7
        Condo/Town/CoOp0
        CoOp0
        Multi Family0
        Mobile Home6
        Farms0

        (Data as of 1/9/2026)

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        Information deemed reliable but not guaranteed.

        Listing information courtesy of My Florida Regional MLS DBA Stellar MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.

        Copyright 2012 My Florida Regional MLS DBA Stellar MLS. All rights reserved

        Data is updated as of 1/10/2026.