59 total properties
Did you mean the neighborhood Osprey?
View 120 VILLA DRIVE 120 Osprey, FL MLS# A4708477
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1 of 36
$465,000
2

Beds

2.0

Baths

1,404

Sq.Ft.

120 VILLA DRIVE 120

Osprey, FL

Courtesy of MANGROVE REALTY ASSOCIATES
View 145 EDGEWOOD DRIVE Osprey, FL MLS# A4707317
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1 of 31
$175,000
2

Beds

2.0

Baths

960

Sq.Ft.

145 EDGEWOOD DRIVE

Osprey, FL

Courtesy of GENEROUS PROPERTY
View 717 PINE RUN DR. 717 Osprey, FL MLS# A4708286
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1 of 34
$159,900
1

Beds

1.0

Baths

586

Sq.Ft.

717 PINE RUN DR. 717

Osprey, FL

Courtesy of PAT WILLIAMS REALTY, LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 250 HIDDEN BAY DRIVE 302 Osprey, FL MLS# A4706421
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1 of 87
$625,000
3

Beds

2.0

Baths

1,937

Sq.Ft.

250 HIDDEN BAY DRIVE 302

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 7303 JESSIE HARBOR DRIVE 7303 Osprey, FL MLS# A4706429
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Save 7303 JESSIE HARBOR DRIVE 7303 Osprey, FL MLS# A4706429
1 of 35
OPEN HOUSE: Sunday 10/11 1:00 PM - 3:00 PM
$449,000
3

Beds

2.0

Baths

1,883

Sq.Ft.

7303 JESSIE HARBOR DRIVE 7303

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 3603 N POINT ROAD 202 Osprey, FL MLS# A4707579
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1 of 50
$629,400
3

Beds

3.0

Baths

3,147

Sq.Ft.

3603 N POINT ROAD 202

Osprey, FL

Courtesy of GENEROUS PROPERTY
View 1346 THORNAPPLE DRIVE Osprey, FL MLS# A4707282
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1 of 55
$540,000
3

Beds

2.0

Baths

2,248

Sq.Ft.

1346 THORNAPPLE DRIVE

Osprey, FL

Courtesy of RE/MAX ALLIANCE GROUP
View 23 SIESTA CIRCLE W Osprey, FL MLS# A4706691
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1 of 59
$165,000
2

Beds

2.0

Baths

924

Sq.Ft.

23 SIESTA CIRCLE W

Osprey, FL

Courtesy of COLDWELL BANKER SARASOTA CENT.
View 401 N POINT ROAD 303 Osprey, FL MLS# A4706051
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1 of 100
$445,000
3

Beds

3.0

Baths

2,203

Sq.Ft.

401 N POINT ROAD 303

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 109 WOODLAND PLACE Osprey, FL MLS# A4705745
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Save 109 WOODLAND PLACE Osprey, FL MLS# A4705745
1 of 44
$244,900
2

Beds

2.0

Baths

1,223

Sq.Ft.

109 WOODLAND PLACE

Osprey, FL

Courtesy of PREFERRED SHORE LLC
View 2046 CORDES STREET Osprey, FL MLS# A4705136
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1 of 43
$565,000
3

Beds

2.0

Baths

1,705

Sq.Ft.

2046 CORDES STREET

Osprey, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
View 453 S SHORE DRIVE Osprey, FL MLS# O6439571
    Save 453 S SHORE DRIVE Osprey, FL MLS# O6439571
    1 of 3
    $499,999
    3

    Beds

    3.0

    Baths

    2,422

    Sq.Ft.

    453 S SHORE DRIVE

    Osprey, FL

    Courtesy of RE/MAX PRIME PROPERTIES
    View 583 PINE RANCH EAST ROAD Osprey, FL MLS# A4704589
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    1 of 53
    $529,000
    4

    Beds

    2.0

    Baths

    2,203

    Sq.Ft.

    583 PINE RANCH EAST ROAD

    Osprey, FL

    Courtesy of GALLERY PROPERTIES INTERNATIONAL
    View 1140 BEACHCOMBER COURT 11 Osprey, FL MLS# W7888943
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    1 of 11
    $540,000
    3

    Beds

    2.1

    Baths

    2,040

    Sq.Ft.

    1140 BEACHCOMBER COURT 11

    Osprey, FL

    Courtesy of LISTWITHFREEDOM.COM
    View 1819 HIGHLAND ROAD Osprey, FL MLS# A4703963
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    1 of 57
    $319,000
    2

    Beds

    2.1

    Baths

    1,240

    Sq.Ft.

    1819 HIGHLAND ROAD

    Osprey, FL

    Courtesy of MICHAEL SAUNDERS & COMPANY
    View 586 OAK BAY DRIVE Osprey, FL MLS# A4703807
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    Save 586 OAK BAY DRIVE Osprey, FL MLS# A4703807
    1 of 32
    $649,000
    3

    Beds

    2.0

    Baths

    2,084

    Sq.Ft.

    586 OAK BAY DRIVE

    Osprey, FL

    Courtesy of WHITE SANDS REALTY GROUP FL
    View Address not provided Osprey, FL MLS# A4700371
      Save Address not provided Osprey, FL MLS# A4700371
      1 of 2
      $562,900
      1,204

      Sq.Ft.

      Address not provided

      Osprey, FL

      Courtesy of CENTURY 21 ROSEBAY
      View 5100 JESSIE HARBOR DRIVE 404 Osprey, FL MLS# A4703484
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      Save 5100 JESSIE HARBOR DRIVE 404 Osprey, FL MLS# A4703484
      1 of 62
      $599,000
      2

      Beds

      2.0

      Baths

      2,143

      Sq.Ft.

      5100 JESSIE HARBOR DRIVE 404

      Osprey, FL

      Courtesy of MICHAEL SAUNDERS & COMPANY
      View 108 VILLA DRIVE 108 Osprey, FL MLS# TB8539148
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      Save 108 VILLA DRIVE 108 Osprey, FL MLS# TB8539148
      1 of 16
      $295,950
      2

      Beds

      2.0

      Baths

      1,593

      Sq.Ft.

      108 VILLA DRIVE 108

      Osprey, FL

      Courtesy of LOKATION
      View 1036 OAK MEADOW LANE Osprey, FL MLS# A4701532
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      Save 1036 OAK MEADOW LANE Osprey, FL MLS# A4701532
      1 of 54
      $630,000
      4

      Beds

      2.0

      Baths

      2,186

      Sq.Ft.

      1036 OAK MEADOW LANE

      Osprey, FL

      Courtesy of BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE

      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

      145

      Estimated median home price

      $730,999
      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 - 100K4
      $100K - 200K8
      $200K - 300K11
      $300K - 400K5
      $400K - 500K11
      $500K - 600K13
      $600K - 700K18
      $700K - 800K13
      $800K - 900K6
      $900K - 1M4
      $1M - Max52

      Homes for Sale by Type in Osprey, FL

      Property TypeCount
      Single Family72
      Townhouse5
      Condo51
      Commercial5
      Rental26
      Lots and Land8
      Condo/Town/CoOp0
      CoOp0
      Multi Family0
      Mobile Home4
      Farms0

      (Data as of 10/6/2026)

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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 10/6/2026.