177 total properties
Did you mean the neighborhood Osprey?
View 166 EDGEWOOD DRIVE Osprey, FL MLS# A4687852
  • Adult Community with Virtual Tour
1 of 76
$167,000
2

Beds

2.0

Baths

959

Sq.Ft.

166 EDGEWOOD DRIVE

Osprey, FL

Courtesy of COLDWELL BANKER SARASOTA CENT.
View 434 MACEWEN DRIVE Osprey, FL MLS# A4687368
  • Virtual Tour
1 of 55
$1,465,000
3

Beds

3.0

Baths

2,414

Sq.Ft.

434 MACEWEN DRIVE

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 448 E MACEWEN DRIVE Osprey, FL MLS# A4687195
  • Virtual Tour
1 of 52
$2,100,000
4

Beds

3.1

Baths

3,768

Sq.Ft.

448 E MACEWEN DRIVE

Osprey, FL

Courtesy of GENEROUS PROPERTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 353 S SHORE DRIVE Osprey, FL MLS# A4688006
  • Recently Listed with Virtual Tour
1 of 60
$1,150,000
3

Beds

2.0

Baths

1,840

Sq.Ft.

353 S SHORE DRIVE

Osprey, FL

Courtesy of COLDWELL BANKER SARASOTA CENT.
View 570 BLACKBURN POINT ROAD 35 Osprey, FL MLS# A4687906
$99,500
Studio

Beds

0.0

Baths

570 BLACKBURN POINT ROAD 35

Osprey, FL

Courtesy of BRIGHT REALTY
View 642 TRENTON WAY Osprey, FL MLS# A4686927
  • Virtual Tour
1 of 86
$2,150,000
4

Beds

4.1

Baths

3,939

Sq.Ft.

642 TRENTON WAY

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 234 PALM AIR DRIVE Osprey, FL MLS# A4687365
  • Adult Community with Virtual Tour
1 of 40
$120,000
2

Beds

2.0

Baths

987

Sq.Ft.

234 PALM AIR DRIVE

Osprey, FL

Courtesy of KW COASTAL LIVING III
View 1016 SCHERER WAY Osprey, FL MLS# A4687161
  • Virtual Tour
1 of 76
$950,000
4

Beds

3.0

Baths

2,921

Sq.Ft.

1016 SCHERER WAY

Osprey, FL

Courtesy of RE/MAX ALLIANCE GROUP
View 135 WOODLAND PLACE Osprey, FL MLS# A4687664
  • Virtual Tour
1 of 82
$269,000
2

Beds

2.0

Baths

1,316

Sq.Ft.

135 WOODLAND PLACE

Osprey, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
View 393 N POINT ROAD 401 Osprey, FL MLS# A4686928
  • Virtual Tour
1 of 63
$785,000
3

Beds

3.0

Baths

2,594

Sq.Ft.

393 N POINT ROAD 401

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 230 OSPREY POINT DRIVE Osprey, FL MLS# A4683382
$2,495,000
3

Beds

3.1

Baths

3,586

Sq.Ft.

230 OSPREY POINT DRIVE

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 437 S SHORE DRIVE Osprey, FL MLS# N6143587
  • Virtual Tour
1 of 23
$525,000
3

Beds

2.0

Baths

1,947

Sq.Ft.

437 S SHORE DRIVE

Osprey, FL

Courtesy of EXIT KING REALTY
View 228 SAINT JAMES PARK Osprey, FL MLS# A4686681
  • Virtual Tour
1 of 100
$1,645,000
3

Beds

2.1

Baths

2,425

Sq.Ft.

228 SAINT JAMES PARK

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 140 SUGAR MILL DRIVE Osprey, FL MLS# A4684805
  • Virtual Tour
1 of 74
$1,695,000
4

Beds

4.0

Baths

3,286

Sq.Ft.

140 SUGAR MILL DRIVE

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 2141 CORDES STREET Osprey, FL MLS# A4685465
  • Virtual Tour
1 of 38
$375,000
2

Beds

2.0

Baths

1,126

Sq.Ft.

2141 CORDES STREET

Osprey, FL

Courtesy of KELLER WILLIAMS ON THE WATER S
View 4304 EXPEDITION WAY WAY 105 Osprey, FL MLS# N6143250
$329,500
3

Beds

2.0

Baths

1,528

Sq.Ft.

4304 EXPEDITION WAY WAY 105

Osprey, FL

Courtesy of EXIT KING REALTY
View 447 N SHORE DRIVE Osprey, FL MLS# A4684009
  • Virtual Tour
1 of 45
$515,350
3

Beds

2.0

Baths

1,874

Sq.Ft.

447 N SHORE DRIVE

Osprey, FL

Courtesy of COLDWELL BANKER SARASOTA CENT.
View 408 PARK TRACE BOULEVARD Osprey, FL MLS# A4685004
$625,000
3

Beds

3.0

Baths

1,840

Sq.Ft.

408 PARK TRACE BOULEVARD

Osprey, FL

Courtesy of PREFERRED SHORE LLC
View 14401 MASTHEAD DRIVE Osprey, FL MLS# A4684834
    1 of 96
    OPEN HOUSE: Sunday 4/26 2:00 PM - 4:00 PM
    $3,250,000
    3

    Beds

    3.1

    Baths

    2,665

    Sq.Ft.

    14401 MASTHEAD DRIVE

    Osprey, FL

    Courtesy of MICHAEL SAUNDERS & COMPANY
    View 107 SORRENTO DRIVE Osprey, FL MLS# N6143210
    • Virtual Tour
    1 of 51
    $425,000
    2

    Beds

    2.0

    Baths

    1,284

    Sq.Ft.

    107 SORRENTO DRIVE

    Osprey, FL

    Courtesy of PREMIER SOTHEBYS INTL REALTY

    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

    181

    Estimated median home price

    $700,000
    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 - 100K8
    $100K - 200K10
    $200K - 300K10
    $300K - 400K9
    $400K - 500K10
    $500K - 600K16
    $600K - 700K28
    $700K - 800K12
    $800K - 900K12
    $900K - 1M5
    $1M - Max61

    Homes for Sale by Type in Osprey, FL

    Property TypeCount
    Single Family98
    Townhouse4
    Condo61
    Commercial4
    Rental33
    Lots and Land8
    Condo/Town/CoOp0
    CoOp0
    Multi Family0
    Mobile Home6
    Farms0

    (Data as of 4/21/2026)

    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 4/21/2026.