33 total properties
Did you mean the neighborhood Osprey?
View 352 GLENWOOD AVE Osprey, FL MLS# N6138982
  • Virtual Tour
1 of 36
$429,500
3

Beds

2.0

Baths

1,300

Sq.Ft.

352 GLENWOOD AVE

Osprey, FL

Courtesy of WHITE SANDS REALTY GROUP FL
View 524 SARABAY ROAD Osprey, FL MLS# A4676179
  • Virtual Tour
1 of 41
$424,000
3

Beds

2.0

Baths

1,760

Sq.Ft.

524 SARABAY ROAD

Osprey, FL

Courtesy of SUN N SAND REAL ESTATE LLC
View 291 HIDDEN BAY DRIVE 101 Osprey, FL MLS# N6141302
$400,000
2

Beds

2.0

Baths

1,599

Sq.Ft.

291 HIDDEN BAY DRIVE 101

Osprey, FL

Courtesy of PARADISE EXCLUSIVE INC
The time to sell is now! THE TIME TO SELL IS NOW!
View 401 N POINT ROAD 301 Osprey, FL MLS# A4603773
  • Virtual Tour
1 of 91
$395,000
3

Beds

3.0

Baths

2,594

Sq.Ft.

401 N POINT ROAD 301

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 2251 JESSIE HARBOR DRIVE 2101 Osprey, FL MLS# A4631433
$395,000
2

Beds

2.0

Baths

1,400

Sq.Ft.

2251 JESSIE HARBOR DRIVE 2101

Osprey, FL

Courtesy of GENEROUS PROPERTY
View 51 N TAMIAMI TRAIL Osprey, FL MLS# A4638654
  • Virtual Tour
1 of 53
$395,000
Studio

Beds

0.0

Baths

51 N TAMIAMI TRAIL

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 436 S TAMIAMI TRAIL C4 Osprey, FL MLS# A4648348
$374,900
1,272

Sq.Ft.

436 S TAMIAMI TRAIL C4

Osprey, FL

Courtesy of KONA REALTY
View 172 EXPLORER DRIVE Osprey, FL MLS# A4678068
  • Virtual Tour
1 of 61
OPEN HOUSE: Sunday 1/18 1:00 PM - 3:00 PM
$350,000
2

Beds

2.0

Baths

1,449

Sq.Ft.

172 EXPLORER DRIVE

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 1801 HIGHLAND ROAD Osprey, FL MLS# N6140508
    1 of 41
    OPEN HOUSE: Sunday 1/18 1:00 PM - 4:00 PM
    $330,000
    2

    Beds

    2.0

    Baths

    1,165

    Sq.Ft.

    1801 HIGHLAND ROAD

    Osprey, FL

    Courtesy of RE/MAX ALLIANCE GROUP
    View 116 NAVIGATION CIRCLE 106 Osprey, FL MLS# A4658738
    $325,000
    3

    Beds

    2.0

    Baths

    1,430

    Sq.Ft.

    116 NAVIGATION CIRCLE 106

    Osprey, FL

    Courtesy of COLDWELL BANKER REALTY
    View 100 NAVIGATION CIRCLE NA Osprey, FL MLS# A4676420
    • Recently Listed
    1 of 45
    $305,000
    2

    Beds

    2.0

    Baths

    1,135

    Sq.Ft.

    100 NAVIGATION CIRCLE NA

    Osprey, FL

    Courtesy of MICHAEL SAUNDERS & COMPANY
    View 232 EXPLORER DRIVE 15 Osprey, FL MLS# A4648458
    • Virtual Tour
    1 of 28
    $299,500
    2

    Beds

    2.0

    Baths

    1,135

    Sq.Ft.

    232 EXPLORER DRIVE 15

    Osprey, FL

    Courtesy of COLDWELL BANKER REALTY
    View 2043 CORDES STREET Osprey, FL MLS# A4677419
    • Recently Listed with Virtual Tour
    1 of 35
    $299,000
    3

    Beds

    2.0

    Baths

    1,186

    Sq.Ft.

    2043 CORDES STREET

    Osprey, FL

    Courtesy of PREFERRED SHORE LLC
    View 761 PINE RUN DRIVE 761 Osprey, FL MLS# A4673659
    $279,000
    2

    Beds

    2.0

    Baths

    1,379

    Sq.Ft.

    761 PINE RUN DRIVE 761

    Osprey, FL

    Courtesy of COLDWELL BANKER SARASOTA CENT.
    View 456 WASHINGTON AVENUE Osprey, FL MLS# A4623594
    $269,999
    Studio

    Beds

    0.0

    Baths

    456 WASHINGTON AVENUE

    Osprey, FL

    Courtesy of FLOTACAL
    View 232 WOODLAND DRIVE 232 Osprey, FL MLS# A4671600
    $269,900
    2

    Beds

    2.0

    Baths

    1,325

    Sq.Ft.

    232 WOODLAND DRIVE 232

    Osprey, FL

    Courtesy of PAT WILLIAMS REALTY, LLC
    View 216 GLENWOOD AVENUE Osprey, FL MLS# A4673441
    • Virtual Tour
    1 of 41
    $250,000
    2

    Beds

    1.0

    Baths

    732

    Sq.Ft.

    216 GLENWOOD AVENUE

    Osprey, FL

    Courtesy of COMPASS FLORIDA LLC
    View 139 WOODLAND PLACE 139 Osprey, FL MLS# N6141829
    $244,907
    1

    Beds

    1.1

    Baths

    865

    Sq.Ft.

    139 WOODLAND PLACE 139

    Osprey, FL

    Courtesy of GANGWAY REALTY
    View 362 PINE RUN DRIVE Osprey, FL MLS# A4672574
    • Virtual Tour
    1 of 69
    $235,000
    2

    Beds

    2.0

    Baths

    1,224

    Sq.Ft.

    362 PINE RUN DRIVE

    Osprey, FL

    Courtesy of COMPASS FLORIDA LLC
    View 244 WOODLAND DRIVE 244 Osprey, FL MLS# A4667419
    $225,000
    2

    Beds

    2.0

    Baths

    1,325

    Sq.Ft.

    244 WOODLAND DRIVE 244

    Osprey, FL

    Courtesy of KELLER WILLIAMS ON THE WATER S

    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

    169

    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 - 200K10
    $200K - 300K9
    $300K - 400K9
    $400K - 500K8
    $500K - 600K15
    $600K - 700K19
    $700K - 800K15
    $800K - 900K12
    $900K - 1M11
    $1M - Max58

    Homes for Sale by Type in Osprey, FL

    Property TypeCount
    Single Family101
    Townhouse2
    Condo48
    Commercial6
    Rental34
    Lots and Land7
    Condo/Town/CoOp0
    CoOp0
    Multi Family0
    Mobile Home5
    Farms0

    (Data as of 1/16/2026)

    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 1/18/2026.