128 total properties
Did you mean the neighborhood Osprey?
View 6100 JESSIE HARBOR DRIVE 603 Osprey, FL MLS# A4676824
$874,900
3

Beds

3.0

Baths

2,630

Sq.Ft.

6100 JESSIE HARBOR DRIVE 603

Osprey, FL

Courtesy of ENGEL + VOELKERS SARASOTA
View 186 WINDWARD DRIVE Osprey, FL MLS# N6142087
  • Virtual Tour
1 of 93
$649,500
3

Beds

2.0

Baths

2,505

Sq.Ft.

186 WINDWARD DRIVE

Osprey, FL

Courtesy of KELLER WILLIAMS ON THE WATER S
View 1019 SCHERER WAY Osprey, FL MLS# N6142144
  • Virtual Tour
1 of 56
$735,000
4

Beds

3.0

Baths

2,498

Sq.Ft.

1019 SCHERER WAY

Osprey, FL

Courtesy of CENTURY 21 SCHMIDT REAL ESTATE
The time to sell is now! THE TIME TO SELL IS NOW!
View 616 CRANE PRAIRIE WAY Osprey, FL MLS# N6142165
  • Virtual Tour
1 of 70
$899,995
3

Beds

4.0

Baths

3,561

Sq.Ft.

616 CRANE PRAIRIE WAY

Osprey, FL

Courtesy of KELLER WILLIAMS ISLAND LIFE REAL ESTATE
View 5100 JESSIE HARBOR DRIVE 403 Osprey, FL MLS# A4676382
$679,900
2

Beds

2.0

Baths

2,143

Sq.Ft.

5100 JESSIE HARBOR DRIVE 403

Osprey, FL

Courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
View 524 SARABAY ROAD Osprey, FL MLS# A4676179
  • Virtual Tour
1 of 41
$419,000
3

Beds

2.0

Baths

1,760

Sq.Ft.

524 SARABAY ROAD

Osprey, FL

Courtesy of SUN N SAND REAL ESTATE LLC
View 172 EXPLORER DRIVE Osprey, FL MLS# A4678068
  • Virtual Tour
1 of 61
$350,000
2

Beds

2.0

Baths

1,449

Sq.Ft.

172 EXPLORER DRIVE

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 1303 THORNAPPLE DRIVE Osprey, FL MLS# A4675439
  • Virtual Tour
1 of 66
$674,900
3

Beds

2.0

Baths

1,929

Sq.Ft.

1303 THORNAPPLE DRIVE

Osprey, FL

Courtesy of KELLER WILLIAMS ON THE WATER S
View 711 SHADOW BAY WAY Osprey, FL MLS# A4675020
  • Virtual Tour
1 of 59
$585,000
4

Beds

2.0

Baths

2,133

Sq.Ft.

711 SHADOW BAY WAY

Osprey, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
View 570 BLACKBURN POINT ROAD 43 Osprey, FL MLS# A4672823
$115,000
Studio

Beds

0.0

Baths

570 BLACKBURN POINT ROAD 43

Osprey, FL

Courtesy of BRIGHT REALTY
View 570 BLACKBURN POINT ROAD 13 Osprey, FL MLS# A4674344
$109,000
Studio

Beds

0.0

Baths

570 BLACKBURN POINT ROAD 13

Osprey, FL

Courtesy of BRIGHT REALTY
View 597 OAK RIVER COURT Osprey, FL MLS# A4673797
  • Virtual Tour
1 of 48
OPEN HOUSE: Sunday 3/22 12:00 PM - 2:00 PM
$715,000
4

Beds

2.0

Baths

2,111

Sq.Ft.

597 OAK RIVER COURT

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 104 PARK TRACE BOULEVARD Osprey, FL MLS# A4674221
  • Virtual Tour
1 of 47
$595,000
4

Beds

3.0

Baths

2,557

Sq.Ft.

104 PARK TRACE BOULEVARD

Osprey, FL

Courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
View 102 WINDWARD DRIVE Osprey, FL MLS# A4671793
  • Virtual Tour
1 of 78
OPEN HOUSE: Sunday 3/22 1:00 PM - 3:00 PM
$750,000
3

Beds

2.1

Baths

2,134

Sq.Ft.

102 WINDWARD DRIVE

Osprey, FL

Courtesy of WILLIAM RAVEIS FLORIDA LLC
View 385 N POINT ROAD 503 Osprey, FL MLS# A4672342
  • Virtual Tour
1 of 97
$690,000
3

Beds

3.0

Baths

2,203

Sq.Ft.

385 N POINT ROAD 503

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 232 WOODLAND DRIVE 232 Osprey, FL MLS# A4671600
  • Virtual Tour
1 of 47
$264,900
2

Beds

2.0

Baths

1,325

Sq.Ft.

232 WOODLAND DRIVE 232

Osprey, FL

Courtesy of PAT WILLIAMS REALTY, LLC
View 401 N POINT ROAD 603 Osprey, FL MLS# A4671958
$699,000
3

Beds

3.0

Baths

2,203

Sq.Ft.

401 N POINT ROAD 603

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 172 SEA ANCHOR DRIVE Osprey, FL MLS# A4671745
  • Virtual Tour
1 of 48
OPEN HOUSE: Sunday 3/22 1:00 PM - 3:00 PM
$895,000
3

Beds

3.0

Baths

2,283

Sq.Ft.

172 SEA ANCHOR DRIVE

Osprey, FL

Courtesy of GOLF & BAY PROPERTIES LLC
View 3936 WAYPOINT AVENUE Osprey, FL MLS# A4670043
  • Virtual Tour
1 of 76
$1,000,000
3

Beds

3.0

Baths

2,323

Sq.Ft.

3936 WAYPOINT AVENUE

Osprey, FL

Courtesy of CORCORAN DWELLINGS REALTY
View 1486 LANDVIEW LANE Osprey, FL MLS# D6144630
  • Virtual Tour
1 of 78
$850,000
3

Beds

2.0

Baths

1,869

Sq.Ft.

1486 LANDVIEW LANE

Osprey, FL

Courtesy of EXP REALTY LLC

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

188

Estimated median home price

$699,000
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

Price Count
$0 - 100K 5
$100K - 200K 11
$200K - 300K 5
$300K - 400K 13
$400K - 500K 11
$500K - 600K 22
$600K - 700K 28
$700K - 800K 12
$800K - 900K 15
$900K - 1M 6
$1M - Max 60

Homes for Sale by Type in Osprey, FL

Property Type Count
Single Family 109
Townhouse 5
Condo 56
Commercial 4
Rental 35
Lots and Land 10
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 4
Farms 0

(Data as of 3/18/2026)

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 3/22/2026.