159 total properties
Did you mean the neighborhood Osprey?
View 761 PINE RUN DRIVE 761 Osprey, FL MLS# A4673659
  • Virtual Tour
1 of 48
$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 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 26 SIESTA CIRCLE W Osprey, FL MLS# A4673353
  • Adult Community with Virtual Tour
1 of 19
$129,500
2

Beds

1.0

Baths

600

Sq.Ft.

26 SIESTA CIRCLE W

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 76 OSPREY POINT DRIVE Osprey, FL MLS# A4672843
  • Virtual Tour
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 178 WILLOW BEND WAY Osprey, FL MLS# A4672408
  • Virtual Tour
1 of 38
$640,000
3

Beds

2.0

Baths

1,889

Sq.Ft.

178 WILLOW BEND WAY

Osprey, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
View 75 OSPREY POINT DRIVE Osprey, FL MLS# A4672439
  • Virtual Tour
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 102 WINDWARD DRIVE Osprey, FL MLS# A4671793
  • Virtual Tour
1 of 78
OPEN HOUSE: Sunday 1/18 1:00 PM - 4:00 PM
$800,000
3

Beds

2.1

Baths

2,134

Sq.Ft.

102 WINDWARD DRIVE

Osprey, FL

Courtesy of WILLIAM RAVEIS REAL ESTATE
View 14041 BELLAGIO WAY 218 Osprey, FL MLS# A4672639
  • Virtual Tour
1 of 28
$1,150,000
3

Beds

2.0

Baths

2,374

Sq.Ft.

14041 BELLAGIO WAY 218

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
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 403 LONGBOW TRAIL Osprey, FL MLS# A4672081
  • Virtual Tour
1 of 99
OPEN HOUSE: Saturday 1/17 1:00 PM - 3:00 PM
$1,197,000
4

Beds

3.0

Baths

2,770

Sq.Ft.

403 LONGBOW TRAIL

Osprey, FL

Courtesy of DALTON WADE INC
View 180 LOOKOUT POINT DRIVE Osprey, FL MLS# A4672222
  • Virtual Tour
1 of 70
$2,299,900
5

Beds

3.1

Baths

3,236

Sq.Ft.

180 LOOKOUT POINT DRIVE

Osprey, FL

Courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
View 232 WOODLAND DRIVE 232 Osprey, FL MLS# A4671600
  • Virtual Tour
1 of 47
$269,900
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 216 PALM AIR DRIVE Osprey, FL MLS# A4672438
  • Adult Community with Virtual Tour
1 of 33
$164,000
2

Beds

2.0

Baths

1,055

Sq.Ft.

216 PALM AIR DRIVE

Osprey, FL

Courtesy of KELLER WILLIAMS ON THE WATER S
View 172 SEA ANCHOR DRIVE Osprey, FL MLS# A4671745
  • Virtual Tour
1 of 48
OPEN HOUSE: Sunday 1/18 1:00 PM - 3:00 PM
$936,000
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
OPEN HOUSE: Sunday 1/18 1:00 PM - 3:00 PM
$1,089,000
3

Beds

3.0

Baths

2,323

Sq.Ft.

3936 WAYPOINT AVENUE

Osprey, FL

Courtesy of CORCORAN DWELLINGS REALTY
View 804 SHADOW BAY WAY Osprey, FL MLS# A4671595
  • Virtual Tour
1 of 39
$660,000
3

Beds

2.0

Baths

2,279

Sq.Ft.

804 SHADOW BAY WAY

Osprey, FL

Courtesy of PREFERRED SHORE LLC
View 1486 LANDVIEW LANE Osprey, FL MLS# D6144630
  • Virtual Tour
1 of 78
$995,000
3

Beds

2.0

Baths

1,869

Sq.Ft.

1486 LANDVIEW LANE

Osprey, FL

Courtesy of EXP REALTY LLC
View 49 OSPREY POINT DRIVE Osprey, FL MLS# A4671762
$2,595,000
4

Beds

3.1

Baths

3,953

Sq.Ft.

49 OSPREY POINT DRIVE

Osprey, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
View 385 N POINT ROAD 704 Osprey, FL MLS# A4671431
  • Virtual Tour
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

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

Price Count
$0 - 100K 3
$100K - 200K 10
$200K - 300K 9
$300K - 400K 9
$400K - 500K 8
$500K - 600K 15
$600K - 700K 19
$700K - 800K 15
$800K - 900K 12
$900K - 1M 11
$1M - Max 58

Homes for Sale by Type in Osprey, FL

Property Type Count
Single Family 101
Townhouse 2
Condo 48
Commercial 6
Rental 34
Lots and Land 7
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 5
Farms 0

(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.