124 total properties
Did you mean the neighborhood Osprey?
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 14021 BELLAGIO WAY 309 Osprey, FL MLS# A4681589
  • Virtual Tour
1 of 39
$899,995
3

Beds

2.1

Baths

2,199

Sq.Ft.

14021 BELLAGIO WAY 309

Osprey, FL

Courtesy of COMPASS FLORIDA, LLC
View 260 HIDDEN BAY DRIVE 405 Osprey, FL MLS# A4679287
  • Virtual Tour
1 of 50
$899,000
3

Beds

2.1

Baths

2,168

Sq.Ft.

260 HIDDEN BAY DRIVE 405

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 664 CRANE PRAIRIE WAY Osprey, FL MLS# A4681662
  • Virtual Tour
1 of 69
$897,000
3

Beds

3.0

Baths

2,870

Sq.Ft.

664 CRANE PRAIRIE WAY

Osprey, FL

Courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
View 172 SEA ANCHOR DRIVE Osprey, FL MLS# A4671745
  • Virtual Tour
1 of 48
$895,000
3

Beds

3.0

Baths

2,283

Sq.Ft.

172 SEA ANCHOR DRIVE

Osprey, FL

Courtesy of GOLF & BAY PROPERTIES LLC
View 903 TRANQUILITY CIRCLE Osprey, FL MLS# A4669102
  • Virtual Tour
1 of 39
$879,000
3

Beds

3.0

Baths

2,622

Sq.Ft.

903 TRANQUILITY CIRCLE

Osprey, FL

Courtesy of GENEROUS PROPERTY
View 599 PINE RANCH EAST ROAD Osprey, FL MLS# A4660895
  • Virtual Tour
1 of 43
$875,000
3

Beds

2.0

Baths

2,188

Sq.Ft.

599 PINE RANCH EAST ROAD

Osprey, FL

Courtesy of GENEROUS PROPERTY
View 242 HIDDEN BAY DRIVE 401 Osprey, FL MLS# D6143964
  • Virtual Tour
1 of 62
$875,000
3

Beds

3.0

Baths

2,100

Sq.Ft.

242 HIDDEN BAY DRIVE 401

Osprey, FL

Courtesy of LASBURY-TRACY REALTY INC.
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 13 BAYHEAD LANE Osprey, FL MLS# A4645829
  • Virtual Tour
1 of 62
$850,000
2

Beds

2.0

Baths

2,310

Sq.Ft.

13 BAYHEAD LANE

Osprey, FL

Courtesy of GENEROUS PROPERTY
View 401 N POINT ROAD 304 Osprey, FL MLS# A4659785
  • Virtual Tour
1 of 95
$850,000
3

Beds

3.0

Baths

2,778

Sq.Ft.

401 N POINT ROAD 304

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 21 BAYHEAD LANE Osprey, FL MLS# A4664085
$850,000
3

Beds

2.0

Baths

2,246

Sq.Ft.

21 BAYHEAD LANE

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 1211 LOST CREEK COURT Osprey, FL MLS# A4680671
$829,000
4

Beds

3.0

Baths

2,876

Sq.Ft.

1211 LOST CREEK COURT

Osprey, FL

Courtesy of GENEROUS PROPERTY
View 123 WINDWARD DRIVE Osprey, FL MLS# A4656319
  • Virtual Tour
1 of 77
$820,000
3

Beds

2.0

Baths

1,894

Sq.Ft.

123 WINDWARD DRIVE

Osprey, FL

Courtesy of WILLIAM RAVEIS REAL ESTATE
View HIDDEN BAY DRIVE Osprey, FL MLS# A4645997
$800,000
Studio

Beds

0.0

Baths

HIDDEN BAY DRIVE

Osprey, FL

Courtesy of SVN COMMERCIAL ADVISORY GROUP
View 650 CRANE PRAIRIE WAY Osprey, FL MLS# A4680121
  • Virtual Tour
1 of 64
$799,990
4

Beds

2.2

Baths

3,183

Sq.Ft.

650 CRANE PRAIRIE WAY

Osprey, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
View 919 TRANQUILITY CIRCLE CIRCLE Osprey, FL MLS# A4678841
$799,000
4

Beds

3.1

Baths

2,854

Sq.Ft.

919 TRANQUILITY CIRCLE CIRCLE

Osprey, FL

Courtesy of TIDELINE REAL ESTATE BROKERS
View 393 N POINT ROAD 604 Osprey, FL MLS# A4638035
  • Virtual Tour
1 of 92
$795,000
3

Beds

3.0

Baths

2,778

Sq.Ft.

393 N POINT ROAD 604

Osprey, FL

Courtesy of ROBERT SLACK LLC
View 147 OSPREY POINT DRIVE Osprey, FL MLS# A4667023
  • Virtual Tour
1 of 8
$750,000
Studio

Beds

0.0

Baths

147 OSPREY POINT DRIVE

Osprey, FL

Courtesy of BRIGHT REALTY
View 102 WINDWARD DRIVE Osprey, FL MLS# A4671793
  • Virtual Tour
1 of 78
$750,000
3

Beds

2.1

Baths

2,134

Sq.Ft.

102 WINDWARD DRIVE

Osprey, FL

Courtesy of WILLIAM RAVEIS REAL ESTATE

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

193

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

Price Count
$0 - 100K 5
$100K - 200K 11
$200K - 300K 5
$300K - 400K 14
$400K - 500K 11
$500K - 600K 22
$600K - 700K 29
$700K - 800K 13
$800K - 900K 14
$900K - 1M 8
$1M - Max 61

Homes for Sale by Type in Osprey, FL

Property Type Count
Single Family 109
Townhouse 5
Condo 58
Commercial 7
Rental 36
Lots and Land 10
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 4
Farms 0

(Data as of 3/15/2026)

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 3/16/2026.