187 total properties
Did you mean the neighborhood Osprey?
View 3976 DESTINATION DRIVE 102 Osprey, FL MLS# N6142459
$439,000
1,050

Sq.Ft.

3976 DESTINATION DRIVE 102

Osprey, FL

Courtesy of AYERS AND ASSOCIATES REAL ESTATE
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 786 SARABAY ROAD 19 Osprey, FL MLS# A4677900
  • Virtual Tour
1 of 60
$559,000
2

Beds

2.0

Baths

1,555

Sq.Ft.

786 SARABAY ROAD 19

Osprey, FL

Courtesy of PREMIER SOTHEBYS INTL REALTY
View 362 MACEWEN DRIVE Osprey, FL MLS# A4676567
  • Virtual Tour
1 of 55
$2,249,000
4

Beds

3.1

Baths

4,117

Sq.Ft.

362 MACEWEN DRIVE

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 17 BAYHEAD LANE Osprey, FL MLS# A4676710
  • Virtual Tour
1 of 47
OPEN HOUSE: Sunday 3/8 12:00 PM - 2:00 PM
$1,300,000
3

Beds

2.0

Baths

2,850

Sq.Ft.

17 BAYHEAD LANE

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 319 PARK TRACE BOULEVARD Osprey, FL MLS# N6142205
  • Virtual Tour
1 of 57
$749,900
4

Beds

3.0

Baths

2,551

Sq.Ft.

319 PARK TRACE BOULEVARD

Osprey, FL

Courtesy of PREMIER SOTHEBYS INTL REALTY
View 2099 S TAMIAMI TRAIL Osprey, FL MLS# A4677875
  • Virtual Tour
1 of 16
$1,400,000
Studio

Beds

0.0

Baths

2099 S TAMIAMI TRAIL

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 34 WASHINGTON AVENUE Osprey, FL MLS# A4677765
$539,000
Studio

Beds

0.0

Baths

34 WASHINGTON AVENUE

Osprey, FL

Courtesy of ARCO REALTY GROUP
View 20 BAYHEAD LANE Osprey, FL MLS# A4674649
  • Virtual Tour
1 of 73
$1,575,000
4

Beds

3.0

Baths

3,486

Sq.Ft.

20 BAYHEAD LANE

Osprey, FL

Courtesy of EXP REALTY LLC
View 409 NORTH POINT ROAD 902 Osprey, FL MLS# A4677305
$995,000
3

Beds

3.0

Baths

2,055

Sq.Ft.

409 NORTH POINT ROAD 902

Osprey, FL

Courtesy of GENEROUS PROPERTY
View 570 BLACKBURN POINT ROAD LNG42 Osprey, FL MLS# A4677438
$41,000
Studio

Beds

0.0

Baths

570 BLACKBURN POINT ROAD LNG42

Osprey, FL

Courtesy of RE/MAX ALLIANCE GROUP
View 2043 CORDES STREET Osprey, FL MLS# A4677419
  • Virtual Tour
1 of 35
$289,000
3

Beds

2.0

Baths

1,186

Sq.Ft.

2043 CORDES STREET

Osprey, FL

Courtesy of PREFERRED SHORE LLC
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
OPEN HOUSE: Sunday 3/8 1:00 PM - 3:00 PM
$749,900
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
View 100 NAVIGATION CIRCLE NA Osprey, FL MLS# A4676420
$305,000
2

Beds

2.0

Baths

1,135

Sq.Ft.

100 NAVIGATION CIRCLE NA

Osprey, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
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

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

192

Estimated median home price

$724,950
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 13
$200K - 300K 5
$300K - 400K 10
$400K - 500K 11
$500K - 600K 22
$600K - 700K 27
$700K - 800K 14
$800K - 900K 14
$900K - 1M 11
$1M - Max 60

Homes for Sale by Type in Osprey, FL

Property Type Count
Single Family 108
Townhouse 4
Condo 58
Commercial 8
Rental 34
Lots and Land 10
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 4
Farms 0

(Data as of 3/5/2026)

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 3/5/2026.