160 total properties
Did you mean the neighborhood Osprey?
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
View 786 SARABAY ROAD 19 Osprey, FL MLS# A4677900
  • Virtual Tour
1 of 60
$519,000
2

Beds

2.0

Baths

1,555

Sq.Ft.

786 SARABAY ROAD 19

Osprey, FL

Courtesy of PREMIER SOTHEBYS INTL REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 17 BAYHEAD LANE Osprey, FL MLS# A4676710
  • Virtual Tour
1 of 47
$1,300,000
3

Beds

2.0

Baths

2,850

Sq.Ft.

17 BAYHEAD LANE

Osprey, FL

Courtesy of COLDWELL BANKER 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 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 570 BLACKBURN POINT ROAD LNG42 Osprey, FL MLS# A4677438
$39,000
Studio

Beds

0.0

Baths

570 BLACKBURN POINT ROAD LNG42

Osprey, FL

Courtesy of RE/MAX ALLIANCE GROUP
View 6100 JESSIE HARBOR DRIVE 603 Osprey, FL MLS# A4676824
$849,000
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
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 365 S SHORE DRIVE Osprey, FL MLS# N6142101
  • Virtual Tour
1 of 95
$1,380,000
3

Beds

2.0

Baths

1,824

Sq.Ft.

365 S SHORE DRIVE

Osprey, FL

Courtesy of EXIT KING REALTY
View 678 FAITH AVENUE Osprey, FL MLS# A4674865
  • Virtual Tour
1 of 51
$775,000
3

Beds

3.0

Baths

2,583

Sq.Ft.

678 FAITH AVENUE

Osprey, FL

Courtesy of GENEROUS PROPERTY
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
$699,000
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 76 OSPREY POINT DRIVE Osprey, FL MLS# A4672843
  • Virtual Tour
1 of 66
$1,545,000
3

Beds

4.1

Baths

4,364

Sq.Ft.

76 OSPREY POINT DRIVE

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

182

Estimated median home price

$699,500
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 8
$100K - 200K 10
$200K - 300K 10
$300K - 400K 9
$400K - 500K 10
$500K - 600K 16
$600K - 700K 29
$700K - 800K 12
$800K - 900K 12
$900K - 1M 5
$1M - Max 61

Homes for Sale by Type in Osprey, FL

Property Type Count
Single Family 98
Townhouse 4
Condo 62
Commercial 4
Rental 33
Lots and Land 8
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 6
Farms 0

(Data as of 4/22/2026)

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 4/24/2026.