171 total properties
Did you mean the neighborhood Osprey?
View 33 BISHOPS COURT ROAD 118 Osprey, FL MLS# A4678425
  • Recently Listed
1 of 69
$697,500
2

Beds

2.1

Baths

1,890

Sq.Ft.

33 BISHOPS COURT ROAD 118

Osprey, FL

Courtesy of GENEROUS PROPERTY
View 385 N POINT ROAD 304 Osprey, FL MLS# A4678422
  • Recently Listed
1 of 62
$1,200,000
3

Beds

3.0

Baths

2,778

Sq.Ft.

385 N POINT ROAD 304

Osprey, FL

Courtesy of GENEROUS PROPERTY
View 3976 DESTINATION DRIVE 102 Osprey, FL MLS# N6142459
  • Recently Listed with Virtual Tour
1 of 54
$500,000
1,050

Sq.Ft.

3976 DESTINATION DRIVE 102

Osprey, FL

Courtesy of AYERS AND ASSOCIATES REAL ESTATE
The time to sell is now! THE TIME TO SELL IS NOW!
View 494 MEADOW SWEET CIRCLE Osprey, FL MLS# N6142310
  • Recently Listed with Virtual Tour
1 of 46
OPEN HOUSE: Sunday 1/18 12:00 PM - 3:00 PM
$595,000
3

Beds

2.0

Baths

1,791

Sq.Ft.

494 MEADOW SWEET CIRCLE

Osprey, FL

Courtesy of EXIT KING REALTY
View 786 SARABAY ROAD 19 Osprey, FL MLS# A4677900
  • Recently Listed with Virtual Tour
1 of 60
$579,000
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
  • Recently Listed with 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
  • Recently Listed with 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 319 PARK TRACE BOULEVARD Osprey, FL MLS# N6142205
  • Recently Listed with 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 34 WASHINGTON AVENUE Osprey, FL MLS# A4677765
  • Recently Listed
1 of 4
$549,000
Studio

Beds

0.0

Baths

34 WASHINGTON AVENUE

Osprey, FL

Courtesy of ARCO REALTY GROUP
View 20 BAYHEAD LANE Osprey, FL MLS# A4674649
  • Recently Listed with Virtual Tour
1 of 72
OPEN HOUSE: Sunday 1/18 1:00 PM - 4:00 PM
$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
  • Recently Listed
1 of 59
$1,275,000
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
  • Recently Listed with Virtual Tour
1 of 15
$42,000
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
  • Recently Listed with Virtual Tour
1 of 35
$299,000
3

Beds

2.0

Baths

1,186

Sq.Ft.

2043 CORDES STREET

Osprey, FL

Courtesy of PREFERRED SHORE LLC
View 1102 JESSIE HARBOR DRIVE 1102 Osprey, FL MLS# C7519762
  • Recently Listed with Virtual Tour
1 of 82
$475,000
2

Beds

2.0

Baths

1,425

Sq.Ft.

1102 JESSIE HARBOR DRIVE 1102

Osprey, FL

Courtesy of DOWNING FRYE REALTY, INC.
View 6100 JESSIE HARBOR DRIVE 603 Osprey, FL MLS# A4676824
  • Recently Listed
1 of 43
$899,000
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
  • Recently Listed with Virtual Tour
1 of 93
$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
  • Recently Listed
1 of 45
$305,000
2

Beds

2.0

Baths

1,135

Sq.Ft.

100 NAVIGATION CIRCLE NA

Osprey, FL

Courtesy of MICHAEL SAUNDERS & COMPANY

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 1/17/2026.