95 total properties
Did you mean the neighborhood Osprey?
View 1367 THORNAPPLE DRIVE Osprey, FL MLS# A4695210
  • Recently Listed with Virtual Tour
1 of 60
$579,000
3

Beds

2.0

Baths

2,182

Sq.Ft.

1367 THORNAPPLE DRIVE

Osprey, FL

Courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
View 4296 EXPEDITION WAY 104 Osprey, FL MLS# A4694926
  • Recently Listed with Virtual Tour
1 of 49
$299,990
2

Beds

2.0

Baths

1,135

Sq.Ft.

4296 EXPEDITION WAY 104

Osprey, FL

Courtesy of EXP REALTY LLC
View 89 NAVIGATION CIRCLE Osprey, FL MLS# A4694435
  • Recently Listed with Virtual Tour
1 of 61
$345,000
2

Beds

2.0

Baths

1,449

Sq.Ft.

89 NAVIGATION CIRCLE

Osprey, FL

Courtesy of KW COASTAL LIVING II
The time to sell is now! THE TIME TO SELL IS NOW!
View 103 BISHOPS COURT ROAD Osprey, FL MLS# A4694468
  • Recently Listed with Virtual Tour
1 of 55
$749,000
3

Beds

2.0

Baths

2,034

Sq.Ft.

103 BISHOPS COURT ROAD

Osprey, FL

Courtesy of GENEROUS PROPERTY
View 4424 CONCHFISH LANE Osprey, FL MLS# A4691622
  • Recently Listed with Virtual Tour
1 of 54
$615,000
4

Beds

3.0

Baths

2,370

Sq.Ft.

4424 CONCHFISH LANE

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 619 OAK RIVER COURT Osprey, FL MLS# A4692331
  • Virtual Tour
1 of 42
$609,900
3

Beds

2.0

Baths

2,047

Sq.Ft.

619 OAK RIVER COURT

Osprey, FL

Courtesy of FISHMAN GROUP REALTY LLC
View 347 BAYSHORE DRIVE Osprey, FL MLS# A4693374
$739,000
3

Beds

2.1

Baths

2,216

Sq.Ft.

347 BAYSHORE DRIVE

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 320 TROPIC DRIVE Osprey, FL MLS# A4692490
  • Adult Community with Virtual Tour
1 of 37
$195,000
2

Beds

2.0

Baths

1,199

Sq.Ft.

320 TROPIC DRIVE

Osprey, FL

Courtesy of RE/MAX PALM
View 754 PINE RUN DRIVE 754 Osprey, FL MLS# A4693150
  • Virtual Tour
1 of 45
$269,000
2

Beds

2.0

Baths

1,379

Sq.Ft.

754 PINE RUN DRIVE 754

Osprey, FL

Courtesy of CALL IT CLOSED INTL REALTY
View 280 HIDDEN BAY DRIVE 302 Osprey, FL MLS# A4690813
  • New Construction with Virtual Tour
1 of 39
$749,000
3

Beds

2.0

Baths

1,937

Sq.Ft.

280 HIDDEN BAY DRIVE 302

Osprey, FL

Courtesy of BERKSHIRE HATHAWAY HOMESERVICE
View 222 GLENWOOD AVENUE Osprey, FL MLS# TB8504427
  • Virtual Tour
1 of 53
$275,000
2

Beds

2.0

Baths

952

Sq.Ft.

222 GLENWOOD AVENUE

Osprey, FL

Courtesy of JAY ALAN REAL ESTATE
View 51 MACEWEN DRIVE 12 Osprey, FL MLS# A4690540
  • Virtual Tour
1 of 71
$275,000
1

Beds

1.0

Baths

623

Sq.Ft.

51 MACEWEN DRIVE 12

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 212 WASHINGTON AVENUE Osprey, FL MLS# O6404307
  • Virtual Tour
1 of 34
$427,000
3

Beds

2.0

Baths

1,478

Sq.Ft.

212 WASHINGTON AVENUE

Osprey, FL

Courtesy of MARK SPAIN REAL ESTATE
View 184 EXPLORER DRIVE Osprey, FL MLS# A4692249
  • Virtual Tour
1 of 30
$294,900
2

Beds

2.0

Baths

1,244

Sq.Ft.

184 EXPLORER DRIVE

Osprey, FL

Courtesy of DALTON WADE INC
View 4429 CONCHFISH LANE Osprey, FL MLS# A4689967
  • Virtual Tour
1 of 20
$535,000
3

Beds

2.0

Baths

2,004

Sq.Ft.

4429 CONCHFISH LANE

Osprey, FL

Courtesy of EXP REALTY, LLC
View 127 PARK TRACE BOULEVARD Osprey, FL MLS# A4692408
  • Virtual Tour
1 of 41
$795,000
3

Beds

2.0

Baths

2,463

Sq.Ft.

127 PARK TRACE BOULEVARD

Osprey, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
View 562 OAK BAY DRIVE Osprey, FL MLS# A4690387
  • Virtual Tour
1 of 79
$530,000
3

Beds

2.1

Baths

2,414

Sq.Ft.

562 OAK BAY DRIVE

Osprey, FL

Courtesy of BERKSHIRE HATHAWAY HOMESERVICE
View GLENWOOD AVENUE Osprey, FL MLS# N6144086
$95,000
Studio

Beds

0.0

Baths

GLENWOOD AVENUE

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View GLENWOOD AVENUE Osprey, FL MLS# N6144088
$95,000
Studio

Beds

0.0

Baths

GLENWOOD AVENUE

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 5100 JESSIE HARBOR DRIVE 304 Osprey, FL MLS# A4690942
  • Virtual Tour
1 of 71
OPEN HOUSE: Sunday 6/7 1:00 PM - 3:00 PM
$735,000
2

Beds

2.0

Baths

2,143

Sq.Ft.

5100 JESSIE HARBOR DRIVE 304

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

170

Estimated median home price

$744,000
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 6
$100K - 200K 6
$200K - 300K 14
$300K - 400K 6
$400K - 500K 12
$500K - 600K 17
$600K - 700K 22
$700K - 800K 12
$800K - 900K 12
$900K - 1M 4
$1M - Max 59

Homes for Sale by Type in Osprey, FL

Property Type Count
Single Family 93
Townhouse 6
Condo 56
Commercial 4
Rental 32
Lots and Land 8
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 3
Farms 0

(Data as of 6/4/2026)

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 6/4/2026.