140 total properties
Did you mean the neighborhood Osprey?
View 523 OAK BAY DRIVE Osprey, FL MLS# A4696725
  • Virtual Tour
1 of 97
$540,000
4

Beds

2.0

Baths

2,399

Sq.Ft.

523 OAK BAY DRIVE

Osprey, FL

Courtesy of KELLER WILLIAMS ON THE WATER S
View 1474 LANDVIEW LANE Osprey, FL MLS# A4696853
  • Virtual Tour
1 of 74
$1,400,000
4

Beds

3.0

Baths

3,246

Sq.Ft.

1474 LANDVIEW LANE

Osprey, FL

View 216 OSPREY POINT DRIVE Osprey, FL MLS# A4696023
$695,000
Studio

Beds

0.0

Baths

216 OSPREY POINT DRIVE

Osprey, FL

Courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 893 MACEWEN DRIVE Osprey, FL MLS# A4695375
  • Virtual Tour
1 of 26
$1,500,000
Studio

Beds

0.0

Baths

893 MACEWEN DRIVE

Osprey, FL

View 4296 EXPEDITION WAY 104 Osprey, FL MLS# A4694926
  • 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 101 OSPREY POINT DRIVE Osprey, FL MLS# A4694716
  • Virtual Tour
1 of 65
$4,790,000
4

Beds

5.1

Baths

5,087

Sq.Ft.

101 OSPREY POINT DRIVE

Osprey, FL

View 89 NAVIGATION CIRCLE Osprey, FL MLS# A4694435
  • Virtual Tour
1 of 61
$320,000
2

Beds

2.0

Baths

1,449

Sq.Ft.

89 NAVIGATION CIRCLE

Osprey, FL

Courtesy of KW COASTAL LIVING II
View 103 BISHOPS COURT ROAD Osprey, FL MLS# A4694468
  • Virtual Tour
1 of 55
$749,000
3

Beds

2.0

Baths

2,034

Sq.Ft.

103 BISHOPS COURT ROAD

Osprey, FL

View 314 S SHORE DRIVE Osprey, FL MLS# TB8510971
  • Virtual Tour
1 of 99
$1,495,000
4

Beds

3.0

Baths

3,853

Sq.Ft.

314 S SHORE DRIVE

Osprey, FL

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
$699,000
3

Beds

2.1

Baths

2,216

Sq.Ft.

347 BAYSHORE DRIVE

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 204 WINDWARD DRIVE Osprey, FL MLS# A4693139
  • Virtual Tour
1 of 73
$850,000
3

Beds

3.0

Baths

2,486

Sq.Ft.

204 WINDWARD DRIVE

Osprey, FL

View 320 TROPIC DRIVE Osprey, FL MLS# A4692490
  • Adult Community with Virtual Tour
1 of 37
$185,000
2

Beds

2.0

Baths

1,199

Sq.Ft.

320 TROPIC DRIVE

Osprey, FL

View 754 PINE RUN DRIVE 754 Osprey, FL MLS# A4693150
  • Virtual Tour
1 of 45
$259,000
2

Beds

2.0

Baths

1,379

Sq.Ft.

754 PINE RUN DRIVE 754

Osprey, FL

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 156 BISHOPS COURT ROAD Osprey, FL MLS# A4691664
  • Virtual Tour
1 of 84
$1,289,000
3

Beds

3.1

Baths

3,112

Sq.Ft.

156 BISHOPS COURT ROAD

Osprey, FL

View 135 TINA ISLAND DRIVE Osprey, FL MLS# A4692366
  • Virtual Tour
1 of 47
$3,295,000
3

Beds

4.1

Baths

2,572

Sq.Ft.

135 TINA ISLAND DRIVE

Osprey, FL

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
$420,000
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

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

142

Estimated median home price

$694,500
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 4
$100K - 200K 7
$200K - 300K 16
$300K - 400K 8
$400K - 500K 15
$500K - 600K 12
$600K - 700K 15
$700K - 800K 14
$800K - 900K 9
$900K - 1M 1
$1M - Max 41

Homes for Sale by Type in Osprey, FL

Property Type Count
Single Family 70
Townhouse 4
Condo 50
Commercial 4
Rental 29
Lots and Land 12
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 2
Farms 0

(Data as of 8/7/2026)

Information deemed reliable but not guaranteed.

The data relating to real estate for sale on this web site comes in part from the BROKER RECIPROCITY Program of M.L.S. of Naples, Inc. Real estate listings held by brokerage firms other than Weichert Realtors are marked with the BROKER RECIPROCITY logo (little black house) and detailed information about them includes the name of the listing brokerage.

The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Any use of search facilities of data on the site other than by consumers looking to purchase real estate is prohibited.

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 8/8/2026.