138 total properties
Did you mean the neighborhood Osprey?
View 101 OSPREY POINT DRIVE Osprey, FL MLS# A4694716
$4,790,000
4

Beds

5.1

Baths

5,087

Sq.Ft.

101 OSPREY POINT DRIVE

Osprey, FL

Courtesy of DOUGLAS ELLIMAN
View 275 LOOKOUT POINT DRIVE Osprey, FL MLS# A4707430
  • Recently Listed with Virtual Tour
1 of 96
$4,590,000
5

Beds

5.0

Baths

5,279

Sq.Ft.

275 LOOKOUT POINT DRIVE

Osprey, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
View 324 OSPREY POINT DRIVE Osprey, FL MLS# A4706333
  • Virtual Tour
1 of 100
$3,700,000
5

Beds

5.0

Baths

6,234

Sq.Ft.

324 OSPREY POINT DRIVE

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 650 OAKS CREEK COURT Osprey, FL MLS# A4707301
  • Recently Listed with Virtual Tour
1 of 100
$3,700,000
4

Beds

4.0

Baths

4,314

Sq.Ft.

650 OAKS CREEK COURT

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
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

Courtesy of GENEROUS PROPERTY
View 14401 MASTHEAD DRIVE Osprey, FL MLS# A4684834
$2,850,000
3

Beds

3.1

Baths

2,665

Sq.Ft.

14401 MASTHEAD DRIVE

Osprey, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
View 2301 S TAMIAMI TRAIL Osprey, FL MLS# A4702316
  • Virtual Tour
1 of 36
$2,850,000
0.0

Baths

2301 S TAMIAMI TRAIL

Osprey, FL

Courtesy of SARABAY REAL ESTATE INC
View 662 FERNWALK LANE Osprey, FL MLS# A4706319
$2,800,000
4

Beds

4.0

Baths

4,188

Sq.Ft.

662 FERNWALK LANE

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 447 E MACEWEN DRIVE Osprey, FL MLS# A4703990
$2,750,000
4

Beds

4.1

Baths

5,323

Sq.Ft.

447 E MACEWEN DRIVE

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 236 SAINT JAMES PARK Osprey, FL MLS# A4644125
  • Virtual Tour
1 of 88
$2,700,000
6

Beds

6.1

Baths

6,246

Sq.Ft.

236 SAINT JAMES PARK

Osprey, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
View 794 LYTHAM CIRCLE Osprey, FL MLS# A4705432
$2,600,000
4

Beds

4.0

Baths

4,450

Sq.Ft.

794 LYTHAM CIRCLE

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 49 OSPREY POINT DRIVE Osprey, FL MLS# A4671762
$2,399,000
4

Beds

3.1

Baths

3,953

Sq.Ft.

49 OSPREY POINT DRIVE

Osprey, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
View 852 MACEWEN DRIVE Osprey, FL MLS# A4659276
  • Virtual Tour
1 of 73
$2,395,000
3

Beds

3.1

Baths

4,519

Sq.Ft.

852 MACEWEN DRIVE

Osprey, FL

Courtesy of GENEROUS PROPERTY
View 362 MACEWEN DRIVE Osprey, FL MLS# A4705572
  • Virtual Tour
1 of 99
$2,175,000
4

Beds

3.1

Baths

4,117

Sq.Ft.

362 MACEWEN DRIVE

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 154 LOOKOUT POINT DRIVE Osprey, FL MLS# TB8543439
$2,095,000
4

Beds

3.1

Baths

4,578

Sq.Ft.

154 LOOKOUT POINT DRIVE

Osprey, FL

Courtesy of FLAT FEE MLS REALTY
View 401 N POINT ROAD 1001 Osprey, FL MLS# A4679998
  • Virtual Tour
1 of 60
$1,995,000
3

Beds

3.0

Baths

3,029

Sq.Ft.

401 N POINT ROAD 1001

Osprey, FL

Courtesy of GENEROUS PROPERTY
View 538 DOVE POINTE DRIVE Osprey, FL MLS# A4669491
  • Virtual Tour
1 of 75
$1,950,000
4

Beds

5.1

Baths

4,346

Sq.Ft.

538 DOVE POINTE DRIVE

Osprey, FL

Courtesy of GENEROUS PROPERTY
View 97 SUGAR MILL DRIVE Osprey, FL MLS# A4691789
  • Virtual Tour
1 of 61
$1,950,000
5

Beds

5.1

Baths

4,885

Sq.Ft.

97 SUGAR MILL DRIVE

Osprey, FL

Courtesy of PALM PARADISE REALTY GROUP
View 168 COASTAL HAMMOCK COURT Osprey, FL MLS# A4707893
$1,900,000
3

Beds

3.1

Baths

3,924

Sq.Ft.

168 COASTAL HAMMOCK COURT

Osprey, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
View 222 SAINT JAMES PARK Osprey, FL MLS# A4703804
$1,800,000
3

Beds

3.1

Baths

3,665

Sq.Ft.

222 SAINT JAMES PARK

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

141

Estimated median home price

$719,000
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

PriceCount
$0 - 100K4
$100K - 200K9
$200K - 300K10
$300K - 400K3
$400K - 500K12
$500K - 600K12
$600K - 700K20
$700K - 800K10
$800K - 900K6
$900K - 1M4
$1M - Max51

Homes for Sale by Type in Osprey, FL

Property TypeCount
Single Family68
Townhouse5
Condo51
Commercial5
Rental25
Lots and Land8
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home4
Farms0

(Data as of 10/14/2026)

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 10/15/2026.