138 total properties
Did you mean the neighborhood Osprey?
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
View 650 OAKS CREEK COURT Osprey, FL MLS# A4707301
  • 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
The time to sell is now! THE TIME TO SELL IS NOW!
View 871 MACEWEN DRIVE Osprey, FL MLS# A4710732
  • Recently Listed with Virtual Tour
1 of 67
$3,190,000
5

Beds

5.1

Baths

5,218

Sq.Ft.

871 MACEWEN DRIVE

Osprey, FL

Courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
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 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 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 312 YACHT HARBOR DRIVE Osprey, FL MLS# A4711327
  • Recently Listed with Virtual Tour
1 of 58
$2,250,000
3

Beds

4.0

Baths

2,572

Sq.Ft.

312 YACHT HARBOR DRIVE

Osprey, FL

Courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
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 642 TRENTON WAY Osprey, FL MLS# A4709515
  • Recently Listed with Virtual Tour
1 of 95
$2,150,000
4

Beds

4.1

Baths

3,939

Sq.Ft.

642 TRENTON WAY

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 154 LOOKOUT POINT DRIVE Osprey, FL MLS# TB8543439
1 of 50
OPEN HOUSE: Wednesday 11/4 5:30 PM - 7:30 PM
$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 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 452 BLUE GARDEN LANE Osprey, FL MLS# A4711003
  • Recently Listed with Virtual Tour
1 of 68
$1,925,000
3

Beds

3.1

Baths

3,910

Sq.Ft.

452 BLUE GARDEN LANE

Osprey, FL

Courtesy of GENEROUS PROPERTY
View 168 COASTAL HAMMOCK COURT Osprey, FL MLS# A4707893
  • Virtual Tour
1 of 59
$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
View 18 N CASEY KEY ROAD Osprey, FL MLS# A4669083
$1,750,000
3

Beds

2.0

Baths

1,977

Sq.Ft.

18 N CASEY KEY ROAD

Osprey, FL

Courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
View 141 SUGAR MILL DRIVE Osprey, FL MLS# A4705716
  • Virtual Tour
1 of 100
$1,700,000
3

Beds

3.0

Baths

3,118

Sq.Ft.

141 SUGAR MILL 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

142

Estimated median home price

$759,500
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 8
$200K - 300K 7
$300K - 400K 4
$400K - 500K 11
$500K - 600K 16
$600K - 700K 17
$700K - 800K 11
$800K - 900K 6
$900K - 1M 6
$1M - Max 52

Homes for Sale by Type in Osprey, FL

Property Type Count
Single Family 72
Townhouse 2
Condo 51
Commercial 5
Rental 23
Lots and Land 8
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 4
Farms 0

(Data as of 11/2/2026)

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 11/2/2026.