142 total properties
Did you mean the neighborhood Osprey?
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 403 LONGBOW TRAIL Osprey, FL MLS# A4710724
  • Recently Listed with Virtual Tour
1 of 78
OPEN HOUSE: Sunday 10/25 2:00 PM - 5:00 PM
$1,100,000
4

Beds

3.0

Baths

2,770

Sq.Ft.

403 LONGBOW TRAIL

Osprey, FL

Courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
View 455 OAK POINT ROAD Osprey, FL MLS# A4709067
  • Recently Listed with Virtual Tour
1 of 89
OPEN HOUSE: Sunday 10/25 1:00 PM - 3:00 PM
$600,000
4

Beds

3.0

Baths

3,192

Sq.Ft.

455 OAK POINT ROAD

Osprey, FL

Courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 227 SAINT JAMES PARK Osprey, FL MLS# N6146292
  • Recently Listed with Virtual Tour
1 of 96
$775,000
2

Beds

2.0

Baths

2,071

Sq.Ft.

227 SAINT JAMES PARK

Osprey, FL

Courtesy of RE/MAX PALM
View 819 GOLDEN POND COURT Osprey, FL MLS# A4709527
  • Recently Listed with Virtual Tour
1 of 51
$799,000
4

Beds

3.0

Baths

2,474

Sq.Ft.

819 GOLDEN POND COURT

Osprey, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
View 409 N POINT ROAD 601 Osprey, FL MLS# A4710281
  • Recently Listed with Virtual Tour
1 of 93
$1,175,000
3

Beds

3.0

Baths

2,594

Sq.Ft.

409 N POINT ROAD 601

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 168 COASTAL HAMMOCK COURT Osprey, FL MLS# A4707893
  • Recently Listed with 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 14041 BELLAGIO WAY 315 Osprey, FL MLS# A4709865
  • Recently Listed
1 of 100
$640,000
3

Beds

2.0

Baths

1,736

Sq.Ft.

14041 BELLAGIO WAY 315

Osprey, FL

Courtesy of WILLIAM RAVEIS - FLORIDA LLC
View 1474 LANDVIEW LANE Osprey, FL MLS# TB8558888
  • Recently Listed
1 of 79
$1,485,999
4

Beds

3.0

Baths

3,246

Sq.Ft.

1474 LANDVIEW LANE

Osprey, FL

Courtesy of ANGELA FOWLER REAL ESTATE, LLC
View 335 PARK TRACE BOULEVARD Osprey, FL MLS# A4704665
  • Recently Listed with Virtual Tour
1 of 70
OPEN HOUSE: Sunday 10/25 1:00 PM - 4:00 PM
$739,000
3

Beds

2.0

Baths

2,326

Sq.Ft.

335 PARK TRACE BOULEVARD

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 102 WINDWARD DRIVE Osprey, FL MLS# TB8556740
  • Recently Listed with Virtual Tour
1 of 54
$1,047,000
3

Beds

2.1

Baths

2,134

Sq.Ft.

102 WINDWARD DRIVE

Osprey, FL

Courtesy of FUTURE HOME REALTY INC
View 366 S CREEK COURT Osprey, FL MLS# A4708943
  • Recently Listed with Virtual Tour
1 of 56
$1,049,000
4

Beds

3.0

Baths

2,775

Sq.Ft.

366 S CREEK COURT

Osprey, FL

Courtesy of KELLER WILLIAMS ON THE WATER S
View 570 BLACKBURN POINT ROAD Siesta 25 Osprey, FL MLS# A4709114
  • Recently Listed with Virtual Tour
1 of 7
$149,900
0.0

Baths

570 BLACKBURN POINT ROAD Siesta 25

Osprey, FL

Courtesy of BRIGHT REALTY
View 649 CRANE PRAIRIE WAY Osprey, FL MLS# A4702490
  • Virtual Tour
1 of 70
$639,000
3

Beds

3.0

Baths

2,222

Sq.Ft.

649 CRANE PRAIRIE WAY

Osprey, FL

Courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
View 422 BLUE GARDEN LANE Osprey, FL MLS# A4707058
  • Recently Listed
1 of 95
$1,445,000
3

Beds

3.1

Baths

3,872

Sq.Ft.

422 BLUE GARDEN LANE

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 120 VILLA DRIVE 120 Osprey, FL MLS# A4708477
  • Recently Listed with Virtual Tour
1 of 36
$465,000
2

Beds

2.0

Baths

1,404

Sq.Ft.

120 VILLA DRIVE 120

Osprey, FL

Courtesy of MANGROVE REALTY ASSOCIATES
View 401 N POINT ROAD 404 Osprey, FL MLS# A4708169
  • Recently Listed with Virtual Tour
1 of 100
$1,025,000
3

Beds

3.0

Baths

2,778

Sq.Ft.

401 N POINT ROAD 404

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 8
$300K - 400K 3
$400K - 500K 11
$500K - 600K 15
$600K - 700K 17
$700K - 800K 12
$800K - 900K 7
$900K - 1M 5
$1M - Max 52

Homes for Sale by Type in Osprey, FL

Property Type Count
Single Family 72
Townhouse 3
Condo 50
Commercial 5
Rental 25
Lots and Land 8
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 4
Farms 0

(Data as of 10/25/2026)

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 10/25/2026.