182 total properties
Did you mean the neighborhood Osprey?
View 4173 FRONTIER LANE 4173 Osprey, FL MLS# A4689582
  • Recently Listed with Virtual Tour
1 of 51
OPEN HOUSE: Sunday 4/12 1:00 PM - 3:00 PM
$289,000
2

Beds

2.0

Baths

1,135

Sq.Ft.

4173 FRONTIER LANE 4173

Osprey, FL

Courtesy of KELLER WILLIAMS ON THE WATER S
View 4226 FRONTIER LANE 103 Osprey, FL MLS# A4687965
  • Recently Listed
1 of 36
$319,000
2

Beds

2.0

Baths

1,135

Sq.Ft.

4226 FRONTIER LANE 103

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 409 N POINT ROAD 1001 Osprey, FL MLS# A4689096
$2,750,000
3

Beds

3.0

Baths

3,029

Sq.Ft.

409 N POINT ROAD 1001

Osprey, FL

Courtesy of GENEROUS PROPERTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 1527 BUOY LANE Osprey, FL MLS# A4688266
  • Recently Listed with Virtual Tour
1 of 52
$1,199,000
3

Beds

2.1

Baths

2,830

Sq.Ft.

1527 BUOY LANE

Osprey, FL

Courtesy of BRIGHT REALTY
View 1202 JESSIE HARBOR DRIVE 1204 Osprey, FL MLS# C7524397
  • Recently Listed with Virtual Tour
1 of 49
OPEN HOUSE: Sunday 4/12 1:30 PM - 4:00 PM
$599,000
3

Beds

2.1

Baths

2,006

Sq.Ft.

1202 JESSIE HARBOR DRIVE 1204

Osprey, FL

Courtesy of DOWNING FRYE REALTY, INC.
View 313 LOOKOUT POINT DRIVE Osprey, FL MLS# A4688995
  • Recently Listed
1 of 100
$5,999,999
4

Beds

4.1

Baths

5,337

Sq.Ft.

313 LOOKOUT POINT DRIVE

Osprey, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
View 1348 THORNAPPLE DRIVE Osprey, FL MLS# A4687822
  • Recently Listed
1 of 4
OPEN HOUSE: Saturday 4/11 1:00 PM - 4:00 PM
$535,000
3

Beds

2.0

Baths

2,171

Sq.Ft.

1348 THORNAPPLE DRIVE

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 4235 EXPEDITION WAY 102 Osprey, FL MLS# N6143716
$379,900
2

Beds

2.0

Baths

1,574

Sq.Ft.

4235 EXPEDITION WAY 102

Osprey, FL

Courtesy of EXIT KING REALTY
View 1116 BEACHCOMBER COURT 3 Osprey, FL MLS# A4688310
  • Recently Listed with Virtual Tour
1 of 65
$545,000
3

Beds

2.1

Baths

2,040

Sq.Ft.

1116 BEACHCOMBER COURT 3

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 570 BLACKBURN POINT ROAD 40 Osprey, FL MLS# A4688762
$98,000
Studio

Beds

0.0

Baths

570 BLACKBURN POINT ROAD 40

Osprey, FL

Courtesy of BRIGHT REALTY
View 3936 WAYPOINT AVENUE Osprey, FL MLS# A4687847
  • Virtual Tour
1 of 29
$1,039,000
3

Beds

3.0

Baths

2,323

Sq.Ft.

3936 WAYPOINT AVENUE

Osprey, FL

Courtesy of RE/MAX ALLIANCE GROUP
View 166 EDGEWOOD DRIVE Osprey, FL MLS# A4687852
  • Recently Listed with Virtual Tour
1 of 76
$167,000
2

Beds

2.0

Baths

959

Sq.Ft.

166 EDGEWOOD DRIVE

Osprey, FL

Courtesy of COLDWELL BANKER SARASOTA CENT.
View 434 MACEWEN DRIVE Osprey, FL MLS# A4687368
  • Virtual Tour
1 of 55
$1,465,000
3

Beds

3.0

Baths

2,414

Sq.Ft.

434 MACEWEN DRIVE

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 448 E MACEWEN DRIVE Osprey, FL MLS# A4687195
  • Recently Listed with Virtual Tour
1 of 52
$2,100,000
4

Beds

3.1

Baths

3,768

Sq.Ft.

448 E MACEWEN DRIVE

Osprey, FL

Courtesy of GENEROUS PROPERTY
View 353 S SHORE DRIVE Osprey, FL MLS# A4688006
  • Recently Listed with Virtual Tour
1 of 60
$1,200,000
3

Beds

2.0

Baths

1,840

Sq.Ft.

353 S SHORE DRIVE

Osprey, FL

Courtesy of COLDWELL BANKER SARASOTA CENT.
View 570 BLACKBURN POINT ROAD 35 Osprey, FL MLS# A4687906
  • Recently Listed with Virtual Tour
1 of 5
$99,500
Studio

Beds

0.0

Baths

570 BLACKBURN POINT ROAD 35

Osprey, FL

Courtesy of BRIGHT REALTY
View 642 TRENTON WAY Osprey, FL MLS# A4686927
  • Recently Listed with Virtual Tour
1 of 86
$2,150,000
4

Beds

4.1

Baths

3,939

Sq.Ft.

642 TRENTON WAY

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 234 PALM AIR DRIVE Osprey, FL MLS# A4687365
  • Recently Listed with Virtual Tour
1 of 40
$120,000
2

Beds

2.0

Baths

987

Sq.Ft.

234 PALM AIR DRIVE

Osprey, FL

Courtesy of KW COASTAL LIVING III
View 1016 SCHERER WAY Osprey, FL MLS# A4687161
  • Virtual Tour
1 of 76
$950,000
4

Beds

3.0

Baths

2,921

Sq.Ft.

1016 SCHERER WAY

Osprey, FL

Courtesy of RE/MAX ALLIANCE GROUP
View 135 WOODLAND PLACE Osprey, FL MLS# A4687664
  • Recently Listed with Virtual Tour
1 of 82
$269,000
2

Beds

2.0

Baths

1,316

Sq.Ft.

135 WOODLAND PLACE

Osprey, FL

Courtesy of MICHAEL SAUNDERS & COMPANY

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

182

Estimated median home price

$709,000
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 - 100K7
$100K - 200K13
$200K - 300K7
$300K - 400K9
$400K - 500K10
$500K - 600K16
$600K - 700K29
$700K - 800K11
$800K - 900K13
$900K - 1M6
$1M - Max61

Homes for Sale by Type in Osprey, FL

Property TypeCount
Single Family99
Townhouse4
Condo59
Commercial4
Rental34
Lots and Land9
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home7
Farms0

(Data as of 4/11/2026)

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 4/12/2026.