31 total properties
Did you mean the neighborhood Osprey?
View 145 EDGEWOOD DRIVE Osprey, FL MLS# A4707317
  • Recently Listed with Virtual Tour
1 of 31
$175,000
2

Beds

2.0

Baths

960

Sq.Ft.

145 EDGEWOOD DRIVE

Osprey, FL

Courtesy of GENEROUS PROPERTY
View 717 PINE RUN DR. 717 Osprey, FL MLS# A4708286
  • Recently Listed with Virtual Tour
1 of 34
$159,900
1

Beds

1.0

Baths

586

Sq.Ft.

717 PINE RUN DR. 717

Osprey, FL

Courtesy of PAT WILLIAMS REALTY, LLC
View 23 SIESTA CIRCLE W Osprey, FL MLS# A4706691
  • Recently Listed with Virtual Tour
1 of 59
$165,000
2

Beds

2.0

Baths

924

Sq.Ft.

23 SIESTA CIRCLE W

Osprey, FL

Courtesy of COLDWELL BANKER SARASOTA CENT.
The time to sell is now! THE TIME TO SELL IS NOW!
View 109 WOODLAND PLACE Osprey, FL MLS# A4705745
  • Recently Listed with Virtual Tour
1 of 44
$244,900
2

Beds

2.0

Baths

1,223

Sq.Ft.

109 WOODLAND PLACE

Osprey, FL

Courtesy of PREFERRED SHORE LLC
View 1819 HIGHLAND ROAD Osprey, FL MLS# A4703963
  • Virtual Tour
1 of 57
$319,000
2

Beds

2.1

Baths

1,240

Sq.Ft.

1819 HIGHLAND ROAD

Osprey, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
View 570 BLACKBURN POINT ROAD 36 Osprey, FL MLS# A4700865
$99,500
0.0

Baths

570 BLACKBURN POINT ROAD 36

Osprey, FL

Courtesy of BRIGHT REALTY
View 701 PINE RUN DRIVE 701 Osprey, FL MLS# A4700416
$151,000
1

Beds

1.0

Baths

586

Sq.Ft.

701 PINE RUN DRIVE 701

Osprey, FL

Courtesy of PAT WILLIAMS REALTY, LLC
View 329 BAY VISTA AVENUE Osprey, FL MLS# A4699464
  • Virtual Tour
1 of 30
$399,000
2

Beds

2.0

Baths

1,346

Sq.Ft.

329 BAY VISTA AVENUE

Osprey, FL

Courtesy of THE SHORELINE FL REALTY LLC
View 4213 EXPEDITION WAY 107 Osprey, FL MLS# A4698337
$317,000
3

Beds

2.0

Baths

1,430

Sq.Ft.

4213 EXPEDITION WAY 107

Osprey, FL

Courtesy of DALTON WADE INC
View 570 BLACKBURN POINT ROAD 23 Osprey, FL MLS# A4697977
$89,000
0.0

Baths

570 BLACKBURN POINT ROAD 23

Osprey, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
View 7204 JESSIE HARBOR DRIVE 7204 Osprey, FL MLS# A4697473
$395,000
2

Beds

2.0

Baths

1,255

Sq.Ft.

7204 JESSIE HARBOR DRIVE 7204

Osprey, FL

Courtesy of GENEROUS PROPERTY
View 418 S TAMIAMI TRAIL E3 Osprey, FL MLS# A4697456
$415,000
1,272

Sq.Ft.

418 S TAMIAMI TRAIL E3

Osprey, FL

Courtesy of KELLER WILLIAMS ISLAND LIFE REAL ESTATE
View 110 WOODLAND PLACE 110 Osprey, FL MLS# A4696738
$215,000
2

Beds

2.0

Baths

1,325

Sq.Ft.

110 WOODLAND PLACE 110

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 116 WOODLAND PLACE 116 Osprey, FL MLS# A4696616
$249,900
2

Beds

2.0

Baths

1,325

Sq.Ft.

116 WOODLAND PLACE 116

Osprey, FL

Courtesy of PAT WILLIAMS REALTY, LLC
View 4296 EXPEDITION WAY 104 Osprey, FL MLS# A4694926
$289,000
2

Beds

2.0

Baths

1,135

Sq.Ft.

4296 EXPEDITION WAY 104

Osprey, FL

Courtesy of EXP REALTY LLC
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

Courtesy of RE/MAX PALM
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 51 MAC EWEN DRIVE 14 Osprey, FL MLS# A4690371
$285,000
1

Beds

1.0

Baths

595

Sq.Ft.

51 MAC EWEN DRIVE 14

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 51 MACEWEN DRIVE 5 Osprey, FL MLS# A4689838
  • Virtual Tour
1 of 44
$235,000
1

Beds

1.0

Baths

595

Sq.Ft.

51 MACEWEN DRIVE 5

Osprey, FL

Courtesy of 342 REAL ESTATE
View 4226 FRONTIER LANE 103 Osprey, FL MLS# A4687965
$299,000
2

Beds

2.0

Baths

1,135

Sq.Ft.

4226 FRONTIER LANE 103

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

145

Estimated median home price

$730,999
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 - 200K8
$200K - 300K11
$300K - 400K5
$400K - 500K11
$500K - 600K13
$600K - 700K18
$700K - 800K13
$800K - 900K6
$900K - 1M4
$1M - Max52

Homes for Sale by Type in Osprey, FL

Property TypeCount
Single Family72
Townhouse5
Condo51
Commercial5
Rental26
Lots and Land8
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home4
Farms0

(Data as of 10/6/2026)

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 10/7/2026.