158 total properties
Did you mean the neighborhood Osprey?
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
  • 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
  • Virtual Tour
1 of 55
$999,000
3

Beds

2.0

Baths

1,840

Sq.Ft.

353 S SHORE DRIVE

Osprey, FL

Courtesy of COLDWELL BANKER SARASOTA CENT.
The time to sell is now! THE TIME TO SELL IS NOW!
View 449 WEBBS COVE Osprey, FL MLS# A4688291
  • Virtual Tour
1 of 97
$2,650,000
4

Beds

3.1

Baths

5,287

Sq.Ft.

449 WEBBS COVE

Osprey, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
View 393 N POINT ROAD 401 Osprey, FL MLS# A4686928
  • Virtual Tour
1 of 63
$785,000
3

Beds

3.0

Baths

2,594

Sq.Ft.

393 N POINT ROAD 401

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 140 SUGAR MILL DRIVE Osprey, FL MLS# A4684805
  • Virtual Tour
1 of 74
$1,399,000
4

Beds

4.0

Baths

3,286

Sq.Ft.

140 SUGAR MILL DRIVE

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 4304 EXPEDITION WAY WAY 105 Osprey, FL MLS# N6143250
$328,000
3

Beds

2.0

Baths

1,528

Sq.Ft.

4304 EXPEDITION WAY WAY 105

Osprey, FL

View 447 N SHORE DRIVE Osprey, FL MLS# A4684009
  • Virtual Tour
1 of 45
$499,000
3

Beds

2.0

Baths

1,874

Sq.Ft.

447 N SHORE DRIVE

Osprey, FL

Courtesy of COLDWELL BANKER SARASOTA CENT.
View 408 PARK TRACE BOULEVARD Osprey, FL MLS# A4685004
  • Virtual Tour
1 of 34
$595,000
3

Beds

3.0

Baths

1,840

Sq.Ft.

408 PARK TRACE BOULEVARD

Osprey, FL

View 14401 MASTHEAD DRIVE Osprey, FL MLS# A4684834
$2,995,000
3

Beds

3.1

Baths

2,665

Sq.Ft.

14401 MASTHEAD DRIVE

Osprey, FL

View 107 SORRENTO DRIVE Osprey, FL MLS# N6143210
  • Virtual Tour
1 of 51
$425,000
2

Beds

2.0

Baths

1,284

Sq.Ft.

107 SORRENTO DRIVE

Osprey, FL

Courtesy of PREMIER SOTHEBYS INTL REALTY
View 1211 LOST CREEK COURT Osprey, FL MLS# A4680671
$829,000
4

Beds

3.0

Baths

2,876

Sq.Ft.

1211 LOST CREEK COURT

Osprey, FL

Courtesy of GENEROUS PROPERTY
View 764 SARABAY ROAD 8 Osprey, FL MLS# A4683747
  • Virtual Tour
1 of 64
$450,000
2

Beds

2.0

Baths

1,392

Sq.Ft.

764 SARABAY ROAD 8

Osprey, FL

Courtesy of PREMIER SOTHEBYS INTL REALTY
View 1140 BEACHCOMBER COURT 11 Osprey, FL MLS# A4683755
$525,000
3

Beds

2.1

Baths

2,040

Sq.Ft.

1140 BEACHCOMBER COURT 11

Osprey, FL

Courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
View 324 BAYSHORE DRIVE Osprey, FL MLS# A4683138
  • Virtual Tour
1 of 40
$3,995,000
4

Beds

4.1

Baths

4,389

Sq.Ft.

324 BAYSHORE DRIVE

Osprey, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
View 480 ORISKANY COURT Osprey, FL MLS# A4684136
  • Virtual Tour
1 of 100
$1,535,000
3

Beds

3.1

Baths

3,208

Sq.Ft.

480 ORISKANY COURT

Osprey, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
View 393 N POINT ROAD 301 Osprey, FL MLS# A4682548
  • Virtual Tour
1 of 85
$625,000
3

Beds

3.0

Baths

2,594

Sq.Ft.

393 N POINT ROAD 301

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 211 WOODLAND DRIVE 211 Osprey, FL MLS# A4684191
  • Virtual Tour
1 of 42
$200,000
2

Beds

2.0

Baths

1,223

Sq.Ft.

211 WOODLAND DRIVE 211

Osprey, FL

Courtesy of BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE
View 664 CRANE PRAIRIE WAY Osprey, FL MLS# A4681662
  • Virtual Tour
1 of 63
$875,000
3

Beds

3.0

Baths

2,870

Sq.Ft.

664 CRANE PRAIRIE WAY

Osprey, FL

Courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
View 14 OLD VENICE ROAD Osprey, FL MLS# A4682477
  • Virtual Tour
1 of 20
$175,000
Studio

Beds

0.0

Baths

14 OLD VENICE ROAD

Osprey, FL

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

158

Estimated median home price

$699,500
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 6
$100K - 200K 6
$200K - 300K 14
$300K - 400K 5
$400K - 500K 11
$500K - 600K 17
$600K - 700K 23
$700K - 800K 13
$800K - 900K 7
$900K - 1M 6
$1M - Max 50

Homes for Sale by Type in Osprey, FL

Property Type Count
Single Family 81
Townhouse 6
Condo 54
Commercial 5
Rental 33
Lots and Land 10
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 2
Farms 0

(Data as of 6/22/2026)

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 6/22/2026.