186 total properties
Did you mean the neighborhood Osprey?
View 1823 HIGHLAND ROAD Osprey, FL MLS# TB8484096
  • Recently Listed with Virtual Tour
1 of 80
$399,000
2

Beds

2.0

Baths

1,725

Sq.Ft.

1823 HIGHLAND ROAD

Osprey, FL

Courtesy of DALTON WADE INC
View 4304 EXPEDITION WAY WAY 105 Osprey, FL MLS# N6143250
  • Recently Listed with Virtual Tour
1 of 68
$339,900
3

Beds

2.0

Baths

1,528

Sq.Ft.

4304 EXPEDITION WAY WAY 105

Osprey, FL

Courtesy of EXIT KING REALTY
View 447 N SHORE DRIVE Osprey, FL MLS# A4684009
  • Recently Listed with Virtual Tour
1 of 45
$534,900
3

Beds

2.0

Baths

1,874

Sq.Ft.

447 N SHORE DRIVE

Osprey, FL

Courtesy of COLDWELL BANKER SARASOTA CENT.
The time to sell is now! THE TIME TO SELL IS NOW!
View 408 PARK TRACE BOULEVARD Osprey, FL MLS# A4685004
  • Recently Listed with Virtual Tour
1 of 34
$630,000
3

Beds

3.0

Baths

1,840

Sq.Ft.

408 PARK TRACE BOULEVARD

Osprey, FL

Courtesy of PREFERRED SHORE LLC
View 14401 MASTHEAD DRIVE Osprey, FL MLS# A4684834
  • Recently Listed
1 of 96
$3,250,000
3

Beds

3.1

Baths

2,665

Sq.Ft.

14401 MASTHEAD DRIVE

Osprey, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
View 107 SORRENTO DRIVE Osprey, FL MLS# N6143210
  • Recently Listed with Virtual Tour
1 of 51
$449,000
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
  • Recently Listed
1 of 42
$829,000
4

Beds

3.0

Baths

2,876

Sq.Ft.

1211 LOST CREEK COURT

Osprey, FL

Courtesy of GENEROUS PROPERTY
View 819 SHADOW BAY WAY Osprey, FL MLS# N6143162
  • Recently Listed with Virtual Tour
1 of 43
$639,000
4

Beds

2.0

Baths

2,145

Sq.Ft.

819 SHADOW BAY WAY

Osprey, FL

Courtesy of PREMIER SOTHEBYS INTL REALTY
View 764 SARABAY ROAD 8 Osprey, FL MLS# A4683747
  • Recently Listed with 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
  • Recently Listed
1 of 52
$600,000
3

Beds

2.1

Baths

2,040

Sq.Ft.

1140 BEACHCOMBER COURT 11

Osprey, FL

Courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
View 288 WOODS POINT ROAD Osprey, FL MLS# A4683632
  • Virtual Tour
1 of 44
$445,000
3

Beds

2.0

Baths

1,788

Sq.Ft.

288 WOODS POINT ROAD

Osprey, FL

Courtesy of KW COASTAL LIVING III
View 480 ORISKANY COURT Osprey, FL MLS# A4684136
  • Virtual Tour
1 of 91
$1,695,000
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
  • Recently Listed with 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 1471 SHOAL WAY Osprey, FL MLS# A4683702
  • Recently Listed with Virtual Tour
1 of 37
$1,499,000
4

Beds

3.0

Baths

2,798

Sq.Ft.

1471 SHOAL WAY

Osprey, FL

Courtesy of DALTON WADE INC
View 51 WEBB STREET Osprey, FL MLS# A4681648
  • Virtual Tour
1 of 56
$599,000
3

Beds

2.1

Baths

2,130

Sq.Ft.

51 WEBB STREET

Osprey, FL

Courtesy of FINE PROPERTIES
View 211 WOODLAND DRIVE 211 Osprey, FL MLS# A4684191
  • Recently Listed with 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 252 SUN AIR CIRCLE Osprey, FL MLS# A4683143
  • Recently Listed with Virtual Tour
1 of 86
$235,000
2

Beds

2.0

Baths

1,152

Sq.Ft.

252 SUN AIR CIRCLE

Osprey, FL

Courtesy of COLDWELL BANKER SARASOTA CENT.
View 664 CRANE PRAIRIE WAY Osprey, FL MLS# A4681662
  • Recently Listed with Virtual Tour
1 of 69
$897,000
3

Beds

3.0

Baths

2,870

Sq.Ft.

664 CRANE PRAIRIE WAY

Osprey, FL

Courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
View 530 N MAC EWEN DRIVE Osprey, FL MLS# A4683029
  • Recently Listed with Virtual Tour
1 of 83
$2,400,000
4

Beds

5.1

Baths

4,346

Sq.Ft.

530 N MAC EWEN DRIVE

Osprey, FL

Courtesy of LPT REALTY, LLC
View 14 OLD VENICE ROAD Osprey, FL MLS# A4682477
  • Recently Listed with Virtual Tour
1 of 20
$190,000
Studio

Beds

0.0

Baths

14 OLD VENICE ROAD

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

193

Estimated median home price

$720,000
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

Price Count
$0 - 100K 5
$100K - 200K 12
$200K - 300K 5
$300K - 400K 11
$400K - 500K 11
$500K - 600K 23
$600K - 700K 28
$700K - 800K 13
$800K - 900K 14
$900K - 1M 10
$1M - Max 61

Homes for Sale by Type in Osprey, FL

Property Type Count
Single Family 108
Townhouse 4
Condo 59
Commercial 8
Rental 34
Lots and Land 10
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 4
Farms 0

(Data as of 3/8/2026)

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 3/9/2026.