157 total properties
Did you mean the neighborhood Osprey?
View 570 BLACKBURN POINT ROAD 33 Osprey, FL MLS# A4674347
$103,000
Studio

Beds

0.0

Baths

570 BLACKBURN POINT ROAD 33

Osprey, FL

Courtesy of BRIGHT REALTY
View 597 OAK RIVER COURT Osprey, FL MLS# A4673797
  • Virtual Tour
1 of 48
$749,000
4

Beds

2.0

Baths

2,111

Sq.Ft.

597 OAK RIVER COURT

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 139 WOODLAND PLACE 139 Osprey, FL MLS# N6141829
  • Virtual Tour
1 of 74
$244,907
1

Beds

1.1

Baths

865

Sq.Ft.

139 WOODLAND PLACE 139

Osprey, FL

Courtesy of GANGWAY REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 104 PARK TRACE BOULEVARD Osprey, FL MLS# A4674221
  • Virtual Tour
1 of 47
$650,000
4

Beds

3.0

Baths

2,557

Sq.Ft.

104 PARK TRACE BOULEVARD

Osprey, FL

Courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
View 1235 YACHT HARBOR DRIVE Osprey, FL MLS# A4673945
  • Virtual Tour
1 of 83
$1,175,000
3

Beds

3.0

Baths

2,698

Sq.Ft.

1235 YACHT HARBOR DRIVE

Osprey, FL

Courtesy of PAT WILLIAMS REALTY, LLC
View 300 TROPIC DRIVE Osprey, FL MLS# N6141713
  • Adult Community with Virtual Tour
1 of 32
$159,900
2

Beds

2.0

Baths

1,031

Sq.Ft.

300 TROPIC DRIVE

Osprey, FL

Courtesy of WHITE SANDS REALTY GROUP FL
View 761 PINE RUN DRIVE 761 Osprey, FL MLS# A4673659
  • Virtual Tour
1 of 48
$279,000
2

Beds

2.0

Baths

1,379

Sq.Ft.

761 PINE RUN DRIVE 761

Osprey, FL

Courtesy of COLDWELL BANKER SARASOTA CENT.
View 216 GLENWOOD AVENUE Osprey, FL MLS# A4673441
  • Virtual Tour
1 of 41
$250,000
2

Beds

1.0

Baths

732

Sq.Ft.

216 GLENWOOD AVENUE

Osprey, FL

Courtesy of COMPASS FLORIDA LLC
View 26 SIESTA CIRCLE W Osprey, FL MLS# A4673353
  • Adult Community with Virtual Tour
1 of 19
$129,500
2

Beds

1.0

Baths

600

Sq.Ft.

26 SIESTA CIRCLE W

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 76 OSPREY POINT DRIVE Osprey, FL MLS# A4672843
  • Virtual Tour
1 of 100
$1,690,000
3

Beds

4.1

Baths

4,364

Sq.Ft.

76 OSPREY POINT DRIVE

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 640 CRANE PRAIRIE WAY Osprey, FL MLS# A4672274
  • Virtual Tour
1 of 61
$765,000
3

Beds

2.1

Baths

2,534

Sq.Ft.

640 CRANE PRAIRIE WAY

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 178 WILLOW BEND WAY Osprey, FL MLS# A4672408
  • Virtual Tour
1 of 38
$640,000
3

Beds

2.0

Baths

1,889

Sq.Ft.

178 WILLOW BEND WAY

Osprey, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
View 75 OSPREY POINT DRIVE Osprey, FL MLS# A4672439
  • Virtual Tour
1 of 92
$1,975,000
4

Beds

4.0

Baths

4,001

Sq.Ft.

75 OSPREY POINT DRIVE

Osprey, FL

Courtesy of GENEROUS PROPERTY
View 102 WINDWARD DRIVE Osprey, FL MLS# A4671793
  • Virtual Tour
1 of 78
$800,000
3

Beds

2.1

Baths

2,134

Sq.Ft.

102 WINDWARD DRIVE

Osprey, FL

Courtesy of WILLIAM RAVEIS REAL ESTATE
View 14041 BELLAGIO WAY 218 Osprey, FL MLS# A4672639
  • Virtual Tour
1 of 28
$1,150,000
3

Beds

2.0

Baths

2,374

Sq.Ft.

14041 BELLAGIO WAY 218

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 385 N POINT ROAD 503 Osprey, FL MLS# A4672342
  • Virtual Tour
1 of 97
$690,000
3

Beds

3.0

Baths

2,203

Sq.Ft.

385 N POINT ROAD 503

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 403 LONGBOW TRAIL Osprey, FL MLS# A4672081
  • Virtual Tour
1 of 99
$1,197,000
4

Beds

3.0

Baths

2,770

Sq.Ft.

403 LONGBOW TRAIL

Osprey, FL

Courtesy of DALTON WADE INC
View 180 LOOKOUT POINT DRIVE Osprey, FL MLS# A4672222
  • Virtual Tour
1 of 70
$2,299,900
5

Beds

3.1

Baths

3,236

Sq.Ft.

180 LOOKOUT POINT DRIVE

Osprey, FL

Courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
View 232 WOODLAND DRIVE 232 Osprey, FL MLS# A4671600
  • Virtual Tour
1 of 47
OPEN HOUSE: Sunday 1/11 1:00 PM - 3:00 PM
$269,900
2

Beds

2.0

Baths

1,325

Sq.Ft.

232 WOODLAND DRIVE 232

Osprey, FL

Courtesy of PAT WILLIAMS REALTY, LLC
View 401 N POINT ROAD 603 Osprey, FL MLS# A4671958
$699,000
3

Beds

3.0

Baths

2,203

Sq.Ft.

401 N POINT ROAD 603

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

166

Estimated median home price

$797,500
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 2
$100K - 200K 11
$200K - 300K 8
$300K - 400K 9
$400K - 500K 8
$500K - 600K 10
$600K - 700K 23
$700K - 800K 14
$800K - 900K 10
$900K - 1M 12
$1M - Max 59

Homes for Sale by Type in Osprey, FL

Property Type Count
Single Family 97
Townhouse 3
Condo 47
Commercial 6
Rental 35
Lots and Land 7
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 6
Farms 0

(Data as of 1/6/2026)

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 1/7/2026.