190 total properties
Did you mean the neighborhood Osprey?
View 102 WINDWARD DRIVE Osprey, FL MLS# A4671793
  • Virtual Tour
1 of 78
OPEN HOUSE: Sunday 3/8 12:00 PM - 2:00 PM
$750,000
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 39
OPEN HOUSE: Sunday 3/8 10:00 AM - 1:00 PM
$1,099,000
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
The time to sell is now! THE TIME TO SELL IS NOW!
View 403 LONGBOW TRAIL Osprey, FL MLS# A4672081
  • Virtual Tour
1 of 99
$1,175,000
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
$2,274,900
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 3/8 12:00 PM - 2:00 PM
$264,900
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
View 172 SEA ANCHOR DRIVE Osprey, FL MLS# A4671745
  • Virtual Tour
1 of 48
OPEN HOUSE: Sunday 3/8 12:00 PM - 2:00 PM
$936,000
3

Beds

3.0

Baths

2,283

Sq.Ft.

172 SEA ANCHOR DRIVE

Osprey, FL

Courtesy of GOLF & BAY PROPERTIES LLC
View 3936 WAYPOINT AVENUE Osprey, FL MLS# A4670043
  • Virtual Tour
1 of 76
OPEN HOUSE: Sunday 3/8 12:00 PM - 2:00 PM
$1,000,000
3

Beds

3.0

Baths

2,323

Sq.Ft.

3936 WAYPOINT AVENUE

Osprey, FL

Courtesy of CORCORAN DWELLINGS REALTY
View 1486 LANDVIEW LANE Osprey, FL MLS# D6144630
  • Virtual Tour
1 of 78
$950,000
3

Beds

2.0

Baths

1,869

Sq.Ft.

1486 LANDVIEW LANE

Osprey, FL

Courtesy of EXP REALTY LLC
View 49 OSPREY POINT DRIVE Osprey, FL MLS# A4671762
$2,500,000
4

Beds

3.1

Baths

3,953

Sq.Ft.

49 OSPREY POINT DRIVE

Osprey, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
View 385 N POINT ROAD 704 Osprey, FL MLS# A4671431
  • Virtual Tour
1 of 96
$1,500,000
3

Beds

3.0

Baths

2,778

Sq.Ft.

385 N POINT ROAD 704

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 700 FAITH AVENUE Osprey, FL MLS# A4667634
  • Virtual Tour
1 of 74
$1,250,000
4

Beds

3.0

Baths

2,474

Sq.Ft.

700 FAITH AVENUE

Osprey, FL

Courtesy of LACEY REALTY INC
View 538 DOVE POINTE DRIVE Osprey, FL MLS# A4669491
  • Virtual Tour
1 of 75
$2,100,000
4

Beds

5.1

Baths

4,346

Sq.Ft.

538 DOVE POINTE DRIVE

Osprey, FL

Courtesy of GENEROUS PROPERTY
View 146 WILLOW BEND WAY Osprey, FL MLS# A4677461
  • Virtual Tour
1 of 55
$699,000
4

Beds

3.0

Baths

2,540

Sq.Ft.

146 WILLOW BEND WAY

Osprey, FL

Courtesy of KELLER WILLIAMS ON THE WATER S
View 120 CANDYCE DRIVE Osprey, FL MLS# A4667108
  • Virtual Tour
1 of 23
$650,000
3

Beds

2.0

Baths

2,103

Sq.Ft.

120 CANDYCE DRIVE

Osprey, FL

Courtesy of COMPASS FLORIDA LLC
View 583 PINE RANCH EAST ROAD Osprey, FL MLS# A4670669
  • Virtual Tour
1 of 55
$579,000
4

Beds

2.0

Baths

2,203

Sq.Ft.

583 PINE RANCH EAST ROAD

Osprey, FL

Courtesy of GALLERY PROPERTIES INTERNATIONAL
View 141 N CASEY KEY ROAD Osprey, FL MLS# A4669513
$2,850,000
Studio

Beds

0.0

Baths

141 N CASEY KEY ROAD

Osprey, FL

Courtesy of WHITE SANDS REALTY GROUP FL
View 1811 HIGHLAND ROAD Osprey, FL MLS# TB8443161
  • Virtual Tour
1 of 19
$427,999
2

Beds

2.0

Baths

1,725

Sq.Ft.

1811 HIGHLAND ROAD

Osprey, FL

Courtesy of REALTY OF RIVERVIEW LLC
View 6100 JESSIE HARBOR DRIVE 202 Osprey, FL MLS# A4670353
$949,000
3

Beds

3.1

Baths

3,771

Sq.Ft.

6100 JESSIE HARBOR DRIVE 202

Osprey, FL

Courtesy of GULF SANDS REALTY, LLC

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

192

Estimated median home price

$724,950
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 13
$200K - 300K 5
$300K - 400K 10
$400K - 500K 11
$500K - 600K 22
$600K - 700K 27
$700K - 800K 14
$800K - 900K 14
$900K - 1M 11
$1M - Max 60

Homes for Sale by Type in Osprey, FL

Property Type Count
Single Family 108
Townhouse 4
Condo 58
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 3/5/2026)

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 3/6/2026.