186 total properties
Did you mean the neighborhood Osprey?
View 32 BAY AVENUE Osprey, FL MLS# N6140978
  • Virtual Tour
1 of 51
$415,000
2

Beds

2.0

Baths

2,148

Sq.Ft.

32 BAY AVENUE

Osprey, FL

Courtesy of LOKATION
View 348 TROPIC DRIVE Osprey, FL MLS# A4668240
  • Adult Community with Virtual Tour
1 of 25
$109,000
2

Beds

2.0

Baths

864

Sq.Ft.

348 TROPIC DRIVE

Osprey, FL

Courtesy of FINE PROPERTIES
View 121 N CASEY KEY ROAD Osprey, FL MLS# A4667263
  • Virtual Tour
1 of 65
$6,475,000
5

Beds

5.1

Baths

4,096

Sq.Ft.

121 N CASEY KEY ROAD

Osprey, FL

Courtesy of DOUGLAS ELLIMAN
The time to sell is now! THE TIME TO SELL IS NOW!
View 312 YACHT HARBOR DRIVE Osprey, FL MLS# A4667293
  • Virtual Tour
1 of 69
$1,995,000
3

Beds

4.0

Baths

2,572

Sq.Ft.

312 YACHT HARBOR DRIVE

Osprey, FL

Courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
View 219 KEEL WAY Osprey, FL MLS# A4666970
  • Virtual Tour
1 of 49
$1,175,000
3

Beds

2.1

Baths

2,735

Sq.Ft.

219 KEEL WAY

Osprey, FL

Courtesy of GENEROUS PROPERTY
View 147 OSPREY POINT DRIVE Osprey, FL MLS# A4667023
  • Virtual Tour
1 of 8
$750,000
Studio

Beds

0.0

Baths

147 OSPREY POINT DRIVE

Osprey, FL

Courtesy of BRIGHT REALTY
View 742 HARMS DRIVE Osprey, FL MLS# A4666421
  • Virtual Tour
1 of 46
$515,000
3

Beds

2.0

Baths

1,293

Sq.Ft.

742 HARMS DRIVE

Osprey, FL

Courtesy of EXP REALTY LLC
View 244 WOODLAND DRIVE 244 Osprey, FL MLS# A4667419
  • Virtual Tour
1 of 41
$200,000
2

Beds

2.0

Baths

1,325

Sq.Ft.

244 WOODLAND DRIVE 244

Osprey, FL

Courtesy of KELLER WILLIAMS ON THE WATER S
View 571 PINE RANCH EAST ROAD Osprey, FL MLS# A4665938
  • Virtual Tour
1 of 88
$650,000
5

Beds

2.1

Baths

2,746

Sq.Ft.

571 PINE RANCH EAST ROAD

Osprey, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
View 21 BAYHEAD LANE Osprey, FL MLS# A4664085
$850,000
3

Beds

2.0

Baths

2,246

Sq.Ft.

21 BAYHEAD LANE

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 422 BLUE GARDEN LANE Osprey, FL MLS# A4664436
  • Virtual Tour
1 of 100
$1,600,000
3

Beds

3.1

Baths

3,872

Sq.Ft.

422 BLUE GARDEN LANE

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 1801 HIGHLAND ROAD Osprey, FL MLS# N6140508
$299,900
2

Beds

2.0

Baths

1,165

Sq.Ft.

1801 HIGHLAND ROAD

Osprey, FL

Courtesy of RE/MAX ALLIANCE GROUP
View 133 OSPREY POINT DRIVE Osprey, FL MLS# A4664295
  • Virtual Tour
1 of 99
$1,350,000
4

Beds

3.0

Baths

3,679

Sq.Ft.

133 OSPREY POINT DRIVE

Osprey, FL

Courtesy of OWN SRQ LLC
View 1337 COPPERWOOD DRIVE Osprey, FL MLS# A4666722
  • Virtual Tour
1 of 36
$550,000
3

Beds

2.0

Baths

2,172

Sq.Ft.

1337 COPPERWOOD DRIVE

Osprey, FL

Courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
View 665 CRANE PRAIRIE WAY Osprey, FL MLS# A4666718
  • Virtual Tour
1 of 61
$719,000
4

Beds

3.0

Baths

2,306

Sq.Ft.

665 CRANE PRAIRIE WAY

Osprey, FL

Courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
View 1602 SOUTHBAY DRIVE Osprey, FL MLS# A4665288
  • Virtual Tour
1 of 56
$974,900
4

Beds

3.1

Baths

2,980

Sq.Ft.

1602 SOUTHBAY DRIVE

Osprey, FL

Courtesy of COMPASS FLORIDA LLC
View 599 PINE RANCH EAST ROAD Osprey, FL MLS# A4660895
  • Virtual Tour
1 of 43
$875,000
3

Beds

2.0

Baths

2,188

Sq.Ft.

599 PINE RANCH EAST ROAD

Osprey, FL

Courtesy of GENEROUS PROPERTY
View 401 N POINT ROAD 304 Osprey, FL MLS# A4659785
  • Virtual Tour
1 of 95
$750,000
3

Beds

3.0

Baths

2,778

Sq.Ft.

401 N POINT ROAD 304

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 852 MACEWEN DRIVE Osprey, FL MLS# A4659276
  • Virtual Tour
1 of 73
$2,395,000
3

Beds

3.1

Baths

4,519

Sq.Ft.

852 MACEWEN DRIVE

Osprey, FL

Courtesy of GENEROUS PROPERTY
View 570 BLACKBURN POINT ROAD 11 Osprey, FL MLS# A4658755
$42,500
Studio

Beds

0.0

Baths

570 BLACKBURN POINT ROAD 11

Osprey, FL

Courtesy of MICHAEL SAUNDERS & COMPANY

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

186

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 8
$100K - 200K 12
$200K - 300K 10
$300K - 400K 10
$400K - 500K 11
$500K - 600K 16
$600K - 700K 28
$700K - 800K 13
$800K - 900K 12
$900K - 1M 6
$1M - Max 60

Homes for Sale by Type in Osprey, FL

Property Type Count
Single Family 99
Townhouse 4
Condo 63
Commercial 4
Rental 32
Lots and Land 10
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 6
Farms 0

(Data as of 4/27/2026)

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 4/28/2026.