102 total properties
Did you mean the neighborhood Osprey?
View 244 WOODLAND DRIVE 244 Osprey, FL MLS# A4667419
  • Virtual Tour
1 of 48
$225,000
2

Beds

2.0

Baths

1,325

Sq.Ft.

244 WOODLAND DRIVE 244

Osprey, FL

Courtesy of KELLER WILLIAMS ON THE WATER S
View 123 WINDWARD DRIVE Osprey, FL MLS# A4656319
  • Virtual Tour
1 of 77
OPEN HOUSE: Sunday 1/18 1:00 PM - 4:00 PM
$820,000
3

Beds

2.0

Baths

1,894

Sq.Ft.

123 WINDWARD DRIVE

Osprey, FL

Courtesy of WILLIAM RAVEIS REAL ESTATE
View 571 PINE RANCH EAST ROAD Osprey, FL MLS# A4665938
  • Virtual Tour
1 of 87
$685,000
5

Beds

2.1

Baths

2,746

Sq.Ft.

571 PINE RANCH EAST ROAD

Osprey, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
The time to sell is now! THE TIME TO SELL IS NOW!
View 21 BAYHEAD LANE Osprey, FL MLS# A4664085
$900,000
3

Beds

2.0

Baths

2,216

Sq.Ft.

21 BAYHEAD LANE

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 508 MEADOW SWEET CIRCLE Osprey, FL MLS# A4664579
  • Virtual Tour
1 of 76
$455,000
2

Beds

2.0

Baths

1,604

Sq.Ft.

508 MEADOW SWEET CIRCLE

Osprey, FL

Courtesy of FLORIDA HOME TEAM LLC
View 1801 HIGHLAND ROAD Osprey, FL MLS# N6140508
1 of 41
OPEN HOUSE: Sunday 1/18 1:00 PM - 4:00 PM
$330,000
2

Beds

2.0

Baths

1,165

Sq.Ft.

1801 HIGHLAND ROAD

Osprey, FL

Courtesy of RE/MAX ALLIANCE GROUP
View 1337 COPPERWOOD DRIVE Osprey, FL MLS# A4666722
  • Virtual Tour
1 of 36
OPEN HOUSE: Sunday 1/18 1:00 PM - 3:00 PM
$595,000
3

Beds

2.0

Baths

2,172

Sq.Ft.

1337 COPPERWOOD DRIVE

Osprey, FL

Courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
View 455 N SHORE DRIVE Osprey, FL MLS# A4662424
  • Virtual Tour
1 of 37
$549,000
2

Beds

2.0

Baths

1,229

Sq.Ft.

455 N SHORE DRIVE

Osprey, FL

Courtesy of AUM FLORIDA REAL ESTATE LLC
View 827 PLACID LAKE DRIVE Osprey, FL MLS# TB8412007
  • Virtual Tour
1 of 49
$544,700
2

Beds

2.0

Baths

1,875

Sq.Ft.

827 PLACID LAKE DRIVE

Osprey, FL

Courtesy of FLAT FEE MLS REALTY
View 401 N POINT ROAD 304 Osprey, FL MLS# A4659785
  • Virtual Tour
1 of 95
$850,000
3

Beds

3.0

Baths

2,778

Sq.Ft.

401 N POINT ROAD 304

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 385 N POINT ROAD 404 Osprey, FL MLS# A4659275
  • Virtual Tour
1 of 62
$889,000
3

Beds

3.0

Baths

2,778

Sq.Ft.

385 N POINT ROAD 404

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
View 238 PALM AIR DRIVE Osprey, FL MLS# A4658930
  • Adult Community with Virtual Tour
1 of 41
OPEN HOUSE: Sunday 1/18 1:00 PM - 3:30 PM
$193,000
2

Beds

2.0

Baths

1,152

Sq.Ft.

238 PALM AIR DRIVE

Osprey, FL

Courtesy of FINE PROPERTIES
View 471 PARK TRACE BOULEVARD Osprey, FL MLS# A4658368
  • Virtual Tour
1 of 69
$699,000
4

Beds

3.0

Baths

2,267

Sq.Ft.

471 PARK TRACE BOULEVARD

Osprey, FL

Courtesy of FLORIDA HOME TEAM LLC
View 14041 BELLAGIO WAY 414 Osprey, FL MLS# A4658171
$700,000
3

Beds

2.0

Baths

1,799

Sq.Ft.

14041 BELLAGIO WAY 414

Osprey, FL

Courtesy of WILLIAM RAVEIS REAL ESTATE
View 116 NAVIGATION CIRCLE 106 Osprey, FL MLS# A4658738
  • Virtual Tour
1 of 61
$325,000
3

Beds

2.0

Baths

1,430

Sq.Ft.

116 NAVIGATION CIRCLE 106

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 7303 JESSIE HARBOR DRIVE 7303 Osprey, FL MLS# D6142543
$474,900
3

Beds

2.0

Baths

1,883

Sq.Ft.

7303 JESSIE HARBOR DRIVE 7303

Osprey, FL

Courtesy of KW COASTAL LIVING
View 458 N SHORE DRIVE Osprey, FL MLS# N6139405
  • Virtual Tour
1 of 24
$600,000
Studio

Beds

0.0

Baths

458 N SHORE DRIVE

Osprey, FL

Courtesy of GULF SHORES REALTY
View 4428 CONCHFISH LANE Osprey, FL MLS# A4656074
  • Virtual Tour
1 of 13
$599,000
4

Beds

2.0

Baths

1,861

Sq.Ft.

4428 CONCHFISH LANE

Osprey, FL

Courtesy of HORIZON REALTY INTERNATIONAL
View 250 HIDDEN BAY DRIVE 302 Osprey, FL MLS# A4657042
  • Virtual Tour
1 of 65
$699,000
3

Beds

2.0

Baths

1,937

Sq.Ft.

250 HIDDEN BAY DRIVE 302

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

169

Estimated median home price

$795,000
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 3
$100K - 200K 10
$200K - 300K 9
$300K - 400K 9
$400K - 500K 8
$500K - 600K 15
$600K - 700K 19
$700K - 800K 15
$800K - 900K 12
$900K - 1M 11
$1M - Max 58

Homes for Sale by Type in Osprey, FL

Property Type Count
Single Family 101
Townhouse 2
Condo 48
Commercial 6
Rental 34
Lots and Land 7
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 5
Farms 0

(Data as of 1/16/2026)

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 1/18/2026.