192 total properties
Did you mean the neighborhood Osprey?
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
The time to sell is now! THE TIME TO SELL IS NOW!
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
$689,000
3

Beds

2.0

Baths

1,937

Sq.Ft.

250 HIDDEN BAY DRIVE 302

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 140 SUGAR MILL DRIVE Osprey, FL MLS# A4655736
  • Virtual Tour
1 of 67
$1,970,000
4

Beds

4.0

Baths

3,286

Sq.Ft.

140 SUGAR MILL DRIVE

Osprey, FL

Courtesy of GENEROUS PROPERTY
View 3976 DESTINATION DRIVE A411 Osprey, FL MLS# A4643099
$1,000,000
2,314

Sq.Ft.

3976 DESTINATION DRIVE A411

Osprey, FL

Courtesy of PREMIER PROPERTIES OF SRQ LLC
View 401 N POINT ROAD 504 Osprey, FL MLS# A4653470
  • Virtual Tour
1 of 96
$990,000
3

Beds

3.0

Baths

2,778

Sq.Ft.

401 N POINT ROAD 504

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 296 PINE RANCH TRAIL Osprey, FL MLS# A4653218
  • Virtual Tour
1 of 82
$1,295,000
5

Beds

3.1

Baths

3,481

Sq.Ft.

296 PINE RANCH TRAIL

Osprey, FL

Courtesy of ASHTON LAKES REALTY INC
View 352 GLENWOOD AVE Osprey, FL MLS# N6138982
  • Virtual Tour
1 of 36
$429,500
3

Beds

2.0

Baths

1,300

Sq.Ft.

352 GLENWOOD AVE

Osprey, FL

Courtesy of WHITE SANDS REALTY GROUP FL
View HIDDEN BAY DRIVE Osprey, FL MLS# A4645997
$800,000
Studio

Beds

0.0

Baths

HIDDEN BAY DRIVE

Osprey, FL

Courtesy of SVN COMMERCIAL ADVISORY GROUP
View 120 VILLA DRIVE 120 Osprey, FL MLS# N6138441
  • Virtual Tour
1 of 55
$515,000
2

Beds

2.0

Baths

1,404

Sq.Ft.

120 VILLA DRIVE 120

Osprey, FL

Courtesy of COLDWELL BANKER SARASOTA CENT.
View 110 PINE AVENUE Osprey, FL MLS# A4646339
  • Virtual Tour
1 of 11
$699,000
3

Beds

2.0

Baths

2,058

Sq.Ft.

110 PINE AVENUE

Osprey, FL

Courtesy of BRIGHT REALTY
View 436 S TAMIAMI TRAIL C4 Osprey, FL MLS# A4648348
  • Virtual Tour
1 of 44
$374,900
1,272

Sq.Ft.

436 S TAMIAMI TRAIL C4

Osprey, FL

Courtesy of KONA REALTY
View 13 BAYHEAD LANE Osprey, FL MLS# A4645829
  • Virtual Tour
1 of 62
$850,000
2

Beds

2.0

Baths

2,310

Sq.Ft.

13 BAYHEAD LANE

Osprey, FL

Courtesy of GENEROUS PROPERTY
View 236 SAINT JAMES PARK Osprey, FL MLS# A4644125
  • Virtual Tour
1 of 88
$2,700,000
6

Beds

6.1

Baths

6,246

Sq.Ft.

236 SAINT JAMES PARK

Osprey, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
View 1216 N CASEY KEY ROAD Osprey, FL MLS# A4643654
  • Virtual Tour
1 of 60
$10,750,000
5

Beds

6.2

Baths

8,050

Sq.Ft.

1216 N CASEY KEY ROAD

Osprey, FL

Courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
View 280 HIDDEN BAY DRIVE 202 Osprey, FL MLS# A4643409
  • New Construction with Virtual Tour
1 of 43
$780,250
3

Beds

2.0

Baths

1,937

Sq.Ft.

280 HIDDEN BAY DRIVE 202

Osprey, FL

Courtesy of KELLER WILLIAMS ISLAND LIFE REAL ESTATE
View 3603 N POINT ROAD 702 Osprey, FL MLS# A4642397
  • Virtual Tour
1 of 61
$1,395,000
3

Beds

3.0

Baths

2,545

Sq.Ft.

3603 N POINT ROAD 702

Osprey, FL

Courtesy of GENEROUS PROPERTY
View 51 N TAMIAMI TRAIL Osprey, FL MLS# A4638654
  • Virtual Tour
1 of 53
$395,000
Studio

Beds

0.0

Baths

51 N TAMIAMI TRAIL

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

191

Estimated median home price

$710,000
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 13
$200K - 300K 8
$300K - 400K 13
$400K - 500K 8
$500K - 600K 22
$600K - 700K 26
$700K - 800K 15
$800K - 900K 15
$900K - 1M 10
$1M - Max 56

Homes for Sale by Type in Osprey, FL

Property Type Count
Single Family 102
Townhouse 4
Condo 60
Commercial 8
Rental 35
Lots and Land 11
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 6
Farms 0

(Data as of 2/23/2026)

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 2/24/2026.