87 total properties
Did you mean the neighborhood Osprey?
View 780 SARABAY ROAD 16 Osprey, FL MLS# TB8528486
  • Virtual Tour
1 of 54
$425,000
2

Beds

2.0

Baths

1,574

Sq.Ft.

780 SARABAY ROAD 16

Osprey, FL

Courtesy of RMS ELITE PROPERTIES
View Address not provided Osprey, FL MLS# A4699089
  • Virtual Tour
1 of 45
$824,900
4

Beds

3.0

Baths

2,607

Sq.Ft.

Address not provided

Osprey, FL

Courtesy of DALTON WADE INC
View 458 N SHORE DRIVE Osprey, FL MLS# N6144855
  • Virtual Tour
1 of 25
$600,000
0.0

Baths

458 N SHORE DRIVE

Osprey, FL

Courtesy of PREMIER SOTHEBYS INTL REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 2309 JESSIE HARBOR DRIVE 2402 Osprey, FL MLS# A4698434
$480,000
3

Beds

2.1

Baths

2,006

Sq.Ft.

2309 JESSIE HARBOR DRIVE 2402

Osprey, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
View 3820 PARROT BAY COURT Osprey, FL MLS# A4698462
  • Virtual Tour
1 of 12
$825,000
0.0

Baths

3820 PARROT BAY COURT

Osprey, FL

Courtesy of HARRY ROBBINS ASSOC INC
View 570 BLACKBURN POINT ROAD 23 Osprey, FL MLS# A4697977
$89,000
0.0

Baths

570 BLACKBURN POINT ROAD 23

Osprey, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
View 418 S TAMIAMI TRAIL E3 Osprey, FL MLS# A4697456
$400,000
1,272

Sq.Ft.

418 S TAMIAMI TRAIL E3

Osprey, FL

Courtesy of KELLER WILLIAMS ISLAND LIFE REAL ESTATE
View 7204 JESSIE HARBOR DRIVE 7204 Osprey, FL MLS# A4697473
$395,000
2

Beds

2.0

Baths

1,255

Sq.Ft.

7204 JESSIE HARBOR DRIVE 7204

Osprey, FL

Courtesy of GENEROUS PROPERTY
View 116 WOODLAND PLACE 116 Osprey, FL MLS# A4696616
  • Virtual Tour
1 of 45
$242,900
2

Beds

2.0

Baths

1,325

Sq.Ft.

116 WOODLAND PLACE 116

Osprey, FL

Courtesy of PAT WILLIAMS REALTY, LLC
View 143 OSPREY POINT DRIVE Osprey, FL MLS# A4694133
$575,000
0.0

Baths

143 OSPREY POINT DRIVE

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 216 OSPREY POINT DRIVE Osprey, FL MLS# A4696023
$695,000
0.0

Baths

216 OSPREY POINT DRIVE

Osprey, FL

Courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
View 4296 EXPEDITION WAY 104 Osprey, FL MLS# A4694926
  • Virtual Tour
1 of 49
$289,000
2

Beds

2.0

Baths

1,135

Sq.Ft.

4296 EXPEDITION WAY 104

Osprey, FL

Courtesy of EXP REALTY LLC
View 103 BISHOPS COURT ROAD Osprey, FL MLS# A4694468
  • Virtual Tour
1 of 55
$699,000
3

Beds

2.0

Baths

2,034

Sq.Ft.

103 BISHOPS COURT ROAD

Osprey, FL

Courtesy of GENEROUS PROPERTY
View 280 HIDDEN BAY DRIVE 302 Osprey, FL MLS# A4690813
  • New Construction with Virtual Tour
1 of 39
$745,000
3

Beds

2.0

Baths

1,937

Sq.Ft.

280 HIDDEN BAY DRIVE 302

Osprey, FL

Courtesy of BERKSHIRE HATHAWAY HOMESERVICE
View 320 TROPIC DRIVE Osprey, FL MLS# A4692490
  • Adult Community with Virtual Tour
1 of 37
$165,000
2

Beds

2.0

Baths

1,199

Sq.Ft.

320 TROPIC DRIVE

Osprey, FL

Courtesy of RE/MAX PALM
View 51 MACEWEN DRIVE 12 Osprey, FL MLS# A4690540
  • Virtual Tour
1 of 71
$275,000
1

Beds

1.0

Baths

623

Sq.Ft.

51 MACEWEN DRIVE 12

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 6100 JESSIE HARBOR DRIVE 202 Osprey, FL MLS# A4690969
  • Virtual Tour
1 of 83
OPEN HOUSE: Sunday 11/1 2:00 PM - 4:00 PM
$798,000
3

Beds

3.1

Baths

3,771

Sq.Ft.

6100 JESSIE HARBOR DRIVE 202

Osprey, FL

Courtesy of CORCORAN DWELLINGS REALTY
View 4429 CONCHFISH LANE Osprey, FL MLS# A4689967
  • Virtual Tour
1 of 19
$499,999
3

Beds

2.0

Baths

2,004

Sq.Ft.

4429 CONCHFISH LANE

Osprey, FL

Courtesy of EXP REALTY, LLC
View 409 NORTH POINT ROAD 401 Osprey, FL MLS# A4690812
  • Virtual Tour
1 of 90
$560,000
3

Beds

3.0

Baths

2,594

Sq.Ft.

409 NORTH POINT ROAD 401

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 51 MACEWEN DRIVE 5 Osprey, FL MLS# A4689838
  • Virtual Tour
1 of 44
$235,000
1

Beds

1.0

Baths

595

Sq.Ft.

51 MACEWEN DRIVE 5

Osprey, FL

Courtesy of 342 REAL ESTATE

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

143

Estimated median home price

$750,000
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 4
$100K - 200K 8
$200K - 300K 8
$300K - 400K 3
$400K - 500K 11
$500K - 600K 16
$600K - 700K 17
$700K - 800K 12
$800K - 900K 7
$900K - 1M 5
$1M - Max 52

Homes for Sale by Type in Osprey, FL

Property Type Count
Single Family 72
Townhouse 3
Condo 51
Commercial 5
Rental 25
Lots and Land 8
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 4
Farms 0

(Data as of 10/28/2026)

Information deemed reliable but not guaranteed.

The data relating to real estate for sale on this web site comes in part from the BROKER RECIPROCITY Program of M.L.S. of Naples, Inc. Real estate listings held by brokerage firms other than Weichert Realtors are marked with the BROKER RECIPROCITY logo (little black house) and detailed information about them includes the name of the listing brokerage.

The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Any use of search facilities of data on the site other than by consumers looking to purchase real estate is prohibited.

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 10/28/2026.