49 total properties
Did you mean the neighborhood Osprey?
View 97 SUGAR MILL DRIVE Osprey, FL MLS# A4691789
  • Virtual Tour
1 of 61
$1,950,000
5

Beds

5.1

Baths

4,885

Sq.Ft.

97 SUGAR MILL DRIVE

Osprey, FL

Courtesy of PALM PARADISE REALTY GROUP
View 6100 JESSIE HARBOR DRIVE 202 Osprey, FL MLS# A4690969
$850,000
3

Beds

3.1

Baths

3,771

Sq.Ft.

6100 JESSIE HARBOR DRIVE 202

Osprey, FL

Courtesy of CORCORAN DWELLINGS REALTY
View 14021 BELLAGIO WAY 404 Osprey, FL MLS# N6144070
  • Virtual Tour
1 of 70
$1,100,000
3

Beds

3.0

Baths

2,187

Sq.Ft.

14021 BELLAGIO WAY 404

Osprey, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 1527 BUOY LANE Osprey, FL MLS# A4688266
  • Virtual Tour
1 of 52
$1,165,000
3

Beds

2.1

Baths

2,830

Sq.Ft.

1527 BUOY LANE

Osprey, FL

Courtesy of BRIGHT REALTY
View 313 LOOKOUT POINT DRIVE Osprey, FL MLS# A4688995
$5,999,999
4

Beds

4.1

Baths

5,337

Sq.Ft.

313 LOOKOUT POINT DRIVE

Osprey, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
View 14401 MASTHEAD DRIVE Osprey, FL MLS# A4684834
$2,850,000
3

Beds

3.1

Baths

2,665

Sq.Ft.

14401 MASTHEAD DRIVE

Osprey, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
View 1211 LOST CREEK COURT Osprey, FL MLS# A4680671
$829,000
4

Beds

3.0

Baths

2,876

Sq.Ft.

1211 LOST CREEK COURT

Osprey, FL

View 480 ORISKANY COURT Osprey, FL MLS# A4684136
  • Virtual Tour
1 of 100
$1,500,000
3

Beds

3.1

Baths

3,208

Sq.Ft.

480 ORISKANY COURT

Osprey, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
View 2099 S TAMIAMI TRAIL Osprey, FL MLS# A4677866
$1,350,000
1

Sq.Ft.

2099 S TAMIAMI TRAIL

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 14021 BELLAGIO WAY 309 Osprey, FL MLS# A4681589
  • Virtual Tour
1 of 38
$899,995
3

Beds

2.1

Baths

2,199

Sq.Ft.

14021 BELLAGIO WAY 309

Osprey, FL

Courtesy of COMPASS FLORIDA, LLC
View 409 N POINT ROAD 601 Osprey, FL MLS# A4679994
  • Virtual Tour
1 of 63
$1,250,000
3

Beds

3.0

Baths

2,594

Sq.Ft.

409 N POINT ROAD 601

Osprey, FL

View 401 N POINT ROAD 1001 Osprey, FL MLS# A4679998
  • Virtual Tour
1 of 60
$1,995,000
3

Beds

3.0

Baths

3,029

Sq.Ft.

401 N POINT ROAD 1001

Osprey, FL

View 385 N POINT ROAD 304 Osprey, FL MLS# A4678422
$1,100,000
3

Beds

3.0

Baths

2,778

Sq.Ft.

385 N POINT ROAD 304

Osprey, FL

View 2099 S TAMIAMI TRAIL Osprey, FL MLS# A4677875
  • Virtual Tour
1 of 16
$1,350,000
Studio

Beds

0.0

Baths

2099 S TAMIAMI TRAIL

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 433 E MACEWEN DRIVE Osprey, FL MLS# A4676505
  • Virtual Tour
1 of 78
$2,189,000
4

Beds

3.1

Baths

4,012

Sq.Ft.

433 E MACEWEN DRIVE

Osprey, FL

View 403 LONGBOW TRAIL Osprey, FL MLS# A4672081
  • Virtual Tour
1 of 99
$1,095,000
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
OPEN HOUSE: Saturday 8/29 2:00 PM - 4:00 PM
$2,199,900
5

Beds

3.1

Baths

3,236

Sq.Ft.

180 LOOKOUT POINT DRIVE

Osprey, FL

Courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
View 49 OSPREY POINT DRIVE Osprey, FL MLS# A4671762
$2,399,000
4

Beds

3.1

Baths

3,953

Sq.Ft.

49 OSPREY POINT DRIVE

Osprey, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
View 700 FAITH AVENUE Osprey, FL MLS# A4667634
  • Virtual Tour
1 of 74
$1,200,000
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
$1,950,000
4

Beds

5.1

Baths

4,346

Sq.Ft.

538 DOVE POINTE DRIVE

Osprey, FL

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

131

Estimated median home price

$675,000
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 7
$200K - 300K 13
$300K - 400K 10
$400K - 500K 12
$500K - 600K 13
$600K - 700K 16
$700K - 800K 11
$800K - 900K 6
$900K - 1M 1
$1M - Max 38

Homes for Sale by Type in Osprey, FL

Property Type Count
Single Family 62
Townhouse 5
Condo 46
Commercial 5
Rental 26
Lots and Land 11
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 2
Farms 0

(Data as of 8/28/2026)

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 8/29/2026.