47 total properties
Did you mean the neighborhood Osprey?
View 222 SAINT JAMES PARK Osprey, FL MLS# A4703804
$1,800,000
3

Beds

3.1

Baths

3,665

Sq.Ft.

222 SAINT JAMES PARK

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 447 E MACEWEN DRIVE Osprey, FL MLS# A4703990
$2,750,000
4

Beds

4.1

Baths

5,323

Sq.Ft.

447 E MACEWEN DRIVE

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 409 N POINT ROAD 803 Osprey, FL MLS# A4703407
  • Recently Listed
1 of 60
$985,000
3

Beds

3.0

Baths

2,203

Sq.Ft.

409 N POINT ROAD 803

Osprey, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 907 EAGLE ISLE COURT Osprey, FL MLS# A4703534
  • Recently Listed with Virtual Tour
1 of 85
$1,100,000
4

Beds

3.0

Baths

3,984

Sq.Ft.

907 EAGLE ISLE COURT

Osprey, FL

Courtesy of CENTURY 21 ROSEBAY
View 2301 S TAMIAMI TRAIL Osprey, FL MLS# A4702316
  • Recently Listed with Virtual Tour
1 of 36
$2,850,000
Studio

Beds

0.0

Baths

2301 S TAMIAMI TRAIL

Osprey, FL

Courtesy of SARABAY REAL ESTATE INC
View Address not provided Osprey, FL MLS# A4699089
  • Virtual Tour
1 of 45
$799,000
4

Beds

3.0

Baths

2,607

Sq.Ft.

Address not provided

Osprey, FL

Courtesy of DALTON WADE INC
View 3820 PARROT BAY COURT Osprey, FL MLS# A4698462
  • Virtual Tour
1 of 12
$825,000
Studio

Beds

0.0

Baths

3820 PARROT BAY COURT

Osprey, FL

Courtesy of HARRY ROBBINS ASSOC INC
View 916 MACEWEN DRIVE Osprey, FL MLS# A4698153
  • Virtual Tour
1 of 97
$1,900,000
5

Beds

7.1

Baths

5,986

Sq.Ft.

916 MACEWEN DRIVE

Osprey, FL

Courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
View 321 LOOKOUT POINT DRIVE Osprey, FL MLS# A4697345
  • Virtual Tour
1 of 77
$3,100,000
3

Beds

3.1

Baths

3,122

Sq.Ft.

321 LOOKOUT POINT DRIVE

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 206 Four Knot LN Osprey, FL MLS# 226021461
  • Virtual Tour
1 of 50
OPEN HOUSE: Sunday 8/30 1:00 PM - 4:00 PM
$1,775,000
3

Beds

2.0

Baths

2,411

Sq.Ft.

206 Four Knot LN

Osprey, FL

Naples_Area_Board_of_Realtors
View 206 FOUR KNOT LANE Osprey, FL MLS# A4695429
  • Virtual Tour
1 of 99
OPEN HOUSE: Sunday 8/30 1:00 PM - 4:00 PM
$1,775,000
3

Beds

2.0

Baths

2,411

Sq.Ft.

206 FOUR KNOT LANE

Osprey, FL

Courtesy of REALTY ONE GROUP MVP
View 75 OSPREY POINT DRIVE Osprey, FL MLS# A4695145
  • Virtual Tour
1 of 70
$1,595,000
4

Beds

4.0

Baths

4,001

Sq.Ft.

75 OSPREY POINT DRIVE

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 401 N POINT ROAD 504 Osprey, FL MLS# A4696459
  • Virtual Tour
1 of 54
$795,000
3

Beds

3.0

Baths

2,778

Sq.Ft.

401 N POINT ROAD 504

Osprey, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
View 360 N POINT ROAD Osprey, FL MLS# A4695959
  • Virtual Tour
1 of 49
$1,495,000
3

Beds

3.1

Baths

2,913

Sq.Ft.

360 N POINT ROAD

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 1474 LANDVIEW LANE Osprey, FL MLS# A4696853
  • Virtual Tour
1 of 74
$1,400,000
4

Beds

3.0

Baths

3,246

Sq.Ft.

1474 LANDVIEW LANE

Osprey, FL

View 101 OSPREY POINT DRIVE Osprey, FL MLS# A4694716
  • Virtual Tour
1 of 65
$4,790,000
4

Beds

5.1

Baths

5,087

Sq.Ft.

101 OSPREY POINT DRIVE

Osprey, FL

View 156 BISHOPS COURT ROAD Osprey, FL MLS# A4691664
  • Virtual Tour
1 of 84
OPEN HOUSE: Sunday 8/30 1:00 PM - 3:00 PM
$1,289,000
3

Beds

3.1

Baths

3,112

Sq.Ft.

156 BISHOPS COURT ROAD

Osprey, FL

View 135 TINA ISLAND DRIVE Osprey, FL MLS# A4692366
  • Virtual Tour
1 of 47
$3,295,000
3

Beds

4.1

Baths

2,572

Sq.Ft.

135 TINA ISLAND DRIVE

Osprey, FL

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

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 8/28/2026.