142 total properties
Did you mean the neighborhood Osprey?
View 1216 N CASEY KEY ROAD Osprey, FL MLS# A4704643
  • Virtual Tour
1 of 71
$9,750,000
5

Beds

6.2

Baths

8,050

Sq.Ft.

1216 N CASEY KEY ROAD

Osprey, FL

Courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
View 583 PINE RANCH EAST ROAD Osprey, FL MLS# A4704589
  • Virtual Tour
1 of 53
$529,000
4

Beds

2.0

Baths

2,203

Sq.Ft.

583 PINE RANCH EAST ROAD

Osprey, FL

Courtesy of GALLERY PROPERTIES INTERNATIONAL
View 296 PINE RANCH TRAIL Osprey, FL MLS# A4704317
  • Virtual Tour
1 of 100
$1,100,000
5

Beds

3.1

Baths

3,354

Sq.Ft.

296 PINE RANCH TRAIL

Osprey, FL

Courtesy of BEYOND REALTY LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 154 LOOKOUT POINT DRIVE Osprey, FL MLS# TB8543439
$2,095,000
4

Beds

3.1

Baths

4,578

Sq.Ft.

154 LOOKOUT POINT DRIVE

Osprey, FL

Courtesy of FLAT FEE MLS REALTY
View 1140 BEACHCOMBER COURT 11 Osprey, FL MLS# W7888943
  • Virtual Tour
1 of 11
$540,000
3

Beds

2.1

Baths

2,040

Sq.Ft.

1140 BEACHCOMBER COURT 11

Osprey, FL

Courtesy of LISTWITHFREEDOM.COM
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 1819 HIGHLAND ROAD Osprey, FL MLS# A4703963
  • Virtual Tour
1 of 57
$319,000
2

Beds

2.1

Baths

1,240

Sq.Ft.

1819 HIGHLAND ROAD

Osprey, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
View 226 SAINT JAMES PARK Osprey, FL MLS# A4704489
  • Virtual Tour
1 of 89
$1,495,000
3

Beds

2.1

Baths

2,591

Sq.Ft.

226 SAINT JAMES PARK

Osprey, FL

Courtesy of KELLER WILLIAMS ON THE WATER S
View 586 OAK BAY DRIVE Osprey, FL MLS# A4703807
  • Virtual Tour
1 of 32
$649,000
3

Beds

2.0

Baths

2,084

Sq.Ft.

586 OAK BAY DRIVE

Osprey, FL

Courtesy of WHITE SANDS REALTY GROUP FL
View 409 N POINT ROAD 803 Osprey, FL MLS# A4703407
$985,000
3

Beds

3.0

Baths

2,203

Sq.Ft.

409 N POINT ROAD 803

Osprey, FL

Courtesy of GENEROUS PROPERTY
View 907 EAGLE ISLE COURT Osprey, FL MLS# A4703534
  • 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 Address not provided Osprey, FL MLS# A4700371
$562,900
1,204

Sq.Ft.

Address not provided

Osprey, FL

Courtesy of CENTURY 21 ROSEBAY
View 264 WOODS POINT ROAD 264 Osprey, FL MLS# A4703025
$695,000
3

Beds

3.0

Baths

2,837

Sq.Ft.

264 WOODS POINT ROAD 264

Osprey, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
View 5100 JESSIE HARBOR DRIVE 404 Osprey, FL MLS# A4703484
$599,000
2

Beds

2.0

Baths

2,143

Sq.Ft.

5100 JESSIE HARBOR DRIVE 404

Osprey, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
View 2301 S TAMIAMI TRAIL Osprey, FL MLS# A4702316
  • Virtual Tour
1 of 36
$2,850,000
0.0

Baths

2301 S TAMIAMI TRAIL

Osprey, FL

Courtesy of SARABAY REAL ESTATE INC
View 299 TURQUOISE LANE Osprey, FL MLS# A4701662
  • Virtual Tour
1 of 79
$719,000
3

Beds

2.0

Baths

2,328

Sq.Ft.

299 TURQUOISE LANE

Osprey, FL

Courtesy of BRIGHT REALTY
View 1117 Mill Pond Ct Osprey, FL MLS# 226027820
$730,999
3

Beds

3.0

Baths

2,621

Sq.Ft.

1117 Mill Pond Ct

Osprey, FL

Naples_Area_Board_of_Realtors
View 1036 OAK MEADOW LANE Osprey, FL MLS# A4701532
  • Virtual Tour
1 of 54
$630,000
4

Beds

2.0

Baths

2,186

Sq.Ft.

1036 OAK MEADOW LANE

Osprey, FL

Courtesy of BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE

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

$730,999
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 10
$300K - 400K 5
$400K - 500K 11
$500K - 600K 13
$600K - 700K 18
$700K - 800K 12
$800K - 900K 6
$900K - 1M 4
$1M - Max 52

Homes for Sale by Type in Osprey, FL

Property Type Count
Single Family 70
Townhouse 5
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 10/7/2026)

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 10/7/2026.