167 total properties
Did you mean the neighborhood Osprey?
View 1216 N CASEY KEY ROAD Osprey, FL MLS# A4643654
  • Virtual Tour
1 of 60
$11,750,000
5

Beds

6.2

Baths

8,050

Sq.Ft.

1216 N CASEY KEY ROAD

Osprey, FL

Courtesy of PREMIER SOTHEBYS INTL REALTY
View 505 LUMINARY BOULEVARD Osprey, FL MLS# A4616676
$7,499,000
4,000

Sq.Ft.

505 LUMINARY BOULEVARD

Osprey, FL

Courtesy of AMERICAN PROPERTY GROUP
View 121 N CASEY KEY ROAD Osprey, FL MLS# A4667263
  • Virtual Tour
1 of 77
$7,100,000
4

Beds

5.1

Baths

4,096

Sq.Ft.

121 N CASEY KEY ROAD

Osprey, FL

Courtesy of DOUGLAS ELLIMAN
The time to sell is now! THE TIME TO SELL IS NOW!
View 144 N CASEY KEY ROAD Osprey, FL MLS# A4660004
  • Virtual Tour
1 of 54
$5,990,000
4

Beds

5.1

Baths

5,397

Sq.Ft.

144 N CASEY KEY ROAD

Osprey, FL

Courtesy of DOUGLAS ELLIMAN
View 614 BAYSHORE DRIVE Osprey, FL MLS# A4662210
  • New Construction with Virtual Tour
1 of 61
$5,500,000
3

Beds

4.1

Baths

4,048

Sq.Ft.

614 BAYSHORE DRIVE

Osprey, FL

Courtesy of DOUGLAS ELLIMAN
View 730 SARABAY ROAD Osprey, FL MLS# A4672618
  • Virtual Tour
1 of 95
$5,495,000
4

Beds

5.1

Baths

6,308

Sq.Ft.

730 SARABAY ROAD

Osprey, FL

Courtesy of ROBERT SLACK LLC
View 101 OSPREY POINT DRIVE Osprey, FL MLS# A4664424
$5,000,000
4

Beds

5.1

Baths

5,087

Sq.Ft.

101 OSPREY POINT DRIVE

Osprey, FL

Courtesy of DOUGLAS ELLIMAN
View 1049 N CASEY KEY ROAD Osprey, FL MLS# N6137711
  • Virtual Tour
1 of 64
$4,750,000
3

Beds

3.0

Baths

2,582

Sq.Ft.

1049 N CASEY KEY ROAD

Osprey, FL

Courtesy of PREMIER SOTHEBYS INTL REALTY
View 431 YACHT HARBOR DRIVE Osprey, FL MLS# A4671702
$4,300,000
3

Beds

2.1

Baths

3,006

Sq.Ft.

431 YACHT HARBOR DRIVE

Osprey, FL

Courtesy of PAT WILLIAMS REALTY, LLC
View 691 EAGLE WATCH LANE Osprey, FL MLS# A4668477
  • Virtual Tour
1 of 100
$3,995,000
4

Beds

5.2

Baths

6,705

Sq.Ft.

691 EAGLE WATCH LANE

Osprey, FL

Courtesy of SARASOTA TRUST REALTY COMPANY
View 854 MACEWEN DRIVE Osprey, FL MLS# A4668918
$3,950,000
4

Beds

4.2

Baths

9,081

Sq.Ft.

854 MACEWEN DRIVE

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 1042 N CASEY KEY ROAD Osprey, FL MLS# A4674771
  • Recently Listed with Virtual Tour
1 of 78
$3,750,000
4

Beds

4.1

Baths

4,781

Sq.Ft.

1042 N CASEY KEY ROAD

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 135 TINA ISLAND DRIVE Osprey, FL MLS# A4665474
  • Virtual Tour
1 of 32
$3,350,000
3

Beds

4.1

Baths

2,572

Sq.Ft.

135 TINA ISLAND DRIVE

Osprey, FL

Courtesy of FLATFEE.COM
View 141 N CASEY KEY ROAD Osprey, FL MLS# A4669513
$3,200,000
Studio

Beds

0.0

Baths

141 N CASEY KEY ROAD

Osprey, FL

Courtesy of WHITE SANDS REALTY GROUP FL
View 479 S CREEK DRIVE Osprey, FL MLS# N6141722
  • Recently Listed with Virtual Tour
1 of 73
$3,200,000
5

Beds

5.1

Baths

4,261

Sq.Ft.

479 S CREEK DRIVE

Osprey, FL

Courtesy of KELLER WILLIAMS ISLAND LIFE REAL ESTATE
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 225 HARBOR HOUSE DRIVE Osprey, FL MLS# TB8438095
$2,690,000
6

Beds

4.0

Baths

4,546

Sq.Ft.

225 HARBOR HOUSE DRIVE

Osprey, FL

Courtesy of PINEYWOODS REALTY LLC
View 49 OSPREY POINT DRIVE Osprey, FL MLS# A4671762
$2,595,000
4

Beds

3.1

Baths

3,953

Sq.Ft.

49 OSPREY POINT DRIVE

Osprey, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
View 852 MACEWEN DRIVE Osprey, FL MLS# A4659276
  • Virtual Tour
1 of 73
$2,550,000
3

Beds

3.1

Baths

4,519

Sq.Ft.

852 MACEWEN DRIVE

Osprey, FL

Courtesy of GENEROUS PROPERTY
View 432 SORRENTO DRIVE Osprey, FL MLS# A4669597
  • Virtual Tour
1 of 84
$2,550,000
3

Beds

3.1

Baths

3,640

Sq.Ft.

432 SORRENTO DRIVE

Osprey, FL

Courtesy of UKEEPCOMMISSION 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

167

Estimated median home price

$800,000
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

PriceCount
$0 - 100K4
$100K - 200K13
$200K - 300K10
$300K - 400K7
$400K - 500K8
$500K - 600K9
$600K - 700K20
$700K - 800K13
$800K - 900K9
$900K - 1M13
$1M - Max61

Homes for Sale by Type in Osprey, FL

Property TypeCount
Single Family95
Townhouse3
Condo42
Commercial6
Rental35
Lots and Land7
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home7
Farms0

(Data as of 12/14/2025)

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 12/16/2025.