164 total properties
Did you mean the neighborhood Osprey?
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 385 N POINT ROAD 704 Osprey, FL MLS# A4671431
  • Virtual Tour
1 of 96
$1,500,000
3

Beds

3.0

Baths

2,778

Sq.Ft.

385 N POINT ROAD 704

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 315 BAYSHORE DRIVE Osprey, FL MLS# A4671634
  • Virtual Tour
1 of 49
$549,900
3

Beds

3.0

Baths

2,384

Sq.Ft.

315 BAYSHORE DRIVE

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 362 PINE RUN DRIVE Osprey, FL MLS# A4672574
  • Virtual Tour
1 of 69
$235,000
2

Beds

2.0

Baths

1,224

Sq.Ft.

362 PINE RUN DRIVE

Osprey, FL

Courtesy of COMPASS FLORIDA LLC
View 700 FAITH AVENUE Osprey, FL MLS# A4667634
  • Virtual Tour
1 of 74
$1,300,000
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
$2,100,000
4

Beds

5.1

Baths

4,346

Sq.Ft.

538 DOVE POINTE DRIVE

Osprey, FL

Courtesy of GENEROUS PROPERTY
View 146 WILLOW BEND WAY Osprey, FL MLS# A4677461
  • Recently Listed with Virtual Tour
1 of 55
$699,000
4

Beds

3.0

Baths

2,540

Sq.Ft.

146 WILLOW BEND WAY

Osprey, FL

Courtesy of KELLER WILLIAMS ON THE WATER S
View 291 HIDDEN BAY DRIVE 101 Osprey, FL MLS# N6141302
$400,000
2

Beds

2.0

Baths

1,599

Sq.Ft.

291 HIDDEN BAY DRIVE 101

Osprey, FL

Courtesy of PARADISE EXCLUSIVE INC
View 238 LOOKOUT POINT DRIVE Osprey, FL MLS# A4671468
$895,000
3

Beds

2.1

Baths

2,676

Sq.Ft.

238 LOOKOUT POINT DRIVE

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 120 CANDYCE DRIVE Osprey, FL MLS# A4667108
  • Virtual Tour
1 of 23
$749,000
3

Beds

2.0

Baths

2,103

Sq.Ft.

120 CANDYCE DRIVE

Osprey, FL

Courtesy of COMPASS FLORIDA LLC
View 583 PINE RANCH EAST ROAD Osprey, FL MLS# A4670669
$599,000
4

Beds

2.0

Baths

2,203

Sq.Ft.

583 PINE RANCH EAST ROAD

Osprey, FL

Courtesy of GALLERY PROPERTIES INTERNATION
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 1811 HIGHLAND ROAD Osprey, FL MLS# TB8443161
  • Virtual Tour
1 of 19
$433,000
2

Beds

2.0

Baths

1,725

Sq.Ft.

1811 HIGHLAND ROAD

Osprey, FL

Courtesy of REALTY OF RIVERVIEW LLC
View 6100 JESSIE HARBOR DRIVE 202 Osprey, FL MLS# A4670353
$970,000
3

Beds

3.1

Baths

3,771

Sq.Ft.

6100 JESSIE HARBOR DRIVE 202

Osprey, FL

Courtesy of GULF SANDS 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 889 MACEWEN DRIVE Osprey, FL MLS# A4667645
  • Virtual Tour
1 of 71
$2,300,000
4

Beds

4.0

Baths

3,235

Sq.Ft.

889 MACEWEN DRIVE

Osprey, FL

Courtesy of GENEROUS PROPERTY
View 327 PARK TRACE BOULEVARD Osprey, FL MLS# A4670046
$849,000
4

Beds

3.0

Baths

2,935

Sq.Ft.

327 PARK TRACE BOULEVARD

Osprey, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
View 903 TRANQUILITY CIRCLE Osprey, FL MLS# A4669102
$879,000
3

Beds

3.0

Baths

2,622

Sq.Ft.

903 TRANQUILITY CIRCLE

Osprey, FL

Courtesy of GENEROUS PROPERTY
View 137 OSPREY POINT DRIVE Osprey, FL MLS# A4669444
$1,425,000
4

Beds

3.0

Baths

3,303

Sq.Ft.

137 OSPREY POINT DRIVE

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 453 E MACEWEN DRIVE Osprey, FL MLS# A4669572
  • Virtual Tour
1 of 78
$1,899,000
4

Beds

3.1

Baths

4,191

Sq.Ft.

453 E MACEWEN DRIVE

Osprey, FL

Courtesy of THE REAL ESTATE STORE

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

169

Estimated median home price

$795,000
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 - 100K3
$100K - 200K10
$200K - 300K9
$300K - 400K9
$400K - 500K8
$500K - 600K15
$600K - 700K19
$700K - 800K15
$800K - 900K12
$900K - 1M11
$1M - Max58

Homes for Sale by Type in Osprey, FL

Property TypeCount
Single Family101
Townhouse2
Condo48
Commercial6
Rental34
Lots and Land7
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home5
Farms0

(Data as of 1/16/2026)

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 1/19/2026.