98 total properties
Did you mean the neighborhood Osprey?
View 761 PINE RUN DRIVE 761 Osprey, FL MLS# A4673659
$279,000
2

Beds

2.0

Baths

1,379

Sq.Ft.

761 PINE RUN DRIVE 761

Osprey, FL

Courtesy of COLDWELL BANKER SARASOTA CENT.
View 216 GLENWOOD AVENUE Osprey, FL MLS# A4673441
  • Virtual Tour
1 of 41
$250,000
2

Beds

1.0

Baths

732

Sq.Ft.

216 GLENWOOD AVENUE

Osprey, FL

Courtesy of COMPASS FLORIDA LLC
View 26 SIESTA CIRCLE W Osprey, FL MLS# A4673353
  • Adult Community with Virtual Tour
1 of 19
$129,500
2

Beds

1.0

Baths

600

Sq.Ft.

26 SIESTA CIRCLE W

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 640 CRANE PRAIRIE WAY Osprey, FL MLS# A4672274
  • Virtual Tour
1 of 61
$765,000
3

Beds

2.1

Baths

2,534

Sq.Ft.

640 CRANE PRAIRIE WAY

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 178 WILLOW BEND WAY Osprey, FL MLS# A4672408
  • Virtual Tour
1 of 38
$640,000
3

Beds

2.0

Baths

1,889

Sq.Ft.

178 WILLOW BEND WAY

Osprey, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
View 102 WINDWARD DRIVE Osprey, FL MLS# A4671793
  • Virtual Tour
1 of 78
OPEN HOUSE: Sunday 1/11 1:00 PM - 4:00 PM
$800,000
3

Beds

2.1

Baths

2,134

Sq.Ft.

102 WINDWARD DRIVE

Osprey, FL

Courtesy of WILLIAM RAVEIS REAL ESTATE
View 385 N POINT ROAD 503 Osprey, FL MLS# A4672342
  • Virtual Tour
1 of 97
$690,000
3

Beds

3.0

Baths

2,203

Sq.Ft.

385 N POINT ROAD 503

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 232 WOODLAND DRIVE 232 Osprey, FL MLS# A4671600
  • Virtual Tour
1 of 47
OPEN HOUSE: Sunday 1/11 1:00 PM - 3:00 PM
$269,900
2

Beds

2.0

Baths

1,325

Sq.Ft.

232 WOODLAND DRIVE 232

Osprey, FL

Courtesy of PAT WILLIAMS REALTY, LLC
View 401 N POINT ROAD 603 Osprey, FL MLS# A4671958
$699,000
3

Beds

3.0

Baths

2,203

Sq.Ft.

401 N POINT ROAD 603

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 216 PALM AIR DRIVE Osprey, FL MLS# A4672438
  • Adult Community with Virtual Tour
1 of 33
$164,000
2

Beds

2.0

Baths

1,055

Sq.Ft.

216 PALM AIR DRIVE

Osprey, FL

Courtesy of KELLER WILLIAMS ON THE WATER S
View 804 SHADOW BAY WAY Osprey, FL MLS# A4671595
  • Virtual Tour
1 of 39
$660,000
3

Beds

2.0

Baths

2,279

Sq.Ft.

804 SHADOW BAY WAY

Osprey, FL

Courtesy of PREFERRED SHORE LLC
View 315 BAYSHORE DRIVE Osprey, FL MLS# A4671634
  • Virtual Tour
1 of 49
OPEN HOUSE: Sunday 1/11 1:00 PM - 4:00 PM
$594,900
3

Beds

3.0

Baths

2,384

Sq.Ft.

315 BAYSHORE DRIVE

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
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 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
  • Virtual Tour
1 of 66
OPEN HOUSE: Sunday 1/11 1:00 PM - 4:00 PM
$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 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 327 PARK TRACE BOULEVARD Osprey, FL MLS# A4670046
  • Virtual Tour
1 of 42
OPEN HOUSE: Sunday 1/11 1:00 PM - 3:00 PM
$879,000
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

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

168

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 - 200K11
$200K - 300K9
$300K - 400K9
$400K - 500K8
$500K - 600K11
$600K - 700K22
$700K - 800K14
$800K - 900K12
$900K - 1M11
$1M - Max58

Homes for Sale by Type in Osprey, FL

Property TypeCount
Single Family99
Townhouse3
Condo47
Commercial6
Rental35
Lots and Land7
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home6
Farms0

(Data as of 1/9/2026)

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 1/10/2026.