39 total properties
Did you mean the neighborhood Osprey?
View 7303 JESSIE HARBOR DRIVE 7303 Osprey, FL MLS# D6142543
$474,900
3

Beds

2.0

Baths

1,883

Sq.Ft.

7303 JESSIE HARBOR DRIVE 7303

Osprey, FL

Courtesy of KW COASTAL LIVING
View 32 BAY AVENUE Osprey, FL MLS# N6140978
  • Virtual Tour
1 of 51
$463,000
2

Beds

2.0

Baths

2,148

Sq.Ft.

32 BAY AVENUE

Osprey, FL

Courtesy of LOKATION
View 508 MEADOW SWEET CIRCLE Osprey, FL MLS# A4664579
$455,000
2

Beds

2.0

Baths

1,604

Sq.Ft.

508 MEADOW SWEET CIRCLE

Osprey, FL

Courtesy of FLORIDA HOME TEAM LLC
The time to sell is now! THE TIME TO SELL IS NOW!
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 780 SARABAY ROAD 16 Osprey, FL MLS# TB8402328
  • Virtual Tour
1 of 60
$429,900
2

Beds

2.0

Baths

1,574

Sq.Ft.

780 SARABAY ROAD 16

Osprey, FL

Courtesy of RMS ELITE PROPERTIES
View 352 GLENWOOD AVE Osprey, FL MLS# N6138982
  • Virtual Tour
1 of 36
$429,500
3

Beds

2.0

Baths

1,300

Sq.Ft.

352 GLENWOOD AVE

Osprey, FL

Courtesy of WHITE SANDS REALTY GROUP FL
View 524 SARABAY ROAD Osprey, FL MLS# A4676179
  • Recently Listed with Virtual Tour
1 of 41
$424,000
3

Beds

2.0

Baths

1,760

Sq.Ft.

524 SARABAY ROAD

Osprey, FL

Courtesy of SUN N SAND REAL ESTATE 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 401 N POINT ROAD 301 Osprey, FL MLS# A4603773
  • Virtual Tour
1 of 91
$395,000
3

Beds

3.0

Baths

2,594

Sq.Ft.

401 N POINT ROAD 301

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 2251 JESSIE HARBOR DRIVE 2101 Osprey, FL MLS# A4631433
$395,000
2

Beds

2.0

Baths

1,400

Sq.Ft.

2251 JESSIE HARBOR DRIVE 2101

Osprey, FL

Courtesy of GENEROUS PROPERTY
View 51 N TAMIAMI TRAIL Osprey, FL MLS# A4638654
  • Virtual Tour
1 of 53
$395,000
Studio

Beds

0.0

Baths

51 N TAMIAMI TRAIL

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 436 S TAMIAMI TRAIL C4 Osprey, FL MLS# A4648348
$374,900
1,272

Sq.Ft.

436 S TAMIAMI TRAIL C4

Osprey, FL

Courtesy of KONA REALTY
View 85 NAVIGATION CIRCLE Osprey, FL MLS# A4674291
$339,000
3

Beds

2.0

Baths

1,430

Sq.Ft.

85 NAVIGATION CIRCLE

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 1801 HIGHLAND ROAD Osprey, FL MLS# N6140508
$330,000
2

Beds

2.0

Baths

1,165

Sq.Ft.

1801 HIGHLAND ROAD

Osprey, FL

Courtesy of RE/MAX ALLIANCE GROUP
View 116 NAVIGATION CIRCLE 106 Osprey, FL MLS# A4658738
$325,000
3

Beds

2.0

Baths

1,430

Sq.Ft.

116 NAVIGATION CIRCLE 106

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 100 NAVIGATION CIRCLE NA Osprey, FL MLS# A4676420
  • Recently Listed
1 of 45
OPEN HOUSE: Sunday 1/11 1:00 PM - 4:00 PM
$305,000
2

Beds

2.0

Baths

1,135

Sq.Ft.

100 NAVIGATION CIRCLE NA

Osprey, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
View 232 EXPLORER DRIVE 15 Osprey, FL MLS# A4648458
  • Virtual Tour
1 of 28
$299,500
2

Beds

2.0

Baths

1,135

Sq.Ft.

232 EXPLORER DRIVE 15

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 2043 CORDES STREET Osprey, FL MLS# A4677419
  • Recently Listed
1 of 35
OPEN HOUSE: Saturday 1/10 12:00 PM - 2:00 PM
$299,000
3

Beds

2.0

Baths

1,186

Sq.Ft.

2043 CORDES STREET

Osprey, FL

Courtesy of PREFERRED SHORE LLC
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 456 WASHINGTON AVENUE Osprey, FL MLS# A4623594
$269,999
Studio

Beds

0.0

Baths

456 WASHINGTON AVENUE

Osprey, FL

Courtesy of FLOTACAL

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

163

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 - 100K2
$100K - 200K11
$200K - 300K8
$300K - 400K9
$400K - 500K8
$500K - 600K11
$600K - 700K22
$700K - 800K13
$800K - 900K11
$900K - 1M12
$1M - Max56

Homes for Sale by Type in Osprey, FL

Property TypeCount
Single Family96
Townhouse3
Condo45
Commercial6
Rental35
Lots and Land7
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home6
Farms0

(Data as of 1/8/2026)

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 1/8/2026.