37 total properties
Did you mean the neighborhood Osprey?
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
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 55
$429,900
2

Beds

2.0

Baths

1,574

Sq.Ft.

780 SARABAY ROAD #16

Osprey, FL

Courtesy of RMS ELITE PROPERTIES
The time to sell is now! THE TIME TO SELL IS NOW!
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 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 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
  • Recently Listed
1 of 41
$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 232 EXPLORER DRIVE #15 Osprey, FL MLS# A4648458
$299,500
2

Beds

2.0

Baths

1,135

Sq.Ft.

232 EXPLORER DRIVE #15

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 707 PINE RUN DRIVE Osprey, FL MLS# N6140309
$289,000
2

Beds

2.0

Baths

1,379

Sq.Ft.

707 PINE RUN DRIVE

Osprey, FL

Courtesy of RESULTS REALTY GROUP LLC
View 761 PINE RUN DRIVE #761 Osprey, FL MLS# A4673659
  • Recently Listed with Virtual Tour
1 of 48
$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 232 WOODLAND DRIVE Osprey, FL MLS# A4671600
  • Virtual Tour
1 of 47
$269,900
2

Beds

2.0

Baths

1,325

Sq.Ft.

232 WOODLAND DRIVE

Osprey, FL

Courtesy of PAT WILLIAMS REALTY, LLC
View 216 GLENWOOD AVENUE Osprey, FL MLS# A4673441
  • Recently Listed with 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 139 WOODLAND PLACE #139 Osprey, FL MLS# N6141829
  • Recently Listed with Virtual Tour
1 of 17
$244,909
1

Beds

1.1

Baths

865

Sq.Ft.

139 WOODLAND PLACE #139

Osprey, FL

Courtesy of GANGWAY REALTY
View 456 WASHINGTON AVENUE Osprey, FL MLS# A4623594
$239,999
Studio

Beds

0.0

Baths

456 WASHINGTON AVENUE

Osprey, FL

Courtesy of FLOTACAL
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 244 WOODLAND DRIVE #244 Osprey, FL MLS# A4667419
$225,000
2

Beds

2.0

Baths

1,325

Sq.Ft.

244 WOODLAND DRIVE #244

Osprey, FL

Courtesy of KELLER WILLIAMS ON THE WATER S

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.