27 total properties
Did you mean the neighborhood Osprey?
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
The time to sell is now! THE TIME TO SELL IS NOW!
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 with Virtual Tour
1 of 35
$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
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 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 139 WOODLAND PLACE 139 Osprey, FL MLS# N6141829
$244,907
1

Beds

1.1

Baths

865

Sq.Ft.

139 WOODLAND PLACE 139

Osprey, FL

Courtesy of GANGWAY 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 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
View 106 VILLA DRIVE 106 Osprey, FL MLS# A4669327
  • Virtual Tour
1 of 13
$199,000
2

Beds

2.0

Baths

1,578

Sq.Ft.

106 VILLA DRIVE 106

Osprey, FL

Courtesy of KONA REALTY
View 238 PALM AIR DRIVE Osprey, FL MLS# A4658930
  • Adult Community with Virtual Tour
1 of 41
$193,000
2

Beds

2.0

Baths

1,152

Sq.Ft.

238 PALM AIR DRIVE

Osprey, FL

Courtesy of FINE PROPERTIES
View 238 WOODLAND DRIVE 238 Osprey, FL MLS# N6140863
$184,900
1

Beds

1.1

Baths

865

Sq.Ft.

238 WOODLAND DRIVE 238

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 300 TROPIC DRIVE Osprey, FL MLS# N6141713
  • Adult Community with Virtual Tour
1 of 32
$159,900
2

Beds

2.0

Baths

1,031

Sq.Ft.

300 TROPIC DRIVE

Osprey, FL

Courtesy of WHITE SANDS REALTY GROUP FL
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

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

$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 - 500K9
$500K - 600K11
$600K - 700K22
$700K - 800K14
$800K - 900K12
$900K - 1M11
$1M - Max57

Homes for Sale by Type in Osprey, FL

Property TypeCount
Single Family98
Townhouse3
Condo48
Commercial6
Rental35
Lots and Land7
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home5
Farms0

(Data as of 1/11/2026)

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 1/11/2026.