31 total properties
Did you mean the neighborhood Osprey?
View 2141 CORDES STREET Osprey, FL MLS# A4685465
  • Recently Listed with Virtual Tour
1 of 38
$375,000
2

Beds

2.0

Baths

1,126

Sq.Ft.

2141 CORDES STREET

Osprey, FL

Courtesy of KELLER WILLIAMS ON THE WATER S
View 1795 HIGHLAND ROAD Osprey, FL MLS# A4684679
  • Recently Listed with Virtual Tour
1 of 74
$375,000
3

Beds

3.0

Baths

1,879

Sq.Ft.

1795 HIGHLAND ROAD

Osprey, FL

Courtesy of RE/MAX ALLIANCE GROUP
View 436 S TAMIAMI TRAIL C4 Osprey, FL MLS# A4648348
$350,000
1,272

Sq.Ft.

436 S TAMIAMI TRAIL C4

Osprey, FL

Courtesy of KONA REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 172 EXPLORER DRIVE Osprey, FL MLS# A4678068
  • Virtual Tour
1 of 61
$350,000
2

Beds

2.0

Baths

1,449

Sq.Ft.

172 EXPLORER DRIVE

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 2251 JESSIE HARBOR DRIVE 2101 Osprey, FL MLS# A4631433
$349,000
2

Beds

2.0

Baths

1,400

Sq.Ft.

2251 JESSIE HARBOR DRIVE 2101

Osprey, FL

Courtesy of GENEROUS PROPERTY
View 4284 EXPEDITION WAY NA Osprey, FL MLS# A4681835
$339,900
3

Beds

2.0

Baths

1,430

Sq.Ft.

4284 EXPEDITION WAY NA

Osprey, FL

Courtesy of PREFERRED SHORE LLC
View 4304 EXPEDITION WAY WAY 105 Osprey, FL MLS# N6143250
  • Recently Listed with Virtual Tour
1 of 68
$339,900
3

Beds

2.0

Baths

1,528

Sq.Ft.

4304 EXPEDITION WAY WAY 105

Osprey, FL

Courtesy of EXIT KING REALTY
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 1801 HIGHLAND ROAD Osprey, FL MLS# N6140508
$325,000
2

Beds

2.0

Baths

1,165

Sq.Ft.

1801 HIGHLAND ROAD

Osprey, FL

Courtesy of RE/MAX ALLIANCE GROUP
View 100 NAVIGATION CIRCLE NA Osprey, FL MLS# A4676420
$305,000
2

Beds

2.0

Baths

1,135

Sq.Ft.

100 NAVIGATION CIRCLE NA

Osprey, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
View 2043 CORDES STREET Osprey, FL MLS# A4677419
  • Virtual Tour
1 of 35
$289,000
3

Beds

2.0

Baths

1,186

Sq.Ft.

2043 CORDES STREET

Osprey, FL

Courtesy of PREFERRED SHORE LLC
View 51 MACEWEN DRIVE 11 Osprey, FL MLS# A4679180
  • Virtual Tour
1 of 42
$275,000
1

Beds

1.0

Baths

623

Sq.Ft.

51 MACEWEN DRIVE 11

Osprey, FL

Courtesy of 342 REAL ESTATE
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
$264,900
2

Beds

2.0

Baths

1,325

Sq.Ft.

232 WOODLAND DRIVE 232

Osprey, FL

Courtesy of PAT WILLIAMS REALTY, LLC
View 252 SUN AIR CIRCLE Osprey, FL MLS# A4683143
  • Recently Listed with Virtual Tour
1 of 86
$235,000
2

Beds

2.0

Baths

1,152

Sq.Ft.

252 SUN AIR CIRCLE

Osprey, FL

Courtesy of COLDWELL BANKER SARASOTA CENT.
View 244 WOODLAND DRIVE 244 Osprey, FL MLS# A4667419
$200,000
2

Beds

2.0

Baths

1,325

Sq.Ft.

244 WOODLAND DRIVE 244

Osprey, FL

Courtesy of KELLER WILLIAMS ON THE WATER S
View 354 PINE RUN DRIVE Osprey, FL MLS# A4683173
  • Recently Listed with Virtual Tour
1 of 75
$200,000
2

Beds

2.0

Baths

1,224

Sq.Ft.

354 PINE RUN DRIVE

Osprey, FL

Courtesy of COMPASS FLORIDA LLC
View 211 WOODLAND DRIVE 211 Osprey, FL MLS# A4684191
  • Recently Listed with Virtual Tour
1 of 42
$200,000
2

Beds

2.0

Baths

1,223

Sq.Ft.

211 WOODLAND DRIVE 211

Osprey, FL

Courtesy of BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE
View 14 OLD VENICE ROAD Osprey, FL MLS# A4682477
  • Virtual Tour
1 of 20
$190,000
Studio

Beds

0.0

Baths

14 OLD VENICE ROAD

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 238 PALM AIR DRIVE Osprey, FL MLS# A4658930
  • Adult Community with Virtual Tour
1 of 41
OPEN HOUSE: Sunday 3/15 1:00 PM - 3:00 PM
$185,000
2

Beds

2.0

Baths

1,152

Sq.Ft.

238 PALM AIR DRIVE

Osprey, FL

Courtesy of FINE PROPERTIES

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

193

Estimated median home price

$715,000
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 - 100K5
$100K - 200K11
$200K - 300K5
$300K - 400K14
$400K - 500K11
$500K - 600K22
$600K - 700K28
$700K - 800K13
$800K - 900K14
$900K - 1M9
$1M - Max61

Homes for Sale by Type in Osprey, FL

Property TypeCount
Single Family108
Townhouse5
Condo58
Commercial8
Rental35
Lots and Land10
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home4
Farms0

(Data as of 3/13/2026)

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 3/13/2026.