12 total properties
Did you mean the neighborhood Osprey?
View 222 GLENWOOD AVENUE Osprey, FL MLS# TB8504427
  • Virtual Tour
1 of 53
$275,000
2

Beds

2.0

Baths

952

Sq.Ft.

222 GLENWOOD AVENUE

Osprey, FL

Courtesy of JAY ALAN REAL ESTATE
View 51 MACEWEN DRIVE 12 Osprey, FL MLS# A4690540
  • Recently Listed with Virtual Tour
1 of 71
$275,000
1

Beds

1.0

Baths

623

Sq.Ft.

51 MACEWEN DRIVE 12

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 184 EXPLORER DRIVE Osprey, FL MLS# A4692249
  • Recently Listed with Virtual Tour
1 of 30
$294,900
2

Beds

2.0

Baths

1,244

Sq.Ft.

184 EXPLORER DRIVE

Osprey, FL

Courtesy of DALTON WADE INC
The time to sell is now! THE TIME TO SELL IS NOW!
View 51 MAC EWEN DRIVE 14 Osprey, FL MLS# A4690371
$285,000
1

Beds

1.0

Baths

595

Sq.Ft.

51 MAC EWEN DRIVE 14

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 4173 FRONTIER LANE 4173 Osprey, FL MLS# A4689582
$289,000
2

Beds

2.0

Baths

1,135

Sq.Ft.

4173 FRONTIER LANE 4173

Osprey, FL

Courtesy of KELLER WILLIAMS ON THE WATER S
View 4271 EXPEDITION WAY 103 Osprey, FL MLS# A4689541
$280,000
2

Beds

2.0

Baths

1,135

Sq.Ft.

4271 EXPEDITION WAY 103

Osprey, FL

Courtesy of KW COASTAL LIVING III
View 4226 FRONTIER LANE 103 Osprey, FL MLS# A4687965
$299,000
2

Beds

2.0

Baths

1,135

Sq.Ft.

4226 FRONTIER LANE 103

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 4304 EXPEDITION WAY WAY 105 Osprey, FL MLS# N6143250
$329,000
3

Beds

2.0

Baths

1,528

Sq.Ft.

4304 EXPEDITION WAY WAY 105

Osprey, FL

Courtesy of EXIT KING REALTY
View 4284 EXPEDITION WAY NA Osprey, FL MLS# A4681835
$325,000
3

Beds

2.0

Baths

1,430

Sq.Ft.

4284 EXPEDITION WAY NA

Osprey, FL

Courtesy of PREFERRED SHORE LLC
View 1801 HIGHLAND ROAD Osprey, FL MLS# N6140508
$299,900
2

Beds

2.0

Baths

1,165

Sq.Ft.

1801 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
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

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

179

Estimated median home price

$700,000
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 - 200K9
$200K - 300K15
$300K - 400K6
$400K - 500K13
$500K - 600K16
$600K - 700K26
$700K - 800K14
$800K - 900K10
$900K - 1M6
$1M - Max59

Homes for Sale by Type in Osprey, FL

Property TypeCount
Single Family97
Townhouse5
Condo60
Commercial4
Rental30
Lots and Land8
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home5
Farms0

(Data as of 5/19/2026)

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 5/19/2026.