103 total properties
Did you mean the neighborhood Osprey?
View 3976 DESTINATION DRIVE 102 Osprey, FL MLS# N6142459
$419,000
1,050

Sq.Ft.

3976 DESTINATION DRIVE 102

Osprey, FL

View 352 GLENWOOD AVE Osprey, FL MLS# N6138982
  • Virtual Tour
1 of 36
$417,000
3

Beds

2.0

Baths

1,300

Sq.Ft.

352 GLENWOOD AVE

Osprey, FL

View 1811 HIGHLAND ROAD Osprey, FL MLS# TB8443161
  • Virtual Tour
1 of 19
$417,000
2

Beds

2.0

Baths

1,725

Sq.Ft.

1811 HIGHLAND ROAD

Osprey, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 418 S TAMIAMI TRAIL E3 Osprey, FL MLS# A4697456
$415,000
1,272

Sq.Ft.

418 S TAMIAMI TRAIL E3

Osprey, FL

View 764 SARABAY ROAD 8 Osprey, FL MLS# A4683747
  • Virtual Tour
1 of 64
$399,000
2

Beds

2.0

Baths

1,392

Sq.Ft.

764 SARABAY ROAD 8

Osprey, FL

View 7204 JESSIE HARBOR DRIVE 7204 Osprey, FL MLS# A4697473
$395,000
2

Beds

2.0

Baths

1,255

Sq.Ft.

7204 JESSIE HARBOR DRIVE 7204

Osprey, FL

View 2251 JESSIE HARBOR DRIVE 2101 Osprey, FL MLS# A4698891
$359,000
2

Beds

2.0

Baths

1,400

Sq.Ft.

2251 JESSIE HARBOR DRIVE 2101

Osprey, FL

View 436 S TAMIAMI TRAIL C4 Osprey, FL MLS# A4648348
$350,000
1,272

Sq.Ft.

436 S TAMIAMI TRAIL C4

Osprey, FL

View 89 NAVIGATION CIRCLE Osprey, FL MLS# A4694435
  • Virtual Tour
1 of 61
$320,000
2

Beds

2.0

Baths

1,449

Sq.Ft.

89 NAVIGATION CIRCLE

Osprey, FL

Courtesy of KW COASTAL LIVING II
View 4213 EXPEDITION WAY 107 Osprey, FL MLS# A4698337
$320,000
3

Beds

2.0

Baths

1,430

Sq.Ft.

4213 EXPEDITION WAY 107

Osprey, FL

View 173 NAVIGATION CIRCLE 107 Osprey, FL MLS# N6144704
$319,500
3

Beds

2.0

Baths

1,528

Sq.Ft.

173 NAVIGATION CIRCLE 107

Osprey, FL

View 4304 EXPEDITION WAY WAY 105 Osprey, FL MLS# N6143250
$318,000
3

Beds

2.0

Baths

1,528

Sq.Ft.

4304 EXPEDITION WAY WAY 105

Osprey, FL

View 4296 EXPEDITION WAY 104 Osprey, FL MLS# A4694926
$299,990
2

Beds

2.0

Baths

1,135

Sq.Ft.

4296 EXPEDITION WAY 104

Osprey, FL

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

View 120 WOODLAND PLACE 120 Osprey, FL MLS# D6148025
$299,000
2

Beds

2.0

Baths

1,325

Sq.Ft.

120 WOODLAND PLACE 120

Osprey, FL

View 184 EXPLORER DRIVE Osprey, FL MLS# A4692249
  • Virtual Tour
1 of 30
$294,900
2

Beds

2.0

Baths

1,244

Sq.Ft.

184 EXPLORER DRIVE

Osprey, FL

View 456 WASHINGTON AVENUE Osprey, FL MLS# A4623594
$289,999
Studio

Beds

0.0

Baths

456 WASHINGTON AVENUE

Osprey, FL

View 1801 HIGHLAND ROAD Osprey, FL MLS# N6140508
$289,900
2

Beds

2.0

Baths

1,165

Sq.Ft.

1801 HIGHLAND ROAD

Osprey, FL

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

View 108 WOODLAND PLACE 108 Osprey, FL MLS# A4699279
  • Recently Listed with Virtual Tour
1 of 50
$285,000
2

Beds

2.0

Baths

1,316

Sq.Ft.

108 WOODLAND PLACE 108

Osprey, FL

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

159

Estimated median home price

$690,000
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 - 100K8
$100K - 200K8
$200K - 300K16
$300K - 400K7
$400K - 500K16
$500K - 600K16
$600K - 700K17
$700K - 800K14
$800K - 900K9
$900K - 1M2
$1M - Max46

Homes for Sale by Type in Osprey, FL

Property TypeCount
Single Family77
Townhouse6
Condo55
Commercial5
Rental33
Lots and Land14
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home2
Farms0

(Data as of 7/27/2026)

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 7/28/2026.