44 total properties
Did you mean the neighborhood Osprey?
View 328 E BAY STREET Osprey, FL MLS# O6400514
$429,900
2

Beds

1.0

Baths

884

Sq.Ft.

328 E BAY STREET

Osprey, FL

Courtesy of BEYCOME OF FLORIDA LLC
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 107 SORRENTO DRIVE Osprey, FL MLS# N6143210
  • Virtual Tour
1 of 51
$425,000
2

Beds

2.0

Baths

1,284

Sq.Ft.

107 SORRENTO DRIVE

Osprey, FL

Courtesy of PREMIER SOTHEBYS INTL REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 1811 HIGHLAND ROAD Osprey, FL MLS# TB8443161
  • Virtual Tour
1 of 19
$422,000
2

Beds

2.0

Baths

1,725

Sq.Ft.

1811 HIGHLAND ROAD

Osprey, FL

Courtesy of REALTY OF RIVERVIEW LLC
View 524 SARABAY ROAD Osprey, FL MLS# A4676179
  • Virtual Tour
1 of 41
$419,000
3

Beds

2.0

Baths

1,760

Sq.Ft.

524 SARABAY ROAD

Osprey, FL

Courtesy of SUN N SAND REAL ESTATE LLC
View 32 BAY AVENUE Osprey, FL MLS# N6140978
  • Virtual Tour
1 of 51
$415,000
2

Beds

2.0

Baths

2,148

Sq.Ft.

32 BAY AVENUE

Osprey, FL

Courtesy of LOKATION
View 1795 HIGHLAND ROAD Osprey, FL MLS# A4684679
  • Virtual Tour
1 of 74
$385,000
3

Beds

3.0

Baths

1,879

Sq.Ft.

1795 HIGHLAND ROAD

Osprey, FL

Courtesy of RE/MAX ALLIANCE GROUP
View 2141 CORDES STREET Osprey, FL MLS# A4685465
  • 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 436 S TAMIAMI TRAIL C4 Osprey, FL MLS# A4648348
  • Virtual Tour
1 of 44
$350,000
1,272

Sq.Ft.

436 S TAMIAMI TRAIL C4

Osprey, FL

Courtesy of KONA REALTY
View 620 SARABAY ROAD Osprey, FL MLS# A4691273
  • Recently Listed with Virtual Tour
1 of 49
$349,900
2

Beds

1.1

Baths

948

Sq.Ft.

620 SARABAY ROAD

Osprey, FL

Courtesy of STRINGER MANAGEMENT INC
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
  • Virtual Tour
1 of 40
$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
  • Virtual Tour
1 of 77
OPEN HOUSE: Sunday 5/3 11:00 AM - 2:00 PM
$329,500
3

Beds

2.0

Baths

1,528

Sq.Ft.

4304 EXPEDITION WAY WAY 105

Osprey, FL

Courtesy of EXIT KING REALTY
View 4226 FRONTIER LANE 103 Osprey, FL MLS# A4687965
$319,000
2

Beds

2.0

Baths

1,135

Sq.Ft.

4226 FRONTIER LANE 103

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 51 MACEWEN DRIVE 5 Osprey, FL MLS# A4689838
  • Recently Listed with Virtual Tour
1 of 44
$300,000
1

Beds

1.0

Baths

595

Sq.Ft.

51 MACEWEN DRIVE 5

Osprey, FL

Courtesy of 342 REAL ESTATE
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 4271 EXPEDITION WAY 103 Osprey, FL MLS# A4689541
  • Recently Listed with Virtual Tour
1 of 35
$290,000
2

Beds

2.0

Baths

1,135

Sq.Ft.

4271 EXPEDITION WAY 103

Osprey, FL

Courtesy of KW COASTAL LIVING III
View 4173 FRONTIER LANE 4173 Osprey, FL MLS# A4689582
  • Virtual Tour
1 of 51
$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 51 MAC EWEN DRIVE 14 Osprey, FL MLS# A4690371
  • Recently Listed
1 of 19
$285,000
1

Beds

1.0

Baths

595

Sq.Ft.

51 MAC EWEN DRIVE 14

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

186

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

Price Count
$0 - 100K 7
$100K - 200K 12
$200K - 300K 10
$300K - 400K 9
$400K - 500K 11
$500K - 600K 18
$600K - 700K 27
$700K - 800K 13
$800K - 900K 12
$900K - 1M 6
$1M - Max 61

Homes for Sale by Type in Osprey, FL

Property Type Count
Single Family 100
Townhouse 4
Condo 62
Commercial 4
Rental 33
Lots and Land 10
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 6
Farms 0

(Data as of 5/2/2026)

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 5/2/2026.