94 total properties
Did you mean the neighborhood Osprey?
View 5100 JESSIE HARBOR DRIVE 304 Osprey, FL MLS# A4690942
  • Virtual Tour
1 of 71
OPEN HOUSE: Sunday 6/7 1:00 PM - 3:00 PM
$735,000
2

Beds

2.0

Baths

2,143

Sq.Ft.

5100 JESSIE HARBOR DRIVE 304

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 1361 NEW FOREST LANE Osprey, FL MLS# A4691036
  • Virtual Tour
1 of 39
$550,000
3

Beds

2.0

Baths

2,074

Sq.Ft.

1361 NEW FOREST LANE

Osprey, FL

Courtesy of NEXTHOME EXCELLENCE
View 409 NORTH POINT ROAD 401 Osprey, FL MLS# A4690812
  • Virtual Tour
1 of 90
$625,000
3

Beds

3.0

Baths

2,594

Sq.Ft.

409 NORTH POINT ROAD 401

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
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 759 FORDINGBRIDGE WAY Osprey, FL MLS# O6399774
$770,000
4

Beds

3.1

Baths

2,950

Sq.Ft.

759 FORDINGBRIDGE WAY

Osprey, FL

Courtesy of BEYCOME OF FLORIDA LLC
View 51 MACEWEN DRIVE 5 Osprey, FL MLS# A4689838
  • Virtual Tour
1 of 44
$235,000
1

Beds

1.0

Baths

595

Sq.Ft.

51 MACEWEN DRIVE 5

Osprey, FL

Courtesy of 342 REAL ESTATE
View 4271 EXPEDITION WAY 103 Osprey, FL MLS# A4689541
  • Virtual Tour
1 of 35
$270,000
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 1202 JESSIE HARBOR DRIVE 1204 Osprey, FL MLS# C7524397
$599,000
3

Beds

2.1

Baths

2,006

Sq.Ft.

1202 JESSIE HARBOR DRIVE 1204

Osprey, FL

Courtesy of DOWNING FRYE REALTY, INC.
View 14041 BELLAGIO WAY 214 Osprey, FL MLS# A4689731
  • Virtual Tour
1 of 52
$700,000
3

Beds

2.0

Baths

1,799

Sq.Ft.

14041 BELLAGIO WAY 214

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 1116 BEACHCOMBER COURT 3 Osprey, FL MLS# A4688310
  • Virtual Tour
1 of 65
$545,000
3

Beds

2.1

Baths

2,040

Sq.Ft.

1116 BEACHCOMBER COURT 3

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 393 N POINT ROAD 401 Osprey, FL MLS# A4686928
  • Virtual Tour
1 of 63
$785,000
3

Beds

3.0

Baths

2,594

Sq.Ft.

393 N POINT ROAD 401

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 4304 EXPEDITION WAY WAY 105 Osprey, FL MLS# N6143250
$328,000
3

Beds

2.0

Baths

1,528

Sq.Ft.

4304 EXPEDITION WAY WAY 105

Osprey, FL

Courtesy of EXIT KING REALTY
View 447 N SHORE DRIVE Osprey, FL MLS# A4684009
  • Virtual Tour
1 of 45
$499,000
3

Beds

2.0

Baths

1,874

Sq.Ft.

447 N SHORE DRIVE

Osprey, FL

Courtesy of COLDWELL BANKER SARASOTA CENT.
View 408 PARK TRACE BOULEVARD Osprey, FL MLS# A4685004
  • Virtual Tour
1 of 34
$595,000
3

Beds

3.0

Baths

1,840

Sq.Ft.

408 PARK TRACE BOULEVARD

Osprey, FL

Courtesy of PREFERRED SHORE LLC
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
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 764 SARABAY ROAD 8 Osprey, FL MLS# A4683747
  • Virtual Tour
1 of 64
$450,000
2

Beds

2.0

Baths

1,392

Sq.Ft.

764 SARABAY ROAD 8

Osprey, FL

Courtesy of PREMIER SOTHEBYS INTL REALTY
View 1140 BEACHCOMBER COURT 11 Osprey, FL MLS# A4683755
1 of 52
OPEN HOUSE: Sunday 6/7 12:00 PM - 3:00 PM
$525,000
3

Beds

2.1

Baths

2,040

Sq.Ft.

1140 BEACHCOMBER COURT 11

Osprey, FL

Courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
View 393 N POINT ROAD 301 Osprey, FL MLS# A4682548
  • Virtual Tour
1 of 85
$625,000
3

Beds

3.0

Baths

2,594

Sq.Ft.

393 N POINT ROAD 301

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

170

Estimated median home price

$744,000
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 6
$100K - 200K 6
$200K - 300K 14
$300K - 400K 6
$400K - 500K 12
$500K - 600K 17
$600K - 700K 22
$700K - 800K 12
$800K - 900K 12
$900K - 1M 4
$1M - Max 59

Homes for Sale by Type in Osprey, FL

Property Type Count
Single Family 93
Townhouse 6
Condo 56
Commercial 4
Rental 32
Lots and Land 8
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 3
Farms 0

(Data as of 6/4/2026)

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 6/5/2026.