174 total properties
Did you mean the neighborhood Osprey?
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 1348 THORNAPPLE DRIVE Osprey, FL MLS# A4687822
$535,000
3

Beds

2.0

Baths

2,171

Sq.Ft.

1348 THORNAPPLE DRIVE

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 14041 BELLAGIO WAY 214 Osprey, FL MLS# A4689731
$700,000
3

Beds

2.0

Baths

1,799

Sq.Ft.

14041 BELLAGIO WAY 214

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 1116 BEACHCOMBER COURT 3 Osprey, FL MLS# A4688310
$545,000
3

Beds

2.1

Baths

2,040

Sq.Ft.

1116 BEACHCOMBER COURT 3

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 434 MACEWEN DRIVE Osprey, FL MLS# A4687368
  • Virtual Tour
1 of 55
$1,465,000
3

Beds

3.0

Baths

2,414

Sq.Ft.

434 MACEWEN DRIVE

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 448 E MACEWEN DRIVE Osprey, FL MLS# A4687195
  • Virtual Tour
1 of 52
$2,100,000
4

Beds

3.1

Baths

3,768

Sq.Ft.

448 E MACEWEN DRIVE

Osprey, FL

Courtesy of GENEROUS PROPERTY
View 353 S SHORE DRIVE Osprey, FL MLS# A4688006
  • Virtual Tour
1 of 55
$1,060,000
3

Beds

2.0

Baths

1,840

Sq.Ft.

353 S SHORE DRIVE

Osprey, FL

Courtesy of COLDWELL BANKER SARASOTA CENT.
View 449 WEBBS COVE Osprey, FL MLS# A4688291
  • Recently Listed with Virtual Tour
1 of 97
$2,650,000
4

Beds

3.1

Baths

5,287

Sq.Ft.

449 WEBBS COVE

Osprey, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
View 642 TRENTON WAY Osprey, FL MLS# A4686927
  • Virtual Tour
1 of 86
$2,150,000
4

Beds

4.1

Baths

3,939

Sq.Ft.

642 TRENTON WAY

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 1016 SCHERER WAY Osprey, FL MLS# A4687161
  • Virtual Tour
1 of 76
$950,000
4

Beds

3.0

Baths

2,921

Sq.Ft.

1016 SCHERER WAY

Osprey, FL

Courtesy of RE/MAX ALLIANCE GROUP
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 140 SUGAR MILL DRIVE Osprey, FL MLS# A4684805
  • Virtual Tour
1 of 74
$1,399,000
4

Beds

4.0

Baths

3,286

Sq.Ft.

140 SUGAR MILL DRIVE

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
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 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 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
$615,000
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 745 FORDINGBRIDGE WAY Osprey, FL MLS# N6143319
  • Virtual Tour
1 of 53
$640,000
4

Beds

2.0

Baths

1,893

Sq.Ft.

745 FORDINGBRIDGE WAY

Osprey, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
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 1211 LOST CREEK COURT Osprey, FL MLS# A4680671
$829,000
4

Beds

3.0

Baths

2,876

Sq.Ft.

1211 LOST CREEK COURT

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

181

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 - 400K7
$400K - 500K13
$500K - 600K16
$600K - 700K27
$700K - 800K14
$800K - 900K10
$900K - 1M6
$1M - Max59

Homes for Sale by Type in Osprey, FL

Property TypeCount
Single Family98
Townhouse5
Condo61
Commercial4
Rental31
Lots and Land8
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home5
Farms0

(Data as of 5/18/2026)

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.