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 402 MACEWEN DRIVE Osprey, FL MLS# A4690018
  • Virtual Tour
1 of 81
$1,699,000
3

Beds

3.1

Baths

3,565

Sq.Ft.

402 MACEWEN DRIVE

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
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
The time to sell is now! THE TIME TO SELL IS NOW!
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 409 N POINT ROAD 1001 Osprey, FL MLS# A4689096
$2,750,000
3

Beds

3.0

Baths

3,029

Sq.Ft.

409 N POINT ROAD 1001

Osprey, FL

Courtesy of GENEROUS PROPERTY
View 1527 BUOY LANE Osprey, FL MLS# A4688266
  • Virtual Tour
1 of 52
$1,199,000
3

Beds

2.1

Baths

2,830

Sq.Ft.

1527 BUOY LANE

Osprey, FL

Courtesy of BRIGHT 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 313 LOOKOUT POINT DRIVE Osprey, FL MLS# A4688995
$5,999,999
4

Beds

4.1

Baths

5,337

Sq.Ft.

313 LOOKOUT POINT DRIVE

Osprey, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
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
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
  • 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 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.

Information deemed reliable but not guaranteed.

The data relating to the real estate for sale on this web site comes in part from the Realtor Association of Greater Miami and the Beaches.

The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective consumers may be interested in purchasing

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 6/1/2026.