192 total properties
View 479 SOUTH CREEK DRIVE Osprey, FL MLS# N6141722
  • Virtual Tour
1 of 73
$2,795,000
5

Beds

5.1

Baths

4,261

Sq.Ft.

479 SOUTH CREEK DRIVE

Osprey, FL

Courtesy of KELLER WILLIAMS ISLAND LIFE REAL ESTATE
View 1036 OAK MEADOW LN Osprey, FL MLS# A4669695
  • Virtual Tour
1 of 71
OPEN HOUSE: Sunday 2/22 1:00 PM - 4:00 PM
$559,000
4

Beds

2.0

Baths

2,186

Sq.Ft.

1036 OAK MEADOW LN

Osprey, FL

Courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 570 BLACKBURN POINT ROAD 35 Osprey, FL MLS# A4668687
$89,000
Studio

Beds

0.0

Baths

570 BLACKBURN POINT ROAD 35

Osprey, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
View 393 N POINT ROAD 1002 Osprey, FL MLS# A4667964
  • Virtual Tour
1 of 100
$2,350,000
3

Beds

2.1

Baths

3,738

Sq.Ft.

393 N POINT ROAD 1002

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 32 BAY AVENUE Osprey, FL MLS# N6140978
  • Virtual Tour
1 of 51
$437,000
2

Beds

2.0

Baths

2,148

Sq.Ft.

32 BAY AVENUE

Osprey, FL

Courtesy of LOKATION
View 348 TROPIC DRIVE Osprey, FL MLS# A4668240
  • Adult Community with Virtual Tour
1 of 25
$119,000
2

Beds

2.0

Baths

864

Sq.Ft.

348 TROPIC DRIVE

Osprey, FL

Courtesy of FINE PROPERTIES
View 85 SUGAR MILL DRIVE Osprey, FL MLS# A4667740
  • Virtual Tour
1 of 76
$2,150,000
3

Beds

3.0

Baths

4,191

Sq.Ft.

85 SUGAR MILL DRIVE

Osprey, FL

Courtesy of GENEROUS PROPERTY
View 238 WOODLAND DRIVE 238 Osprey, FL MLS# N6140863
  • Virtual Tour
1 of 48
$184,900
1

Beds

1.1

Baths

865

Sq.Ft.

238 WOODLAND DRIVE 238

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 121 N CASEY KEY ROAD Osprey, FL MLS# A4667263
  • Virtual Tour
1 of 77
$6,800,000
4

Beds

5.1

Baths

4,096

Sq.Ft.

121 N CASEY KEY ROAD

Osprey, FL

Courtesy of DOUGLAS ELLIMAN
View 242 HIDDEN BAY DRIVE 401 Osprey, FL MLS# D6143964
  • Virtual Tour
1 of 62
$875,000
3

Beds

3.0

Baths

2,100

Sq.Ft.

242 HIDDEN BAY DRIVE 401

Osprey, FL

Courtesy of LASBURY-TRACY REALTY INC.
View 312 YACHT HARBOR DRIVE Osprey, FL MLS# A4667293
  • Virtual Tour
1 of 68
OPEN HOUSE: Sunday 2/22 1:00 PM - 4:00 PM
$1,995,000
4

Beds

4.0

Baths

2,572

Sq.Ft.

312 YACHT HARBOR DRIVE

Osprey, FL

Courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
View 219 KEEL WAY Osprey, FL MLS# A4666970
  • Virtual Tour
1 of 49
$1,175,000
3

Beds

2.1

Baths

2,735

Sq.Ft.

219 KEEL WAY

Osprey, FL

Courtesy of GENEROUS PROPERTY
View 147 OSPREY POINT DRIVE Osprey, FL MLS# A4667023
  • Virtual Tour
1 of 8
$750,000
Studio

Beds

0.0

Baths

147 OSPREY POINT DRIVE

Osprey, FL

Courtesy of BRIGHT REALTY
View 742 HARMS DRIVE Osprey, FL MLS# A4666421
  • Virtual Tour
1 of 46
$515,000
3

Beds

2.0

Baths

1,293

Sq.Ft.

742 HARMS DRIVE

Osprey, FL

Courtesy of EXP REALTY LLC
View 244 WOODLAND DRIVE 244 Osprey, FL MLS# A4667419
  • Virtual Tour
1 of 48
OPEN HOUSE: Sunday 2/22 11:00 AM - 1:00 PM
$215,000
2

Beds

2.0

Baths

1,325

Sq.Ft.

244 WOODLAND DRIVE 244

Osprey, FL

Courtesy of KELLER WILLIAMS ON THE WATER S
View 123 WINDWARD DRIVE Osprey, FL MLS# A4656319
  • Virtual Tour
1 of 77
OPEN HOUSE: Sunday 2/22 1:00 PM - 4:00 PM
$820,000
3

Beds

2.0

Baths

1,894

Sq.Ft.

123 WINDWARD DRIVE

Osprey, FL

Courtesy of WILLIAM RAVEIS REAL ESTATE
View 571 PINE RANCH EAST ROAD Osprey, FL MLS# A4665938
  • Virtual Tour
1 of 88
OPEN HOUSE: Sunday 2/22 1:00 PM - 3:00 PM
$665,000
5

Beds

2.1

Baths

2,746

Sq.Ft.

571 PINE RANCH EAST ROAD

Osprey, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
View 135 TINA ISLAND DRIVE Osprey, FL MLS# A4665474
  • Virtual Tour
1 of 32
$3,300,000
3

Beds

4.1

Baths

2,572

Sq.Ft.

135 TINA ISLAND DRIVE

Osprey, FL

Courtesy of FLATFEE.COM
View 3983 DESTINATION DRIVE 102-202 Osprey, FL MLS# TB8428492
$1,600,000
3,871

Sq.Ft.

3983 DESTINATION DRIVE 102-202

Osprey, FL

Courtesy of COLDWELL BANKER REALTY

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 2/22/2026.