165 total properties
View 1602 SOUTHBAY DRIVE Osprey, FL MLS# A4665288
  • Virtual Tour
1 of 56
$999,995
4

Beds

3.1

Baths

2,980

Sq.Ft.

1602 SOUTHBAY DRIVE

Osprey, FL

Courtesy of COMPASS FLORIDA LLC
View 227 SAINT JAMES PARK Osprey, FL MLS# A4635743
  • Virtual Tour
1 of 67
$995,000
2

Beds

2.0

Baths

2,071

Sq.Ft.

227 SAINT JAMES PARK

Osprey, FL

Courtesy of GENEROUS PROPERTY
View 599 PINE RANCH EAST ROAD Osprey, FL MLS# A4660895
$995,000
3

Beds

2.0

Baths

2,188

Sq.Ft.

599 PINE RANCH EAST ROAD

Osprey, FL

Courtesy of GENEROUS PROPERTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 105 TURQUOISE LANE Osprey, FL MLS# A4662015
  • Virtual Tour
1 of 87
$995,000
3

Beds

2.0

Baths

2,606

Sq.Ft.

105 TURQUOISE LANE

Osprey, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
View 678 FAITH AVENUE Osprey, FL MLS# A4674865
  • Recently Listed with Virtual Tour
1 of 51
$990,000
3

Beds

3.0

Baths

2,583

Sq.Ft.

678 FAITH AVENUE

Osprey, FL

Courtesy of GENEROUS PROPERTY
View 6100 JESSIE HARBOR DRIVE 202 Osprey, FL MLS# A4670353
$970,000
3

Beds

3.1

Baths

3,771

Sq.Ft.

6100 JESSIE HARBOR DRIVE 202

Osprey, FL

Courtesy of GULF SANDS REALTY, LLC
View 392 PARK TRACE BOULEVARD Osprey, FL MLS# A4668610
$939,000
4

Beds

3.0

Baths

2,802

Sq.Ft.

392 PARK TRACE BOULEVARD

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 172 SEA ANCHOR DRIVE Osprey, FL MLS# A4671745
  • Virtual Tour
1 of 48
$936,000
3

Beds

3.0

Baths

2,283

Sq.Ft.

172 SEA ANCHOR DRIVE

Osprey, FL

Courtesy of GOLF & BAY PROPERTIES LLC
View 3957 WAYPOINT AVENUE Osprey, FL MLS# A4666325
  • Virtual Tour
1 of 24
$925,000
3

Beds

3.0

Baths

2,328

Sq.Ft.

3957 WAYPOINT AVENUE

Osprey, FL

Courtesy of RE/MAX ALLIANCE GROUP
View 293 TURQUOISE LANE Osprey, FL MLS# A4633961
$910,000
3

Beds

2.0

Baths

2,271

Sq.Ft.

293 TURQUOISE LANE

Osprey, FL

Courtesy of GENEROUS PROPERTY
View 401 N POINT ROAD 304 Osprey, FL MLS# A4659785
  • Virtual Tour
1 of 95
$900,000
3

Beds

3.0

Baths

2,778

Sq.Ft.

401 N POINT ROAD 304

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 21 BAYHEAD LANE Osprey, FL MLS# A4664085
$900,000
3

Beds

2.0

Baths

2,216

Sq.Ft.

21 BAYHEAD LANE

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 38 W BAY STREET Osprey, FL MLS# A4667010
  • Virtual Tour
1 of 60
$899,000
3

Beds

2.0

Baths

2,124

Sq.Ft.

38 W BAY STREET

Osprey, FL

Courtesy of HARRY ROBBINS ASSOC INC
View 13 BAYHEAD LANE Osprey, FL MLS# A4645829
  • Virtual Tour
1 of 62
$895,000
2

Beds

2.0

Baths

2,310

Sq.Ft.

13 BAYHEAD LANE

Osprey, FL

Courtesy of GENEROUS PROPERTY
View 238 LOOKOUT POINT DRIVE Osprey, FL MLS# A4671468
$895,000
3

Beds

2.1

Baths

2,676

Sq.Ft.

238 LOOKOUT POINT DRIVE

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 385 N POINT ROAD 404 Osprey, FL MLS# A4659275
  • Virtual Tour
1 of 62
$889,000
3

Beds

3.0

Baths

2,778

Sq.Ft.

385 N POINT ROAD 404

Osprey, FL

Courtesy of GENEROUS PROPERTY
View 903 TRANQUILITY CIRCLE Osprey, FL MLS# A4669102
$879,000
3

Beds

3.0

Baths

2,622

Sq.Ft.

903 TRANQUILITY CIRCLE

Osprey, FL

Courtesy of GENEROUS PROPERTY
View 327 PARK TRACE BOULEVARD Osprey, FL MLS# A4670046
  • Recently Listed with Virtual Tour
1 of 40
$879,000
4

Beds

3.0

Baths

2,935

Sq.Ft.

327 PARK TRACE BOULEVARD

Osprey, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
View 242 HIDDEN BAY DRIVE 401 Osprey, FL MLS# D6143964
$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 123 WINDWARD DRIVE Osprey, FL MLS# A4656319
  • Virtual Tour
1 of 77
OPEN HOUSE: Sunday 12/28 1:00 PM - 4:00 PM
$850,000
3

Beds

2.0

Baths

1,894

Sq.Ft.

123 WINDWARD DRIVE

Osprey, FL

Courtesy of WILLIAM RAVEIS REAL ESTATE

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 12/27/2025.