196 total properties
View 401 N POINT ROAD 304 Osprey, FL MLS# A4659785
  • Virtual Tour
1 of 95
$850,000
3

Beds

3.0

Baths

2,778

Sq.Ft.

401 N POINT ROAD 304

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 327 PARK TRACE BOULEVARD Osprey, FL MLS# A4670046
  • Virtual Tour
1 of 42
$849,000
4

Beds

3.0

Baths

2,935

Sq.Ft.

327 PARK TRACE BOULEVARD

Osprey, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
View 919 TRANQUILITY CIRCLE CIRCLE Osprey, FL MLS# A4678841
$825,000
4

Beds

3.1

Baths

2,854

Sq.Ft.

919 TRANQUILITY CIRCLE CIRCLE

Osprey, FL

Courtesy of TIDELINE REAL ESTATE BROKERS
The time to sell is now! THE TIME TO SELL IS NOW!
View 123 WINDWARD DRIVE Osprey, FL MLS# A4656319
  • Virtual Tour
1 of 77
$820,000
3

Beds

2.0

Baths

1,894

Sq.Ft.

123 WINDWARD DRIVE

Osprey, FL

Courtesy of WILLIAM RAVEIS REAL ESTATE
View HIDDEN BAY DRIVE Osprey, FL MLS# A4645997
$800,000
Studio

Beds

0.0

Baths

HIDDEN BAY DRIVE

Osprey, FL

Courtesy of SVN COMMERCIAL ADVISORY GROUP
View 650 CRANE PRAIRIE WAY Osprey, FL MLS# A4680121
  • Recently Listed with Virtual Tour
1 of 63
$799,990
4

Beds

2.2

Baths

3,183

Sq.Ft.

650 CRANE PRAIRIE WAY

Osprey, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
View 529 HABITAT BOULEVARD Osprey, FL MLS# A4673340
  • Virtual Tour
1 of 58
$799,000
3

Beds

3.0

Baths

2,617

Sq.Ft.

529 HABITAT BOULEVARD

Osprey, FL

Courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
View 280 HIDDEN BAY DRIVE 202 Osprey, FL MLS# A4643409
  • New Construction with Virtual Tour
1 of 43
$780,250
3

Beds

2.0

Baths

1,937

Sq.Ft.

280 HIDDEN BAY DRIVE 202

Osprey, FL

Courtesy of KELLER WILLIAMS ISLAND LIFE REAL ESTATE
View 6100 JESSIE HARBOR DRIVE 203 Osprey, FL MLS# N6142959
  • Recently Listed with Virtual Tour
1 of 56
$769,000
3

Beds

3.0

Baths

2,630

Sq.Ft.

6100 JESSIE HARBOR DRIVE 203

Osprey, FL

Courtesy of HOMESMART
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 102 WINDWARD DRIVE Osprey, FL MLS# A4671793
  • Virtual Tour
1 of 78
$750,000
3

Beds

2.1

Baths

2,134

Sq.Ft.

102 WINDWARD DRIVE

Osprey, FL

Courtesy of WILLIAM RAVEIS REAL ESTATE
View 186 WINDWARD DRIVE Osprey, FL MLS# N6142087
  • Virtual Tour
1 of 93
OPEN HOUSE: Saturday 2/28 1:00 PM - 3:00 PM
$749,900
3

Beds

2.0

Baths

2,505

Sq.Ft.

186 WINDWARD DRIVE

Osprey, FL

Courtesy of KELLER WILLIAMS ON THE WATER S
View 319 PARK TRACE BOULEVARD Osprey, FL MLS# N6142205
  • Virtual Tour
1 of 57
$749,900
4

Beds

3.0

Baths

2,551

Sq.Ft.

319 PARK TRACE BOULEVARD

Osprey, FL

Courtesy of PREMIER SOTHEBYS INTL REALTY
View 1019 SCHERER WAY Osprey, FL MLS# N6142144
  • Virtual Tour
1 of 56
$735,000
4

Beds

3.0

Baths

2,498

Sq.Ft.

1019 SCHERER WAY

Osprey, FL

Courtesy of CENTURY 21 SCHMIDT REAL ESTATE
View 597 OAK RIVER COURT Osprey, FL MLS# A4673797
  • Virtual Tour
1 of 48
$724,900
4

Beds

2.0

Baths

2,111

Sq.Ft.

597 OAK RIVER COURT

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 851 PLACID LAKE DRIVE Osprey, FL MLS# A4678116
  • Virtual Tour
1 of 65
$720,000
5

Beds

4.0

Baths

3,395

Sq.Ft.

851 PLACID LAKE DRIVE

Osprey, FL

Courtesy of PREFERRED SHORE LLC
View 242 HIDDEN BAY DRIVE 602 Osprey, FL MLS# A4678883
  • Virtual Tour
1 of 42
$719,000
2

Beds

2.0

Baths

1,932

Sq.Ft.

242 HIDDEN BAY DRIVE 602

Osprey, FL

Courtesy of FIRST LIGHT REAL ESTATE
View 14041 BELLAGIO WAY 414 Osprey, FL MLS# A4658171
$700,000
3

Beds

2.0

Baths

1,799

Sq.Ft.

14041 BELLAGIO WAY 414

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 2/25/2026.