192 total properties
View 2099 S TAMIAMI TRAIL N Osprey, FL MLS# A4677866
  • Recently Listed
1 of 14
$1,400,000
1

Sq.Ft.

2099 S TAMIAMI TRAIL N

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 3603 N POINT ROAD 702 Osprey, FL MLS# A4642397
  • Virtual Tour
1 of 61
$1,395,000
3

Beds

3.0

Baths

2,545

Sq.Ft.

3603 N POINT ROAD 702

Osprey, FL

Courtesy of GENEROUS PROPERTY
View 365 S SHORE DRIVE Osprey, FL MLS# N6142101
  • Virtual Tour
1 of 95
$1,380,000
3

Beds

2.0

Baths

1,824

Sq.Ft.

365 S SHORE DRIVE

Osprey, FL

Courtesy of EXIT KING REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 133 OSPREY POINT DRIVE Osprey, FL MLS# A4664295
$1,350,000
4

Beds

3.0

Baths

3,679

Sq.Ft.

133 OSPREY POINT DRIVE

Osprey, FL

Courtesy of OWN SRQ LLC
View 137 OSPREY POINT DRIVE Osprey, FL MLS# A4669444
$1,345,000
4

Beds

3.0

Baths

3,303

Sq.Ft.

137 OSPREY POINT DRIVE

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 17 BAYHEAD LANE Osprey, FL MLS# A4676710
  • Virtual Tour
1 of 47
$1,300,000
3

Beds

2.0

Baths

2,850

Sq.Ft.

17 BAYHEAD LANE

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 156 BISHOPSCOURT ROAD Osprey, FL MLS# A4681468
  • Recently Listed
1 of 83
$1,299,000
3

Beds

3.1

Baths

3,112

Sq.Ft.

156 BISHOPSCOURT ROAD

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 296 PINE RANCH TRAIL Osprey, FL MLS# A4653218
  • Virtual Tour
1 of 82
$1,295,000
5

Beds

3.1

Baths

3,481

Sq.Ft.

296 PINE RANCH TRAIL

Osprey, FL

Courtesy of ASHTON LAKES REALTY INC
View 409 N POINT ROAD 601 Osprey, FL MLS# A4679994
  • Recently Listed with Virtual Tour
1 of 63
$1,250,000
3

Beds

3.0

Baths

2,594

Sq.Ft.

409 N POINT ROAD 601

Osprey, FL

Courtesy of GENEROUS PROPERTY
View 385 N POINT ROAD 304 Osprey, FL MLS# A4678422
$1,200,000
3

Beds

3.0

Baths

2,778

Sq.Ft.

385 N POINT ROAD 304

Osprey, FL

Courtesy of GENEROUS PROPERTY
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 403 LONGBOW TRAIL Osprey, FL MLS# A4672081
  • Virtual Tour
1 of 99
$1,175,000
4

Beds

3.0

Baths

2,770

Sq.Ft.

403 LONGBOW TRAIL

Osprey, FL

Courtesy of DALTON WADE INC
View 1218 YACHT HARBOR DRIVE Osprey, FL MLS# A4663579
$1,125,000
3

Beds

3.0

Baths

3,297

Sq.Ft.

1218 YACHT HARBOR DRIVE

Osprey, FL

Courtesy of KELLER WILLIAMS ON THE WATER S
View 14041 BELLAGIO WAY 218 Osprey, FL MLS# A4672639
$1,099,000
3

Beds

2.0

Baths

2,374

Sq.Ft.

14041 BELLAGIO WAY 218

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 3936 WAYPOINT AVENUE Osprey, FL MLS# A4670043
  • Virtual Tour
1 of 76
$1,089,000
3

Beds

3.0

Baths

2,323

Sq.Ft.

3936 WAYPOINT AVENUE

Osprey, FL

Courtesy of CORCORAN DWELLINGS REALTY
View 3983 DESTINATION DRIVE 102 Osprey, FL MLS# TB8455523
$1,050,000
2,030

Sq.Ft.

3983 DESTINATION DRIVE 102

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 3976 DESTINATION DRIVE A411 Osprey, FL MLS# A4643099
$1,000,000
2,314

Sq.Ft.

3976 DESTINATION DRIVE A411

Osprey, FL

Courtesy of PREMIER PROPERTIES OF SRQ LLC
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 1486 LANDVIEW LANE Osprey, FL MLS# D6144630
  • Virtual Tour
1 of 78
OPEN HOUSE: Sunday 2/22 1:00 PM - 4:00 PM
$995,000
3

Beds

2.0

Baths

1,869

Sq.Ft.

1486 LANDVIEW LANE

Osprey, FL

Courtesy of EXP REALTY LLC
View 409 NORTH POINT ROAD 902 Osprey, FL MLS# A4677305
$995,000
3

Beds

3.0

Baths

2,055

Sq.Ft.

409 NORTH POINT ROAD 902

Osprey, FL

Courtesy of GENEROUS PROPERTY

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.