193 total properties
View 101 OSPREY POINT DRIVE Osprey, FL MLS# A4664424
  • Virtual Tour
1 of 56
$5,000,000
4

Beds

5.1

Baths

5,087

Sq.Ft.

101 OSPREY POINT DRIVE

Osprey, FL

Courtesy of DOUGLAS ELLIMAN
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 422 BLUE GARDEN LANE Osprey, FL MLS# A4664436
  • Virtual Tour
1 of 100
$1,650,000
3

Beds

3.1

Baths

3,872

Sq.Ft.

422 BLUE GARDEN LANE

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 508 MEADOW SWEET CIRCLE Osprey, FL MLS# A4664579
  • Virtual Tour
1 of 76
$445,000
2

Beds

2.0

Baths

1,604

Sq.Ft.

508 MEADOW SWEET CIRCLE

Osprey, FL

Courtesy of FLORIDA HOME TEAM LLC
View 1801 HIGHLAND ROAD Osprey, FL MLS# N6140508
$330,000
2

Beds

2.0

Baths

1,165

Sq.Ft.

1801 HIGHLAND ROAD

Osprey, FL

Courtesy of RE/MAX ALLIANCE GROUP
View 133 OSPREY POINT DRIVE Osprey, FL MLS# A4664295
  • Virtual Tour
1 of 99
$1,350,000
4

Beds

3.0

Baths

3,679

Sq.Ft.

133 OSPREY POINT DRIVE

Osprey, FL

Courtesy of OWN SRQ LLC
View 1218 YACHT HARBOR DRIVE Osprey, FL MLS# A4663579
  • Virtual Tour
1 of 90
$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 1337 COPPERWOOD DRIVE Osprey, FL MLS# A4666722
  • Virtual Tour
1 of 36
$580,000
3

Beds

2.0

Baths

2,172

Sq.Ft.

1337 COPPERWOOD DRIVE

Osprey, FL

Courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
View 140 N CASEY KEY ROAD Osprey, FL MLS# A4665482
$2,100,000
3

Beds

3.1

Baths

2,473

Sq.Ft.

140 N CASEY KEY ROAD

Osprey, FL

Courtesy of EXP REALTY LLC
View 1602 SOUTHBAY DRIVE Osprey, FL MLS# A4665288
  • Virtual Tour
1 of 56
$974,900
4

Beds

3.1

Baths

2,980

Sq.Ft.

1602 SOUTHBAY DRIVE

Osprey, FL

Courtesy of COMPASS FLORIDA LLC
View 455 N SHORE DRIVE Osprey, FL MLS# A4662424
  • Virtual Tour
1 of 37
$549,000
2

Beds

2.0

Baths

1,229

Sq.Ft.

455 N SHORE DRIVE

Osprey, FL

Courtesy of AUM FLORIDA REAL ESTATE 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 144 N CASEY KEY ROAD Osprey, FL MLS# A4660004
  • Virtual Tour
1 of 61
$5,495,000
4

Beds

5.1

Baths

5,397

Sq.Ft.

144 N CASEY KEY ROAD

Osprey, FL

Courtesy of DOUGLAS ELLIMAN
View 599 PINE RANCH EAST ROAD Osprey, FL MLS# A4660895
  • Virtual Tour
1 of 43
$899,000
3

Beds

2.0

Baths

2,188

Sq.Ft.

599 PINE RANCH EAST ROAD

Osprey, FL

Courtesy of GENEROUS PROPERTY
View 827 PLACID LAKE DRIVE Osprey, FL MLS# TB8412007
  • Virtual Tour
1 of 49
$529,900
2

Beds

2.0

Baths

1,875

Sq.Ft.

827 PLACID LAKE DRIVE

Osprey, FL

Courtesy of FLAT FEE MLS REALTY
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 852 MACEWEN DRIVE Osprey, FL MLS# A4659276
  • Virtual Tour
1 of 73
$2,495,000
3

Beds

3.1

Baths

4,519

Sq.Ft.

852 MACEWEN DRIVE

Osprey, FL

Courtesy of GENEROUS PROPERTY
View 570 BLACKBURN POINT ROAD 11 Osprey, FL MLS# A4658755
$42,500
Studio

Beds

0.0

Baths

570 BLACKBURN POINT ROAD 11

Osprey, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
View 238 PALM AIR DRIVE Osprey, FL MLS# A4658930
  • Adult Community with Virtual Tour
1 of 41
OPEN HOUSE: Sunday 2/22 2:00 PM - 4:00 PM
$185,000
2

Beds

2.0

Baths

1,152

Sq.Ft.

238 PALM AIR DRIVE

Osprey, FL

Courtesy of FINE PROPERTIES
View 471 PARK TRACE BOULEVARD Osprey, FL MLS# A4658368
$699,000
4

Beds

3.0

Baths

2,267

Sq.Ft.

471 PARK TRACE BOULEVARD

Osprey, FL

Courtesy of FLORIDA HOME TEAM LLC

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 2/20/2026.