162 total properties
View 804 SHADOW BAY WAY Osprey, FL MLS# A4671595
  • Virtual Tour
1 of 39
$660,000
3

Beds

2.0

Baths

2,279

Sq.Ft.

804 SHADOW BAY WAY

Osprey, FL

Courtesy of PREFERRED SHORE LLC
View 1486 LANDVIEW LANE Osprey, FL MLS# D6144630
  • Virtual Tour
1 of 78
$995,000
3

Beds

2.0

Baths

1,869

Sq.Ft.

1486 LANDVIEW LANE

Osprey, FL

Courtesy of EXP REALTY LLC
View 385 N POINT ROAD 704 Osprey, FL MLS# A4671431
  • Virtual Tour
1 of 96
$1,500,000
3

Beds

3.0

Baths

2,778

Sq.Ft.

385 N POINT ROAD 704

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 315 BAYSHORE DRIVE Osprey, FL MLS# A4671634
  • Virtual Tour
1 of 49
OPEN HOUSE: Sunday 12/21 2:00 PM - 4:00 PM
$594,900
3

Beds

3.0

Baths

2,384

Sq.Ft.

315 BAYSHORE DRIVE

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 700 FAITH AVENUE Osprey, FL MLS# A4667634
  • Virtual Tour
1 of 74
$1,300,000
4

Beds

3.0

Baths

2,474

Sq.Ft.

700 FAITH AVENUE

Osprey, FL

Courtesy of LACEY REALTY INC
View 538 DOVE POINTE DRIVE Osprey, FL MLS# A4669491
  • Virtual Tour
1 of 75
$2,300,000
4

Beds

5.1

Baths

4,346

Sq.Ft.

538 DOVE POINTE DRIVE

Osprey, FL

Courtesy of GENEROUS PROPERTY
View 218 PALM AIR DRIVE Osprey, FL MLS# N6141261
  • Adult Community with Virtual Tour
1 of 25
$189,000
2

Beds

2.0

Baths

1,120

Sq.Ft.

218 PALM AIR DRIVE

Osprey, FL

Courtesy of EXIT KING REALTY
View 238 LOOKOUT POINT DRIVE Osprey, FL MLS# A4671468
  • Virtual Tour
1 of 66
OPEN HOUSE: Sunday 12/21 1:00 PM - 4:00 PM
$895,000
3

Beds

2.1

Baths

2,676

Sq.Ft.

238 LOOKOUT POINT DRIVE

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 120 CANDYCE DRIVE Osprey, FL MLS# A4667108
  • Virtual Tour
1 of 23
$749,000
3

Beds

2.0

Baths

2,103

Sq.Ft.

120 CANDYCE DRIVE

Osprey, FL

Courtesy of COMPASS FLORIDA LLC
View 583 PINE RANCH EAST ROAD Osprey, FL MLS# A4670669
  • Virtual Tour
1 of 55
$629,000
4

Beds

2.0

Baths

2,203

Sq.Ft.

583 PINE RANCH EAST ROAD

Osprey, FL

Courtesy of GALLERY PROPERTIES INTERNATION
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 866 OAK BRIAR LANE Osprey, FL MLS# A4655042
$699,900
4

Beds

2.0

Baths

2,434

Sq.Ft.

866 OAK BRIAR LANE

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 141 N CASEY KEY ROAD Osprey, FL MLS# A4669513
$3,200,000
Studio

Beds

0.0

Baths

141 N CASEY KEY ROAD

Osprey, FL

Courtesy of WHITE SANDS REALTY GROUP FL
View 1811 HIGHLAND ROAD Osprey, FL MLS# TB8443161
  • Virtual Tour
1 of 19
$433,000
2

Beds

2.0

Baths

1,725

Sq.Ft.

1811 HIGHLAND ROAD

Osprey, FL

Courtesy of REALTY OF RIVERVIEW LLC
View 691 EAGLE WATCH LANE Osprey, FL MLS# A4668477
  • Virtual Tour
1 of 100
$3,995,000
4

Beds

5.2

Baths

6,705

Sq.Ft.

691 EAGLE WATCH LANE

Osprey, FL

Courtesy of SARASOTA TRUST REALTY COMPANY
View 106 VILLA DRIVE #106 Osprey, FL MLS# A4669327
  • Virtual Tour
1 of 13
$199,000
2

Beds

2.0

Baths

1,578

Sq.Ft.

106 VILLA DRIVE #106

Osprey, FL

Courtesy of KONA REALTY
View 889 MACEWEN DRIVE Osprey, FL MLS# A4667645
  • Virtual Tour
1 of 71
$2,300,000
4

Beds

4.0

Baths

3,235

Sq.Ft.

889 MACEWEN DRIVE

Osprey, FL

Courtesy of GENEROUS PROPERTY
View 120 VILLA DRIVE #120 Osprey, FL MLS# N6138441
  • Virtual Tour
1 of 55
$550,000
2

Beds

2.0

Baths

1,404

Sq.Ft.

120 VILLA DRIVE #120

Osprey, FL

Courtesy of COLDWELL BANKER SARASOTA CENT.
View 1036 OAK MEADOW LN Osprey, FL MLS# A4669695
  • Virtual Tour
1 of 71
OPEN HOUSE: Sunday 12/21 1:00 PM - 4:00 PM
$585,000
4

Beds

2.0

Baths

2,186

Sq.Ft.

1036 OAK MEADOW LN

Osprey, FL

Courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
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

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 12/19/2025.