192 total properties
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 811 SHADOW BAY WAY Osprey, FL MLS# D6145942
$525,000
2

Beds

2.0

Baths

1,760

Sq.Ft.

811 SHADOW BAY WAY

Osprey, FL

Courtesy of PROGRAM REALTY, LLC
View 120 VILLA DRIVE 120 Osprey, FL MLS# N6138441
  • Virtual Tour
1 of 55
OPEN HOUSE: Sunday 2/22 12:00 PM - 3:00 PM
$515,000
2

Beds

2.0

Baths

1,404

Sq.Ft.

120 VILLA DRIVE 120

Osprey, FL

Courtesy of COLDWELL BANKER SARASOTA CENT.
The time to sell is now! THE TIME TO SELL IS NOW!
View 742 HARMS DRIVE Osprey, FL MLS# A4666421
  • Virtual Tour
1 of 46
$515,000
3

Beds

2.0

Baths

1,293

Sq.Ft.

742 HARMS DRIVE

Osprey, FL

Courtesy of EXP REALTY LLC
View 570 CRANE PRAIRIE WAY Osprey, FL MLS# A4678898
$499,900
3

Beds

2.0

Baths

2,298

Sq.Ft.

570 CRANE PRAIRIE WAY

Osprey, FL

Courtesy of MS REALTY MICKEY SCHWEITZER & ASSOCIATES LLC
View 1102 JESSIE HARBOR DRIVE 1102 Osprey, FL MLS# C7519762
$475,000
2

Beds

2.0

Baths

1,425

Sq.Ft.

1102 JESSIE HARBOR DRIVE 1102

Osprey, FL

Courtesy of DOWNING FRYE REALTY, INC.
View 7303 JESSIE HARBOR DRIVE 7303 Osprey, FL MLS# D6142543
$474,900
3

Beds

2.0

Baths

1,883

Sq.Ft.

7303 JESSIE HARBOR DRIVE 7303

Osprey, FL

Courtesy of KW COASTAL LIVING
View 3976 DESTINATION DRIVE 102 Osprey, FL MLS# N6142459
$449,000
1,050

Sq.Ft.

3976 DESTINATION DRIVE 102

Osprey, FL

Courtesy of AYERS AND ASSOCIATES REAL ESTATE
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 32 BAY AVENUE Osprey, FL MLS# N6140978
  • Virtual Tour
1 of 51
$437,000
2

Beds

2.0

Baths

2,148

Sq.Ft.

32 BAY AVENUE

Osprey, FL

Courtesy of LOKATION
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 352 GLENWOOD AVE Osprey, FL MLS# N6138982
  • Virtual Tour
1 of 36
$429,500
3

Beds

2.0

Baths

1,300

Sq.Ft.

352 GLENWOOD AVE

Osprey, FL

Courtesy of WHITE SANDS REALTY GROUP FL
View 524 SARABAY ROAD Osprey, FL MLS# A4676179
  • Virtual Tour
1 of 41
OPEN HOUSE: Saturday 2/21 11:00 AM - 2:00 PM
$419,000
3

Beds

2.0

Baths

1,760

Sq.Ft.

524 SARABAY ROAD

Osprey, FL

Courtesy of SUN N SAND REAL ESTATE LLC
View 291 HIDDEN BAY DRIVE 101 Osprey, FL MLS# N6141302
  • Virtual Tour
1 of 33
$400,000
2

Beds

2.0

Baths

1,599

Sq.Ft.

291 HIDDEN BAY DRIVE 101

Osprey, FL

Courtesy of PARADISE EXCLUSIVE INC
View 401 N POINT ROAD 301 Osprey, FL MLS# A4603773
  • Virtual Tour
1 of 91
$395,000
3

Beds

3.0

Baths

2,594

Sq.Ft.

401 N POINT ROAD 301

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 2251 JESSIE HARBOR DRIVE 2101 Osprey, FL MLS# A4631433
$395,000
2

Beds

2.0

Baths

1,400

Sq.Ft.

2251 JESSIE HARBOR DRIVE 2101

Osprey, FL

Courtesy of GENEROUS PROPERTY
View 51 N TAMIAMI TRAIL Osprey, FL MLS# A4638654
  • Virtual Tour
1 of 53
$395,000
Studio

Beds

0.0

Baths

51 N TAMIAMI TRAIL

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 124 REVOLUTION WAY Osprey, FL MLS# N6142473
  • Virtual Tour
1 of 78
OPEN HOUSE: Saturday 2/21 12:00 PM - 2:00 PM
$388,000
2

Beds

2.0

Baths

1,574

Sq.Ft.

124 REVOLUTION WAY

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 436 S TAMIAMI TRAIL C4 Osprey, FL MLS# A4648348
  • Virtual Tour
1 of 44
$374,900
1,272

Sq.Ft.

436 S TAMIAMI TRAIL C4

Osprey, FL

Courtesy of KONA REALTY

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 2/21/2026.