194 total properties
View 252 SUN AIR CIRCLE Osprey, FL MLS# A4683143
  • Recently Listed with Virtual Tour
1 of 86
$235,000
2

Beds

2.0

Baths

1,152

Sq.Ft.

252 SUN AIR CIRCLE

Osprey, FL

Courtesy of COLDWELL BANKER SARASOTA CENT.
View 232 WOODLAND DRIVE 232 Osprey, FL MLS# A4671600
  • Virtual Tour
1 of 47
$264,900
2

Beds

2.0

Baths

1,325

Sq.Ft.

232 WOODLAND DRIVE 232

Osprey, FL

Courtesy of PAT WILLIAMS REALTY, LLC
View 456 WASHINGTON AVENUE Osprey, FL MLS# A4623594
  • Virtual Tour
1 of 7
$269,999
Studio

Beds

0.0

Baths

456 WASHINGTON AVENUE

Osprey, FL

Courtesy of FLOTACAL
The time to sell is now! THE TIME TO SELL IS NOW!
View 2043 CORDES STREET Osprey, FL MLS# A4677419
  • Virtual Tour
1 of 35
$289,000
3

Beds

2.0

Baths

1,186

Sq.Ft.

2043 CORDES STREET

Osprey, FL

Courtesy of PREFERRED SHORE LLC
View 51 MACEWEN DRIVE 11 Osprey, FL MLS# A4679180
  • Virtual Tour
1 of 38
$300,000
1

Beds

1.0

Baths

623

Sq.Ft.

51 MACEWEN DRIVE 11

Osprey, FL

Courtesy of 342 REAL ESTATE
View 100 NAVIGATION CIRCLE NA Osprey, FL MLS# A4676420
$305,000
2

Beds

2.0

Baths

1,135

Sq.Ft.

100 NAVIGATION CIRCLE NA

Osprey, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
View 116 NAVIGATION CIRCLE 106 Osprey, FL MLS# A4658738
  • Virtual Tour
1 of 61
$325,000
3

Beds

2.0

Baths

1,430

Sq.Ft.

116 NAVIGATION CIRCLE 106

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
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 436 S TAMIAMI TRAIL C4 Osprey, FL MLS# A4648348
  • Virtual Tour
1 of 44
$350,000
1,272

Sq.Ft.

436 S TAMIAMI TRAIL C4

Osprey, FL

Courtesy of KONA REALTY
View 172 EXPLORER DRIVE Osprey, FL MLS# A4678068
  • Virtual Tour
1 of 61
$350,000
2

Beds

2.0

Baths

1,449

Sq.Ft.

172 EXPLORER DRIVE

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 4284 EXPEDITION WAY NA Osprey, FL MLS# A4681835
  • Recently Listed with Virtual Tour
1 of 40
$350,000
3

Beds

2.0

Baths

1,430

Sq.Ft.

4284 EXPEDITION WAY NA

Osprey, FL

Courtesy of PREFERRED SHORE LLC
View 124 REVOLUTION WAY Osprey, FL MLS# N6142473
  • Virtual Tour
1 of 78
$388,000
2

Beds

2.0

Baths

1,574

Sq.Ft.

124 REVOLUTION WAY

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
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 524 SARABAY ROAD Osprey, FL MLS# A4676179
  • Virtual Tour
1 of 41
OPEN HOUSE: Sunday 3/8 10:00 AM - 1:00 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 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 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 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 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

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 3/2/2026.