195 total properties
View 764 SARABAY ROAD 8 Osprey, FL MLS# A4683747
  • Recently Listed with Virtual Tour
1 of 64
$450,000
2

Beds

2.0

Baths

1,392

Sq.Ft.

764 SARABAY ROAD 8

Osprey, FL

Courtesy of PREMIER SOTHEBYS INTL REALTY
View 1140 BEACHCOMBER COURT 11 Osprey, FL MLS# A4683755
  • Recently Listed
1 of 58
$600,000
3

Beds

2.1

Baths

2,040

Sq.Ft.

1140 BEACHCOMBER COURT 11

Osprey, FL

Courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
View 324 BAYSHORE DRIVE Osprey, FL MLS# A4683138
  • Recently Listed with Virtual Tour
1 of 40
$4,250,000
4

Beds

4.1

Baths

4,389

Sq.Ft.

324 BAYSHORE DRIVE

Osprey, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
The time to sell is now! THE TIME TO SELL IS NOW!
View 288 WOODS POINT ROAD Osprey, FL MLS# A4683632
  • Recently Listed with Virtual Tour
1 of 44
$445,000
3

Beds

2.0

Baths

1,788

Sq.Ft.

288 WOODS POINT ROAD

Osprey, FL

Courtesy of KW COASTAL LIVING III
View 393 N POINT ROAD 301 Osprey, FL MLS# A4682548
  • Recently Listed with Virtual Tour
1 of 78
$625,000
3

Beds

3.0

Baths

2,594

Sq.Ft.

393 N POINT ROAD 301

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 1471 SHOAL WAY Osprey, FL MLS# A4683702
  • Recently Listed with Virtual Tour
1 of 37
$1,499,000
4

Beds

3.0

Baths

2,798

Sq.Ft.

1471 SHOAL WAY

Osprey, FL

Courtesy of DALTON WADE INC
View 51 WEBB STREET Osprey, FL MLS# A4681648
  • Recently Listed with Virtual Tour
1 of 56
OPEN HOUSE: Sunday 3/1 1:00 AM - 3:00 PM
$599,000
3

Beds

2.1

Baths

2,130

Sq.Ft.

51 WEBB STREET

Osprey, FL

Courtesy of FINE PROPERTIES
View 252 SUN AIR CIRCLE Osprey, FL MLS# A4683143
  • Recently Listed with Virtual Tour
1 of 86
OPEN HOUSE: Sunday 3/1 1:00 AM - 3:00 PM
$235,000
2

Beds

2.0

Baths

1,152

Sq.Ft.

252 SUN AIR CIRCLE

Osprey, FL

Courtesy of COLDWELL BANKER SARASOTA CENT.
View 334 TROPIC DRIVE Osprey, FL MLS# A4682827
  • Adult Community with Virtual Tour
1 of 36
$175,000
2

Beds

2.0

Baths

1,143

Sq.Ft.

334 TROPIC DRIVE

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 664 CRANE PRAIRIE WAY Osprey, FL MLS# A4681662
  • Recently Listed with Virtual Tour
1 of 69
OPEN HOUSE: Sunday 3/1 1:00 PM - 3:00 PM
$897,000
3

Beds

3.0

Baths

2,870

Sq.Ft.

664 CRANE PRAIRIE WAY

Osprey, FL

Courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
View 530 N MAC EWEN DRIVE Osprey, FL MLS# A4683029
  • Recently Listed with Virtual Tour
1 of 66
$2,400,000
4

Beds

5.1

Baths

4,346

Sq.Ft.

530 N MAC EWEN DRIVE

Osprey, FL

Courtesy of LPT REALTY, LLC
View 14 OLD VENICE ROAD Osprey, FL MLS# A4682477
  • Recently Listed with Virtual Tour
1 of 20
$190,000
Studio

Beds

0.0

Baths

14 OLD VENICE ROAD

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 354 PINE RUN DRIVE Osprey, FL MLS# A4683173
  • Recently Listed with Virtual Tour
1 of 75
$200,000
2

Beds

2.0

Baths

1,224

Sq.Ft.

354 PINE RUN DRIVE

Osprey, FL

Courtesy of COMPASS FLORIDA LLC
View 659 RIVENDELL BOULEVARD Osprey, FL MLS# A4681935
  • Recently Listed
1 of 45
$679,000
3

Beds

2.1

Baths

2,292

Sq.Ft.

659 RIVENDELL BOULEVARD

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 6100 JESSIE HARBOR DRIVE 203 Osprey, FL MLS# N6142959
  • Recently Listed with Virtual Tour
1 of 56
$769,000
3

Beds

3.0

Baths

2,630

Sq.Ft.

6100 JESSIE HARBOR DRIVE 203

Osprey, FL

Courtesy of HOMESMART
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 570 BLACKBURN POINT ROAD 26 Osprey, FL MLS# A4680901
  • Recently Listed
1 of 4
$36,000
Studio

Beds

0.0

Baths

570 BLACKBURN POINT ROAD 26

Osprey, FL

Courtesy of BRIGHT REALTY
View 260 HIDDEN BAY DRIVE 304 Osprey, FL MLS# N6142969
  • Recently Listed with Virtual Tour
1 of 70
$699,000
2

Beds

2.1

Baths

1,950

Sq.Ft.

260 HIDDEN BAY DRIVE 304

Osprey, FL

Courtesy of ENGEL & VOELKERS VENICE DOWNTOWN
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 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

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 2/26/2026.