176 total properties
View 362 MACEWEN DRIVE Osprey, FL MLS# A4676567
  • Virtual Tour
1 of 55
$2,249,000
4

Beds

3.1

Baths

4,117

Sq.Ft.

362 MACEWEN DRIVE

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 600 EAGLE WATCH LANE Osprey, FL MLS# A4668497
$2,195,000
3

Beds

3.0

Baths

3,681

Sq.Ft.

600 EAGLE WATCH LANE

Osprey, FL

Courtesy of GENEROUS PROPERTY
View 642 TRENTON WAY Osprey, FL MLS# A4686927
  • Virtual Tour
1 of 86
$2,150,000
4

Beds

4.1

Baths

3,939

Sq.Ft.

642 TRENTON WAY

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 448 E MACEWEN DRIVE Osprey, FL MLS# A4687195
  • Virtual Tour
1 of 52
$2,100,000
4

Beds

3.1

Baths

3,768

Sq.Ft.

448 E MACEWEN DRIVE

Osprey, FL

Courtesy of GENEROUS PROPERTY
View 401 N POINT ROAD 1001 Osprey, FL MLS# A4679998
  • Virtual Tour
1 of 60
$1,995,000
3

Beds

3.0

Baths

3,029

Sq.Ft.

401 N POINT ROAD 1001

Osprey, FL

Courtesy of GENEROUS PROPERTY
View 538 DOVE POINTE DRIVE Osprey, FL MLS# A4669491
  • Virtual Tour
1 of 75
$1,950,000
4

Beds

5.1

Baths

4,346

Sq.Ft.

538 DOVE POINTE DRIVE

Osprey, FL

Courtesy of GENEROUS PROPERTY
View 97 SUGAR MILL DRIVE Osprey, FL MLS# A4691789
  • Virtual Tour
1 of 61
$1,950,000
5

Beds

5.1

Baths

4,885

Sq.Ft.

97 SUGAR MILL DRIVE

Osprey, FL

Courtesy of PALM PARADISE REALTY GROUP
View 401 WALLS WAY Osprey, FL MLS# A4680312
  • Virtual Tour
1 of 51
$1,775,000
4

Beds

3.1

Baths

4,387

Sq.Ft.

401 WALLS WAY

Osprey, FL

Courtesy of ENGEL + VOELKERS SARASOTA
View 18 N CASEY KEY ROAD Osprey, FL MLS# A4669083
$1,750,000
3

Beds

2.0

Baths

1,977

Sq.Ft.

18 N CASEY KEY ROAD

Osprey, FL

Courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
View 402 MACEWEN DRIVE Osprey, FL MLS# A4690018
  • Virtual Tour
1 of 81
$1,699,000
3

Beds

3.1

Baths

3,565

Sq.Ft.

402 MACEWEN DRIVE

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 314 S SHORE DRIVE Osprey, FL MLS# TB8510971
  • Recently Listed with Virtual Tour
1 of 99
$1,649,000
4

Beds

3.0

Baths

3,853

Sq.Ft.

314 S SHORE DRIVE

Osprey, FL

Courtesy of HOMECOIN.COM
View 909 MACEWEN DRIVE Osprey, FL MLS# A4621683
  • Virtual Tour
1 of 62
$1,595,000
3

Beds

3.1

Baths

4,241

Sq.Ft.

909 MACEWEN DRIVE

Osprey, FL

Courtesy of GENEROUS PROPERTY
View 25 SUGAR MILL DRIVE Osprey, FL MLS# A4678423
  • Virtual Tour
1 of 74
$1,550,000
3

Beds

3.1

Baths

3,066

Sq.Ft.

25 SUGAR MILL DRIVE

Osprey, FL

Courtesy of GENEROUS PROPERTY
View 76 OSPREY POINT DRIVE Osprey, FL MLS# A4672843
  • Virtual Tour
1 of 66
$1,545,000
3

Beds

4.1

Baths

4,364

Sq.Ft.

76 OSPREY POINT DRIVE

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 480 ORISKANY COURT Osprey, FL MLS# A4684136
  • Virtual Tour
1 of 100
$1,535,000
3

Beds

3.1

Baths

3,208

Sq.Ft.

480 ORISKANY COURT

Osprey, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
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
View 893 MACEWEN DRIVE Osprey, FL MLS# A4695375
  • Recently Listed with Virtual Tour
1 of 26
$1,500,000
Studio

Beds

0.0

Baths

893 MACEWEN DRIVE

Osprey, FL

Courtesy of GENEROUS PROPERTY
View 360 N POINT ROAD Osprey, FL MLS# A4617671
  • New Construction with Virtual Tour
1 of 57
$1,499,000
3

Beds

3.1

Baths

2,913

Sq.Ft.

360 N POINT ROAD

Osprey, FL

Courtesy of GENEROUS PROPERTY
View 1471 SHOAL WAY Osprey, FL MLS# A4683702
  • 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 422 BLUE GARDEN LANE Osprey, FL MLS# A4664436
  • Virtual Tour
1 of 100
$1,495,000
3

Beds

3.1

Baths

3,872

Sq.Ft.

422 BLUE GARDEN LANE

Osprey, FL

Courtesy of COLDWELL BANKER REALTY

Information deemed reliable but not guaranteed.

The data relating to the real estate for sale on this web site comes in part from the Realtor Association of Greater Miami and the Beaches.

The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective consumers may be interested in purchasing

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 6/1/2026.