107 results in search
60 photos
1216 N CASEY KEY ROAD OSPREY FL 34229
$10,750,000
Beds: 5
Baths: 8
Sq Ft:
Days on Market: 474
Updated 9 Minutes Ago
Trip MapRequest InfoAppointment
65 photos
121 N CASEY KEY ROAD OSPREY FL 34229
$6,475,000
Beds: 5
Baths: 6
Sq Ft:
Days on Market: 263
Updated 9 Minutes Ago
Trip MapRequest InfoAppointment
100 photos
313 LOOKOUT POINT DRIVE OSPREY FL 34229
$5,999,999
Beds: 4
Baths: 5
Sq Ft:
Days on Market: 78
Updated 9 Minutes Ago
Trip MapRequest InfoAppointment
65 photos
101 OSPREY POINT DRIVE OSPREY FL 34229
$4,790,000
Beds: 4
Baths: 6
Sq Ft:
Days on Market: 29
Updated 9 Minutes Ago
Trip MapRequest InfoAppointment
40 photos
324 BAYSHORE DRIVE OSPREY FL 34229
$3,995,000
Beds: 4
Baths: 5
Sq Ft:
Days on Market: 120
Updated 9 Minutes Ago
Trip MapRequest InfoAppointment
69 photos
854 MACEWEN DRIVE OSPREY FL 34229
$3,690,000
Beds: 4
Baths: 6
Sq Ft:
Days on Market: 249
Updated 9 Minutes Ago
Trip MapRequest InfoAppointment
47 photos
135 TINA ISLAND DRIVE OSPREY FL 34229
$3,295,000
Beds: 3
Baths: 5
Sq Ft:
Days on Market: 50
Updated 9 Minutes Ago
Trip MapRequest InfoAppointment
96 photos
14401 MASTHEAD DRIVE OSPREY FL 34229
$2,995,000
-$155,000
Beds: 3
Baths: 4
Sq Ft:
Days on Market: 92
Open: 6/28/26 2 PM - 4 PM
Updated 9 Minutes Ago
Trip MapRequest InfoAppointment
88 photos
236 SAINT JAMES PARK OSPREY FL 34229
$2,700,000
Beds: 6
Baths: 7
Sq Ft:
Days on Market: 454
Updated 9 Minutes Ago
Trip MapRequest InfoAppointment
97 photos
449 WEBBS COVE OSPREY FL 34229
$2,650,000
Beds: 4
Baths: 4
Sq Ft:
Days on Market: 18
Updated 9 Minutes Ago
Trip MapRequest InfoAppointment
96 photos
49 OSPREY POINT DRIVE OSPREY FL 34229
$2,399,000
Beds: 4
Baths: 4
Sq Ft:
Days on Market: 223
Updated 9 Minutes Ago
Trip MapRequest InfoAppointment
73 photos
852 MACEWEN DRIVE OSPREY FL 34229
$2,395,000
Beds: 3
Baths: 4
Sq Ft:
Days on Market: 339
Updated 9 Minutes Ago
Trip MapRequest InfoAppointment
55 photos
362 MACEWEN DRIVE OSPREY FL 34229
$2,249,000
Beds: 4
Baths: 4
Sq Ft:
Days on Market: 154
Updated 9 Minutes Ago
Trip MapRequest InfoAppointment
70 photos
180 LOOKOUT POINT DRIVE OSPREY FL 34229
$2,199,900
Beds: 5
Baths: 4
Sq Ft:
Days on Market: 221
Updated 9 Minutes Ago
Trip MapRequest InfoAppointment
72 photos
433 E MACEWEN DRIVE OSPREY FL 34229
$2,189,000
-$61,000
Beds: 4
Baths: 4
Sq Ft:
Days on Market: 173
Open: 6/28/26 1 PM - 3 PM
Updated 9 Minutes Ago
Trip MapRequest InfoAppointment
52 photos
448 E MACEWEN DRIVE OSPREY FL 34229
$2,100,000
Beds: 4
Baths: 4
Sq Ft:
Days on Market: 88
Updated 9 Minutes Ago
Trip MapRequest InfoAppointment
75 photos
538 DOVE POINTE DRIVE OSPREY FL 34229
$1,950,000
Beds: 4
Baths: 6
Sq Ft:
Days on Market: 229
Updated 9 Minutes Ago
Trip MapRequest InfoAppointment
61 photos
97 SUGAR MILL DRIVE OSPREY FL 34229
$1,950,000
Beds: 5
Baths: 6
Sq Ft:
Days on Market: 54
Updated 9 Minutes Ago
Trip MapRequest InfoAppointment
99 photos
206 FOUR KNOT LANE OSPREY FL 34229
$1,850,000
Beds: 3
Baths: 2
Sq Ft:
Days on Market: 0
Open: 6/28/26 1 PM - 4 PM
Updated 9 Minutes Ago
Trip MapRequest InfoAppointment
51 photos
401 WALLS WAY OSPREY FL 34229
$1,775,000
Beds: 4
Baths: 4
Sq Ft:
Days on Market: 138
Updated 9 Minutes Ago
Trip MapRequest InfoAppointment
49 photos
18 N CASEY KEY ROAD OSPREY FL 34229
$1,750,000
Beds: 3
Baths: 2
Sq Ft:
Days on Market: 222
Updated 9 Minutes Ago
Trip MapRequest InfoAppointment
70 photos
75 OSPREY POINT DRIVE OSPREY FL 34229
$1,649,000
Beds: 4
Baths: 4
Sq Ft:
Days on Market: 13
Updated 9 Minutes Ago
Trip MapRequest InfoAppointment
62 photos
909 MACEWEN DRIVE OSPREY FL 34229
$1,595,000
Beds: 3
Baths: 4
Sq Ft:
Days on Market: 649
Updated 9 Minutes Ago
Trip MapRequest InfoAppointment
100 photos
480 ORISKANY COURT OSPREY FL 34229
$1,535,000
Beds: 3
Baths: 4
Sq Ft:
Days on Market: 107
Updated 9 Minutes Ago
Trip MapRequest InfoAppointment
96 photos
422 BLUE GARDEN LANE OSPREY FL 34229
$1,495,000
Beds: 3
Baths: 4
Sq Ft:
Days on Market: 191
Updated 9 Minutes Ago
Trip MapRequest InfoAppointment
49 photos
360 N POINT ROAD OSPREY FL 34229
$1,495,000
Beds: 3
Baths: 4
Sq Ft:
Days on Market: 16
Updated 9 Minutes Ago
Trip MapRequest InfoAppointment
99 photos
314 S SHORE DRIVE OSPREY FL 34229
$1,495,000
Beds: 4
Baths: 3
Sq Ft:
Days on Market: 30
Updated 9 Minutes Ago
Trip MapRequest InfoAppointment
74 photos
25 SUGAR MILL DRIVE OSPREY FL 34229
$1,489,000
Beds: 3
Baths: 4
Sq Ft:
Days on Market: 151
Updated 9 Minutes Ago
Trip MapRequest InfoAppointment
74 photos
1474 LANDVIEW LANE OSPREY FL 34229
$1,475,000
Beds: 4
Baths: 3
Sq Ft:
Days on Market: 11
Open: 6/28/26 1 AM - 3 PM
Updated 9 Minutes Ago
Trip MapRequest InfoAppointment
95 photos
365 S SHORE DRIVE OSPREY FL 34229
$1,349,000
Beds: 3
Baths: 2
Sq Ft:
Days on Market: 174
Updated 9 Minutes Ago
Trip MapRequest InfoAppointment