158 results in search
66 photos
121 N CASEY KEY ROAD OSPREY FL 34229
$6,475,000
Beds: 5
Baths: 6
Sq Ft:
Days on Market: 316
Updated 12 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: 131
Updated 12 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: 82
Updated 12 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: 122
Updated 12 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: 103
Updated 12 Minutes Ago
Trip MapRequest InfoAppointment
77 photos
321 LOOKOUT POINT DRIVE OSPREY FL 34229
$3,100,000
Beds: 3
Baths: 4
Sq Ft:
Days on Market: 1
Updated 12 Minutes Ago
Trip MapRequest InfoAppointment
9 photos
141 N CASEY KEY ROAD OSPREY FL 34229
$2,850,000
Beds:
Baths: 0
Sq Ft:
Days on Market: 289
Updated 12 Minutes Ago
Trip MapRequest InfoAppointment
96 photos
14401 MASTHEAD DRIVE OSPREY FL 34229
$2,850,000
-$145,000
Beds: 3
Baths: 4
Sq Ft:
Days on Market: 145
Updated 12 Minutes Ago
Trip MapRequest InfoAppointment
16 photos
2301 S TAMIAMI TRAIL OSPREY FL 34229
$2,850,000
Beds:
Baths: 0
Sq Ft:
Days on Market: 9
Updated 12 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: 507
Updated 12 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 12 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: 276
Updated 12 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: 392
Updated 12 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: 274
Updated 12 Minutes Ago
Trip MapRequest InfoAppointment
78 photos
433 E MACEWEN DRIVE OSPREY FL 34229
$2,189,000
Beds: 4
Baths: 4
Sq Ft:
Days on Market: 225
Updated 12 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: 128
Updated 12 Minutes Ago
Trip MapRequest InfoAppointment
60 photos
401 N POINT ROAD #1001 OSPREY FL 34229
$1,995,000
Beds: 3
Baths: 3
Sq Ft:
Days on Market: 196
Updated 12 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: 282
Updated 12 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: 107
Updated 12 Minutes Ago
Trip MapRequest InfoAppointment
97 photos
916 MACEWEN DRIVE OSPREY FL 34229
$1,900,000
Beds: 5
Baths: 8
Sq Ft:
Days on Market: 24
Updated 12 Minutes Ago
Trip MapRequest InfoAppointment
99 photos
206 FOUR KNOT LANE OSPREY FL 34229
$1,790,000
-$5,000
Beds: 3
Baths: 2
Sq Ft:
Days on Market: 53
Open: 8/16/26 1 PM - 4 PM
Updated 12 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: 238
Updated 12 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: 702
Updated 12 Minutes Ago
Trip MapRequest InfoAppointment
70 photos
75 OSPREY POINT DRIVE OSPREY FL 34229
$1,595,000
-$54,000
Beds: 4
Baths: 4
Sq Ft:
Days on Market: 66
Updated 12 Minutes Ago
Trip MapRequest InfoAppointment
100 photos
480 ORISKANY COURT OSPREY FL 34229
$1,500,000
Beds: 3
Baths: 4
Sq Ft:
Days on Market: 154
Open: 8/23/26 1 PM - 4 PM
Updated 12 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: 69
Updated 12 Minutes Ago
Trip MapRequest InfoAppointment
74 photos
1474 LANDVIEW LANE OSPREY FL 34229
$1,400,000
Beds: 4
Baths: 3
Sq Ft:
Days on Market: 35
Updated 12 Minutes Ago
Trip MapRequest InfoAppointment
75 photos
486 YACHT HARBOR DRIVE OSPREY FL 34229
$1,400,000
Beds: 3
Baths: 4
Sq Ft:
Days on Market: 3
Updated 12 Minutes Ago
Trip MapRequest InfoAppointment
61 photos
3603 N POINT ROAD #702 OSPREY FL 34229
$1,395,000
Beds: 3
Baths: 3
Sq Ft:
Days on Market: 534
Updated 12 Minutes Ago
Trip MapRequest InfoAppointment
14 photos
2099 S TAMIAMI TRAIL OSPREY FL 34229
$1,350,000
Beds:
Baths: 0
Sq Ft:
Days on Market: 188
Updated 12 Minutes Ago
Trip MapRequest InfoAppointment