190 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: 459

Updated 13 Minutes Ago
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10 photos
505 LUMINARY BOULEVARD OSPREY FL 34229
$7,499,000
Beds:
Baths: 0
Sq Ft:
Days on Market: 699

Updated 13 Minutes Ago
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65 photos
121 N CASEY KEY ROAD OSPREY FL 34229
$6,475,000
Beds: 5
Baths: 6
Sq Ft:
Days on Market: 248

Updated 13 Minutes Ago
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100 photos
313 LOOKOUT POINT DRIVE OSPREY FL 34229
$5,999,999
Beds: 4
Baths: 5
Sq Ft:
Days on Market: 63

Updated 13 Minutes Ago
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42 photos
730 SARABAY ROAD OSPREY FL 34229
$4,995,000
Beds: 4
Baths: 6
Sq Ft:
Days on Market: 174

Updated 13 Minutes Ago
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65 photos
101 OSPREY POINT DRIVE OSPREY FL 34229
$4,790,000
Beds: 4
Baths: 6
Sq Ft:
Days on Market: 14

Updated 13 Minutes Ago
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40 photos
324 BAYSHORE DRIVE OSPREY FL 34229
$3,995,000
Beds: 4
Baths: 5
Sq Ft:
Days on Market: 105

Updated 13 Minutes Ago
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58 photos
1042 N CASEY KEY ROAD OSPREY FL 34229
$3,750,000
Beds: 4
Baths: 5
Sq Ft:
Days on Market: 179

Updated 13 Minutes Ago
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69 photos
854 MACEWEN DRIVE OSPREY FL 34229
$3,690,000
Beds: 4
Baths: 6
Sq Ft:
Days on Market: 234

Updated 13 Minutes Ago
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47 photos
135 TINA ISLAND DRIVE OSPREY FL 34229
$3,295,000
Beds: 3
Baths: 5
Sq Ft:
Days on Market: 35

Updated 13 Minutes Ago
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96 photos
14401 MASTHEAD DRIVE OSPREY FL 34229
$3,150,000
Beds: 3
Baths: 4
Sq Ft:
Days on Market: 77

Updated 13 Minutes Ago
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19 photos
436 S TAMIAMI TRAIL #C4 OSPREY FL 34229
$2,963,760 / mo
Beds:
Baths: 0
Sq Ft:
Days on Market: 123

Updated 13 Minutes Ago
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9 photos
141 N CASEY KEY ROAD OSPREY FL 34229
$2,850,000
Beds:
Baths: 0
Sq Ft:
Days on Market: 221

Updated 13 Minutes Ago
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88 photos
236 SAINT JAMES PARK OSPREY FL 34229
$2,700,000
Beds: 6
Baths: 7
Sq Ft:
Days on Market: 439

Updated 13 Minutes Ago
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97 photos
449 WEBBS COVE OSPREY FL 34229
$2,650,000
Beds: 4
Baths: 4
Sq Ft:
Days on Market: 18

Updated 13 Minutes Ago
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96 photos
49 OSPREY POINT DRIVE OSPREY FL 34229
$2,399,000
Beds: 4
Baths: 4
Sq Ft:
Days on Market: 208

Updated 13 Minutes Ago
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73 photos
852 MACEWEN DRIVE OSPREY FL 34229
$2,395,000
Beds: 3
Baths: 4
Sq Ft:
Days on Market: 324

Updated 13 Minutes Ago
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72 photos
433 E MACEWEN DRIVE OSPREY FL 34229
$2,250,000
Beds: 4
Baths: 4
Sq Ft:
Days on Market: 158

Updated 13 Minutes Ago
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55 photos
362 MACEWEN DRIVE OSPREY FL 34229
$2,249,000
Beds: 4
Baths: 4
Sq Ft:
Days on Market: 139

Updated 13 Minutes Ago
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70 photos
180 LOOKOUT POINT DRIVE OSPREY FL 34229
$2,199,900
-$50,000
Beds: 5
Baths: 4
Sq Ft:
Days on Market: 206

Updated 13 Minutes Ago
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91 photos
600 EAGLE WATCH LANE OSPREY FL 34229
$2,195,000
Beds: 3
Baths: 3
Sq Ft:
Days on Market: 188

Updated 13 Minutes Ago
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52 photos
448 E MACEWEN DRIVE OSPREY FL 34229
$2,100,000
Beds: 4
Baths: 4
Sq Ft:
Days on Market: 73

Updated 13 Minutes Ago
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60 photos
401 N POINT ROAD #1001 OSPREY FL 34229
$1,995,000
Beds: 3
Baths: 3
Sq Ft:
Days on Market: 128

Updated 13 Minutes Ago
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75 photos
538 DOVE POINTE DRIVE OSPREY FL 34229
$1,950,000
Beds: 4
Baths: 6
Sq Ft:
Days on Market: 214

Updated 13 Minutes Ago
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61 photos
97 SUGAR MILL DRIVE OSPREY FL 34229
$1,950,000
Beds: 5
Baths: 6
Sq Ft:
Days on Market: 39
Open: 6/13/26 1 PM - 4 PM

Updated 13 Minutes Ago
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51 photos
401 WALLS WAY OSPREY FL 34229
$1,775,000
-$25,000
Beds: 4
Baths: 4
Sq Ft:
Days on Market: 130

Updated 13 Minutes Ago
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49 photos
18 N CASEY KEY ROAD OSPREY FL 34229
$1,750,000
Beds: 3
Baths: 2
Sq Ft:
Days on Market: 222

Updated 13 Minutes Ago
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81 photos
402 MACEWEN DRIVE OSPREY FL 34229
$1,699,000
Beds: 3
Baths: 4
Sq Ft:
Days on Market: 56

Updated 13 Minutes Ago
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62 photos
909 MACEWEN DRIVE OSPREY FL 34229
$1,595,000
Beds: 3
Baths: 4
Sq Ft:
Days on Market: 634

Updated 13 Minutes Ago
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66 photos
76 OSPREY POINT DRIVE OSPREY FL 34229
$1,545,000
Beds: 3
Baths: 5
Sq Ft:
Days on Market: 170

Updated 13 Minutes Ago
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Style
- Cape Cod
- Coastal
- Contemporary
- Courtyard
- Craftsman
- Custom
- Florida
- French Provincial
- Key West
- Mediterranean
- Ranch
- Traditional
Subdivision
- ARBORS
- BAY ACRES - RESUB
- BAY OAKS ESTATES
- BAYPOINTE VISTA 1
- BAYSIDE
- BAY STREET VILLAGE
- BEL-AIR
- BISHOPS COURT AT OAKS PRESERVE
- BISHOPSCOURT AT THE OAKS PRESERVE
- BLACKBURN HARBOR RESIDENCES
- BLACKBURN HARBOR WATERFRONT VI
- BLACKBURN POINT MARINA VILLAGE
- CASEY KEY
- CORDES COVE
- DRY SLIPS AT BELLAGIO VILLAGE
- EDGEWATER/HIDDEN BAY BLDG B PH
- EDGEWATER/HIDDEN BAY PH 2 BLDG
- EDGEWATER/HIDDEN BAY PH 3
- EDGEWATER/HIDDEN BAY PH II BLD
- EMERALD WOODS AT OAKS 03 PH 02
- HARMS SUB
- HERON BAY CLUB SEC I
- HIDDEN BAY
- MERIDIAN AT THE OAKS PRESERVE
- OAKS
- OAKS 2 PH 1
- OAKS 2 PH 2
- OAKS 2 PH 3
- OAKS 2 PH 4-C PT 3
- OAKS 2 PHASE 2
- OAKS 3 PH 1
- OGBURNS T B ADD
- OSPREY EXECUTIVE PARK
- OSPREY PARK 2
- PALMER
- PALMS/CASEY KEY
- PARK TRACE ESTATES
- PHASE 2 OF BAY STREET
- PINE RANCH
- PINE RUN I
- PINE RUN II
- PINE RUN III
- RIVENDELL THE WOODLANDS
- RIVENDELL WOODLANDS
- SARABAY ACRES
- SAUNDERS V A RESUB
- SIESTA REV RESUB OF PT
- SORRENTO EAST
- SORRENTO SHORES
- SORRENTO SHORES REP OF 2
- SORRENTO SHORES UNIT 1
- SORRENTO VILLAS 1
- SOUTHBAY YACHT & RACQUET CLUB
- TB OGBURNS ADD
- THE OAKS
- THE OAKS CLUB
- TOWNS-END SHORES
- TRINITY ACRES
- VILLAS AT BELLAGIO HARBOR VILLAGE
- WILLOWBEND PH 1
- WILLOWBEND PH 2
- WILLOWBEND PH 3
- WILLOWBEND PH 4
- WILLOWBEND PHASE 3
- WINDSOR LODGE AT THE OAKS
