200 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: 411

Updated 1 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: 651

Updated 1 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: 200

Updated 1 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: 15

Updated 1 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: 154

Updated 1 Minutes Ago
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40 photos
324 BAYSHORE DRIVE OSPREY FL 34229
$4,250,000
Beds: 4
Baths: 5
Sq Ft:
Days on Market: 57

Updated 1 Minutes Ago
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69 photos
854 MACEWEN DRIVE OSPREY FL 34229
$3,790,000
-$100,000
Beds: 4
Baths: 6
Sq Ft:
Days on Market: 185

Updated 1 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: 131

Updated 1 Minutes Ago
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96 photos
14401 MASTHEAD DRIVE OSPREY FL 34229
$3,250,000
Beds: 3
Baths: 4
Sq Ft:
Days on Market: 48
Open: 4/26/26 2 PM - 4 PM

Updated 1 Minutes Ago
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19 photos
436 S TAMIAMI TRAIL #C4 OSPREY FL 34229
$2,963,760 / mo
-$272,208
Beds:
Baths: 0
Sq Ft:
Days on Market: 75

Updated 1 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: 173

Updated 1 Minutes Ago
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73 photos
662 FERNWALK LANE OSPREY FL 34229
$2,850,000
Beds: 4
Baths: 4
Sq Ft:
Days on Market: 83

Updated 1 Minutes Ago
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30 photos
409 N POINT ROAD #1001 OSPREY FL 34229
$2,750,000
Beds: 3
Baths: 3
Sq Ft:
Days on Market: 0

Updated 1 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: 391

Updated 1 Minutes Ago
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96 photos
49 OSPREY POINT DRIVE OSPREY FL 34229
$2,500,000
Beds: 4
Baths: 4
Sq Ft:
Days on Market: 160

Updated 1 Minutes Ago
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73 photos
852 MACEWEN DRIVE OSPREY FL 34229
$2,495,000
Beds: 3
Baths: 4
Sq Ft:
Days on Market: 276

Updated 1 Minutes Ago
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100 photos
230 OSPREY POINT DRIVE OSPREY FL 34229
$2,495,000
Beds: 3
Baths: 4
Sq Ft:
Days on Market: 30

Updated 1 Minutes Ago
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73 photos
479 SOUTH CREEK DRIVE OSPREY FL 34229
$2,495,000
Beds: 5
Baths: 6
Sq Ft:
Days on Market: 134

Updated 1 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: 110

Updated 1 Minutes Ago
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70 photos
180 LOOKOUT POINT DRIVE OSPREY FL 34229
$2,249,900
Beds: 5
Baths: 4
Sq Ft:
Days on Market: 158

Updated 1 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: 91

Updated 1 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: 174

Updated 1 Minutes Ago
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86 photos
642 TRENTON WAY OSPREY FL 34229
$2,150,000
Beds: 4
Baths: 5
Sq Ft:
Days on Market: 28

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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: 25

Updated 1 Minutes Ago
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49 photos
18 N CASEY KEY ROAD OSPREY FL 34229
$2,000,000
Beds: 3
Baths: 2
Sq Ft:
Days on Market: 182

Updated 1 Minutes Ago
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69 photos
312 YACHT HARBOR DRIVE OSPREY FL 34229
$1,995,000
Beds: 3
Baths: 4
Sq Ft:
Days on Market: 201

Updated 1 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: 80

Updated 1 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: 166

Updated 1 Minutes Ago
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51 photos
401 WALLS WAY OSPREY FL 34229
$1,800,000
Beds: 4
Baths: 4
Sq Ft:
Days on Market: 82

Updated 1 Minutes Ago
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78 photos
402 MACEWEN DRIVE OSPREY FL 34229
$1,750,000
Beds: 3
Baths: 4
Sq Ft:
Days on Market: 8

Updated 1 Minutes Ago
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Style
- Cape Cod
- Coastal
- Contemporary
- Courtyard
- Craftsman
- Custom
- Elevated
- Florida
- French Provincial
- Key West
- Mediterranean
- Ranch
- Traditional
Subdivision
- ARBORS
- BAY ACRES - RESUB
- BAY OAKS ESTATES
- BAY OAKS ESTATES UNIT 1
- BAYPOINTE VISTA 1
- BAYSIDE
- BAY STREET VILLAGE
- BISHOPS COURT AT OAKS PRESERVE
- BISHOPSCOURT AT THE OAKS PRESERVE
- BISHOPS COURT AT THE OAKS PRESERVE
- BISHOPSCOURT TOWNHOME ONE
- BLACKBURN HARBOR RESIDENCES
- BLACKBURN HARBOR WATERFRONT VI
- BLACKBURN HARBOR WATERFRONT VILLAS
- BLACKBURN POINT MARINA VILLAGE
- CASEY KEY
- CORDES COVE
- DRY SLIPS AT BELLAGIO HARBOR VILLAGE
- DRY SLIPS AT BELLAGIO VILLAGE
- EDGEWATER/HIDDEN BAY PH 2 BLDG
- EDGEWATER/HIDDEN BAY PH 3
- EDGEWATER/HIDDEN BAY PH II BLD
- EDGEWATER/HIDDEN BAY PH IL BLD
- EDGEWATER AT HIDDEN BAY
- EMERALD WOODS AT OAKS 03 PH 02
- HARMS SUB
- HERON BAY CLUB SEC I
- HERON HOUSE
- HIDDEN BAY
- HIDDEN BAY / LAKE VISTA
- MERIDIAN AT THE OAKS PRESERVE
- NORTH CREEK ESTATES
- 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
- OSPREY EXECUTIVE PARK
- OSPREY PARK 2
- PALMER
- PALMS/CASEY KEY
- PARK TRACE ESTATES
- PHASE 2 OF BAY STREET
- PINE RANCH
- PINE RANCH EAST
- PINE RUN II
- PINE RUN III
- RIVENDELL
- RIVENDELL, THE WOODLANDS AT RIVENDELL
- RIVENDELL THE WOODLANDS
- RIVENDELL UNIT 5 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 VILLAS 1
- SOUTHBAY YACHT & RACQUET CLUB
- SOUTH CREEK
- THE OAKS CLUB
- TOWNS-END SHORES
- TRINITY ACRES
- VILLAS/HARBOR VILLAGE
- 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
