Osprey, FL Real Estate and Properties for Sale | Berkshire Hathaway HomeServices Florida Network Realty
Maria Wilkes

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Drive Time is an estimate based on analysis of data from a variety of public and private sources ranging from government road sensors, official accident and incident reports to real-time traffic speeds crowd-sourced from a community of approximately 100 million drivers - Actual drive times may vary.

Osprey, FL Real Estate and Properties for Sale

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Drive Time is an estimate based on analysis of data from a variety of public and private sources ranging from government road sensors, official accident and incident reports to real-time traffic speeds crowd-sourced from a community of approximately 100 million drivers - Actual drive times may vary.
$2,249,000
Active
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362 MACEWEN DRIVE

OSPREY, FL 34229

  • Single Family
  • 4 Beds
  • 4 Baths
  • 4,117 sqft
Listing provided courtesy of COLDWELL BANKER REALTY
$35,900
Active
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570 BLACKBURN POINT ROAD #LNG42

OSPREY, FL 34229

  • Single Family
Listing provided courtesy of RE/MAX ALLIANCE GROUP
$1,349,000
Active
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365 S SHORE DRIVE

OSPREY, FL 34229

  • Single Family
  • 3 Beds
  • 2 Baths
  • 1,824 sqft
Listing provided courtesy of EXIT KING REALTY
$2,189,000
Active
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433 E MACEWEN DRIVE

OSPREY, FL 34229

  • Single Family
  • 4 Beds
  • 4 Baths
  • 4,012 sqft
Listing provided courtesy of GENEROUS PROPERTY
$419,000
Active
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524 SARABAY ROAD

OSPREY, FL 34229

  • Single Family
  • 3 Beds
  • 2 Baths
  • 1,760 sqft
Listing provided courtesy of SUN N SAND REAL ESTATE LLC
$115,000
Active
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570 BLACKBURN POINT ROAD #43

OSPREY, FL 34229

  • Single Family
Listing provided courtesy of BRIGHT REALTY
$749,000
Active
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678 FAITH AVENUE

OSPREY, FL 34229

  • Single Family
  • 3 Beds
  • 3 Baths
  • 2,583 sqft
Listing provided courtesy of GENEROUS PROPERTY
$109,000
Active
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570 BLACKBURN POINT ROAD #13

OSPREY, FL 34229

  • Single Family
Listing provided courtesy of BRIGHT REALTY
$5,500
Active
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557 CRANE PRAIRIE WAY

OSPREY, FL 34229

  • Rental
  • 3 Beds
  • 2 Baths
  • 2,172 sqft
Listing provided courtesy of PREFERRED SHORE LLC
$3,500
Active
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2068 PREYMORE STREET

OSPREY, FL 34229

  • Rental
  • 3 Beds
  • 2 Baths
  • 1,648 sqft
Listing provided courtesy of PREFERRED SHORE LLC
$690,000
Active
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385 N POINT ROAD #503

OSPREY, FL 34229

  • Single Family
  • 3 Beds
  • 3 Baths
  • 2,203 sqft
Listing provided courtesy of COLDWELL BANKER REALTY
$1,095,000
Active
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403 LONGBOW TRAIL

OSPREY, FL 34229

  • Single Family
  • 4 Beds
  • 3 Baths
  • 2,770 sqft
Listing provided courtesy of DALTON WADE INC
$2,199,900
Active
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180 LOOKOUT POINT DRIVE

OSPREY, FL 34229

  • Single Family
  • 5 Beds
  • 4 Baths
  • 3,236 sqft
Listing provided courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
$2,399,000
Active
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49 OSPREY POINT DRIVE

OSPREY, FL 34229

  • Single Family
  • 4 Beds
  • 4 Baths
  • 3,953 sqft
Listing provided courtesy of MICHAEL SAUNDERS & COMPANY
$629,000
Active
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401 N POINT ROAD #603

OSPREY, FL 34229

  • Single Family
  • 3 Beds
  • 3 Baths
  • 2,203 sqft
Listing provided courtesy of COLDWELL BANKER REALTY
$1,200,000
Active
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700 FAITH AVENUE

OSPREY, FL 34229

  • Single Family
  • 4 Beds
  • 3 Baths
  • 2,474 sqft
Listing provided courtesy of LACEY REALTY INC
$1,950,000
Active
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538 DOVE POINTE DRIVE

OSPREY, FL 34229

  • Single Family
  • 4 Beds
  • 6 Baths
  • 4,346 sqft
Listing provided courtesy of GENEROUS PROPERTY
$417,000
Active
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1811 HIGHLAND ROAD

OSPREY, FL 34229

  • Single Family
  • 2 Beds
  • 2 Baths
  • 1,725 sqft
Listing provided courtesy of REALTY OF RIVERVIEW LLC
$2,850,000
Active
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141 N CASEY KEY ROAD

OSPREY, FL 34229

  • Vacant Land
Listing provided courtesy of WHITE SANDS REALTY GROUP FL
$3,640,000
Active
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854 MACEWEN DRIVE

OSPREY, FL 34229

  • Single Family
  • 4 Beds
  • 6 Baths
  • 9,081 sqft
Listing provided courtesy of COLDWELL BANKER REALTY
$6,475,000
Active
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121 N CASEY KEY ROAD

OSPREY, FL 34229

  • Single Family
  • 5 Beds
  • 6 Baths
  • 4,096 sqft
Listing provided courtesy of DOUGLAS ELLIMAN
$515,000
Active
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742 HARMS DRIVE

OSPREY, FL 34229

  • Single Family
  • 3 Beds
  • 2 Baths
  • 1,293 sqft
Listing provided courtesy of EXP REALTY LLC
$289,900
Active
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1801 HIGHLAND ROAD

OSPREY, FL 34229

  • Single Family
  • 2 Beds
  • 2 Baths
  • 1,165 sqft
Listing provided courtesy of RE/MAX ALLIANCE GROUP
$1,495,000
Active
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422 BLUE GARDEN LANE

OSPREY, FL 34229

  • Single Family
  • 3 Beds
  • 4 Baths
  • 3,872 sqft
Listing provided courtesy of COLDWELL BANKER REALTY
$789,000
Active
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21 BAYHEAD LANE

OSPREY, FL 34229

  • Single Family
  • 3 Beds
  • 2 Baths
  • 2,246 sqft
Listing provided courtesy of COLDWELL BANKER REALTY
$6,500
Active
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521 HABITAT BOULEVARD

OSPREY, FL 34229

  • Rental
  • 3 Beds
  • 3 Baths
  • 2,266 sqft
Listing provided courtesy of PMI SOUTHWEST FLORIDA
$700,000
Active
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401 N POINT ROAD #304

OSPREY, FL 34229

  • Single Family
  • 3 Beds
  • 3 Baths
  • 2,778 sqft
Listing provided courtesy of COLDWELL BANKER REALTY
$7,000
Active
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852 MACEWEN DRIVE

OSPREY, FL 34229

  • Rental
  • 3 Beds
  • 4 Baths
  • 4,519 sqft
Listing provided courtesy of GENEROUS PROPERTY
$39,500
Active
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570 BLACKBURN POINT ROAD #11

OSPREY, FL 34229

  • Single Family
Listing provided courtesy of MICHAEL SAUNDERS & COMPANY
$548,000
Active
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4428 CONCHFISH LANE

OSPREY, FL 34229

  • Single Family
  • 4 Beds
  • 2 Baths
  • 1,861 sqft
Listing provided courtesy of HORIZON REALTY INTERNATIONAL
$417,000
Active
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352 GLENWOOD AVE

OSPREY, FL 34229

  • Single Family
  • 3 Beds
  • 2 Baths
  • 1,300 sqft
Listing provided courtesy of WHITE SANDS REALTY GROUP FL
$6,950
Active
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5100 JESSIE HARBOR DRIVE #504

OSPREY, FL 34229

  • Rental
  • 3 Beds
  • 2 Baths
  • 2,143 sqft
Listing provided courtesy of JENNETTE PROPERTIES INC
$497,000
Active
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120 VILLA DRIVE #120

OSPREY, FL 34229

  • Single Family
  • 2 Beds
  • 2 Baths
  • 1,404 sqft
Listing provided courtesy of COLDWELL BANKER SARASOTA CENT.
$350,000
Active
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436 S TAMIAMI TRAIL #C4

OSPREY, FL 34229

  • Commercial
  • 1,272 sqft
Listing provided courtesy of KONA REALTY
$649,000
Active
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110 PINE AVENUE

OSPREY, FL 34229

  • Single Family
  • 3 Beds
  • 2 Baths
  • 2,058 sqft
Listing provided courtesy of BRIGHT REALTY
$799,000
Active
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13 BAYHEAD LANE

OSPREY, FL 34229

  • Single Family
  • 3 Beds
  • 2 Baths
  • 2,310 sqft
Listing provided courtesy of GENEROUS PROPERTY
$2,700,000
Active
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236 SAINT JAMES PARK

OSPREY, FL 34229

  • Single Family
  • 6 Beds
  • 7 Baths
  • 6,246 sqft
Listing provided courtesy of MICHAEL SAUNDERS & COMPANY
$6,950
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101 WOODLAND PLACE

OSPREY, FL 34229

  • Rental
  • 3 Beds
  • 3 Baths
  • 1,839 sqft
Listing provided courtesy of WAGNER REALTY
$10,750,000
Active
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1216 N CASEY KEY ROAD

OSPREY, FL 34229

  • Single Family
  • 5 Beds
  • 8 Baths
  • 8,050 sqft
Listing provided courtesy of PREMIER SOTHEBYS INTL REALTY
$1,395,000
Active
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3603 N POINT ROAD #702

OSPREY, FL 34229

  • Single Family
  • 3 Beds
  • 3 Baths
  • 2,545 sqft
Listing provided courtesy of GENEROUS PROPERTY
$5,900
Active
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3603 N POINT ROAD #602

OSPREY, FL 34229

  • Rental
  • 3 Beds
  • 3 Baths
  • 2,545 sqft
Listing provided courtesy of GENEROUS PROPERTY
$660,000
Active
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385 N POINT ROAD #402

OSPREY, FL 34229

  • Single Family
  • 3 Beds
  • 3 Baths
  • 2,055 sqft
Listing provided courtesy of GENEROUS PROPERTY
$875,000
Active
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293 TURQUOISE LANE

OSPREY, FL 34229

  • Single Family
  • 3 Beds
  • 2 Baths
  • 2,271 sqft
Listing provided courtesy of GENEROUS PROPERTY
$269,999
Active
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456 WASHINGTON AVENUE

OSPREY, FL 34229

  • Vacant Land
Listing provided courtesy of FLOTACAL
$1,595,000
Active
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909 MACEWEN DRIVE

OSPREY, FL 34229

  • Single Family
  • 3 Beds
  • 4 Baths
  • 4,241 sqft
Listing provided courtesy of GENEROUS PROPERTY
$599,000
Active
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409 N POINT ROAD #502

OSPREY, FL 34229

  • Single Family
  • 3 Beds
  • 3 Baths
  • 2,055 sqft
Listing provided courtesy of GENEROUS PROPERTY
$8,000
Active
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14041 BELLAGIO WAY #316

OSPREY, FL 34229

  • Rental
  • 3 Beds
  • 2 Baths
  • 2,058 sqft
Listing provided courtesy of JENNETTE PROPERTIES INC
$7,499,000
Active
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505 LUMINARY BOULEVARD

OSPREY, FL 34229

  • Commercial
  • 4,000 sqft
Listing provided courtesy of AMERICAN PROPERTY GROUP
$475,000
Active
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401 N POINT ROAD #301

OSPREY, FL 34229

  • Single Family
  • 3 Beds
  • 3 Baths
  • 2,594 sqft
Listing provided courtesy of COLDWELL BANKER REALTY
$2,500
Active
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51 MAC EWEN DRIVE #1

OSPREY, FL 34229

  • Rental
  • 1 Bed
  • 1 Bath
  • 623 sqft
Listing provided courtesy of AUDREY RAIN RENTALS, INC
$699,000
Active
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3603 N POINT ROAD #202

OSPREY, FL 34229

  • Single Family
  • 3 Beds
  • 3 Baths
  • 3,147 sqft
Listing provided courtesy of GENEROUS PROPERTY
$5,000
Active
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293 HIDDEN BAY DRIVE #203

OSPREY, FL 34229

  • Rental
  • 2 Beds
  • 2 Baths
  • 1,568 sqft
Listing provided courtesy of WAGNER REALTY
$4,500
Active
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152 NAVIGATION CIRCLE #107

OSPREY, FL 34229

  • Rental
  • 3 Beds
  • 2 Baths
  • 1,528 sqft
Listing provided courtesy of RENT SARASOTA

Nearby Cities to Osprey

Postal Codes Near Osprey

Listing information provided in part by the IDX Program 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. Data last updated on 6/30/2026 10:32 AM PST.

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.