Osprey, FL Homes

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  $285,000 Sold May 30, 2025

  7102 Jessie Harbor Dr, Osprey, FL 34229

  • 2 Beds
  • 2 Baths
  • 1,255 Sq Ft
  • Built 1985

  Last Sold Summary

  • 24% Below List Price
  • $227/SF
  • 112 Days On Market

  Current Estimated Value $283,363

  Last Listing Agent Chris Rankin RE/MAX PALM REALTY

  7102 Jessie Harbor Dr, Osprey, FL 34229
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  /35

  Est $654,453 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,134 Sq Ft

  801 Golden Pond Ct, Osprey, FL 34229

  801 Golden Pond Ct, Osprey, FL 34229
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  $410,000 Sold Sep 30, 2025

  321 Sorrento Dr, Osprey, FL 34229

  • 3 Beds
  • 2 Baths
  • 1,541 Sq Ft
  • Built 1988

  Last Sold Summary

  • 17% Below List Price
  • $266/SF
  • 98 Days On Market

  Last Listing Agent Jim Comly LPT REALTY, LLC

  321 Sorrento Dr, Osprey, FL 34229
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  /37

  Est $627,541 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,173 Sq Ft

  1353 Thornapple Dr, Osprey, FL 34229

  1353 Thornapple Dr, Osprey, FL 34229
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  $896,148 Sold Apr 07, 2025

  280 Hidden Bay Dr Unit 301, Osprey, FL 34229

  • 3 Beds
  • 2.5 Baths
  • 2,166 Sq Ft
  • Built 2024

  Last Sold Summary

  • 5% Above List Price
  • $414/SF
  • 0 Days On Market

  Current Estimated Value $882,339

  Last Listing Agent Thomas Netzel PREMIER SOTHEBY'S INTERNATIONAL REALTY

  280 Hidden Bay Dr Unit 301, Osprey, FL 34229
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  /2

  Est $865,989 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,614 Sq Ft

  919 Eagle Isle Ct, Osprey, FL 34229

  919 Eagle Isle Ct, Osprey, FL 34229
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  $650,000 Sold Nov 14, 2025

  866 Placid Lake Dr, Osprey, FL 34229

  • 3 Beds
  • 2 Baths
  • 2,171 Sq Ft
  • Built 2002

  Last Sold Summary

  • 4% Below List Price
  • $299/SF
  • 19 Days On Market

  Last Listing Agent Justin Brunswick KELLER WILLIAMS ON THE WATER S

  866 Placid Lake Dr, Osprey, FL 34229
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  /74

  Est $661,045 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,403 Sq Ft

  541 Luminary Blvd, Osprey, FL 34229

  541 Luminary Blvd, Osprey, FL 34229
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  /2

  $317,500 Sold Feb 07, 2025

  128 Navigation Cir Unit 103, Osprey, FL 34229

  • 2 Beds
  • 2 Baths
  • 1,244 Sq Ft
  • Built 2016

  Last Sold Summary

  • 4% Below List Price
  • $255/SF
  • 5 Days On Market

  Current Estimated Value $302,184

  Last Listing Agent Tim Weller EXIT KING REALTY

  128 Navigation Cir Unit 103, Osprey, FL 34229
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  /2

  Est $685,422 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,336 Sq Ft

  1228 Chalet Ct, Osprey, FL 34229

  1228 Chalet Ct, Osprey, FL 34229
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  $950,000 Sold Apr 29, 2025

  32 Bayhead Ln, Osprey, FL 34229

  • 3 Beds
  • 3.5 Baths
  • 2,570 Sq Ft
  • Built 1993

  Last Sold Summary

  • 21% Below List Price
  • $370/SF
  • 82 Days On Market

  Current Estimated Value $906,806

  Last Listing Agent Rosalie Phillips MICHAEL SAUNDERS & COMPANY

  32 Bayhead Ln, Osprey, FL 34229
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  /2

  Est $744,324 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,504 Sq Ft

  637 Crane Prairie Way, Osprey, FL 34229

  637 Crane Prairie Way, Osprey, FL 34229
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  $5,350,000 Sold Dec 08, 2025

  622 Bayshore Dr, Osprey, FL 34229

  • 6 Beds
  • 5 Baths
  • 4,893 Sq Ft
  • Built 2022

  Last Sold Summary

  • 21% Below List Price
  • $1,093/SF
  • 126 Days On Market

  Last Listing Agent Debra Pitell-Hauge MICHAEL SAUNDERS & COMPANY

  622 Bayshore Dr, Osprey, FL 34229
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  /25

  Est $882,991 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 3,027 Sq Ft

  1113 Millpond Ct, Osprey, FL 34229

  1113 Millpond Ct, Osprey, FL 34229
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  $160,000 Sold Dec 22, 2025

  191 Palm Air Dr, Osprey, FL 34229

  • 2 Beds
  • 2 Baths
  • 1,376 Sq Ft
  • Built 1978

  Last Sold Summary

  • 29% Below List Price
  • $116/SF
  • 518 Days On Market

  Last Listing Agent John Alexander FINE PROPERTIES

  191 Palm Air Dr, Osprey, FL 34229
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  /53

  Est $972,813 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 3,183 Sq Ft

  1064 Mallard Marsh Dr, Osprey, FL 34229

  1064 Mallard Marsh Dr, Osprey, FL 34229
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  $295,000 Sold Nov 14, 2025

  4267 Expedition Way, Osprey, FL 34229

  • 2 Beds
  • 2 Baths
  • 1,135 Sq Ft
  • Built 2017

  Last Sold Summary

  • 5% Below List Price
  • $260/SF
  • 87 Days On Market

  Last Listing Agent Judi Cipollina COLDWELL BANKER REALTY

  4267 Expedition Way, Osprey, FL 34229
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  /69

  Est $718,149 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,069 Sq Ft

  188 Dory Ln, Osprey, FL 34229

  188 Dory Ln, Osprey, FL 34229
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  $807,000 Sold Apr 22, 2025

  124 Tina Island Dr, Osprey, FL 34229

  • 3 Beds
  • 2 Baths
  • 2,112 Sq Ft
  • Built 1975

  Last Sold Summary

  • 31% Below List Price
  • $382/SF
  • 244 Days On Market

  Current Estimated Value $814,683

  Last Listing Agent Glenn Davis COLDWELL BANKER SARASOTA CENT.

  124 Tina Island Dr, Osprey, FL 34229
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  /2

  Est $1,367,594 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 3,526 Sq Ft

  491 E MacEwen Dr, Osprey, FL 34229

  491 E MacEwen Dr, Osprey, FL 34229
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  $275,000 Sold Apr 11, 2025

  208 Pennsylvania Ave, Osprey, FL 34229

  • 3 Beds
  • 2 Baths
  • 900 Sq Ft
  • Built 1963

  Last Sold Summary

  • 8% Below List Price
  • $306/SF
  • 33 Days On Market

  Current Estimated Value $277,731

  Last Listing Agent Stephen Hachey FLAT FEE MLS REALTY

  208 Pennsylvania Ave, Osprey, FL 34229
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  /73

  Est $1,543,660 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 4,201 Sq Ft

  419 E MacEwen Dr, Osprey, FL 34229

  419 E MacEwen Dr, Osprey, FL 34229
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  $140,000 Sold Dec 12, 2025

  570 Blackburn Point Rd Unit 19, Osprey, FL 34229

  • Built 2006

  Last Sold Summary

  • 3% Below List Price
  • 59 Days On Market

  Last Listing Agent Daniel Treiman MICHAEL SAUNDERS & COMPANY

  570 Blackburn Point Rd Unit 19, Osprey, FL 34229
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  /67

  Est $840,825 Not Listed For Sale

  • 3 Beds
  • 4 Baths
  • 2,491 Sq Ft

  236 Hidden Bay Dr Unit 601, Osprey, FL 34229

  236 Hidden Bay Dr Unit 601, Osprey, FL 34229
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  $875,000 Sold May 01, 2025

  851 E Bay St, Osprey, FL 34229

  • 3 Beds
  • 2 Baths
  • 2,329 Sq Ft
  • Built 2002

  Last Sold Summary

  • 6% Below List Price
  • $376/SF
  • 8 Days On Market

  Current Estimated Value $863,664

  Last Listing Agent Mark Lyda GENEROUS PROPERTY

  851 E Bay St, Osprey, FL 34229
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  /37

  Est $935,415 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,917 Sq Ft

  77 Bayhead Ln, Osprey, FL 34229

  77 Bayhead Ln, Osprey, FL 34229
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  $527,500 Sold Sep 11, 2025

  1164 Beachcomber Ct Unit 19, Osprey, FL 34229

  • 3 Beds
  • 2.5 Baths
  • 1,952 Sq Ft
  • Built 2005

  Last Sold Summary

  • 4% Below List Price
  • $270/SF
  • 60 Days On Market

  Current Estimated Value $521,888

  Last Listing Agent Lisa Napolitano DOUGLAS ELLIMAN

  1164 Beachcomber Ct Unit 19, Osprey, FL 34229
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  /18

  Est $417,491 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,316 Sq Ft

  121 Burney Rd, Osprey, FL 34229

  121 Burney Rd, Osprey, FL 34229
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  $615,000 Sold Mar 10, 2025

  593 Crane Prairie Way, Osprey, FL 34229

  • 4 Beds
  • 3 Baths
  • 2,340 Sq Ft
  • Built 2005

  Last Sold Summary

  • 16% Below List Price
  • $263/SF
  • 194 Days On Market

  Current Estimated Value $623,044

  Last Listing Agent Cynthia Bowers COLDWELL BANKER SARASOTA CENT.

  593 Crane Prairie Way, Osprey, FL 34229
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  /35

  Est $873,515 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 3,332 Sq Ft

  1069 Scherer Way, Osprey, FL 34229

  1069 Scherer Way, Osprey, FL 34229
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  $850,000 Sold Dec 17, 2025

  678 Crane Prairie Way, Osprey, FL 34229

  • 3 Beds
  • 2 Baths
  • 2,483 Sq Ft
  • Built 2003

  Last Sold Summary

  • 2% Below List Price
  • $342/SF
  • 4 Days On Market

  Last Listing Agent Tamara Currey PREMIER SOTHEBY'S INTERNATIONAL REALTY

  678 Crane Prairie Way, Osprey, FL 34229
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  /71

  Est $277,976 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,305 Sq Ft

  752 Pine Run Dr, Osprey, FL 34229

  752 Pine Run Dr, Osprey, FL 34229
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  $645,000 Sold Aug 25, 2025

  1212 Windward Dr, Osprey, FL 34229

  • 3 Beds
  • 2 Baths
  • 1,994 Sq Ft
  • Built 1982

  Last Sold Summary

  • 17% Below List Price
  • $323/SF
  • 174 Days On Market

  Current Estimated Value $670,122

  Last Listing Agent Mark Lyda GENEROUS PROPERTY

  1212 Windward Dr, Osprey, FL 34229
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  /25

  Est $310,181 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,395 Sq Ft

  111 Villa Dr, Osprey, FL 34229

  111 Villa Dr, Osprey, FL 34229
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  $150,000 Sold Jul 25, 2025

  107 Woodland Place Unit 107, Osprey, FL 34229

  • 1 Bed
  • 1.5 Baths
  • 865 Sq Ft
  • Built 1979

  Last Sold Summary

  • 11% Below List Price
  • $173/SF
  • 49 Days On Market

  Current Estimated Value $153,932

  Last Listing Agent Carla Rayman Kidd COLDWELL BANKER REALTY

  107 Woodland Place Unit 107, Osprey, FL 34229
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  Est $1,800,360 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 3,836 Sq Ft

  621 N MacEwen Dr, Osprey, FL 34229

  621 N MacEwen Dr, Osprey, FL 34229
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  $200,000 Sold Dec 09, 2025

  201 Woodland Dr Unit 201, Osprey, FL 34229

  • 2 Beds
  • 2 Baths
  • 1,316 Sq Ft
  • Built 1980

  Last Sold Summary

  • 33% Below List Price
  • $152/SF
  • 346 Days On Market

  Last Listing Agent Lauren Meadows PREFERRED PROPERTIES OF VENICE INC

  201 Woodland Dr Unit 201, Osprey, FL 34229
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  /2

  Est $295,563 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 987 Sq Ft

  319 Patterson Ave, Osprey, FL 34229

  319 Patterson Ave, Osprey, FL 34229
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  $1,014,000 Sold Nov 12, 2025

  201 Eaglenook Way, Osprey, FL 34229

  • 4 Beds
  • 3 Baths
  • 3,379 Sq Ft
  • Built 1992

  Last Sold Summary

  • 16% Below List Price
  • $300/SF
  • 211 Days On Market

  Last Listing Agent Dawn Bear WILLIAM RAVEIS REAL ESTATE

  201 Eaglenook Way, Osprey, FL 34229
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  /50

  Est $1,140,811 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,691 Sq Ft

  214 Four Knot Ln, Osprey, FL 34229

  214 Four Knot Ln, Osprey, FL 34229

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