Recently Sold Homes in 34229

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  $1,850,000 Sold Nov 07, 2025

  67 Sugar Mill Dr, Osprey, FL 34229

  • 4 Beds
  • 5 Baths
  • 4,020 Sq Ft
  • Built 1989

  Last Sold Summary

  • 7% Below List Price
  • $460/SF
  • 240 Days On Market

  Current Estimated Value $1,853,069

  Last Listing Agent Paula Mapp MAPP REALTY & INVESTMENT CO

  67 Sugar Mill Dr, Osprey, FL 34229
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  $130,000 Sold Jan 30, 2026

  106 Villa Dr Unit 106, Osprey, FL 34229

  • 2 Beds
  • 2 Baths
  • 1,578 Sq Ft
  • Built 1968

  Last Sold Summary

  • 48% Below List Price
  • $82/SF
  • 81 Days On Market

  Current Estimated Value $289,667

  Last Listing Agent Dan Ivanov KONA REALTY

  106 Villa Dr Unit 106, Osprey, FL 34229
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  $685,000 Sold Apr 24, 2026

  597 Oak River Ct, Osprey, FL 34229

  • 4 Beds
  • 2 Baths
  • 2,111 Sq Ft
  • Built 1994

  Last Sold Summary

  • 9% Below List Price
  • $324/SF
  • 117 Days On Market

  Current Estimated Value $700,358

  Last Listing Agent Mairead Smialek COLDWELL BANKER REALTY

  597 Oak River Ct, Osprey, FL 34229
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  $1,375,000 Sold Dec 05, 2025

  500 Shotgun Ln, Osprey, FL 34229

  • Land
  • 11.68 Acres
  • $117,723 per Acre

  Last Sold Summary

  • 24% Below List Price
  • 45 Days On Market

  Current Estimated Value $1,380,507

  Last Listing Agent Ruediger Weiss CHARITY & WEISS INTERNATIONAL LLC

  500 Shotgun Ln, Osprey, FL 34229
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  $1,495,000 Sold Oct 31, 2025

  228 Saint James Park, Osprey, FL 34229

  • 3 Beds
  • 2.5 Baths
  • 2,425 Sq Ft
  • Built 1997

  Last Sold Summary

  • $616/SF
  • 0 Days On Market

  Current Estimated Value $1,621,658

  Last Listing Agent Rosalie Phillips MICHAEL SAUNDERS & COMPANY

  228 Saint James Park, Osprey, FL 34229
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  $95,000 Sold Jan 05, 2026

  570 Blackburn Point Rd Unit 25, Osprey, FL 34229

  Last Sold Summary

  • 3% Below List Price
  • 7 Days On Market

  Last Listing Agent David Babel BRIGHT REALTY

  570 Blackburn Point Rd Unit 25, Osprey, FL 34229
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  $670,000 Sold Jun 10, 2025

  1426 Landview Ln, Osprey, FL 34229

  • 4 Beds
  • 3 Baths
  • 2,513 Sq Ft
  • Built 1987

  Last Sold Summary

  • 16% Below List Price
  • $267/SF
  • 72 Days On Market

  Current Estimated Value $701,743

  Last Listing Agent Stephanie Church COLDWELL BANKER REALTY

  1426 Landview Ln, Osprey, FL 34229
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  $700,000 Sold Mar 31, 2026

  851 Placid Lake Dr, Osprey, FL 34229

  • 5 Beds
  • 4 Baths
  • 3,395 Sq Ft
  • Built 2002

  Last Sold Summary

  • 5% Below List Price
  • $206/SF
  • 37 Days On Market

  Current Estimated Value $710,026

  Last Listing Agent Peter LaSalle PREFERRED SHORE LLC

  851 Placid Lake Dr, Osprey, FL 34229
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  $235,000 Sold Feb 12, 2026

  139 Woodland Place, Osprey, FL 34229

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

  Last Sold Summary

  • 4% Below List Price
  • $272/SF
  • 36 Days On Market

  Current Estimated Value $230,656

  Last Listing Agent Jack Gang GANGWAY REALTY

  139 Woodland Place, Osprey, FL 34229
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  $637,500 Sold Feb 27, 2026

  14041 Bellagio Way Unit 414, Osprey, FL 34229

  • 3 Beds
  • 2 Baths
  • 1,799 Sq Ft
  • Built 2006

  Last Sold Summary

  • 15% Below List Price
  • $354/SF
  • 193 Days On Market

  Current Estimated Value $682,401

  Last Listing Agent Dawn Bear WILLIAM RAVEIS REAL ESTATE

  14041 Bellagio Way Unit 414, Osprey, FL 34229
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  $357,500 Sold Feb 27, 2026

  177 Navigation Cir, Osprey, FL 34229

  • 3 Beds
  • 2.5 Baths
  • 1,581 Sq Ft
  • Built 2015

  Last Sold Summary

  • 3% Below List Price
  • $226/SF
  • 4 Days On Market

  Current Estimated Value $362,608

  Last Listing Agent Kate Kwiecinski COLDWELL BANKER REALTY

  177 Navigation Cir, Osprey, FL 34229
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  $145,000 Sold Jul 15, 2025

  570 Blackburn Point Rd Unit 27, Osprey, FL 34229

  • Built 2006

  Last Sold Summary

  • 3% Below List Price
  • 23 Days On Market

  Current Estimated Value $144,553

  Last Listing Agent Daniel Treiman MICHAEL SAUNDERS & COMPANY

  570 Blackburn Point Rd Unit 27, Osprey, FL 34229
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  $2,000,000 Sold Feb 09, 2026

  895 MacEwen Dr, Osprey, FL 34229

  • 3 Beds
  • 3.5 Baths
  • 4,828 Sq Ft
  • Built 1991

  Last Sold Summary

  • $414/SF
  • 0 Days On Market

  Current Estimated Value $1,998,143

  Last Listing Agent Maria Balaz EXIT KING REALTY

  895 MacEwen Dr, Osprey, FL 34229
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  $420,000 Sold Apr 13, 2026

  508 Meadow Sweet Cir, Osprey, FL 34229

  • 2 Beds
  • 2 Baths
  • 1,604 Sq Ft
  • Built 2000

  Last Sold Summary

  • 16% Below List Price
  • $262/SF
  • 178 Days On Market

  Current Estimated Value $441,871

  Last Listing Agent Bill Cantrell WILLIAM RAVEIS REAL ESTATE

  508 Meadow Sweet Cir, Osprey, FL 34229
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  $85,000 Sold Jul 01, 2025

  570 Blackburn Point Rd Unit 7, Osprey, FL 34229

  • Built 2006

  Last Sold Summary

  • 11% Below List Price
  • 336 Days On Market

  Current Estimated Value $83,200

  Last Listing Agent Troy Gager BRIGHT REALTY

  570 Blackburn Point Rd Unit 7, Osprey, FL 34229
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  $505,000 Sold Jul 08, 2025

  622 Pine Ranch Rd E, Osprey, FL 34229

  • 3 Beds
  • 2 Baths
  • 2,302 Sq Ft
  • Built 1995

  Last Sold Summary

  • 26% Below List Price
  • $219/SF
  • 50 Days On Market

  Current Estimated Value $520,912

  Last Listing Agent Terri Persing PARADISE EXCLUSIVE INC

  622 Pine Ranch Rd E, Osprey, FL 34229
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  $640,000 Sold Sep 25, 2025

  6 Bay Acres Ave, Osprey, FL 34229

  • 1,887 Sq Ft
  • Built 1997

  Last Sold Summary

  • 7% Below List Price
  • $339/SF
  • 48 Days On Market

  Current Estimated Value $632,978

  Last Listing Agent Bogdan Osipov OSIPOV GROUP REAL ESTATE

  6 Bay Acres Ave, Osprey, FL 34229
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  $489,000 Sold Jul 03, 2025

  328 Woods Point Rd, Osprey, FL 34229

  • 2 Beds
  • 2 Baths
  • 1,862 Sq Ft
  • Built 1990

  Last Sold Summary

  • $263/SF

  Current Estimated Value $484,442

  Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

  328 Woods Point Rd, Osprey, FL 34229
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  $425,000 Sold Oct 29, 2025

  264 Woods Point Rd, Osprey, FL 34229

  • 2 Beds
  • 3 Baths
  • 2,837 Sq Ft
  • Built 1992

  Last Sold Summary

  • 35% Below List Price
  • $150/SF
  • 368 Days On Market

  Current Estimated Value $437,146

  Last Listing Agent Mark Midyett KELLER WILLIAMS ON THE WATER S

  264 Woods Point Rd, Osprey, FL 34229
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  $665,000 Sold May 23, 2025

  123 Tina Island Dr, Osprey, FL 34229

  • 3 Beds
  • 3 Baths
  • 1,922 Sq Ft
  • Built 1964

  Last Sold Summary

  • 11% Below List Price
  • $346/SF
  • 125 Days On Market

  Current Estimated Value $692,874

  Last Listing Agent Glenn Davis COLDWELL BANKER SARASOTA CENT.

  123 Tina Island Dr, Osprey, FL 34229
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  $665,000 Sold Jan 26, 2026

  5301 Bartolomeo St, Sarasota, FL 34238

  • 3 Beds
  • 2 Baths
  • 1,918 Sq Ft
  • Built 2020

  Last Sold Summary

  • 10% Below List Price
  • $347/SF
  • 216 Days On Market

  Current Estimated Value $663,532

  Last Listing Agent Anne Friedland BLUESRQ REAL ESTATE INC

  5301 Bartolomeo St, Sarasota, FL 34238
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  $475,000 Sold Mar 26, 2026

  34 Washington Ave, Osprey, FL 34229

  • Land
  • 1.07 Acres
  • $443,925 per Acre

  Last Sold Summary

  • 13% Below List Price
  • 56 Days On Market

  Current Estimated Value $540,959

  Last Listing Agent Al Grabo ARCO REALTY GROUP

  34 Washington Ave, Osprey, FL 34229
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  $500,000 Sold Apr 07, 2026

  1036 Oak Meadow Ln Unit 3A, Osprey, FL 34229

  • 4 Beds
  • 2 Baths
  • 2,186 Sq Ft
  • Built 2001

  Last Sold Summary

  • 17% Below List Price
  • $229/SF
  • 137 Days On Market

  Current Estimated Value $549,678

  Last Listing Agent Helena Nordstrom PREMIER SOTHEBY'S INTERNATIONAL REALTY

  1036 Oak Meadow Ln Unit 3A, Osprey, FL 34229
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  $200,000 Sold Nov 24, 2025

  226 Woodland Dr, Osprey, FL 34229

  • 1 Bed
  • 1.5 Baths
  • 865 Sq Ft
  • Built 1980

  Last Sold Summary

  • $231/SF

  Current Estimated Value $188,123

  Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

  226 Woodland Dr, Osprey, FL 34229
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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 $265,019

  Last Listing Agent Chris Rankin RE/MAX PALM REALTY

  7102 Jessie Harbor Dr, Osprey, FL 34229
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  $295,000 Sold Mar 17, 2026

  100 Navigation Cir, Osprey, FL 34229

  • 2 Beds
  • 2 Baths
  • 1,135 Sq Ft
  • Built 2018

  Last Sold Summary

  • 3% Below List Price
  • $260/SF
  • 44 Days On Market

  Current Estimated Value $300,676

  Last Listing Agent Zita Bowers MICHAEL SAUNDERS & COMPANY

  100 Navigation Cir, 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

  Current Estimated Value $420,523

  Last Listing Agent Jim Comly LPT REALTY, LLC

  321 Sorrento Dr, Osprey, FL 34229
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  $625,000 Sold Feb 23, 2026

  804 Shadow Bay Way, Osprey, FL 34229

  • 3 Beds
  • 2 Baths
  • 2,279 Sq Ft
  • Built 2004

  Last Sold Summary

  • 5% Below List Price
  • $274/SF
  • 56 Days On Market

  Current Estimated Value $645,650

  Last Listing Agent Andrew Foltz PREFERRED SHORE LLC

  804 Shadow Bay Way, Osprey, FL 34229
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  $515,000 Sold Mar 10, 2026

  811 Shadow Bay Way, Osprey, FL 34229

  • 2 Beds
  • 2 Baths
  • 1,760 Sq Ft
  • Built 1999

  Last Sold Summary

  • 2% Below List Price
  • $293/SF
  • 2 Days On Market

  Current Estimated Value $529,039

  Last Listing Agent Wayne Cherry PROGRAM REALTY, LLC

  811 Shadow Bay Way, 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

  Current Estimated Value $662,922

  Last Listing Agent Justin Brunswick KELLER WILLIAMS ON THE WATER S

  866 Placid Lake Dr, 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

  Current Estimated Value $5,283,398

  Last Listing Agent Debra Pitell-Hauge MICHAEL SAUNDERS & COMPANY

  622 Bayshore Dr, 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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  $435,000 Sold Feb 20, 2026

  1102 Jessie Harbor Dr, Osprey, FL 34229

  • 2 Beds
  • 2 Baths
  • 1,425 Sq Ft
  • Built 2004

  Last Sold Summary

  • 8% Below List Price
  • $305/SF
  • 9 Days On Market

  Current Estimated Value $444,124

  Last Listing Agent Mackenzie Davis-Mahan DOWNING FRYE REALTY, INC.

  1102 Jessie Harbor 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

  Current Estimated Value $281,389

  Last Listing Agent Judi Cipollina COLDWELL BANKER REALTY

  4267 Expedition Way, Osprey, FL 34229
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  $560,000 Sold Mar 31, 2026

  409 N Point Rd Unit 603, Osprey, FL 34229

  • 3 Beds
  • 3 Baths
  • 2,203 Sq Ft
  • Built 2004

  Last Sold Summary

  • 29% Below List Price
  • $254/SF
  • 727 Days On Market

  Current Estimated Value $664,712

  Last Listing Agent Steve Abbe COLDWELL BANKER REALTY

  409 N Point Rd Unit 603, 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

  Current Estimated Value $140,434

  Last Listing Agent Daniel Treiman MICHAEL SAUNDERS & COMPANY

  570 Blackburn Point Rd Unit 19, Osprey, FL 34229
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  $840,000 Sold Apr 13, 2026

  616 Crane Prairie Way, Osprey, FL 34229

  • 3 Beds
  • 4 Baths
  • 3,561 Sq Ft
  • Built 2005

  Last Sold Summary

  • 12% Below List Price
  • $236/SF
  • 39 Days On Market

  Current Estimated Value $894,134

  Last Listing Agent Matthew Greenland KELLER WILLIAMS ISLAND LIFE REAL ESTATE

  616 Crane Prairie Way, Osprey, FL 34229
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  $2,300,000 Sold Apr 07, 2026

  530 N Mac Ewen Dr, Osprey, FL 34229

  • 4 Beds
  • 5.5 Baths
  • 4,346 Sq Ft
  • Built 2002

  Last Sold Summary

  • 4% Below List Price
  • $529/SF
  • 27 Days On Market

  Current Estimated Value $2,371,863

  Last Listing Agent Niall Phelan LPT REALTY, LLC

  530 N Mac Ewen Dr, Osprey, FL 34229
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  $365,000 Sold Apr 29, 2026

  4235 Expedition Way Unit 102, Osprey, FL 34229

  • 2 Beds
  • 2 Baths
  • 1,574 Sq Ft
  • Built 2016

  Last Sold Summary

  • 4% Below List Price
  • $232/SF
  • 4 Days On Market

  Current Estimated Value $356,155

  Last Listing Agent Tim Weller EXIT KING REALTY

  4235 Expedition Way Unit 102, Osprey, FL 34229
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  $395,000 Sold Jun 16, 2025

  109 Burney Rd, Osprey, FL 34229

  • Land
  • 22,651 Sq Ft
  • $759,615 per Acre

  Last Sold Summary

  • 8% Below List Price
  • 30 Days On Market

  Current Estimated Value $385,951

  Last Listing Agent Lori Madden MANGROVE REALTY ASSOCIATES

  109 Burney Rd, Osprey, FL 34229

Showing Results 161 - 200, Page 5 of 6