Homes in ZIP Code 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 $847,841

  Last Listing Agent Thomas Netzel PREMIER SOTHEBY'S INTERNATIONAL REALTY

  280 Hidden Bay Dr Unit 301, Osprey, FL 34229
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  /87

  Est $401,794 Not Listed For Sale

  223 Hidden Bay Dr Unit 303, Osprey, FL 34229

  • 3 Beds
  • 2 Baths
  • 1,515 Sq Ft
  • Built 1997

  223 Hidden Bay Dr Unit 303, Osprey, FL 34229

  Last Sold Summary

  • 11% Below List Price
  • $297/SF
  • 131 Days On Market

  Last Sold Price $450,000

  Last Listing Agent Jessica Bow RE/MAX PALM
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  $450,000

  • 2 Beds
  • 2 Baths
  • 1,392 Sq Ft

  764 Sarabay Rd Unit 8, Osprey, FL 34229

  One or more photo(s) has been virtually staged. Live the Florida dream on the water! Wake up to shimmering bay views, spend your days boating and fishing, and end every evening with breathtaking sunsets over Little Sarasota Bay, all from this rarely available, maintenance-free waterfront villa. In the exclusive Heron Bay Club, an intimate bayfront enclave of just 25 villas set across 10

  Michael Christo PREMIER SOTHEBYS INTL REALTY

  764 Sarabay Rd Unit 8, 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 $651,270

  Last Listing Agent Justin Brunswick KELLER WILLIAMS ON THE WATER S

  866 Placid Lake Dr, Osprey, FL 34229
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  /72

  Est $250,246 Not Listed For Sale

  135 Woodland Place, Osprey, FL 34229

  • 2 Beds
  • 2 Baths
  • 1,316 Sq Ft
  • Built 1979

  135 Woodland Place, Osprey, FL 34229

  Last Sold Summary

  • 26% Below List Price
  • $258/SF
  • 72 Days On Market

  Last Sold Price $340,000

  Last Listing Agent Priscilla Adams COMPASS FLORIDA LLC
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  $329,900 Open Sun 1PM - 3:30PM

  • 3 Beds
  • 2 Baths
  • 1,528 Sq Ft

  4304 Expedition Way Unit 105, Osprey, FL 34229

  Spectacular water views from most windows in this immaculate, lightly used 3BR/2BA condo, built in 2018 and located in the gated community of Bay Street Villages. The popular Ibis floor plan offers an open-concept kitchen, dining, and great room with designer finishes, including white 42” cabinetry, light granite countertops, custom backsplash and stainless-steel appliances.Enjoy peaceful

  Tim Weller EXIT KING REALTY

  4304 Expedition Way Unit 105, 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 $5,216,296

  Last Listing Agent Debra Pitell-Hauge MICHAEL SAUNDERS & COMPANY

  622 Bayshore Dr, Osprey, FL 34229
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  Est $826,406 Not Listed For Sale

  1251 Windward Dr, Osprey, FL 34229

  • 3 Beds
  • 2 Baths
  • 2,015 Sq Ft
  • Built 1986

  1251 Windward Dr, Osprey, FL 34229

  Last Sold Summary

  • 6% Below List Price
  • $434/SF
  • 93 Days On Market

  Last Sold Price $875,000

  Last Listing Agent Lauren Doyle DALTON WADE INC
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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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  Est $575,861 Not Listed For Sale

  817 Placid Lake Dr, Osprey, FL 34229

  • 3 Beds
  • 2 Baths
  • 2,102 Sq Ft
  • Built 2002

  817 Placid Lake Dr, Osprey, FL 34229

  Last Sold Summary

  • 8% Below List Price
  • $297/SF
  • 53 Days On Market

  Last Sold Price $625,000

  Last Listing Agent Leonard Giarrano RE/MAX
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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 $466,048

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

  1102 Jessie Harbor Dr, Osprey, FL 34229
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  Est $140,552 Not Listed For Sale

  750 Pine Run Dr, Osprey, FL 34229

  • 1 Bed
  • 1 Bath
  • 586 Sq Ft
  • Built 1973

  750 Pine Run Dr, Osprey, FL 34229

  Last Sold Summary

  • 15% Below List Price
  • $282/SF
  • 12 Days On Market

  Last Sold Price $165,000

  Last Listing Agent Priscilla Adams COMPASS FLORIDA LLC
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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 $285,056

  Last Listing Agent Judi Cipollina COLDWELL BANKER REALTY

  4267 Expedition Way, Osprey, FL 34229
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  /63

  Est $1,022,471 Not Listed For Sale

  1762 Island Way, Osprey, FL 34229

  • 3 Beds
  • 3 Baths
  • 2,462 Sq Ft
  • Built 1988

  1762 Island Way, Osprey, FL 34229

  Last Sold Summary

  • 7% Below List Price
  • $447/SF
  • 11 Days On Market

  Last Sold Price $1,100,000

  Last Listing Agent Roberta Tengerdy, PA PREMIER SOTHEBY'S INTERNATIONAL REALTY
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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 $793,716

  Last Listing Agent Glenn Davis COLDWELL BANKER SARASOTA CENT.

  124 Tina Island Dr, Osprey, FL 34229
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  Est $3,602,938 Not Listed For Sale

  722 Sarabay Rd, Osprey, FL 34229

  • 3 Beds
  • 3 Baths
  • 4,202 Sq Ft
  • Built 2003

  722 Sarabay Rd, Osprey, FL 34229

  Last Sold Summary

  • 18% Below List Price
  • $1,047/SF
  • 80 Days On Market

  Last Sold Price $4,400,000

  Last Listing Agent Drew Russell Michael Saunders
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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 $271,635

  Last Listing Agent Stephen Hachey FLAT FEE MLS REALTY

  208 Pennsylvania Ave, Osprey, FL 34229
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  Est $327,433 Not Listed For Sale

  250 Glenwood Ave, Osprey, FL 34229

  • 2 Beds
  • 2 Baths
  • 1,118 Sq Ft
  • Built 1986

  250 Glenwood Ave, Osprey, FL 34229

  Last Sold Summary

  • 4% Below List Price
  • $304/SF
  • 9 Days On Market

  Last Sold Price $340,000

  Last Listing Agent Jamie Kilian EXP REALTY LLC
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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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  Est $1,004,148 Not Listed For Sale

  354 Tintoretto Dr, Osprey, FL 34229

  • 2 Beds
  • 2 Baths
  • 1,494 Sq Ft
  • Built 1965

  354 Tintoretto Dr, Osprey, FL 34229

  Last Sold Summary

  • 5% Below List Price
  • $710/SF
  • 8 Days On Market

  Last Sold Price $1,060,000

  Last Listing Agent Denise Mattmuller PREMIER SOTHEBY'S INTERNATIONAL REALTY
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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 $838,911

  Last Listing Agent Mark Lyda GENEROUS PROPERTY

  851 E Bay St, Osprey, FL 34229
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  Est $1,480,979 Not Listed For Sale

  935 Blue Heron Overlook, Osprey, FL 34229

  • 4 Beds
  • 4 Baths
  • 3,665 Sq Ft
  • Built 1990

  935 Blue Heron Overlook, Osprey, FL 34229

  Last Sold Summary

  • 7% Below List Price
  • $434/SF
  • 0 Days On Market

  Last Sold Price $1,590,000

  Last Listing Agent Steve Abbe COLDWELL BANKER REALTY
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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 $510,275

  Last Listing Agent Lisa Napolitano DOUGLAS ELLIMAN

  1164 Beachcomber Ct Unit 19, Osprey, FL 34229
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  Est $2,001,397 Not Listed For Sale

  385 N Point Rd Unit 802, Osprey, FL 34229

  • 3 Beds
  • 3.5 Baths
  • 3,738 Sq Ft
  • Built 2000

  385 N Point Rd Unit 802, Osprey, FL 34229

  Last Sold Summary

  • 20% Below List Price
  • $669/SF
  • 0 Days On Market

  Last Sold Price $2,500,000

  Last Listing Agent Rosalie Phillips Michael Saunders
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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

  Current Estimated Value $832,473

  Last Listing Agent Tamara Currey PREMIER SOTHEBY'S INTERNATIONAL REALTY

  678 Crane Prairie Way, Osprey, FL 34229
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  Est $727,867 Not Listed For Sale

  663 Crane Prairie Way, Osprey, FL 34229

  • 4 Beds
  • 3 Baths
  • 2,306 Sq Ft
  • Built 2003

  663 Crane Prairie Way, Osprey, FL 34229

  Last Sold Summary

  • 6% Below List Price
  • $335/SF
  • 9 Days On Market

  Last Sold Price $772,000

  Last Listing Agent Tamara Currey PREMIER SOTHEBY'S INTERNATIONAL REALTY
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  $2,189,000 Sold Feb 09, 2026

  370 Sugar Mill Dr, Osprey, FL 34229

  • 5 Beds
  • 5.5 Baths
  • 4,783 Sq Ft
  • Built 1996

  Last Sold Summary

  • 11% Below List Price
  • $458/SF
  • 0 Days On Market

  Current Estimated Value $2,519,591

  Last Listing Agent Steve Abbe COLDWELL BANKER REALTY

  370 Sugar Mill Dr, Osprey, FL 34229
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  Est $445,896 Not Listed For Sale

  108 Park Dr, Osprey, FL 34229

  • 4 Beds
  • 3 Baths
  • 2,768 Sq Ft
  • Built 1956

  108 Park Dr, Osprey, FL 34229

  Last Sold Summary

  • 11% Above List Price
  • $145/SF
  • 41 Days On Market

  Last Sold Price $400,000

  Last Listing Agent Michele Monteiro COLDWELL BANKER REALTY
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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 $655,554

  Last Listing Agent Mark Lyda GENEROUS PROPERTY

  1212 Windward Dr, Osprey, FL 34229
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  Est $820,060 Not Listed For Sale

  1440 Seafarer Dr, Osprey, FL 34229

  • 3 Beds
  • 2 Baths
  • 1,644 Sq Ft
  • Built 1979

  1440 Seafarer Dr, Osprey, FL 34229

  Last Sold Summary

  • 3% Above List Price
  • $485/SF
  • 1 Day On Market

  Last Sold Price $797,000

  Last Listing Agent Tamara Currey PREMIER SOTHEBY'S INTERNATIONAL REALTY
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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 $150,272

  Last Listing Agent Carla Rayman Kidd COLDWELL BANKER REALTY

  107 Woodland Place Unit 107, Osprey, FL 34229
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  Est $818,097 Not Listed For Sale

  116 Bishopscourt Rd, Osprey, FL 34229

  • 3 Beds
  • 2 Baths
  • 2,400 Sq Ft
  • Built 1996

  116 Bishopscourt Rd, Osprey, FL 34229

  Last Sold Summary

  • 1% Below List Price
  • $344/SF
  • 0 Days On Market

  Last Sold Price $825,000

  Last Listing Agent Mark Lyda GENEROUS PROPERTY
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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

  Current Estimated Value $203,210

  Last Listing Agent Lauren Meadows PREFERRED PROPERTIES OF VENICE INC

  201 Woodland Dr Unit 201, Osprey, FL 34229
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  Est $556,301 Not Listed For Sale

  603 Pine Ranch East Rd, Osprey, FL 34229

  • 3 Beds
  • 2 Baths
  • 2,225 Sq Ft
  • Built 1994

  603 Pine Ranch East Rd, Osprey, FL 34229

  Last Sold Summary

  • 4% Above List Price
  • $240/SF
  • 40 Days On Market

  Last Sold Price $535,000

  Last Listing Agent Marina Yanovskiy ALL SEASONS REALTY LLC
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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

  Current Estimated Value $1,042,900

  Last Listing Agent Dawn Bear WILLIAM RAVEIS REAL ESTATE

  201 Eaglenook Way, Osprey, FL 34229
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  Est $999,612 Not Listed For Sale

  201 Saint James Park, Osprey, FL 34229

  • 3 Beds
  • 3 Baths
  • 2,855 Sq Ft
  • Built 1997

  201 Saint James Park, Osprey, FL 34229

  Last Sold Summary

  • 11% Above List Price
  • $315/SF
  • 281 Days On Market

  Last Sold Price $900,000

  Last Listing Agent Tina Timmons ROSEBAY INTERNATIONAL REALTY, INC
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  $200,000 Sold Oct 06, 2025

  444 Washington Ave, Osprey, FL 34229

  • 3 Beds
  • 2 Baths
  • 1,284 Sq Ft
  • Built 1953

  Last Sold Summary

  • 20% Below List Price
  • $156/SF
  • 9 Days On Market

  Current Estimated Value $223,984

  Last Listing Agent Hansel Pitts COLDWELL BANKER SARASOTA CENT.

  444 Washington Ave, Osprey, FL 34229
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  Est $2,043,789 Not Listed For Sale

  442 Webbs Cove, Osprey, FL 34229

  • 3 Beds
  • 3.5 Baths
  • 3,768 Sq Ft
  • Built 1983

  442 Webbs Cove, Osprey, FL 34229

  Last Sold Summary

  • 14% Below List Price
  • $630/SF

  Last Sold Price $2,375,000

  Last Listing Agent Mark Lyda GENEROUS PROPERTY
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  $855,000 Sold May 30, 2025

  14021 Bellagio Way Unit 311, Osprey, FL 34229

  • 3 Beds
  • 3.5 Baths
  • 2,235 Sq Ft
  • Built 2006

  Last Sold Summary

  • 14% Below List Price
  • $383/SF
  • 211 Days On Market

  Current Estimated Value $805,321

  Last Listing Agent Kristin O'Connor GULF TO BAY SOTHEBY'S INTERNAT

  14021 Bellagio Way Unit 311, Osprey, FL 34229
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  Est $249,115 Not Listed For Sale

  473 Glenwood Ave, Osprey, FL 34229

  • 1 Bed
  • 1 Bath
  • 626 Sq Ft
  • Built 1956

  473 Glenwood Ave, Osprey, FL 34229

  Last Sold Summary

  • 13% Below List Price
  • $455/SF
  • 12 Days On Market

  Last Sold Price $285,000

  Last Listing Agent Tracey Fiedler DALTON WADE INC

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