Recently Sold Osprey, FL Homes

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  $635,000 Sold Jan 29, 2026

  178 Willow Bend Way, Osprey, FL 34229

  • 3 Beds
  • 2 Baths
  • 1,889 Sq Ft
  • Built 2001

  Last Sold Summary

  • 1% Below List Price
  • $336/SF
  • 8 Days On Market

  Current Estimated Value $629,043

  Last Listing Agent Kim Azar-Calka MICHAEL SAUNDERS & COMPANY

  178 Willow Bend Way, Osprey, FL 34229
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  $395,000 Sold Jun 16, 2025

  109 Burney Rd, Osprey, FL 34229

  • 2 Beds
  • 1.5 Baths
  • 714 Sq Ft
  • Built 1959

  Last Sold Summary

  • 8% Below List Price
  • $553/SF
  • 50 Days On Market

  Current Estimated Value $385,951

  Last Listing Agent Lori Madden MANGROVE REALTY ASSOCIATES

  109 Burney Rd, Osprey, FL 34229
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  $700,000 Sold Oct 08, 2025

  826 Oak Briar Ln, Osprey, FL 34229

  • 4 Beds
  • 3 Baths
  • 2,589 Sq Ft
  • Built 2003

  Last Sold Summary

  • 10% Below List Price
  • $270/SF
  • 160 Days On Market

  Current Estimated Value $706,313

  Last Listing Agent Peter LaSalle PREFERRED SHORE LLC

  826 Oak Briar Ln, Osprey, FL 34229
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  $245,000 Sold Apr 21, 2025

  225 Woodland Dr, Osprey, FL 34229

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

  Last Sold Summary

  • 18% Below List Price
  • $186/SF
  • 103 Days On Market

  Current Estimated Value $225,403

  Last Listing Agent Priscilla Adams COMPASS FLORIDA LLC

  225 Woodland Dr, Osprey, FL 34229
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  $832,750 Sold Apr 10, 2025

  280 Hidden Bay Dr Unit 303, Osprey, FL 34229

  • 3 Beds
  • 2 Baths
  • 1,937 Sq Ft
  • Built 2025

  Last Sold Summary

  • $430/SF
  • 27 Days On Market

  Current Estimated Value $762,143

  Last Listing Agent Thomas Netzel PREMIER SOTHEBY'S INTERNATIONAL REALTY

  280 Hidden Bay Dr Unit 303, Osprey, FL 34229
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  $485,000 Sold Apr 18, 2025

  5100 Jessie Harbor Dr Unit 504, Osprey, FL 34229

  • 2 Beds
  • 2 Baths
  • 2,143 Sq Ft
  • Built 2004

  Last Sold Summary

  • 28% Below List Price
  • $226/SF
  • 314 Days On Market

  Current Estimated Value $464,600

  Last Listing Agent Rory McDonald PREFERRED SHORE LLC

  5100 Jessie Harbor Dr Unit 504, Osprey, FL 34229
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  $585,000 Sold Mar 27, 2026

  584 Meadow Sweet Cir, Osprey, FL 34229

  • 3 Beds
  • 2 Baths
  • 2,151 Sq Ft
  • Built 1996

  Last Sold Summary

  • 2% Below List Price
  • $272/SF
  • 18 Days On Market

  Current Estimated Value $589,440

  Last Listing Agent Jack Keller JACK KELLER INC

  584 Meadow Sweet Cir, Osprey, FL 34229
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  $260,000 Sold Jan 23, 2026

  761 Pine Run Dr, Osprey, FL 34229

  • 2 Beds
  • 2 Baths
  • 1,379 Sq Ft
  • Built 1973

  Last Sold Summary

  • 7% Below List Price
  • $189/SF
  • 31 Days On Market

  Current Estimated Value $257,630

  Last Listing Agent Jeffrey Gaudette COLDWELL BANKER SARASOTA CENT.

  761 Pine Run Dr, Osprey, FL 34229
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  $2,327,000 Sold Jun 18, 2025

  654 Trenton Way, Osprey, FL 34229

  • 4 Beds
  • 3.5 Baths
  • 3,582 Sq Ft
  • Built 1990

  Last Sold Summary

  • 5% Below List Price
  • $650/SF
  • 86 Days On Market

  Current Estimated Value $2,125,040

  Last Listing Agent Mark Lyda GENEROUS PROPERTY

  654 Trenton Way, Osprey, FL 34229
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  $2,925,000 Sold Sep 23, 2025

  550 Dove Pointe, Osprey, FL 34229

  • 4 Beds
  • 5.5 Baths
  • 7,842 Sq Ft
  • Built 2006

  Last Sold Summary

  • 11% Below List Price
  • $373/SF
  • 63 Days On Market

  Current Estimated Value $2,858,187

  Last Listing Agent Jennifer Linehan MICHAEL SAUNDERS & COMPANY

  550 Dove Pointe, Osprey, FL 34229
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  $280,000 Sold Feb 04, 2026

  232 Explorer Dr Unit 15, Osprey, FL 34229

  • 2 Beds
  • 2 Baths
  • 1,135 Sq Ft
  • Built 2019

  Last Sold Summary

  • 15% Below List Price
  • $247/SF
  • 220 Days On Market

  Current Estimated Value $280,007

  Last Listing Agent Gary Hoskins COLDWELL BANKER REALTY

  232 Explorer Dr Unit 15, Osprey, FL 34229
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  $1,500,000 Sold Jul 08, 2025

  269 Pine Ranch Trail, Osprey, FL 34229

  • 4 Beds
  • 3.5 Baths
  • 3,572 Sq Ft
  • Built 1997

  Last Sold Summary

  • 16% Below List Price
  • $420/SF
  • 76 Days On Market

  Current Estimated Value $1,486,245

  Last Listing Agent Steve Abbe COLDWELL BANKER REALTY

  269 Pine Ranch Trail, Osprey, FL 34229
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  $335,000 Sold Mar 27, 2026

  172 Explorer Dr, Osprey, FL 34229

  • 2 Beds
  • 2 Baths
  • 1,449 Sq Ft
  • Built 2016

  Last Sold Summary

  • 4% Below List Price
  • $231/SF
  • 3 Days On Market

  Current Estimated Value $346,751

  Last Listing Agent Ashley Wallace COLDWELL BANKER REALTY

  172 Explorer Dr, Osprey, FL 34229
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  $995,000 Sold Mar 05, 2026

  105 Turquoise Ln, Osprey, FL 34229

  • 3 Beds
  • 2 Baths
  • 2,606 Sq Ft
  • Built 2001

  Last Sold Summary

  • $382/SF
  • 162 Days On Market

  Current Estimated Value $956,263

  Last Listing Agent Rosalie Phillips MICHAEL SAUNDERS & COMPANY

  105 Turquoise Ln, Osprey, FL 34229
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  $510,000 Sold Jan 13, 2026

  12689 Promenade Estates Blvd, Osprey, FL 34238

  • 4 Beds
  • 2.5 Baths
  • 2,045 Sq Ft
  • Built 2021

  Last Sold Summary

  • 10% Below List Price
  • $249/SF
  • 38 Days On Market

  Current Estimated Value $516,575

  Last Listing Agent Lee Brewer RE/MAX ALLIANCE GROUP

  12689 Promenade Estates Blvd, Osprey, FL 34238
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  $3,050,000 Sold Aug 15, 2025

  5 N Casey Key Rd, Osprey, FL 34229

  • 4 Beds
  • 3.5 Baths
  • 2,380 Sq Ft
  • Built 1969

  Last Sold Summary

  • 27% Below List Price
  • $1,282/SF
  • 278 Days On Market

  Current Estimated Value $2,989,261

  Last Listing Agent Kelley Ann Ayers AYERS AND ASSOCIATES REAL ESTATE

  5 N Casey Key Rd, Osprey, FL 34229
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  $660,000 Sold Aug 26, 2025

  463 Park Trace Blvd, Osprey, FL 34229

  • 3 Beds
  • 2.5 Baths
  • 2,153 Sq Ft
  • Built 2002

  Last Sold Summary

  • 12% Below List Price
  • $307/SF
  • 63 Days On Market

  Current Estimated Value $666,463

  Last Listing Agent Kevin Stanley, P.A. PREMIER SOTHEBYS INTL REALTY

  463 Park Trace Blvd, Osprey, FL 34229
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  $1,700,000 Sold Jun 12, 2025

  525 S Shore Dr, Osprey, FL 34229

  • 3 Beds
  • 3 Baths
  • 2,315 Sq Ft
  • Built 1972

  Last Sold Summary

  • 15% Below List Price
  • $734/SF
  • 108 Days On Market

  Current Estimated Value $1,652,487

  Last Listing Agent Andree Huffine COLDWELL BANKER REALTY

  525 S Shore Dr, Osprey, FL 34229
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  $750,000 Sold Dec 30, 2025

  523 Habitat Blvd, Osprey, FL 34229

  • 4 Beds
  • 3 Baths
  • 2,314 Sq Ft
  • Built 2003

  Last Sold Summary

  • 5% Below List Price
  • $324/SF
  • 122 Days On Market

  Current Estimated Value $745,010

  Last Listing Agent Tamara Currey PREMIER SOTHEBY'S INTERNATIONAL REALTY

  523 Habitat Blvd, Osprey, FL 34229
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  $799,000 Sold Mar 09, 2026

  529 Habitat Blvd, Osprey, FL 34229

  • 3 Beds
  • 3 Baths
  • 2,617 Sq Ft
  • Built 2003

  Last Sold Summary

  • $305/SF
  • 2 Days On Market

  Current Estimated Value $793,545

  Last Listing Agent Todd Currey PREMIER SOTHEBY'S INTERNATIONAL REALTY

  529 Habitat Blvd, Osprey, FL 34229
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  $550,000 Sold Mar 23, 2026

  510 Latitude Ln, Osprey, FL 34229

  • 3 Beds
  • 2 Baths
  • 2,298 Sq Ft
  • Built 2004

  Last Sold Summary

  • 13% Below List Price
  • $239/SF
  • 125 Days On Market

  Current Estimated Value $600,651

  Last Listing Agent Marisa Marino BRIGHT REALTY

  510 Latitude Ln, Osprey, FL 34229
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  $715,000 Sold Mar 17, 2026

  319 Park Trace Blvd, Osprey, FL 34229

  • 4 Beds
  • 3 Baths
  • 2,551 Sq Ft
  • Built 2000

  Last Sold Summary

  • 5% Below List Price
  • $280/SF
  • 33 Days On Market

  Current Estimated Value $747,103

  Last Listing Agent Megan George PREMIER SOTHEBYS INTL REALTY

  319 Park Trace Blvd, Osprey, FL 34229
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  $1,160,000 Sold Apr 15, 2025

  131 Tina Island Dr, Osprey, FL 34229

  • 3 Beds
  • 2 Baths
  • 1,787 Sq Ft
  • Built 1978

  Last Sold Summary

  • 7% Below List Price
  • $649/SF
  • 10 Days On Market

  Current Estimated Value $1,148,712

  Last Listing Agent Sarah McGuire WHITE SANDS REALTY GROUP FL

  131 Tina Island Dr, Osprey, FL 34229
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  $645,000 Sold Jul 31, 2025

  673 Crane Prairie Way, Osprey, FL 34229

  • 3 Beds
  • 3 Baths
  • 2,223 Sq Ft
  • Built 2003

  Last Sold Summary

  • 13% Below List Price
  • $290/SF
  • 9 Days On Market

  Current Estimated Value $654,342

  Last Listing Agent Laura Harris, PA PREMIER SOTHEBYS INTL REALTY

  673 Crane Prairie Way, Osprey, FL 34229
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  $362,500 Sold Feb 23, 2026

  291 Hidden Bay Dr Unit 101, Osprey, FL 34229

  • 2 Beds
  • 2 Baths
  • 1,599 Sq Ft
  • Built 2000

  Last Sold Summary

  • 9% Below List Price
  • $227/SF
  • 58 Days On Market

  Current Estimated Value $378,063

  Last Listing Agent Stephanie Ham PARADISE EXCLUSIVE INC

  291 Hidden Bay Dr Unit 101, Osprey, FL 34229
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  $390,000 Sold Apr 15, 2025

  441 N Shore Dr, Osprey, FL 34229

  • 2 Beds
  • 2 Baths
  • 1,334 Sq Ft
  • Built 1970

  Last Sold Summary

  • 18% Below List Price
  • $292/SF
  • 21 Days On Market

  Current Estimated Value $376,333

  Last Listing Agent Dawn Barnett EXIT KING REALTY

  441 N Shore Dr, Osprey, FL 34229
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  $2,315,000 Sold Oct 30, 2025

  112 Osprey Point Dr, Osprey, FL 34229

  • 4 Beds
  • 5.5 Baths
  • 8,635 Sq Ft
  • Built 1989

  Last Sold Summary

  • 41% Below List Price
  • $268/SF
  • 156 Days On Market

  Current Estimated Value $2,909,004

  Last Listing Agent Kara Money KARA MONEY LLC

  112 Osprey Point Dr, Osprey, FL 34229
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  $665,000 Sold Nov 06, 2025

  563 Pine Ranch Rd E, Osprey, FL 34229

  • 3 Beds
  • 2 Baths
  • 2,346 Sq Ft
  • Built 1997

  Last Sold Summary

  • 1% Below List Price
  • $283/SF
  • 5 Days On Market

  Current Estimated Value $658,372

  Last Listing Agent Kevin Stanley, P.A. PREMIER SOTHEBYS INTL REALTY

  563 Pine Ranch Rd E, Osprey, FL 34229
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  $2,400,000 Sold Jun 02, 2025

  230 Osprey Point Dr, Osprey, FL 34229

  • 3 Beds
  • 3.5 Baths
  • 3,586 Sq Ft
  • Built 2014

  Last Sold Summary

  • 4% Below List Price
  • $669/SF
  • 42 Days On Market

  Current Estimated Value $2,388,545

  Last Listing Agent Mark Lyda GENEROUS PROPERTY

  230 Osprey Point Dr, Osprey, FL 34229
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  $1,500,000 Sold Sep 19, 2025

  462 E MacEwen Dr, Osprey, FL 34229

  • 3 Beds
  • 2.5 Baths
  • 2,611 Sq Ft
  • Built 1998

  Last Sold Summary

  • 3% Below List Price
  • $574/SF
  • 29 Days On Market

  Current Estimated Value $1,470,122

  Last Listing Agent Steve Abbe COLDWELL BANKER REALTY

  462 E MacEwen Dr, Osprey, FL 34229
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  $290,000 Sold Apr 07, 2025

  427 Washington Ave, Osprey, FL 34229

  • 3 Beds
  • 2 Baths
  • 1,120 Sq Ft
  • Built 1957

  Last Sold Summary

  • 11% Below List Price
  • $259/SF
  • 195 Days On Market

  Current Estimated Value $293,845

  Last Listing Agent Kelly Jenkins KW COASTAL LIVING II

  427 Washington Ave, Osprey, FL 34229
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  $720,000 Sold Jun 16, 2025

  518 Luminary Blvd, Osprey, FL 34229

  • 4 Beds
  • 3 Baths
  • 2,320 Sq Ft
  • Built 2005

  Last Sold Summary

  • 9% Below List Price
  • $310/SF
  • 130 Days On Market

  Current Estimated Value $714,962

  Last Listing Agent Tamara Currey PREMIER SOTHEBY'S INTERNATIONAL REALTY

  518 Luminary Blvd, Osprey, FL 34229
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  $879,352 Sold Apr 15, 2025

  280 Hidden Bay Dr Unit 402, Osprey, FL 34229

  • 3 Beds
  • 2 Baths
  • 1,937 Sq Ft
  • Built 2024

  Last Sold Summary

  • 4% Above List Price
  • $454/SF
  • 14 Days On Market

  Current Estimated Value $818,873

  Last Listing Agent Thomas Netzel PREMIER SOTHEBY'S INTERNATIONAL REALTY

  280 Hidden Bay Dr Unit 402, Osprey, FL 34229
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  $1,700,000 Sold Sep 18, 2025

  898 MacEwen Dr, Osprey, FL 34229

  • 4 Beds
  • 4 Baths
  • 4,132 Sq Ft
  • Built 1997

  Last Sold Summary

  • 13% Below List Price
  • $411/SF
  • 0 Days On Market

  Current Estimated Value $1,739,007

  Last Listing Agent Steve Abbe COLDWELL BANKER REALTY

  898 MacEwen Dr, Osprey, FL 34229
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  $329,000 Sold Jan 14, 2026

  85 Navigation Cir, Osprey, FL 34229

  • 3 Beds
  • 2 Baths
  • 1,430 Sq Ft
  • Built 2014

  Last Sold Summary

  • 3% Below List Price
  • $230/SF
  • 8 Days On Market

  Current Estimated Value $325,661

  Last Listing Agent Kate Kwiecinski COLDWELL BANKER REALTY

  85 Navigation Cir, Osprey, FL 34229
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  $155,000 Sold Nov 26, 2025

  170 Edgewood Dr, Osprey, FL 34229

  • 2 Beds
  • 2 Baths
  • 959 Sq Ft
  • Built 1979

  Last Sold Summary

  • 6% Below List Price
  • $162/SF
  • 132 Days On Market

  Last Listing Agent Roberta Burish KW SUNCOAST

  170 Edgewood Dr, Osprey, FL 34229
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  $3,900,000 Sold Aug 27, 2025

  426 N Casey Key Rd, Osprey, FL 34229

  • 3 Beds
  • 2 Baths
  • 1,876 Sq Ft
  • Built 1992

  Last Sold Summary

  • 20% Below List Price
  • $2,079/SF
  • 657 Days On Market

  Current Estimated Value $3,584,278

  Last Listing Agent Valerie Dall'acqua PREMIER SOTHEBY'S INTERNATIONAL REALTY

  426 N Casey Key Rd, Osprey, FL 34229
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  $3,500,000 Sold Dec 17, 2025

  431 Yacht Harbor Dr, Osprey, FL 34229

  • 3 Beds
  • 2.5 Baths
  • 3,006 Sq Ft
  • Built 1979

  Last Sold Summary

  • 19% Below List Price
  • $1,164/SF
  • 11 Days On Market

  Current Estimated Value $3,539,892

  Last Listing Agent Pat Williams PAT WILLIAMS REALTY, LLC

  431 Yacht Harbor Dr, Osprey, FL 34229
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  $2,400,000 Sold Jan 09, 2026

  432 Sorrento Dr, Osprey, FL 34229

  • 3 Beds
  • 3.5 Baths
  • 3,640 Sq Ft
  • Built 2007

  Last Sold Summary

  • 6% Below List Price
  • $659/SF
  • 7 Days On Market

  Current Estimated Value $2,333,492

  Last Listing Agent Tanya Waxler UKEEPCOMMISSION REAL ESTATE

  432 Sorrento Dr, Osprey, FL 34229
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  $470,000 Sold Feb 10, 2026

  1363 New Forest Ln, Osprey, FL 34229

  • 2 Beds
  • 2 Baths
  • 1,738 Sq Ft
  • Built 2002

  Last Sold Summary

  • 14% Below List Price
  • $270/SF
  • 260 Days On Market

  Current Estimated Value $473,385

  Last Listing Agent Pamela Strom RE/MAX PALM

  1363 New Forest Ln, Osprey, FL 34229

Showing Results 81 - 120, Page 3 of 6