249

Recently Sold Osprey, FL Homes

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  • /2

    $850,000

    Sold Aug 07, 2026

    157 Lookout Point Dr, Osprey, FL 34229

    • 3 Beds
    • 2 Baths
    • 1,859 Sq Ft
    • Built 1981

    Last Sold Summary

    • 3% Below List Price
    • $457/SF
    • 14 Days On Market

    Current Estimated Value $882,036

    Last Listing Agent Pat Williams PAT WILLIAMS REALTY, LLC

    157 Lookout Point Dr, Osprey, FL 34229
  • /2

    $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 $627,758

    Last Listing Agent Dawn Bear WILLIAM RAVEIS - FLORIDA LLC

    14041 Bellagio Way Unit 414, Osprey, FL 34229
  • /2

    $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 $346,025

    Last Listing Agent Kate Kwiecinski COLDWELL BANKER REALTY

    177 Navigation Cir, Osprey, FL 34229
  • /2

    $965,000

    Sold Jul 31, 2026

    113 Burney Rd, Osprey, FL 34229

    • 3 Beds
    • 2.5 Baths
    • 2,502 Sq Ft
    • Built 2020

    Last Sold Summary

    • 3% Below List Price
    • $386/SF
    • 58 Days On Market

    Current Estimated Value $1,040,663

    Last Listing Agent Mark Lyda GENEROUS PROPERTY

    113 Burney Rd, Osprey, FL 34229
  • /2

    $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 $2,007,802

    Last Listing Agent Maria Balaz EXIT KING REALTY

    895 MacEwen Dr, Osprey, FL 34229
  • /2

    $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 $431,147

    Last Listing Agent Bill Cantrell WILLIAM RAVEIS - FLORIDA LLC

    508 Meadow Sweet Cir, Osprey, FL 34229
  • /2

    $1,250,000

    Sold Sep 01, 2026

    480 Oriskany Ct, Osprey, FL 34229

    • 3 Beds
    • 3.5 Baths
    • 3,208 Sq Ft
    • Built 1999

    Last Sold Summary

    • 26% Below List Price
    • $390/SF
    • 161 Days On Market

    Current Estimated Value $1,523,591

    Last Listing Agent Susan Pelton MICHAEL SAUNDERS & COMPANY

    480 Oriskany Ct, Osprey, FL 34229
  • /2

    $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 $643,744

    Last Listing Agent Bogdan Osipov OSIPOV GROUP REAL ESTATE

    6 Bay Acres Ave, Osprey, FL 34229
  • /2

    $425,000

    Sold Aug 20, 2026

    811 Sarabay Rd, Osprey, FL 34229

    • 2 Beds
    • 1 Bath
    • 1,211 Sq Ft
    • Built 1950

    Last Sold Summary

    • 5% Below List Price
    • $351/SF
    • 25 Days On Market

    Current Estimated Value $440,449

    Last Listing Agent Ariel Howell LPT REALTY, LLC

    811 Sarabay Rd, Osprey, FL 34229
  • /2

    $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 $433,466

    Last Listing Agent Mark Midyett KELLER WILLIAMS ON THE WATER S

    264 Woods Point Rd, Osprey, FL 34229
  • /2

    $740,000

    Sold Jul 01, 2026

    393 N Point Rd Unit 401, Osprey, FL 34229

    • 3 Beds
    • 3 Baths
    • 2,594 Sq Ft
    • Built 2001

    Last Sold Summary

    • 11% Below List Price
    • $285/SF
    • 35 Days On Market

    Current Estimated Value $734,168

    Last Listing Agent Steve Abbe COLDWELL BANKER REALTY

    393 N Point Rd Unit 401, Osprey, FL 34229
  • /2

    $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 $476,389

    Last Listing Agent Al Grabo ARCO REALTY GROUP

    34 Washington Ave, Osprey, FL 34229
  • /2

    $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 $522,149

    Last Listing Agent Helena Nordstrom PREMIER SOTHEBY'S INTERNATIONAL REALTY

    1036 Oak Meadow Ln Unit 3A, Osprey, FL 34229
  • /2

    $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 $186,683

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

    226 Woodland Dr, Osprey, FL 34229
  • /2

    $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 $287,104

    Last Listing Agent Zita Bowers MICHAEL SAUNDERS & COMPANY

    100 Navigation Cir, Osprey, FL 34229
  • /2

    $1,250,000

    Sold Jun 15, 2026

    408 Yacht Harbor Dr, Osprey, FL 34229

    • 4 Beds
    • 4 Baths
    • 2,624 Sq Ft
    • Built 1976

    Last Sold Summary

    • 9% Below List Price
    • $476/SF
    • 0 Days On Market

    Current Estimated Value $1,240,560

    Last Listing Agent Thomas Netzel PREMIER SOTHEBY'S INTERNATIONAL REALTY

    408 Yacht Harbor Dr, Osprey, FL 34229
  • /2

    $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 $436,139

    Last Listing Agent Jim Comly LPT REALTY, LLC

    321 Sorrento Dr, Osprey, FL 34229
  • /2

    $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 $648,067

    Last Listing Agent Andrew Foltz PREFERRED SHORE LLC

    804 Shadow Bay Way, Osprey, FL 34229
  • /2

    $565,000

    Sold Jul 20, 2026

    186 Windward Dr, Osprey, FL 34229

    • 3 Beds
    • 2 Baths
    • 2,505 Sq Ft
    • Built 1983

    Last Sold Summary

    • 25% Below List Price
    • $226/SF
    • 125 Days On Market

    Current Estimated Value $598,708

    Last Listing Agent Brittany Coleman KELLER WILLIAMS ON THE WATER S

    186 Windward Dr, Osprey, FL 34229
  • /2

    $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 $519,033

    Last Listing Agent Wayne Cherry PROGRAM REALTY, LLC

    811 Shadow Bay Way, Osprey, FL 34229
  • /2

    $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 $672,775

    Last Listing Agent Justin Brunswick KELLER WILLIAMS ON THE WATER S

    866 Placid Lake Dr, Osprey, FL 34229
  • /2

    $400,000

    Sold Jun 05, 2026

    32 Bay Ave, Osprey, FL 34229

    • 2 Beds
    • 2 Baths
    • 2,148 Sq Ft
    • Built 1962

    Last Sold Summary

    • 19% Below List Price
    • $186/SF
    • 178 Days On Market

    Current Estimated Value $408,893

    Last Listing Agent Michelle Richardson LOKATION

    32 Bay Ave, Osprey, FL 34229
  • /2

    $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 $5,338,370

    Last Listing Agent Debra Pitell-Hauge MICHAEL SAUNDERS & COMPANY

    622 Bayshore Dr, Osprey, FL 34229
  • /2

    $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
  • /2

    $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 $421,925

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

    1102 Jessie Harbor Dr, Osprey, FL 34229
  • /2

    $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 $287,535

    Last Listing Agent Judi Cipollina COLDWELL BANKER REALTY

    4267 Expedition Way, Osprey, FL 34229
  • /2

    $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 $557,805

    Last Listing Agent Steve Abbe COLDWELL BANKER REALTY

    409 N Point Rd Unit 603, Osprey, FL 34229
  • /2

    $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 $137,789

    Last Listing Agent Daniel Treiman MICHAEL SAUNDERS & COMPANY

    570 Blackburn Point Rd Unit 19, Osprey, FL 34229
  • /2

    $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 $851,551

    Last Listing Agent Matthew Greenland KELLER WILLIAMS ISLAND LIFE REAL ESTATE

    616 Crane Prairie Way, Osprey, FL 34229
  • /2

    $259,900

    Sold Jul 15, 2026

    232 Woodland Dr, Osprey, FL 34229

    • 2 Beds
    • 2 Baths
    • 1,325 Sq Ft
    • Built 1980

    Last Sold Summary

    • 4% Below List Price
    • $196/SF
    • 163 Days On Market

    Current Estimated Value $255,020

    Last Listing Agent Pat Williams PAT WILLIAMS REALTY, LLC

    232 Woodland Dr, Osprey, FL 34229
  • /2

    $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 $360,761

    Last Listing Agent Tim Weller EXIT KING REALTY

    4235 Expedition Way Unit 102, Osprey, FL 34229
  • /2

    $305,000

    Sold Aug 31, 2026

    173 Navigation Cir Unit 107, Osprey, FL 34229

    • 3 Beds
    • 2 Baths
    • 1,528 Sq Ft
    • Built 2015

    Last Sold Summary

    • 7% Below List Price
    • $200/SF
    • 57 Days On Market

    Last Listing Agent Tim Weller EXIT KING REALTY

    173 Navigation Cir Unit 107, Osprey, FL 34229
  • /2

    $310,000

    Sold Aug 31, 2026

    764 Sarabay Rd Unit 8, Osprey, FL 34229

    • 2 Beds
    • 2 Baths
    • 1,392 Sq Ft
    • Built 1981

    Last Sold Summary

    • 31% Below List Price
    • $223/SF
    • 160 Days On Market

    Current Estimated Value $408,756

    Last Listing Agent Michael Christo PREMIER SOTHEBYS INTL REALTY

    764 Sarabay Rd Unit 8, Osprey, FL 34229
  • /2

    $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 $849,746

    Last Listing Agent Tamara Currey PREMIER SOTHEBY'S INTERNATIONAL REALTY

    678 Crane Prairie Way, Osprey, FL 34229
  • /2

    $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 $2,252,454

    Last Listing Agent Steve Abbe COLDWELL BANKER REALTY

    370 Sugar Mill Dr, Osprey, FL 34229
  • /2

    $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 $202,821

    Last Listing Agent Lauren Meadows PREFERRED PROPERTIES OF VENICE INC

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

    $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 $1,097,293

    Last Listing Agent Dawn Bear WILLIAM RAVEIS - FLORIDA LLC

    201 Eaglenook Way, Osprey, FL 34229
  • /2

    $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 $217,352

    Last Listing Agent Hansel Pitts COLDWELL BANKER SARASOTA CENT.

    444 Washington Ave, Osprey, FL 34229
  • /2

    $1,865,160

    Sold Aug 27, 2026

    448 E MacEwen Dr, Osprey, FL 34229

    • 4 Beds
    • 3.5 Baths
    • 3,768 Sq Ft
    • Built 1998

    Last Sold Summary

    • 11% Below List Price
    • $495/SF
    • 105 Days On Market

    Current Estimated Value $1,928,070

    Last Listing Agent Mark Lyda GENEROUS PROPERTY

    448 E MacEwen Dr, Osprey, FL 34229
  • /2

    $525,000

    Sold Sep 30, 2025

    116 Villa Dr Unit 116, Osprey, FL 34229

    • 2 Beds
    • 2 Baths
    • 1,221 Sq Ft
    • Built 1968

    Last Sold Summary

    • $430/SF
    • 2 Days On Market

    Current Estimated Value $482,775

    Last Listing Agent Marco Guadagnini PREFERRED SHORE LLC

    116 Villa Dr Unit 116, Osprey, FL 34229

Showing Results 201 - 240, Page 6 of 7

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