236

Recently Sold Homes in 34229

Section Image
  • /2

    $800,000

    Sold Aug 24, 2026

    204 Windward Dr, Osprey, FL 34229

    • 3 Beds
    • 3 Baths
    • 2,486 Sq Ft
    • Built 1986

    Last Sold Summary

    • 24% Below List Price
    • $322/SF
    • 81 Days On Market

    Current Estimated Value $842,915

    Last Listing Agent Sharon Lewis GOLF & BAY PROPERTIES LLC

    204 Windward Dr, Osprey, FL 34229
  • /2

    $545,000

    Sold Mar 31, 2026

    711 Shadow Bay Way, Osprey, FL 34229

    • 4 Beds
    • 2 Baths
    • 2,133 Sq Ft
    • Built 2002

    Last Sold Summary

    • 9% Below List Price
    • $256/SF
    • 77 Days On Market

    Current Estimated Value $544,142

    Last Listing Agent Susan Keal MICHAEL SAUNDERS & COMPANY

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

    $520,000

    Sold Nov 14, 2025

    708 Anna Hope Ln, Osprey, FL 34229

    • 3 Beds
    • 2 Baths
    • 2,133 Sq Ft
    • Built 2002

    Last Sold Summary

    • 5% Below List Price
    • $244/SF
    • 8 Days On Market

    Current Estimated Value $530,721

    Last Listing Agent Julien Collet PINEYWOODS REALTY LLC

    708 Anna Hope Ln, Osprey, FL 34229
  • /2

    $631,000

    Sold Apr 23, 2026

    659 Rivendell Blvd, Osprey, FL 34229

    • 3 Beds
    • 2.5 Baths
    • 2,292 Sq Ft
    • Built 2001

    Last Sold Summary

    • 7% Below List Price
    • $275/SF
    • 22 Days On Market

    Current Estimated Value $637,967

    Last Listing Agent Stephanie Church COLDWELL BANKER REALTY

    659 Rivendell Blvd, Osprey, FL 34229
  • /2

    $640,000

    Sold Jan 06, 2026

    5100 Jessie Harbor Dr Unit 701, Osprey, FL 34229

    • 3 Beds
    • 3 Baths
    • 2,484 Sq Ft
    • Built 2004

    Last Sold Summary

    • 12% Below List Price
    • $258/SF
    • 130 Days On Market

    Current Estimated Value $630,620

    Last Listing Agent Robert Ruiz WILLIAM RAVEIS - FLORIDA LLC

    5100 Jessie Harbor Dr Unit 701, Osprey, FL 34229
  • /2

    $1,300,000

    Sold Jul 22, 2026

    25 Sugar Mill Dr, Osprey, FL 34229

    • 3 Beds
    • 3.5 Baths
    • 3,066 Sq Ft
    • Built 1998

    Last Sold Summary

    • 23% Below List Price
    • $424/SF
    • 151 Days On Market

    Current Estimated Value $1,463,194

    Last Listing Agent Mark Lyda GENEROUS PROPERTY

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

    $1,450,000

    Sold Jun 15, 2026

    76 Osprey Point Dr, Osprey, FL 34229

    • 3 Beds
    • 4.5 Baths
    • 4,364 Sq Ft
    • Built 1986

    Last Sold Summary

    • 17% Below List Price
    • $332/SF
    • 170 Days On Market

    Current Estimated Value $1,583,000

    Last Listing Agent Steve Abbe COLDWELL BANKER REALTY

    76 Osprey Point Dr, Osprey, FL 34229
  • /2

    $645,000

    Sold Jul 22, 2026

    730 Fordingbridge Way, Osprey, FL 34229

    • 3 Beds
    • 2 Baths
    • 2,182 Sq Ft
    • Built 2002

    Last Sold Summary

    • 9% Below List Price
    • $296/SF
    • 23 Days On Market

    Current Estimated Value $689,340

    Last Listing Agent Christina Gaskill COLDWELL BANKER REALTY

    730 Fordingbridge Way, Osprey, FL 34229
  • /2

    $1,850,000

    Sold Apr 10, 2026

    140 N Casey Key Rd, Osprey, FL 34229

    • 3 Beds
    • 3.5 Baths
    • 2,473 Sq Ft
    • Built 1985

    Last Sold Summary

    • 26% Below List Price
    • $748/SF
    • 143 Days On Market

    Current Estimated Value $1,976,791

    Last Listing Agent Rhonda Carder EXP REALTY LLC

    140 N Casey Key Rd, Osprey, FL 34229
  • /2

    $3,650,000

    Sold Aug 24, 2026

    324 Bayshore Dr, Osprey, FL 34229

    • 4 Beds
    • 4.5 Baths
    • 4,389 Sq Ft
    • Built 2000

    Last Sold Summary

    • 14% Below List Price
    • $832/SF
    • 122 Days On Market

    Current Estimated Value $3,806,851

    Last Listing Agent Drew Russell MICHAEL SAUNDERS & COMPANY

    324 Bayshore Dr, Osprey, FL 34229
  • /2

    $910,000

    Sold Nov 19, 2025

    766 Shadow Bay Way, Osprey, FL 34229

    • 4 Beds
    • 3 Baths
    • 3,438 Sq Ft
    • Built 1998

    Last Sold Summary

    • 9% Below List Price
    • $265/SF
    • 132 Days On Market

    Current Estimated Value $938,334

    Last Listing Agent Anne Pfitzenreiter COLDWELL BANKER SARASOTA CENT.

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

    $620,000

    Sold May 20, 2026

    571 Pine Ranch Rd E, Osprey, FL 34229

    • 5 Beds
    • 2.5 Baths
    • 2,746 Sq Ft
    • Built 1995

    Last Sold Summary

    • 9% Below List Price
    • $226/SF
    • 190 Days On Market

    Current Estimated Value $627,572

    Last Listing Agent Christiana Kopetzky MICHAEL SAUNDERS & COMPANY

    571 Pine Ranch Rd E, Osprey, FL 34229
  • /2

    $95,000

    Sold Feb 19, 2026

    570 Blackburn Point Rd Unit 33, Osprey, FL 34229

    Last Sold Summary

    • 8% Below List Price
    • 58 Days On Market

    Current Estimated Value $93,585

    Last Listing Agent David Babel BRIGHT REALTY

    570 Blackburn Point Rd Unit 33, Osprey, FL 34229
  • /2

    $977,500

    Sold Jul 23, 2026

    353 S Shore Dr, Osprey, FL 34229

    • 3 Beds
    • 2 Baths
    • 1,840 Sq Ft
    • Built 1968

    Last Sold Summary

    • 19% Below List Price
    • $531/SF
    • 87 Days On Market

    Current Estimated Value $1,001,645

    Last Listing Agent Phyllis Coviello COLDWELL BANKER SARASOTA CENT.

    353 S Shore Dr, Osprey, FL 34229
  • /2

    $581,000

    Sold Apr 30, 2026

    819 Shadow Bay Way, Osprey, FL 34229

    • 4 Beds
    • 2 Baths
    • 2,145 Sq Ft
    • Built 2002

    Last Sold Summary

    • 9% Below List Price
    • $271/SF
    • 39 Days On Market

    Current Estimated Value $582,394

    Last Listing Agent Crystal Cosby, LLC PREMIER SOTHEBYS INTL REALTY

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

    $1,100,000

    Sold Apr 30, 2026

    219 Keel Way, Osprey, FL 34229

    • 3 Beds
    • 2.5 Baths
    • 2,735 Sq Ft
    • Built 1980

    Last Sold Summary

    • 6% Below List Price
    • $402/SF
    • 109 Days On Market

    Current Estimated Value $1,089,357

    Last Listing Agent Mark Lyda GENEROUS PROPERTY

    219 Keel Way, Osprey, FL 34229
  • /2

    $665,000

    Sold Aug 03, 2026

    393 N Point Rd Unit 604, Osprey, FL 34229

    • 3 Beds
    • 3 Baths
    • 2,778 Sq Ft
    • Built 2001

    Last Sold Summary

    • 49% Below List Price
    • $239/SF
    • 488 Days On Market

    Current Estimated Value $984,585

    Last Listing Agent Debbie Baraona JASON MITCHELL REAL ESTATE FLO

    393 N Point Rd Unit 604, Osprey, FL 34229
  • /2

    $800,000

    Sold Mar 02, 2026

    327 Park Trace Blvd, Osprey, FL 34229

    • 4 Beds
    • 3 Baths
    • 2,935 Sq Ft
    • Built 2002

    Last Sold Summary

    • 6% Below List Price
    • $273/SF
    • 44 Days On Market

    Current Estimated Value $795,705

    Last Listing Agent Kim Azar-Calka MICHAEL SAUNDERS & COMPANY

    327 Park Trace Blvd, Osprey, FL 34229
  • /2

    $950,000

    Sold Feb 10, 2026

    701 Eaglenook Way, Osprey, FL 34229

    • 4 Beds
    • 4.5 Baths
    • 3,533 Sq Ft
    • Built 1978

    Last Sold Summary

    • 17% Below List Price
    • $269/SF
    • 97 Days On Market

    Current Estimated Value $1,036,837

    Last Listing Agent Michael Ballantyne COLDWELL BANKER SARASOTA CENT.

    701 Eaglenook Way, Osprey, FL 34229
  • /2

    $3,315,000

    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

    • $384/SF
    • 150 Days On Market

    Current Estimated Value $3,030,096

    Last Listing Agent COMP AGENT Comp Office-Sold

    112 Osprey Point Dr, Osprey, FL 34229
  • /2

    $250,000

    Sold Oct 23, 2025

    207 Woodland Dr Unit 207, Osprey, FL 34229

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

    Last Sold Summary

    • 18% Below List Price
    • $189/SF
    • 491 Days On Market

    Current Estimated Value $245,083

    Last Listing Agent Thomas Netzel PREMIER SOTHEBY'S INTERNATIONAL REALTY

    207 Woodland Dr Unit 207, Osprey, FL 34229
  • /2

    $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 $1,862,748

    Last Listing Agent Paula Mapp MAPP REALTY & INVESTMENT CO

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

    $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 $298,343

    Last Listing Agent Dan Ivanov KONA REALTY

    106 Villa Dr Unit 106, Osprey, FL 34229
  • /2

    $570,000

    Sold Aug 19, 2026

    1202 Jessie Harbor Dr Unit 1204, Osprey, FL 34229

    • 3 Beds
    • 2.5 Baths
    • 2,006 Sq Ft
    • Built 2004

    Last Sold Summary

    • 5% Below List Price
    • $284/SF
    • 75 Days On Market

    Current Estimated Value $586,062

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

    1202 Jessie Harbor Dr Unit 1204, Osprey, FL 34229
  • /2

    $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 $668,653

    Last Listing Agent Mairead Smialek COLDWELL BANKER REALTY

    597 Oak River Ct, Osprey, FL 34229
  • /2

    $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 $1,349,370

    Last Listing Agent Ruediger Weiss CHARITY & WEISS INTERNATIONAL LLC

    500 Shotgun Ln, Osprey, FL 34229
  • /2

    $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 $1,537,623

    Last Listing Agent Rosalie Phillips MICHAEL SAUNDERS & COMPANY

    228 Saint James Park, Osprey, FL 34229
  • /2

    $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
  • /2

    $540,000

    Sold Jul 30, 2026

    1367 Thornapple Dr, Osprey, FL 34229

    • 3 Beds
    • 2 Baths
    • 2,182 Sq Ft
    • Built 2003

    Last Sold Summary

    • 7% Below List Price
    • $247/SF
    • 29 Days On Market

    Current Estimated Value $576,093

    Last Listing Agent Todd Currey PREMIER SOTHEBY'S INTERNATIONAL REALTY

    1367 Thornapple Dr, Osprey, FL 34229
  • /2

    $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 $705,640

    Last Listing Agent Peter LaSalle PREFERRED SHORE LLC

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

    $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 $216,896

    Last Listing Agent Jack Gang GANGWAY REALTY

    139 Woodland Place, Osprey, FL 34229
  • /2

    $690,000

    Sold May 27, 2026

    6100 Jessie Harbor Dr Unit 203, Osprey, FL 34229

    • 3 Beds
    • 3 Baths
    • 2,630 Sq Ft
    • Built 2005

    Last Sold Summary

    • 10% Below List Price
    • $262/SF
    • 44 Days On Market

    Current Estimated Value $686,323

    Last Listing Agent Scott Swonger HOMESMART

    6100 Jessie Harbor Dr Unit 203, Osprey, FL 34229
  • /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 $866,103

    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 $621,509

    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 $343,828

    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 $993,837

    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 $2,001,360

    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 $430,396

    Last Listing Agent Bill Cantrell WILLIAM RAVEIS - FLORIDA LLC

    508 Meadow Sweet Cir, 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 $636,374

    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

Showing Results 161 - 200, Page 5 of 6

How to Buy a Home How to Finance a Home How to Sell a Home