5,018

Osprey, FL Homes

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  • 767 Fordingbridge Way, Osprey, FL 34229
    767 Fordingbridge Way, Osprey, FL 34229
    /2

    $565,000

    Sold Apr 03, 2026

    767 Fordingbridge Way, Osprey, FL 34229

    • 3 Beds
    • 2 Baths
    • 2,162 Sq Ft
    • Built 2002

    Last Sold Summary

    • 10% Below List Price
    • $261/SF
    • 30 Days On Market

    Current Estimated Value $571,918

    Last Listing Agent Roger Pettingell COLDWELL BANKER REALTY

    767 Fordingbridge Way, Osprey, FL 34229
    • 743 Anna Hope Ln, Osprey, FL 34229
      743 Anna Hope Ln, Osprey, FL 34229
      743 Anna Hope Ln, Osprey, FL 34229
      /22

      Est $529,084

      Not Listed For Sale

      743 Anna Hope Ln, Osprey, FL 34229

      • 3 Beds
      • 2 Baths
      • 2,150 Sq Ft
      • Built 2000
      743 Anna Hope Ln, Osprey, FL 34229

      Last Sold Summary

      • 177 Days On Market

      Last Listing Agent Roger Pettingell COLDWELL BANKER REALTY

  • 4304 Expedition Way Unit 105, Osprey, FL 34229
    4304 Expedition Way Unit 105, Osprey, FL 34229
    4304 Expedition Way Unit 105, Osprey, FL 34229
    /77

    $318,000

    $22K PRICE DROP Under Contract
    • 3 Beds
    • 2 Baths
    • 1,528 Sq Ft

    4304 Expedition Way Unit 105, Osprey, FL 34229

    Under contract-accepting backup offers. Virtually Staged. 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

    Tim Weller EXIT KING REALTY

    4304 Expedition Way Unit 105, Osprey, FL 34229
  • 409 N Point Rd Unit 1001, Osprey, FL 34229
    409 N Point Rd Unit 1001, Osprey, FL 34229
    /2

    $2,500,000

    Sold Jun 02, 2026

    409 N Point Rd Unit 1001, Osprey, FL 34229

    • 3 Beds
    • 3 Baths
    • 3,029 Sq Ft
    • Built 2004

    Last Sold Summary

    • 9% Below List Price
    • $825/SF
    • 0 Days On Market

    Current Estimated Value $2,458,794

    Last Listing Agent Mark Lyda GENEROUS PROPERTY

    409 N Point Rd Unit 1001, Osprey, FL 34229
    • 165 Sugar Mill Dr, Osprey, FL 34229
      165 Sugar Mill Dr, Osprey, FL 34229
      /2

      Est $1,696,200

      Not Listed For Sale

      165 Sugar Mill Dr, Osprey, FL 34229

      • 4 Beds
      • 4.5 Baths
      • 3,912 Sq Ft
      • Built 1989
      165 Sugar Mill Dr, Osprey, FL 34229

      Last Sold Summary

      • 152 Days On Market

      Last Listing Agent Steve Abbe COLDWELL BANKER REALTY

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

    $445,000

    Sold Apr 10, 2026

    288 Woods Point Rd, Osprey, FL 34229

    • 3 Beds
    • 2 Baths
    • 1,788 Sq Ft
    • Built 1991

    Last Sold Summary

    • $249/SF
    • 4 Days On Market

    Current Estimated Value $443,101

    Last Listing Agent Toni Zarghami KW COASTAL LIVING III

    288 Woods Point Rd, Osprey, FL 34229
    • 522 Habitat Blvd, Osprey, FL 34229
      522 Habitat Blvd, Osprey, FL 34229
      522 Habitat Blvd, Osprey, FL 34229
      /78

      Est $716,298

      Not Listed For Sale

      522 Habitat Blvd, Osprey, FL 34229

      • 4 Beds
      • 3 Baths
      • 2,321 Sq Ft
      • Built 2003
      522 Habitat Blvd, Osprey, FL 34229

      Last Sold Summary

      • 48 Days On Market

      Last Listing Agent David Cyr WILLIAM RAVEIS - FLORIDA LLC

  • 919 Tranquility Cir, Osprey, FL 34229
    919 Tranquility Cir, Osprey, FL 34229
    /2

    $750,000

    Sold Aug 14, 2026

    919 Tranquility Cir, Osprey, FL 34229

    • 4 Beds
    • 3.5 Baths
    • 2,854 Sq Ft
    • Built 2001

    Last Sold Summary

    • 3% Below List Price
    • $263/SF
    • 7 Days On Market

    Current Estimated Value $811,109

    Last Listing Agent Ro Palladino AYERS AND ASSOCIATES REAL ESTATE

    919 Tranquility Cir, Osprey, FL 34229
    • 520 Habitat Blvd, Osprey, FL 34229
      520 Habitat Blvd, Osprey, FL 34229
      /2

      Est $686,691

      Not Listed For Sale

      520 Habitat Blvd, Osprey, FL 34229

      • 4 Beds
      • 3 Baths
      • 2,323 Sq Ft
      • Built 2003
      520 Habitat Blvd, Osprey, FL 34229

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Tamara Currey PREMIER SOTHEBY'S INTERNATIONAL REALTY

  • 216 Woodland Dr Unit 216, Osprey, FL 34229
    216 Woodland Dr Unit 216, Osprey, FL 34229
    /2

    $220,000

    Sold Oct 23, 2025

    216 Woodland Dr Unit 216, Osprey, FL 34229

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

    Last Sold Summary

    • 10% Below List Price
    • $166/SF
    • 55 Days On Market

    Current Estimated Value $216,602

    Last Listing Agent Pat Williams PAT WILLIAMS REALTY, LLC

    216 Woodland Dr Unit 216, Osprey, FL 34229
    • 675 Crane Prairie Way, Osprey, FL 34229
      675 Crane Prairie Way, Osprey, FL 34229
      675 Crane Prairie Way, Osprey, FL 34229
      /41

      Est $681,361

      Not Listed For Sale

      675 Crane Prairie Way, Osprey, FL 34229

      • 4 Beds
      • 3 Baths
      • 2,320 Sq Ft
      • Built 2003
      675 Crane Prairie Way, Osprey, FL 34229

      Last Sold Summary

      • 37 Days On Market

      Last Listing Agent Tamara Currey PREMIER SOTHEBY'S INTERNATIONAL REALTY

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

    $660,000

    Sold Mar 10, 2026

    471 Park Trace Blvd, Osprey, FL 34229

    • 4 Beds
    • 3 Baths
    • 2,267 Sq Ft
    • Built 2001

    Last Sold Summary

    • 12% Below List Price
    • $291/SF
    • 197 Days On Market

    Current Estimated Value $655,033

    Last Listing Agent Bill Cantrell WILLIAM RAVEIS - FLORIDA LLC

    471 Park Trace Blvd, Osprey, FL 34229
    • 502 Oak Bay Dr, Osprey, FL 34229
      502 Oak Bay Dr, Osprey, FL 34229
      /2

      Est $505,607

      Not Listed For Sale

      502 Oak Bay Dr, Osprey, FL 34229

      • 3 Beds
      • 2 Baths
      • 2,116 Sq Ft
      • Built 1995
      502 Oak Bay Dr, Osprey, FL 34229

      Last Sold Summary

      • 88 Days On Market

      Last Listing Agent Carey Beychok RE/MAX ALLIANCE GROUP

  • 232 Hidden Bay Dr Unit 504, Osprey, FL 34229
    232 Hidden Bay Dr Unit 504, Osprey, FL 34229
    /2

    $560,000

    Sold Apr 10, 2026

    232 Hidden Bay Dr Unit 504, Osprey, FL 34229

    • 3 Beds
    • 3 Baths
    • 2,000 Sq Ft
    • Built 2001

    Last Sold Summary

    • 7% Below List Price
    • $280/SF
    • 147 Days On Market

    Current Estimated Value $574,977

    Last Listing Agent Per Nordstrom PREMIER SOTHEBY'S INTERNATIONAL REALTY

    232 Hidden Bay Dr Unit 504, Osprey, FL 34229
    • 800 Eaglenook Way, Osprey, FL 34229
      800 Eaglenook Way, Osprey, FL 34229
      800 Eaglenook Way, Osprey, FL 34229
      /65

      Est $964,692

      Not Listed For Sale

      800 Eaglenook Way, Osprey, FL 34229

      • 3 Beds
      • 2 Baths
      • 2,632 Sq Ft
      • Built 1978
      800 Eaglenook Way, Osprey, FL 34229

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Ashley Wallace COLDWELL BANKER REALTY

  • 1484 Seafarer Dr, Osprey, FL 34229
    1484 Seafarer Dr, Osprey, FL 34229
    /2

    $1,200,000

    Sold Oct 24, 2025

    1484 Seafarer Dr, Osprey, FL 34229

    • 4 Beds
    • 3.5 Baths
    • 3,479 Sq Ft
    • Built 1987

    Last Sold Summary

    • 7% Below List Price
    • $345/SF
    • 82 Days On Market

    Current Estimated Value $1,214,801

    Last Listing Agent Seth Westerberg EXP REALTY LLC

    1484 Seafarer Dr, Osprey, FL 34229
    • 128 Sea Anchor Dr, Osprey, FL 34229
      128 Sea Anchor Dr, Osprey, FL 34229
      /2

      Est $952,118

      Not Listed For Sale

      128 Sea Anchor Dr, Osprey, FL 34229

      • 3 Beds
      • 3 Baths
      • 2,677 Sq Ft
      • Built 1978
      128 Sea Anchor Dr, Osprey, FL 34229

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Lisa Napolitano DOUGLAS ELLIMAN

  • 364 Renoir Dr, Osprey, FL 34229
    364 Renoir Dr, Osprey, FL 34229
    /2

    $1,275,000

    Sold Sep 30, 2025

    364 Renoir Dr, Osprey, FL 34229

    • 3 Beds
    • 2.5 Baths
    • 3,241 Sq Ft
    • Built 2003

    Last Sold Summary

    • 6% Below List Price
    • $393/SF
    • 7 Days On Market

    Current Estimated Value $1,308,208

    Last Listing Agent Lore Miller RESULTS REALTY GROUP LLC

    364 Renoir Dr, Osprey, FL 34229
    • 294 Hidden Bay Dr Unit 103, Osprey, FL 34229
      294 Hidden Bay Dr Unit 103, Osprey, FL 34229
      /2

      Est $348,183

      Not Listed For Sale

      294 Hidden Bay Dr Unit 103, Osprey, FL 34229

      • 2 Beds
      • 2 Baths
      • 1,568 Sq Ft
      • Built 2001
      294 Hidden Bay Dr Unit 103, Osprey, FL 34229

      Last Sold Summary

      • 166 Days On Market

      Last Listing Agent Thomas Netzel PREMIER SOTHEBY'S INTERNATIONAL REALTY

  • 1486 Landview Ln, Osprey, FL 34229
    1486 Landview Ln, Osprey, FL 34229
    /2

    $817,000

    Sold Jun 30, 2026

    1486 Landview Ln, Osprey, FL 34229

    • 3 Beds
    • 2 Baths
    • 1,869 Sq Ft
    • Built 1977

    Last Sold Summary

    • 18% Below List Price
    • $437/SF
    • 173 Days On Market

    Current Estimated Value $812,750

    Last Listing Agent Barbara Teyssier EXP REALTY LLC

    1486 Landview Ln, Osprey, FL 34229
    • 242 Washington Ave, Osprey, FL 34229
      242 Washington Ave, Osprey, FL 34229
      242 Washington Ave, Osprey, FL 34229
      /9

      Est $186,212

      Not Listed For Sale

      242 Washington Ave, Osprey, FL 34229

      • 2 Beds
      • 1 Bath
      • 630 Sq Ft
      • Built 1950
      242 Washington Ave, Osprey, FL 34229

      Last Sold Summary

      • 162 Days On Market

      Last Listing Agent Dan Miller PREFERRED SHORE LLC

  • 478 Oriskany Ct, Osprey, FL 34229
    478 Oriskany Ct, Osprey, FL 34229
    /2

    $2,625,000

    Sold Sep 16, 2025

    478 Oriskany Ct, Osprey, FL 34229

    • 4 Beds
    • 7 Baths
    • 5,778 Sq Ft
    • Built 1999

    Last Sold Summary

    • 12% Below List Price
    • $454/SF
    • 10 Days On Market

    Current Estimated Value $2,583,662

    Last Listing Agent Steve Abbe COLDWELL BANKER REALTY

    478 Oriskany Ct, Osprey, FL 34229
    • 385 N Point Rd Unit 602, Osprey, FL 34229
      385 N Point Rd Unit 602, Osprey, FL 34229
      /2

      Est $628,488

      Not Listed For Sale

      385 N Point Rd Unit 602, Osprey, FL 34229

      • 3 Beds
      • 3 Baths
      • 2,055 Sq Ft
      • Built 2000
      385 N Point Rd Unit 602, Osprey, FL 34229

      Last Sold Summary

      • 174 Days On Market

      Last Listing Agent Matt Buttner LIST NOW REALTY, LLC

  • 402 Walls Way, Osprey, FL 34229
    402 Walls Way, Osprey, FL 34229
    /2

    $1,325,000

    Sold Nov 07, 2025

    402 Walls Way, Osprey, FL 34229

    • 4 Beds
    • 3.5 Baths
    • 3,464 Sq Ft
    • Built 2014

    Last Sold Summary

    • 22% Below List Price
    • $383/SF
    • 187 Days On Market

    Current Estimated Value $1,465,232

    Last Listing Agent Steve Abbe COLDWELL BANKER REALTY

    402 Walls Way, Osprey, FL 34229
    • 515 Oak Bay Dr, Osprey, FL 34229
      515 Oak Bay Dr, Osprey, FL 34229
      /2

      Est $533,781

      Not Listed For Sale

      515 Oak Bay Dr, Osprey, FL 34229

      • 3 Beds
      • 2 Baths
      • 1,977 Sq Ft
      • Built 1995
      515 Oak Bay Dr, Osprey, FL 34229

      Last Sold Summary

      • 116 Days On Market

      Last Listing Agent Thomas Cail RE/MAX ALLIANCE GROUP

  • 135 Woodland Place, Osprey, FL 34229
    135 Woodland Place, Osprey, FL 34229
    /2

    $260,000

    Sold May 13, 2026

    135 Woodland Place, Osprey, FL 34229

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

    Last Sold Summary

    • 3% Below List Price
    • $198/SF
    • 13 Days On Market

    Current Estimated Value $257,741

    Last Listing Agent Kim Azar-Calka MICHAEL SAUNDERS & COMPANY

    135 Woodland Place, Osprey, FL 34229
    • 121 Woodland Place Unit 121, Osprey, FL 34229
      121 Woodland Place Unit 121, Osprey, FL 34229
      /2

      Est $232,373

      Not Listed For Sale

      121 Woodland Place Unit 121, Osprey, FL 34229

      • 2 Beds
      • 2 Baths
      • 1,325 Sq Ft
      • Built 1979
      121 Woodland Place Unit 121, Osprey, FL 34229

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Pat Williams PAT WILLIAMS REALTY, LLC

  • 644 Rivendell Blvd, Osprey, FL 34229
    644 Rivendell Blvd, Osprey, FL 34229
    /2

    $625,000

    Sold Oct 10, 2025

    644 Rivendell Blvd, Osprey, FL 34229

    • 4 Beds
    • 3 Baths
    • 2,298 Sq Ft
    • Built 2001

    Last Sold Summary

    • 16% Below List Price
    • $272/SF
    • 260 Days On Market

    Current Estimated Value $625,873

    Last Listing Agent Veronica Manes MICHAEL SAUNDERS & COMPANY

    644 Rivendell Blvd, Osprey, FL 34229
    • 109 Burney Rd, Osprey, FL 34229
      109 Burney Rd, Osprey, FL 34229
      /2

      Est $384,976

      Not Listed For Sale

      109 Burney Rd, Osprey, FL 34229

      • 2 Beds
      • Built 1959
      109 Burney Rd, Osprey, FL 34229

      Last Sold Summary

      • 30 Days On Market

      Last Listing Agent Lori Madden MANGROVE REALTY ASSOCIATES

  • 409 N Point Rd Unit 501, Osprey, FL 34229
    409 N Point Rd Unit 501, Osprey, FL 34229
    /2

    $675,000

    Sold Jan 21, 2026

    409 N Point Rd Unit 501, Osprey, FL 34229

    • 3 Beds
    • 3 Baths
    • 2,594 Sq Ft
    • Built 2004

    Last Sold Summary

    • 36% Below List Price
    • $260/SF
    • 575 Days On Market

    Current Estimated Value $685,225

    Last Listing Agent Steve Abbe COLDWELL BANKER REALTY

    409 N Point Rd Unit 501, Osprey, FL 34229
    • 235 Woodland Dr Unit 235, Osprey, FL 34229
      235 Woodland Dr Unit 235, Osprey, FL 34229
      /2

      Est $191,159

      Not Listed For Sale

      235 Woodland Dr Unit 235, Osprey, FL 34229

      • 2 Beds
      • 2 Baths
      • 1,223 Sq Ft
      • Built 1980
      235 Woodland Dr Unit 235, Osprey, FL 34229

      Last Sold Summary

      • 53 Days On Market

      Last Listing Agent Priscilla Adams COMPASS FLORIDA LLC

  • 1795 Highland Rd, Osprey, FL 34229
    1795 Highland Rd, Osprey, FL 34229
    /2

    $375,000

    Sold Jun 18, 2026

    1795 Highland Rd, Osprey, FL 34229

    • 3 Beds
    • 3 Baths
    • 1,879 Sq Ft
    • Built 1999

    Last Sold Summary

    • $200/SF
    • 24 Days On Market

    Current Estimated Value $376,391

    Last Listing Agent Rachel Tritschler RE/MAX ALLIANCE GROUP

    1795 Highland Rd, Osprey, FL 34229
    • 107 Woodland Place Unit 107, Osprey, FL 34229
      107 Woodland Place Unit 107, Osprey, FL 34229
      /2

      Est $156,041

      Not Listed For Sale

      107 Woodland Place Unit 107, Osprey, FL 34229

      • 1 Bed
      • 1.5 Baths
      • 865 Sq Ft
      • Built 1979
      107 Woodland Place Unit 107, Osprey, FL 34229

      Last Sold Summary

      • 49 Days On Market

      Last Listing Agent Carla Rayman Kidd COLDWELL BANKER REALTY

  • 14041 Bellagio Way Unit 318, Osprey, FL 34229
    14041 Bellagio Way Unit 318, Osprey, FL 34229
    /2

    $895,000

    Sold Aug 20, 2026

    14041 Bellagio Way Unit 318, Osprey, FL 34229

    • 3 Beds
    • 2 Baths
    • 2,086 Sq Ft
    • Built 2006

    Last Sold Summary

    • 10% Below List Price
    • $429/SF
    • 45 Days On Market

    Current Estimated Value $891,888

    Last Listing Agent Margot Vigar (Leonard) COLDWELL BANKER REALTY

    14041 Bellagio Way Unit 318, Osprey, FL 34229
    • 564 Crane Prairie Way, Osprey, FL 34229
      564 Crane Prairie Way, Osprey, FL 34229
      564 Crane Prairie Way, Osprey, FL 34229
      /42

      Est $551,956

      Not Listed For Sale

      564 Crane Prairie Way, Osprey, FL 34229

      • 4 Beds
      • 3 Baths
      • 2,079 Sq Ft
      • Built 2005
      564 Crane Prairie Way, Osprey, FL 34229

      Last Sold Summary

      • 69 Days On Market

      Last Listing Agent Tamara Currey PREMIER SOTHEBY'S INTERNATIONAL REALTY

  • 691 Eagle Watch Ln, Osprey, FL 34229
    691 Eagle Watch Ln, Osprey, FL 34229
    /2

    $3,650,000

    Sold Apr 06, 2026

    691 Eagle Watch Ln, Osprey, FL 34229

    • 4 Beds
    • 7 Baths
    • 6,705 Sq Ft
    • Built 1993

    Last Sold Summary

    • 9% Below List Price
    • $544/SF
    • 78 Days On Market

    Current Estimated Value $3,550,814

    Last Listing Agent Renee Preininger SARASOTA TRUST REALTY COMPANY

    691 Eagle Watch Ln, Osprey, FL 34229
    • 6100 Jessie Harbor Dr Unit 403, Osprey, FL 34229
      6100 Jessie Harbor Dr Unit 403, Osprey, FL 34229
      6100 Jessie Harbor Dr Unit 403, Osprey, FL 34229
      /3

      Est $645,771

      Not Listed For Sale

      6100 Jessie Harbor Dr Unit 403, Osprey, FL 34229

      • 3 Beds
      • 3 Baths
      • 2,630 Sq Ft
      • Built 2005
      6100 Jessie Harbor Dr Unit 403, Osprey, FL 34229

      Last Sold Summary

      • 108 Days On Market

      Last Listing Agent Mark Quire KELLER WILLIAMS ON THE WATER S

  • 116 Navigation Cir Unit 106, Osprey, FL 34229
    116 Navigation Cir Unit 106, Osprey, FL 34229
    /2

    $318,000

    Sold Mar 25, 2026

    116 Navigation Cir Unit 106, Osprey, FL 34229

    • 3 Beds
    • 2 Baths
    • 1,430 Sq Ft
    • Built 2016

    Last Sold Summary

    • 2% Below List Price
    • $222/SF
    • 220 Days On Market

    Current Estimated Value $312,299

    Last Listing Agent Pan Steele, GRI COLDWELL BANKER REALTY

    116 Navigation Cir Unit 106, Osprey, FL 34229
    • 172 Sea Anchor Dr, Osprey, FL 34229
      172 Sea Anchor Dr, Osprey, FL 34229
      172 Sea Anchor Dr, Osprey, FL 34229
      /42

      Est $837,816

      Not Listed For Sale

      172 Sea Anchor Dr, Osprey, FL 34229

      • 3 Beds
      • 3 Baths
      • 2,283 Sq Ft
      • Built 1977
      172 Sea Anchor Dr, Osprey, FL 34229

      Last Sold Summary

      • 61 Days On Market

      Last Listing Agent Sharon Lewis GOLF & BAY PROPERTIES LLC

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

    $560,000

    Sold Jul 27, 2026

    557 Crane Prairie Way, Osprey, FL 34229

    • 3 Beds
    • 2 Baths
    • 2,172 Sq Ft
    • Built 2005

    Last Sold Summary

    • 7% Below List Price
    • $258/SF
    • 7 Days On Market

    Current Estimated Value $594,537

    Last Listing Agent Lori Lockhart COLDWELL BANKER REALTY

    557 Crane Prairie Way, Osprey, FL 34229

Showing Results 401 - 440, Page 11 of 18

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