5,018

Osprey, FL Homes

Section Image
    • /2

      Est $1,954,898

      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

      • 0 Days On Market

      Last Listing Agent Rosalie Phillips MICHAEL SAUNDERS & COMPANY

  • /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 $605,090

    Last Listing Agent Brittany Coleman KELLER WILLIAMS ON THE WATER S

    186 Windward Dr, Osprey, FL 34229
    • /2

      Est $693,376

      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

      • 9 Days On Market

      Last Listing Agent Tamara Currey PREMIER SOTHEBY'S INTERNATIONAL REALTY

  • /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 $515,437

    Last Listing Agent Wayne Cherry PROGRAM REALTY, LLC

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

      Est $570,266

      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

      • 41 Days On Market

      Last Listing Agent Michele Monteiro COLDWELL BANKER REALTY

  • /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

      Est $1,034,190

      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

      • 281 Days On Market

      Last Listing Agent Tina Timmons CENTURY 21 ROSEBAY

  • /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 $407,366

    Last Listing Agent Michelle Richardson LOKATION

    32 Bay Ave, Osprey, FL 34229
    • /2

      Est $1,209,440

      Not Listed For Sale

      223 Saint James Park, Osprey, FL 34229

      • 3 Beds
      • 5 Baths
      • 3,321 Sq Ft
      • Built 1991
      223 Saint James Park, Osprey, FL 34229

      Last Sold Summary

      • 20 Days On Market

      Last Listing Agent John Hockenberry RE/MAX ALLIANCE GROUP

  • /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
    • /11

      Est $2,041,958

      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

      Last Listing Agent Mark Lyda GENEROUS PROPERTY

  • /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
    • /42

      Est $245,807

      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

      • 12 Days On Market

      Last Listing Agent Tracey Fiedler DALTON WADE INC

  • /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 $429,425

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

    1102 Jessie Harbor Dr, Osprey, FL 34229
    • /65

      Est $1,958,240

      Not Listed For Sale

      453 Webbs Cove, Osprey, FL 34229

      • 3 Beds
      • 3.5 Baths
      • 3,953 Sq Ft
      • Built 1992
      453 Webbs Cove, Osprey, FL 34229

      Last Sold Summary

      • 73 Days On Market

      Last Listing Agent Nelly Milicevic BRIGHT REALTY

  • /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 $284,034

    Last Listing Agent Judi Cipollina COLDWELL BANKER REALTY

    4267 Expedition Way, Osprey, FL 34229
    • /2

      Est $572,819

      Not Listed For Sale

      603 Oak Bay Dr, Osprey, FL 34229

      • 4 Beds
      • 2 Baths
      • 2,312 Sq Ft
      • Built 1997
      603 Oak Bay Dr, Osprey, FL 34229

      Last Sold Summary

      • 133 Days On Market

      Last Listing Agent Frank Zeckel COLDWELL BANKER REALTY

  • /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 $561,235

    Last Listing Agent Steve Abbe COLDWELL BANKER REALTY

    409 N Point Rd Unit 603, Osprey, FL 34229
    • /66

      Est $154,892

      Not Listed For Sale

      767 Pine Run Dr, Osprey, FL 34229

      • 1 Bed
      • 1 Bath
      • 736 Sq Ft
      • Built 1973
      767 Pine Run Dr, Osprey, FL 34229

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Priscilla Adams COMPASS FLORIDA LLC

  • /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 $137,849

    Last Listing Agent Daniel Treiman MICHAEL SAUNDERS & COMPANY

    570 Blackburn Point Rd Unit 19, Osprey, FL 34229
    • /43

      Est $119,935

      Not Listed For Sale

      760 Pine Run Dr, Osprey, FL 34229

      • 1 Bed
      • 1 Bath
      • 586 Sq Ft
      • Built 1973
      760 Pine Run Dr, Osprey, FL 34229

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Erik Dunigan CORNERSTONE R.E OF SW FL

  • /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 $849,778

    Last Listing Agent Matthew Greenland KELLER WILLIAMS ISLAND LIFE REAL ESTATE

    616 Crane Prairie Way, Osprey, FL 34229
    • /72

      Est $227,818

      Not Listed For Sale

      756 Pine Run Dr, Osprey, FL 34229

      • 2 Beds
      • 2 Baths
      • 1,224 Sq Ft
      • Built 1973
      756 Pine Run Dr, Osprey, FL 34229

      Last Sold Summary

      • 79 Days On Market

      Last Listing Agent Priscilla Adams COMPASS FLORIDA LLC

  • /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 $254,455

    Last Listing Agent Pat Williams PAT WILLIAMS REALTY, LLC

    232 Woodland Dr, Osprey, FL 34229
    • /2

      Not Listed For Sale

      510 Old Venice Rd, Osprey, FL 34229

      • 3 Beds
      • 2.5 Baths
      • 2,176 Sq Ft
      • Built 1997
      510 Old Venice Rd, Osprey, FL 34229

      Last Sold Summary

      • 114 Days On Market

      Last Listing Agent Daniel Jasmer FINE PROPERTIES

  • /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 $360,803

    Last Listing Agent Tim Weller EXIT KING REALTY

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

      Est $364,590

      Not Listed For Sale

      223 Hidden Bay Dr Unit 305, Osprey, FL 34229

      • 3 Beds
      • 2 Baths
      • 1,515 Sq Ft
      • Built 1997
      223 Hidden Bay Dr Unit 305, Osprey, FL 34229

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Thomas Netzel PREMIER SOTHEBY'S INTERNATIONAL REALTY

  • /2

    $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 $499,111

    Last Listing Agent Lisa Napolitano DOUGLAS ELLIMAN

    1164 Beachcomber Ct Unit 19, Osprey, FL 34229
    • /93

      Est $1,784,281

      Not Listed For Sale

      284 Sugar Mill Dr, Osprey, FL 34229

      • 4 Beds
      • 3.5 Baths
      • 4,135 Sq Ft
      • Built 1994
      284 Sugar Mill Dr, Osprey, FL 34229

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Debra Forkan COLDWELL BANKER REALTY

  • /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 $843,236

    Last Listing Agent Tamara Currey PREMIER SOTHEBY'S INTERNATIONAL REALTY

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

      Est $1,577,762

      Not Listed For Sale

      716 Sarabay Rd, Osprey, FL 34229

      • 2 Beds
      • 3 Baths
      • 1,857 Sq Ft
      • Built 1975
      716 Sarabay Rd, Osprey, FL 34229

      Last Sold Summary

      • 13 Days On Market

      Last Listing Agent Peggy Lewis COLDWELL BANKER SARASOTA CENT.

  • /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
    • /54

      Est $1,005,528

      Not Listed For Sale

      181 Lookout Point Dr, Osprey, FL 34229

      • 3 Beds
      • 3 Baths
      • 2,899 Sq Ft
      • Built 1997
      181 Lookout Point Dr, Osprey, FL 34229

      Last Sold Summary

      • 13 Days On Market

      Last Listing Agent Sharon Lewis GOLF & BAY PROPERTIES LLC

  • /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 $198,003

    Last Listing Agent Lauren Meadows PREFERRED PROPERTIES OF VENICE INC

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

      Est $1,042,615

      Not Listed For Sale

      284 Lookout Point Dr, Osprey, FL 34229

      • 3 Beds
      • 3 Baths
      • 2,909 Sq Ft
      • Built 1986
      284 Lookout Point Dr, Osprey, FL 34229

      Last Sold Summary

      • 14 Days On Market

      Last Listing Agent Carol Thompson ROYAL PALM REALTY

  • /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 $1,073,370

    Last Listing Agent Dawn Bear WILLIAM RAVEIS - FLORIDA LLC

    201 Eaglenook Way, Osprey, FL 34229
    • /32

      Est $341,800

      Not Listed For Sale

      738 Harms Dr, Osprey, FL 34229

      • 3 Beds
      • 3 Baths
      • 1,700 Sq Ft
      • Built 1986
      738 Harms Dr, Osprey, FL 34229

      Last Sold Summary

      • 26 Days On Market

      Last Listing Agent Warren McGregor LUXE COASTAL PROPERTIES

  • /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 $218,613

    Last Listing Agent Hansel Pitts COLDWELL BANKER SARASOTA CENT.

    444 Washington Ave, Osprey, FL 34229
    • /2

      Est $1,491,628

      Not Listed For Sale

      269 Pine Ranch Trail, Osprey, FL 34229

      • 4 Beds
      • 3.5 Baths
      • 3,572 Sq Ft
      • Built 1997
      269 Pine Ranch Trail, Osprey, FL 34229

      Last Sold Summary

      • 76 Days On Market

      Last Listing Agent Steve Abbe COLDWELL BANKER REALTY

  • /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 $488,114

    Last Listing Agent Marco Guadagnini PREFERRED SHORE LLC

    116 Villa Dr Unit 116, Osprey, FL 34229

Showing Results 561 - 600, Page 15 of 18

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