249

Recently Sold Osprey, FL Homes

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  • /2

    $900,000

    Sold Jan 16, 2026

    3957 Waypoint Ave, Osprey, FL 34229

    • 3 Beds
    • 3 Baths
    • 2,328 Sq Ft
    • Built 2018

    Last Sold Summary

    • 6% Below List Price
    • $387/SF
    • 35 Days On Market

    Current Estimated Value $949,432

    Last Listing Agent Leonard Giarrano RE/MAX ALLIANCE GROUP

    3957 Waypoint Ave, Osprey, FL 34229
  • /2

    $600,000

    Sold May 26, 2026

    522 Luminary Blvd, Osprey, FL 34229

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

    Last Sold Summary

    • 7% Below List Price
    • $259/SF
    • 88 Days On Market

    Current Estimated Value $604,055

    Last Listing Agent Todd Currey PREMIER SOTHEBY'S INTERNATIONAL REALTY

    522 Luminary Blvd, Osprey, FL 34229
  • /2

    $865,000

    Sold Feb 10, 2026

    38 W Bay St, Osprey, FL 34229

    • 3 Beds
    • 2 Baths
    • 2,124 Sq Ft
    • Built 1994

    Last Sold Summary

    • 6% Below List Price
    • $407/SF
    • 107 Days On Market

    Current Estimated Value $853,123

    Last Listing Agent Mitch Helmuth HARRY ROBBINS ASSOC INC

    38 W Bay St, Osprey, FL 34229
  • /2

    $75,000

    Sold Dec 12, 2025

    570 Blackburn Point Rd Unit 2, Osprey, FL 34229

    • Built 2006

    Last Sold Summary

    • 5% Below List Price
    • 17 Days On Market

    Last Listing Agent Daniel Treiman MICHAEL SAUNDERS & COMPANY

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

    $220,000

    Sold Aug 07, 2026

    480 Blackburn Point Rd Unit 5, Osprey, FL 34229

    • Built 2006

    Last Sold Summary

    • 12% Below List Price
    • 3 Days On Market

    Last Listing Agent Daniel Treiman MICHAEL SAUNDERS & COMPANY

    480 Blackburn Point Rd Unit 5, Osprey, FL 34229
  • /2

    $1,850,000

    Sold Jan 22, 2026

    453 E MacEwen Dr, Osprey, FL 34229

    • 4 Beds
    • 3.5 Baths
    • 4,191 Sq Ft
    • Built 1999

    Last Sold Summary

    • 8% Below List Price
    • $441/SF
    • 19 Days On Market

    Current Estimated Value $1,886,145

    Last Listing Agent William Kelly THE REAL ESTATE STORE

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

    $669,000

    Sold Apr 07, 2026

    146 Willow Bend Way, Osprey, FL 34229

    • 4 Beds
    • 3 Baths
    • 2,540 Sq Ft
    • Built 2002

    Last Sold Summary

    • 4% Below List Price
    • $263/SF
    • 26 Days On Market

    Current Estimated Value $698,727

    Last Listing Agent Maria Rocha KELLER WILLIAMS ON THE WATER S

    146 Willow Bend Way, Osprey, FL 34229
  • /2

    $1,025,000

    Sold Apr 24, 2026

    1218 Yacht Harbor Dr, Osprey, FL 34229

    • 3 Beds
    • 3 Baths
    • 3,297 Sq Ft
    • Built 1980

    Last Sold Summary

    • 15% Below List Price
    • $311/SF
    • 203 Days On Market

    Current Estimated Value $1,040,956

    Last Listing Agent Karie Backman KELLER WILLIAMS ON THE WATER S

    1218 Yacht Harbor Dr, Osprey, FL 34229
  • /2

    $480,000

    Sold Mar 18, 2026

    827 Placid Lake Dr, Osprey, FL 34229

    • 2 Beds
    • 2 Baths
    • 1,875 Sq Ft
    • Built 2002

    Last Sold Summary

    • 16% Below List Price
    • $256/SF
    • 202 Days On Market

    Current Estimated Value $490,617

    Last Listing Agent Stephen Hachey FLAT FEE MLS REALTY

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

    $505,025

    Sold Mar 26, 2026

    570 Crane Prairie Way, Osprey, FL 34229

    • 3 Beds
    • 2 Baths
    • 2,298 Sq Ft
    • Built 2005

    Last Sold Summary

    • 1% Above List Price
    • $220/SF
    • 2 Days On Market

    Current Estimated Value $509,947

    Last Listing Agent Mickey Schweitzer MS REALTY MICKEY SCHWEITZER & ASSOCIATES LLC

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

    $727,500

    Sold Feb 12, 2026

    260 Hidden Bay Dr Unit B 305, Osprey, FL 34229

    • 3 Beds
    • 2.5 Baths
    • 2,168 Sq Ft
    • Built 2019

    Last Sold Summary

    • 17% Below List Price
    • $336/SF
    • 257 Days On Market

    Current Estimated Value $732,852

    Last Listing Agent Cathy Rustin FIRST LIGHT REAL ESTATE

    260 Hidden Bay Dr Unit B 305, Osprey, FL 34229
  • /2

    $1,750,000

    Sold Oct 27, 2025

    627 N MacEwen Dr, Osprey, FL 34229

    • 4 Beds
    • 4.5 Baths
    • 3,857 Sq Ft
    • Built 2000

    Last Sold Summary

    • 10% Below List Price
    • $454/SF
    • 1 Day On Market

    Current Estimated Value $1,791,936

    Last Listing Agent Mark Lyda GENEROUS PROPERTY

    627 N MacEwen Dr, Osprey, FL 34229
  • /2

    $635,000

    Sold May 15, 2026

    120 Candyce Dr, Osprey, FL 34229

    • 3 Beds
    • 2 Baths
    • 2,103 Sq Ft
    • Built 1962

    Last Sold Summary

    • 25% Below List Price
    • $302/SF
    • 155 Days On Market

    Current Estimated Value $682,768

    Last Listing Agent Michelle Ward COMPASS FLORIDA LLC

    120 Candyce Dr, Osprey, FL 34229
  • /2

    $500,000

    Sold Sep 21, 2026

    1361 New Forest Ln, Osprey, FL 34229

    • 3 Beds
    • 2 Baths
    • 2,074 Sq Ft
    • Built 2002

    Last Sold Summary

    • 9% Below List Price
    • $241/SF
    • 131 Days On Market

    Current Estimated Value $520,319

    Last Listing Agent Linh Pham NEXTHOME EXCELLENCE

    1361 New Forest Ln, Osprey, FL 34229
  • /2

    $1,495,000

    Sold Apr 14, 2026

    554 Dove Pointe, Osprey, FL 34229

    • 4 Beds
    • 3.5 Baths
    • 3,501 Sq Ft
    • Built 2002

    Last Sold Summary

    • $427/SF
    • 2 Days On Market

    Current Estimated Value $1,505,943

    Last Listing Agent Roger Pettingell COLDWELL BANKER REALTY

    554 Dove Pointe, Osprey, FL 34229
  • /2

    $31,000

    Sold Jul 31, 2026

    570 Blackburn Point Rd Unit 42, Osprey, FL 34229

    Last Sold Summary

    • 26% Below List Price
    • 172 Days On Market

    Current Estimated Value $30,160

    Last Listing Agent Joe Cleary RE/MAX ALLIANCE GROUP

    570 Blackburn Point Rd Unit 42, Osprey, FL 34229
  • /2

    $163,000

    Sold Mar 06, 2026

    334 Tropic Dr, Osprey, FL 34229

    • 2 Beds
    • 2 Baths
    • 1,143 Sq Ft
    • Built 1978

    Last Sold Summary

    • 7% Below List Price
    • $143/SF
    • 2 Days On Market

    Last Listing Agent Laura Guess-Fox COLDWELL BANKER REALTY

    334 Tropic Dr, Osprey, FL 34229
  • /2

    $1,065,000

    Sold Feb 20, 2026

    1235 Yacht Harbor Dr, Osprey, FL 34229

    • 3 Beds
    • 3 Baths
    • 2,698 Sq Ft
    • Built 1984

    Last Sold Summary

    • 9% Below List Price
    • $395/SF
    • 30 Days On Market

    Current Estimated Value $1,082,343

    Last Listing Agent Pat Williams PAT WILLIAMS REALTY, LLC

    1235 Yacht Harbor Dr, Osprey, FL 34229
  • /2

    $830,000

    Sold Jun 16, 2026

    6100 Jessie Harbor Dr Unit 603, Osprey, FL 34229

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

    Last Sold Summary

    • 8% Below List Price
    • $316/SF
    • 82 Days On Market

    Current Estimated Value $811,139

    Last Listing Agent Andrea Stultz ENGEL + VOELKERS SARASOTA

    6100 Jessie Harbor Dr Unit 603, Osprey, FL 34229
  • /2

    $4,000,000

    Sold Apr 09, 2026

    854 N Casey Key Rd, Osprey, FL 34229

    • 4 Beds
    • 4 Baths
    • 3,462 Sq Ft
    • Built 1975

    Last Sold Summary

    • 16% Below List Price
    • $1,155/SF
    • 27 Days On Market

    Last Listing Agent Charles Ruck POTTER TRINITY

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

    $155,000

    Sold Apr 14, 2026

    316 Tropic Dr, Osprey, FL 34229

    • 2 Beds
    • 2 Baths
    • 1,151 Sq Ft
    • Built 1979

    Last Sold Summary

    • 16% Below List Price
    • $135/SF
    • 36 Days On Market

    Last Listing Agent Karen Geiger COLDWELL BANKER SARASOTA CENT.

    316 Tropic Dr, Osprey, FL 34229
  • /2

    $362,500

    Sold Apr 09, 2026

    124 Revolution Way, Osprey, FL 34229

    • 2 Beds
    • 2 Baths
    • 1,574 Sq Ft
    • Built 2016

    Last Sold Summary

    • 9% Below List Price
    • $230/SF
    • 47 Days On Market

    Current Estimated Value $355,874

    Last Listing Agent James Briley COLDWELL BANKER REALTY

    124 Revolution Way, Osprey, FL 34229
  • /2

    $2,100,000

    Sold May 14, 2026

    479 S Creek Dr, Osprey, FL 34229

    • 5 Beds
    • 5.5 Baths
    • 4,261 Sq Ft
    • Built 1995

    Last Sold Summary

    • 34% Below List Price
    • $493/SF
    • 135 Days On Market

    Current Estimated Value $2,102,307

    Last Listing Agent Michelle Hupp KELLER WILLIAMS ISLAND LIFE REAL ESTATE

    479 S Creek Dr, Osprey, FL 34229
  • /2

    $635,000

    Sold Aug 31, 2026

    816 Shadow Bay Way, Osprey, FL 34229

    • 3 Beds
    • 3 Baths
    • 2,251 Sq Ft
    • Built 1998

    Last Sold Summary

    • 3% Below List Price
    • $282/SF
    • 24 Days On Market

    Current Estimated Value $651,603

    Last Listing Agent Anne Pfitzenreiter COLDWELL BANKER SARASOTA CENT.

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

    $2,100,000

    Sold Jan 30, 2026

    889 MacEwen Dr, Osprey, FL 34229

    • 4 Beds
    • 4 Baths
    • 3,235 Sq Ft
    • Built 1994

    Last Sold Summary

    • 9% Below List Price
    • $649/SF
    • 41 Days On Market

    Current Estimated Value $2,066,838

    Last Listing Agent Mark Lyda GENEROUS PROPERTY

    889 MacEwen Dr, Osprey, FL 34229
  • /2

    $1,330,000

    Sold Jan 07, 2026

    401 N Point Rd Unit 901, Osprey, FL 34229

    • 3 Beds
    • 3 Baths
    • 2,594 Sq Ft
    • Built 2003

    Last Sold Summary

    • 24% Below List Price
    • $513/SF
    • 764 Days On Market

    Current Estimated Value $1,289,315

    Last Listing Agent Steve Abbe COLDWELL BANKER REALTY

    401 N Point Rd Unit 901, Osprey, FL 34229
  • /2

    $110,000

    Sold May 14, 2026

    234 Palm Air Dr, Osprey, FL 34229

    • 2 Beds
    • 2 Baths
    • 987 Sq Ft
    • Built 1984

    Last Sold Summary

    • 8% Below List Price
    • $111/SF
    • 30 Days On Market

    Last Listing Agent Toni Zarghami KW COASTAL LIVING III

    234 Palm Air Dr, Osprey, FL 34229
  • /2

    $210,000

    Sold Oct 22, 2025

    480 Blackburn Point Rd Unit 4, Osprey, FL 34229

    • Built 2006

    Last Sold Summary

    • 7% Below List Price
    • 5 Days On Market

    Current Estimated Value $207,186

    Last Listing Agent Daniel Treiman MICHAEL SAUNDERS & COMPANY

    480 Blackburn Point Rd Unit 4, Osprey, FL 34229
  • /2

    $980,000

    Sold Dec 09, 2025

    385 N Point Rd Unit 903, Osprey, FL 34229

    • 3 Beds
    • 3 Baths
    • 2,778 Sq Ft
    • Built 2000

    Last Sold Summary

    • 11% Below List Price
    • $353/SF
    • 41 Days On Market

    Current Estimated Value $991,530

    Last Listing Agent Ryan Ackerman COLDWELL BANKER REALTY

    385 N Point Rd Unit 903, Osprey, FL 34229
  • /2

    $780,000

    Sold Aug 25, 2026

    903 Tranquility Cir, Osprey, FL 34229

    • 3 Beds
    • 3 Baths
    • 2,622 Sq Ft
    • Built 2002

    Last Sold Summary

    • 5% Above List Price
    • $297/SF
    • 4 Days On Market

    Current Estimated Value $743,222

    Last Listing Agent Carolyn Yates COLDWELL BANKER SARASOTA CENT.

    903 Tranquility Cir, Osprey, FL 34229
  • /2

    $350,000

    Sold Oct 16, 2025

    240 Patterson Ave, Osprey, FL 34229

    • 3 Beds
    • 2 Baths
    • 1,360 Sq Ft
    • Built 1982

    Last Sold Summary

    • 7% Below List Price
    • $257/SF
    • 157 Days On Market

    Current Estimated Value $351,825

    Last Listing Agent Janice Melzer Langa COLDWELL BANKER REALTY

    240 Patterson Ave, Osprey, FL 34229
  • /2

    $350,000

    Sold May 29, 2026

    2141 Cordes St, Osprey, FL 34229

    • 2 Beds
    • 2 Baths
    • 1,126 Sq Ft
    • Built 1985

    Last Sold Summary

    • 7% Below List Price
    • $311/SF
    • 4 Days On Market

    Current Estimated Value $351,324

    Last Listing Agent Monica Moss KELLER WILLIAMS ON THE WATER S

    2141 Cordes St, Osprey, FL 34229
  • /2

    $1,385,000

    Sold Jun 23, 2026

    434 E MacEwen Dr, Osprey, FL 34229

    • 3 Beds
    • 3 Baths
    • 2,414 Sq Ft
    • Built 1997

    Last Sold Summary

    • 5% Below List Price
    • $574/SF
    • 6 Days On Market

    Current Estimated Value $1,368,390

    Last Listing Agent Steve Abbe COLDWELL BANKER REALTY

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

    $689,000

    Sold Mar 06, 2026

    162 Willow Bend Way, Osprey, FL 34229

    • 4 Beds
    • 3 Baths
    • 2,661 Sq Ft
    • Built 2004

    Last Sold Summary

    • $259/SF
    • 4 Days On Market

    Current Estimated Value $693,914

    Last Listing Agent Kim Azar-Calka MICHAEL SAUNDERS & COMPANY

    162 Willow Bend Way, Osprey, FL 34229
  • /2

    $525,000

    Sold Dec 04, 2025

    1313 Thornapple Dr, Osprey, FL 34229

    • 3 Beds
    • 3 Baths
    • 2,082 Sq Ft
    • Built 2003

    Last Sold Summary

    • 3% Below List Price
    • $252/SF
    • 8 Days On Market

    Current Estimated Value $541,654

    Last Listing Agent Tamara Currey PREMIER SOTHEBY'S INTERNATIONAL REALTY

    1313 Thornapple Dr, Osprey, FL 34229
  • /2

    $765,000

    Sold Jan 30, 2026

    385 N Point Rd Unit 404, Osprey, FL 34229

    • 3 Beds
    • 3 Baths
    • 2,778 Sq Ft
    • Built 2000

    Last Sold Summary

    • 17% Below List Price
    • $275/SF
    • 142 Days On Market

    Current Estimated Value $796,090

    Last Listing Agent Mark Lyda GENEROUS PROPERTY

    385 N Point Rd Unit 404, Osprey, FL 34229
  • /2

    $1,325,000

    Sold Jun 16, 2026

    140 Sugar Mill Dr, Osprey, FL 34229

    • 4 Beds
    • 4 Baths
    • 3,286 Sq Ft
    • Built 1989

    Last Sold Summary

    • 24% Below List Price
    • $403/SF
    • 54 Days On Market

    Current Estimated Value $1,333,562

    Last Listing Agent Monica Verinder COLDWELL BANKER REALTY

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

    $175,000

    Sold Feb 23, 2026

    216 Glenwood Ave, Osprey, FL 34229

    • 2 Beds
    • 1 Bath
    • 732 Sq Ft
    • Built 1989

    Last Sold Summary

    • 30% Below List Price
    • $239/SF
    • 64 Days On Market

    Current Estimated Value $198,441

    Last Listing Agent Kristen Wheat COMPASS FLORIDA LLC

    216 Glenwood Ave, Osprey, FL 34229
  • /2

    $227,000

    Sold Dec 15, 2025

    111 Woodland Place, Osprey, FL 34229

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

    Last Sold Summary

    • 7% Below List Price
    • $172/SF
    • 81 Days On Market

    Current Estimated Value $227,653

    Last Listing Agent Priscilla Adams COMPASS FLORIDA LLC

    111 Woodland Place, Osprey, FL 34229
  • /2

    $700,000

    Sold May 27, 2026

    665 Crane Prairie Way, Osprey, FL 34229

    • 4 Beds
    • 3 Baths
    • 2,306 Sq Ft
    • Built 2003

    Last Sold Summary

    • 3% Below List Price
    • $304/SF
    • 37 Days On Market

    Current Estimated Value $699,615

    Last Listing Agent Todd Currey PREMIER SOTHEBY'S INTERNATIONAL REALTY

    665 Crane Prairie Way, Osprey, FL 34229

Showing Results 1 - 40, Page 1 of 7

Frequently Asked Questions

What is the average home price in Osprey, FL?
Homes for sale in Osprey, FL have an average home price of $1,141,520.
What is the average time to sell a house in Osprey, FL?
The houses for sale in Osprey, FL spend an average of 96 days on the market.
What is the number of active homes for sale in Osprey, FL?
There are 78 active homes for sale in Osprey, FL.
How many homes have sold over the last 12 months in Osprey, FL?
209 homes have sold in Osprey, FL over the last 12 months.

Home Price Trends

Median Sale Price
$650,000
Median Single Family Sale Price
$810,000
Median Townhouse Sale Price
$445,000
Median 2 Bedroom Sale Price
$314,500
Median 1 Bedroom Sale Price
$235,000
Average Price Per Sq Ft
$360
Number of Homes for Sale
249
Last 12 months Home Sales
209
Months of Supply
4.50
Median List Price
$749,900
Median Change From 1st List Price
7%
Median Home Sale Price YoY Change
-14%
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