Recently Sold Osprey, FL Homes

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$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 $917,771

Last Listing Agent Leonard Giarrano RE/MAX ALLIANCE GROUP

3957 Waypoint Ave, Osprey, FL 34229
Explore Osprey
/2
$1,600,000 Sold May 01, 2025

916 MacEwen Dr, Osprey, FL 34229
- 5 Beds
- 7.5 Baths
- 5,987 Sq Ft
- Built 1991
Last Sold Summary
- 11% Below List Price
- $267/SF
- 1 Day On Market
Current Estimated Value $1,659,872

Last Listing Agent Steve Abbe COLDWELL BANKER REALTY

916 MacEwen Dr, Osprey, FL 34229
/2
$140,000 Sold May 02, 2025

234 Patterson Ave, Osprey, FL 34229
- 3 Beds
- 1 Bath
- 1,173 Sq Ft
- Built 1979
Last Sold Summary
- 53% Below List Price
- $119/SF
- 9 Days On Market
Current Estimated Value $198,982

Last Listing Agent Sean Seward KELLER WILLIAMS ISLAND LIFE REAL ESTATE

234 Patterson Ave, Osprey, FL 34229
/69
$265,000 Sold May 15, 2025

360 Pine Run Dr Unit 360, Osprey, FL 34229
- 2 Beds
- 2 Baths
- 1,379 Sq Ft
- Built 1973
Last Sold Summary
- 16% Below List Price
- $192/SF
- 74 Days On Market
Current Estimated Value $250,242

Last Listing Agent Priscilla Adams COMPASS FLORIDA LLC

360 Pine Run Dr Unit 360, Osprey, FL 34229
/2
$452,500 Sold Aug 29, 2025

784 Sarabay Rd, Osprey, FL 34229
- 2 Beds
- 2 Baths
- 1,574 Sq Ft
- Built 1981
Last Sold Summary
- 38% Below List Price
- $287/SF
- 257 Days On Market
Current Estimated Value $431,332

Last Listing Agent Peggy Lewis COLDWELL BANKER SARASOTA CENT.

784 Sarabay Rd, Osprey, FL 34229
/2
$875,585 Sold Mar 27, 2025

280 Hidden Bay Dr Unit 403, Osprey, FL 34229
- 3 Beds
- 2 Baths
- 1,937 Sq Ft
- Built 2024
Last Sold Summary
- 4% Above List Price
- $452/SF
- 13 Days On Market
Current Estimated Value $812,680

Last Listing Agent Thomas Netzel PREMIER SOTHEBY'S INTERNATIONAL REALTY

280 Hidden Bay Dr Unit 403, 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 $872,101

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
$1,050,000 Sold Apr 16, 2025

247 Keel Way, Osprey, FL 34229
- 3 Beds
- 2 Baths
- 2,871 Sq Ft
- Built 1979
Last Sold Summary
- 9% Below List Price
- $366/SF
- 70 Days On Market
Current Estimated Value $1,009,239

Last Listing Agent Pat Williams PAT WILLIAMS REALTY, LLC

247 Keel Way, 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 $1,843,181

Last Listing Agent William Kelly THE REAL ESTATE STORE

453 E MacEwen 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 $537,638

Last Listing Agent Stephen Hachey FLAT FEE MLS REALTY

827 Placid Lake Dr, Osprey, FL 34229
/2
$925,000 Sold Apr 10, 2025

280 Hidden Bay Dr Unit 401, Osprey, FL 34229
- 3 Beds
- 2.5 Baths
- 2,166 Sq Ft
- Built 2024
Last Sold Summary
- $427/SF
- 31 Days On Market
Current Estimated Value $875,834

Last Listing Agent Thomas Netzel PREMIER SOTHEBY'S INTERNATIONAL REALTY

280 Hidden Bay Dr Unit 401, 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 $790,668

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 $1,734,198

Last Listing Agent Mark Lyda GENEROUS PROPERTY

627 N MacEwen Dr, Osprey, FL 34229
/2
$650,000 Sold Jul 03, 2025

236 Hidden Bay Dr Unit 301, Osprey, FL 34229
- 3 Beds
- 3 Baths
- 2,100 Sq Ft
- Built 1997
Last Sold Summary
- 13% Below List Price
- $310/SF
- 246 Days On Market
Current Estimated Value $639,960

Last Listing Agent Linda Scheller COLDWELL BANKER REALTY

236 Hidden Bay Dr Unit 301, Osprey, FL 34229
/2
$780,000 Sold May 08, 2025

779 Fordingbridge Way, Osprey, FL 34229
- 3 Beds
- 2 Baths
- 2,154 Sq Ft
- Built 2002
Last Sold Summary
- 1% Below List Price
- $362/SF
- 6 Days On Market
Current Estimated Value $743,624

Last Listing Agent Leonard Giarrano RE/MAX ALLIANCE GROUP

779 Fordingbridge Way, 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 $1,142,686

Last Listing Agent Pat Williams PAT WILLIAMS REALTY, LLC

1235 Yacht Harbor Dr, Osprey, FL 34229
/2
$1,050,000 Sold Jul 22, 2025

142 Dory Ln, Osprey, FL 34229
- 3 Beds
- 2 Baths
- 2,531 Sq Ft
- Built 1984
Last Sold Summary
- 12% Below List Price
- $415/SF
- 32 Days On Market
Current Estimated Value $981,176

Last Listing Agent Sharon Lewis GOLF & BAY PROPERTIES LLC

142 Dory Ln, 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 $2,209,120

Last Listing Agent Mark Lyda GENEROUS PROPERTY

889 MacEwen Dr, Osprey, FL 34229
/2
$1,405,000 Sold Jul 11, 2025

282 Shell Midden Ct, Osprey, FL 34229
- 3 Beds
- 4.5 Baths
- 3,699 Sq Ft
- Built 1992
Last Sold Summary
- 17% Below List Price
- $380/SF
- 128 Days On Market
Current Estimated Value $1,478,213

Last Listing Agent Steve Abbe COLDWELL BANKER REALTY

282 Shell Midden Ct, 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 $1,302,735

Last Listing Agent Steve Abbe COLDWELL BANKER REALTY

401 N Point Rd Unit 901, Osprey, FL 34229
/2
$962,500 Sold Aug 07, 2025

742 Shadow Bay Way, Osprey, FL 34229
- 4 Beds
- 3 Baths
- 3,321 Sq Ft
- Built 2002
Last Sold Summary
- 12% Below List Price
- $290/SF
- 115 Days On Market
Current Estimated Value $936,907

Last Listing Agent Reeny Kaney RE/MAX ALLIANCE GROUP

742 Shadow Bay Way, 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 $208,977

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 $1,011,978

Last Listing Agent Ryan Ackerman COLDWELL BANKER REALTY

385 N Point Rd Unit 903, Osprey, FL 34229
/2
$340,000 Sold May 08, 2025

294 Hidden Bay Dr Unit 103, Osprey, FL 34229
- 2 Beds
- 2 Baths
- 1,568 Sq Ft
- Built 2001
Last Sold Summary
- 20% Below List Price
- $217/SF
- 166 Days On Market
Current Estimated Value $334,658

Last Listing Agent Thomas Netzel PREMIER SOTHEBY'S INTERNATIONAL REALTY

294 Hidden Bay Dr Unit 103, Osprey, FL 34229
/2
$235,000 Sold Jun 13, 2025

109 Woodland Place, Osprey, FL 34229
- 2 Beds
- 2 Baths
- 1,223 Sq Ft
- Built 1979
Last Sold Summary
- 6% Below List Price
- $192/SF
- 144 Days On Market
Current Estimated Value $221,371

Last Listing Agent Derek Edwards KELLER WILLIAMS ON THE WATER S

109 Woodland Place, Osprey, FL 34229
/55
$480,000 Sold May 14, 2025

564 Meadow Sweet Cir, Osprey, FL 34229
- 3 Beds
- 2 Baths
- 1,808 Sq Ft
- Built 2003
Last Sold Summary
- 15% Below List Price
- $265/SF
- 57 Days On Market
Current Estimated Value $468,493

Last Listing Agent Kevin Stanley, P.A. PREMIER SOTHEBYS INTL REALTY

564 Meadow Sweet 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 $340,597

Last Listing Agent Janice Melzer Langa COLDWELL BANKER REALTY

240 Patterson Ave, Osprey, FL 34229
/2
$1,285,000 Sold Jun 30, 2025

393 N Point Rd Unit 801, Osprey, FL 34229
- 3 Beds
- 3 Baths
- 3,029 Sq Ft
- Built 2001
Last Sold Summary
- 22% Below List Price
- $424/SF
- 204 Days On Market
Current Estimated Value $1,239,858

Last Listing Agent Steve Abbe COLDWELL BANKER REALTY

393 N Point Rd Unit 801, Osprey, FL 34229
/2
$904,900 Sold May 30, 2025

336 Pine Ranch Rd E, Osprey, FL 34229
- 4 Beds
- 3 Baths
- 2,705 Sq Ft
- Built 1989
Last Sold Summary
- 9% Below List Price
- $335/SF
- 5 Days On Market
Current Estimated Value $892,441

Last Listing Agent Marco Guadagnini PREFERRED SHORE LLC

336 Pine Ranch Rd E, Osprey, FL 34229
/2
$430,000 Sold Aug 01, 2025

117 Villa Dr Unit 117, Osprey, FL 34229
- 2 Beds
- 2 Baths
- 1,411 Sq Ft
- Built 1967
Last Sold Summary
- 22% Below List Price
- $305/SF
- 244 Days On Market
Current Estimated Value $392,484

Last Listing Agent Bill Garrison RE/MAX PALM

117 Villa Dr Unit 117, Osprey, FL 34229
/2
$1,051,025 Sold Apr 04, 2025

280 Hidden Bay Dr Unit 502, Osprey, FL 34229
- 3 Beds
- 2 Baths
- 1,937 Sq Ft
- Built 2024
Last Sold Summary
- 2% Above List Price
- $543/SF
- 2 Days On Market
Current Estimated Value $937,792

Last Listing Agent Thomas Netzel PREMIER SOTHEBY'S INTERNATIONAL REALTY

280 Hidden Bay Dr Unit 502, 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 $743,472

Last Listing Agent Kim Azar-Calka MICHAEL SAUNDERS & COMPANY

162 Willow Bend Way, Osprey, FL 34229
/2
$925,000 Sold Mar 25, 2025

280 Hidden Bay Dr Unit 503, Osprey, FL 34229
- 3 Beds
- 2 Baths
- 1,937 Sq Ft
- Built 2024
Last Sold Summary
- $478/SF
- 0 Days On Market
Current Estimated Value $856,685

Last Listing Agent Thomas Netzel PREMIER SOTHEBY'S INTERNATIONAL REALTY

280 Hidden Bay Dr Unit 503, 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 $527,070

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 $846,065

Last Listing Agent Mark Lyda GENEROUS PROPERTY

385 N Point Rd Unit 404, 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 $245,709

Last Listing Agent Kristen Wheat COMPASS FLORIDA LLC

216 Glenwood Ave, Osprey, FL 34229
/2
$760,000 Sold Jul 16, 2025

790 Shadow Bay Way, Osprey, FL 34229
- 4 Beds
- 3 Baths
- 3,091 Sq Ft
- Built 2002
Last Sold Summary
- 9% Below List Price
- $246/SF
- 158 Days On Market
Current Estimated Value $760,146

Last Listing Agent Tamara Currey PREMIER SOTHEBY'S INTERNATIONAL REALTY

790 Shadow Bay Way, 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 $228,286

Last Listing Agent Priscilla Adams COMPASS FLORIDA LLC

111 Woodland Place, Osprey, FL 34229

Showing Results 1 - 40, Page 1 of 6

Florida Sarasota County Osprey

Frequently Asked Questions

What is the average home price in Osprey, FL?

Homes for sale in Osprey, FL have an average home price of $1,171,848.

What is the average time to sell a house in Osprey, FL?

The houses for sale in Osprey, FL spend an average of 103 days on the market.

What is the number of active homes for sale in Osprey, FL?

There are 136 active homes for sale in Osprey, FL.

How many homes have sold over the last 12 months in Osprey, FL?

195 homes have sold in Osprey, FL over the last 12 months.

Home Trends in Osprey, FL

On average, homes in Osprey, FL sell after 103 days on the market compared to the national average of 55 days. The median sale price for homes in Osprey, FL over the last 12 months is $700,000, down 10% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$700,000

Median Single Family Sale Price

$870,000

Median Townhouse Sale Price

$489,000

Median 2 Bedroom Sale Price

$295,000

Median 1 Bedroom Sale Price

$185,000

Average Price Per Sq Ft

$384

Number of Homes for Sale

136

Last 12 months Home Sales

195

Months of Supply

8.40

Median List Price

$789,000

Median Change From 1st List Price

Median Home Sale Price YoY Change

-10%

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