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 $936,688

Last Listing Agent Leonard Giarrano RE/MAX ALLIANCE GROUP

3957 Waypoint Ave, Osprey, FL 34229
Explore Osprey
/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 $430,983

Last Listing Agent Peggy Lewis COLDWELL BANKER SARASOTA CENT.

784 Sarabay Rd, 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 $637,162

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 $846,188

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
$1,850,000

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 $1,835,527

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 $677,277

Last Listing Agent Maria Rocha KELLER WILLIAMS ON THE WATER S

146 Willow Bend Way, 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 $489,679

Last Listing Agent Stephen Hachey FLAT FEE MLS REALTY

827 Placid Lake Dr, 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 $1,043,903

Last Listing Agent Karie Backman KELLER WILLIAMS ON THE WATER S

1218 Yacht Harbor 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 $506,227

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 $736,121

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 $1,736,825

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 $649,455

Last Listing Agent Linda Scheller COLDWELL BANKER REALTY

236 Hidden Bay Dr Unit 301, 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 $651,646

Last Listing Agent Michelle Ward COMPASS FLORIDA LLC

120 Candyce Dr, 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 $1,500,658

Last Listing Agent Roger Pettingell COLDWELL BANKER REALTY

554 Dove Pointe, 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 $1,068,182

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 $827,335

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 $361,988

Last Listing Agent James Briley COLDWELL BANKER REALTY

124 Revolution Way, 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 $980,439

Last Listing Agent Sharon Lewis GOLF & BAY PROPERTIES LLC

142 Dory Ln, 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 $2,421,353

Last Listing Agent Michelle Hupp KELLER WILLIAMS ISLAND LIFE REAL ESTATE

479 S Creek Dr, 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 $2,036,288

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 $1,416,362

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 $1,281,660

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
$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 $975,983

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 $210,914

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 $1,016,189

Last Listing Agent Ryan Ackerman COLDWELL BANKER REALTY

385 N Point Rd Unit 903, 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 $348,475

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 $1,246,398

Last Listing Agent Steve Abbe COLDWELL BANKER REALTY

393 N Point Rd Unit 801, 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 $367,810

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 $1,443,119

Last Listing Agent Steve Abbe COLDWELL BANKER REALTY

434 E MacEwen Dr, 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 $417,316

Last Listing Agent Bill Garrison RE/MAX PALM

117 Villa Dr Unit 117, 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 $689,685

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 $526,775

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 $795,048

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 $1,438,897

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 $197,309

Last Listing Agent Kristen Wheat COMPASS FLORIDA LLC

216 Glenwood Ave, 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 $1,146,100.

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

The houses for sale in Osprey, FL spend an average of 99 days on the market.

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

There are 118 active homes for sale in Osprey, FL.

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

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

Home Prices in Osprey, FL

The median home sale price in Osprey, FL is $650,000, down 14% year-over-year. Homes in Osprey sell in 99 days on average, compared to the national average of 58 days.

Home Price Trends

Median Sale Price $650,000	Median Single Family Sale Price $799,995
Median Townhouse Sale Price $467,000	Median 2 Bedroom Sale Price $362,500
Median 1 Bedroom Sale Price $217,500	Average Price Per Sq Ft $372
Number of Homes for Sale 118	Last 12 months Home Sales 191
Months of Supply 7.40	Median List Price $728,000
Median Change From 1st List Price 9%	Median Home Sale Price YoY Change -14%

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