Osprey, FL Homes

/2
$910,000

Sold Nov 19, 2025

766 Shadow Bay Way, Osprey, FL 34229
- 4 Beds
- 3 Baths
- 3,438 Sq Ft
- Built 1998
Last Sold Summary
- 9% Below List Price
- $265/SF
- 132 Days On Market
Current Estimated Value $923,634

Last Listing Agent Anne Pfitzenreiter COLDWELL BANKER SARASOTA CENT.

766 Shadow Bay Way, Osprey, FL 34229

/42
Est $924,503

Not Listed For Sale

1108 Mallard Marsh Dr, Osprey, FL 34229
- 4 Beds
- 3 Baths
- 3,106 Sq Ft
- Built 2002
1108 Mallard Marsh Dr, Osprey, FL 34229

Last Sold Summary
- 20 Days On Market

/2
$325,000

Sold Jul 24, 2025

4236 Expedition Way Unit 106, Osprey, FL 34229
- 3 Beds
- 2 Baths
- 1,528 Sq Ft
- Built 2016
Last Sold Summary
- 10% Below List Price
- $213/SF
- 90 Days On Market
Current Estimated Value $321,105

Last Listing Agent Susan Honsberger RE/MAX ALLIANCE GROUP

4236 Expedition Way Unit 106, Osprey, FL 34229

/2
Est $461,207

Not Listed For Sale

393 N Point Rd Unit 302, Osprey, FL 34229
- 3 Beds
- 3 Baths
- 2,055 Sq Ft
- Built 2001
393 N Point Rd Unit 302, Osprey, FL 34229

Last Sold Summary
- 106 Days On Market

/2
$620,000

Sold May 20, 2026

571 Pine Ranch Rd E, Osprey, FL 34229
- 5 Beds
- 2.5 Baths
- 2,746 Sq Ft
- Built 1995
Last Sold Summary
- 9% Below List Price
- $226/SF
- 190 Days On Market
Current Estimated Value $659,235

Last Listing Agent Christiana Kopetzky MICHAEL SAUNDERS & COMPANY

571 Pine Ranch Rd E, Osprey, FL 34229

/3
Est $614,363

Not Listed For Sale

812 Foothill Ct, Osprey, FL 34229
- 3 Beds
- 2 Baths
- 2,282 Sq Ft
- Built 2002
812 Foothill Ct, Osprey, FL 34229

Last Sold Summary
- 0 Days On Market

/2
$95,000

Sold Feb 19, 2026

570 Blackburn Point Rd Unit 33, Osprey, FL 34229
Last Sold Summary
- 8% Below List Price
- 58 Days On Market
Current Estimated Value $95,227

Last Listing Agent David Babel BRIGHT REALTY

570 Blackburn Point Rd Unit 33, Osprey, FL 34229

/2
Est $831,209

Not Listed For Sale

995 Scherer Way, Osprey, FL 34229
- 4 Beds
- 3 Baths
- 2,933 Sq Ft
- Built 2004
995 Scherer Way, Osprey, FL 34229

Last Sold Summary
- 33 Days On Market

/2
$581,000

Sold Apr 30, 2026

819 Shadow Bay Way, Osprey, FL 34229
- 4 Beds
- 2 Baths
- 2,145 Sq Ft
- Built 2002
Last Sold Summary
- 9% Below List Price
- $271/SF
- 39 Days On Market
Current Estimated Value $598,051

Last Listing Agent Crystal Cosby, LLC PREMIER SOTHEBYS INTL REALTY

819 Shadow Bay Way, Osprey, FL 34229

/35
Est $616,670

Not Listed For Sale

801 Golden Pond Ct, Osprey, FL 34229
- 3 Beds
- 2 Baths
- 2,134 Sq Ft
- Built 2003
801 Golden Pond Ct, Osprey, FL 34229

Last Sold Summary
- 37 Days On Market

/2
$1,100,000

Sold Apr 30, 2026

219 Keel Way, Osprey, FL 34229
- 3 Beds
- 2.5 Baths
- 2,735 Sq Ft
- Built 1980
Last Sold Summary
- 6% Below List Price
- $402/SF
- 109 Days On Market
Current Estimated Value $1,121,804

Last Listing Agent Mark Lyda GENEROUS PROPERTY

219 Keel Way, Osprey, FL 34229

/37
Est $620,251

Not Listed For Sale

1353 Thornapple Dr, Osprey, FL 34229
- 3 Beds
- 2 Baths
- 2,173 Sq Ft
- Built 2003
1353 Thornapple Dr, Osprey, FL 34229

Last Sold Summary
- 16 Days On Market

/2
$800,000

Sold Mar 02, 2026

327 Park Trace Blvd, Osprey, FL 34229
- 4 Beds
- 3 Baths
- 2,935 Sq Ft
- Built 2002
Last Sold Summary
- 6% Below List Price
- $273/SF
- 44 Days On Market
Current Estimated Value $802,402

Last Listing Agent Kim Azar-Calka MICHAEL SAUNDERS & COMPANY

327 Park Trace Blvd, Osprey, FL 34229

/2
Est $860,156

Not Listed For Sale

919 Eagle Isle Ct, Osprey, FL 34229
- 4 Beds
- 3 Baths
- 2,614 Sq Ft
- Built 2004
919 Eagle Isle Ct, Osprey, FL 34229

Last Sold Summary
- 37 Days On Market

/2
$950,000

Sold Feb 10, 2026

701 Eaglenook Way, Osprey, FL 34229
- 4 Beds
- 4.5 Baths
- 3,533 Sq Ft
- Built 1978
Last Sold Summary
- 17% Below List Price
- $269/SF
- 97 Days On Market
Current Estimated Value $987,137

Last Listing Agent Michael Ballantyne COLDWELL BANKER SARASOTA CENT.

701 Eaglenook Way, Osprey, FL 34229

/74
Est $688,696

Not Listed For Sale

541 Luminary Blvd, Osprey, FL 34229
- 3 Beds
- 2 Baths
- 2,403 Sq Ft
- Built 2004
541 Luminary Blvd, Osprey, FL 34229

Last Sold Summary
- 90 Days On Market

/2
$470,000

Sold Aug 22, 2025

1110 Beachcomber Ct Unit 1, Osprey, FL 34229
- 3 Beds
- 2.5 Baths
- 2,166 Sq Ft
- Built 2005
Last Sold Summary
- 15% Below List Price
- $217/SF
- 80 Days On Market
Current Estimated Value $480,810

Last Listing Agent Margaret Kennedy MICHAEL SAUNDERS & COMPANY

1110 Beachcomber Ct Unit 1, Osprey, FL 34229

/2
Est $675,046

Not Listed For Sale

1228 Chalet Ct, Osprey, FL 34229
- 4 Beds
- 3 Baths
- 2,336 Sq Ft
- Built 2004
1228 Chalet Ct, Osprey, FL 34229

Last Sold Summary
- 10 Days On Market

/2
$250,000

Sold Oct 23, 2025

207 Woodland Dr Unit 207, Osprey, FL 34229
- 2 Beds
- 2 Baths
- 1,325 Sq Ft
- Built 1980
Last Sold Summary
- 18% Below List Price
- $189/SF
- 491 Days On Market
Current Estimated Value $236,330

Last Listing Agent Thomas Netzel PREMIER SOTHEBY'S INTERNATIONAL REALTY

207 Woodland Dr Unit 207, Osprey, FL 34229

/2
Est $745,665

Not Listed For Sale

608 Crane Prairie Way, Osprey, FL 34229
- 4 Beds
- 3 Baths
- 2,678 Sq Ft
- Built 2005
608 Crane Prairie Way, Osprey, FL 34229

Last Sold Summary
- 75 Days On Market

/2
$1,850,000

Sold Nov 07, 2025

67 Sugar Mill Dr, Osprey, FL 34229
- 4 Beds
- 5 Baths
- 4,020 Sq Ft
- Built 1989
Last Sold Summary
- 7% Below List Price
- $460/SF
- 240 Days On Market
Current Estimated Value $1,868,174

Last Listing Agent Paula Mapp MAPP REALTY & INVESTMENT CO

67 Sugar Mill Dr, Osprey, FL 34229

/2
Est $1,221,299

Not Listed For Sale

409 N Point Rd Unit 704, Osprey, FL 34229
- 3 Beds
- 3 Baths
- 2,778 Sq Ft
- Built 2004
409 N Point Rd Unit 704, Osprey, FL 34229

Last Sold Summary
- 11 Days On Market

/2
$130,000

Sold Jan 30, 2026

106 Villa Dr Unit 106, Osprey, FL 34229
- 2 Beds
- 2 Baths
- 1,578 Sq Ft
- Built 1968
Last Sold Summary
- 48% Below List Price
- $82/SF
- 81 Days On Market
Current Estimated Value $302,523

Last Listing Agent Dan Ivanov KONA REALTY

106 Villa Dr Unit 106, Osprey, FL 34229

/2
Est $754,814

Not Listed For Sale

637 Crane Prairie Way, Osprey, FL 34229
- 3 Beds
- 2.5 Baths
- 2,504 Sq Ft
- Built 2004
637 Crane Prairie Way, Osprey, FL 34229

Last Sold Summary
- 22 Days On Market

/2
$685,000

Sold Apr 24, 2026

597 Oak River Ct, Osprey, FL 34229
- 4 Beds
- 2 Baths
- 2,111 Sq Ft
- Built 1994
Last Sold Summary
- 9% Below List Price
- $324/SF
- 117 Days On Market
Current Estimated Value $674,344

Last Listing Agent Mairead Smialek COLDWELL BANKER REALTY

597 Oak River Ct, Osprey, FL 34229

/53
Est $953,554

Not Listed For Sale

1064 Mallard Marsh Dr, Osprey, FL 34229
- 4 Beds
- 3 Baths
- 3,183 Sq Ft
- Built 1998
1064 Mallard Marsh Dr, Osprey, FL 34229

Last Sold Summary
- 2 Days On Market

/2
$1,375,000

Sold Dec 05, 2025

500 Shotgun Ln, Osprey, FL 34229
- Land
- 11.68 Acres
- $117,723 per Acre
Last Sold Summary
- 24% Below List Price
- 45 Days On Market
Current Estimated Value $1,451,597

Last Listing Agent Ruediger Weiss CHARITY & WEISS INTERNATIONAL LLC

500 Shotgun Ln, Osprey, FL 34229

/69
Est $781,696

Not Listed For Sale

188 Dory Ln, Osprey, FL 34229
- 3 Beds
- 2 Baths
- 2,069 Sq Ft
- Built 1985
188 Dory Ln, Osprey, FL 34229

Last Sold Summary
- 27 Days On Market

/2
$95,000

Sold Jan 05, 2026

570 Blackburn Point Rd Unit 25, Osprey, FL 34229
Last Sold Summary
- 3% Below List Price
- 7 Days On Market
Last Listing Agent David Babel BRIGHT REALTY

570 Blackburn Point Rd Unit 25, Osprey, FL 34229

/2
Est $1,518,668

Not Listed For Sale

491 E MacEwen Dr, Osprey, FL 34229
- 4 Beds
- 4 Baths
- 3,526 Sq Ft
- Built 2001
491 E MacEwen Dr, Osprey, FL 34229

Last Sold Summary
- 61 Days On Market

/2
$700,000

Sold Mar 31, 2026

851 Placid Lake Dr, Osprey, FL 34229
- 5 Beds
- 4 Baths
- 3,395 Sq Ft
- Built 2002
Last Sold Summary
- 5% Below List Price
- $206/SF
- 37 Days On Market
Current Estimated Value $703,423

Last Listing Agent Peter LaSalle PREFERRED SHORE LLC

851 Placid Lake Dr, Osprey, FL 34229

/73
Est $1,658,133

Not Listed For Sale

419 E MacEwen Dr, Osprey, FL 34229
- 4 Beds
- 4.5 Baths
- 4,201 Sq Ft
- Built 1997
419 E MacEwen Dr, Osprey, FL 34229

Last Sold Summary
- 176 Days On Market

/2
$235,000

Sold Feb 12, 2026

139 Woodland Place, Osprey, FL 34229
- 1 Bed
- 1.5 Baths
- 865 Sq Ft
- Built 1979
Last Sold Summary
- 4% Below List Price
- $272/SF
- 36 Days On Market
Current Estimated Value $229,446

Last Listing Agent Jack Gang GANGWAY REALTY

139 Woodland Place, Osprey, FL 34229

/37
Est $934,814

Not Listed For Sale

77 Bayhead Ln, Osprey, FL 34229
- 4 Beds
- 2 Baths
- 2,917 Sq Ft
- Built 2000
77 Bayhead Ln, Osprey, FL 34229

Last Sold Summary
- 59 Days On Market

/2
$690,000

Sold May 27, 2026

6100 Jessie Harbor Dr Unit 203, Osprey, FL 34229
- 3 Beds
- 3 Baths
- 2,630 Sq Ft
- Built 2005
Last Sold Summary
- 10% Below List Price
- $262/SF
- 44 Days On Market
Current Estimated Value $689,540

Last Listing Agent Scott Swonger HOMESMART

6100 Jessie Harbor Dr Unit 203, Osprey, FL 34229

/18
Est $440,808

Not Listed For Sale

121 Burney Rd, Osprey, FL 34229
- 3 Beds
- 2 Baths
- 1,316 Sq Ft
- Built 1985
121 Burney Rd, Osprey, FL 34229

Last Sold Summary
- 32 Days On Market

/2
$637,500

Sold Feb 27, 2026

14041 Bellagio Way Unit 414, Osprey, FL 34229
- 3 Beds
- 2 Baths
- 1,799 Sq Ft
- Built 2006
Last Sold Summary
- 15% Below List Price
- $354/SF
- 193 Days On Market
Current Estimated Value $630,452

Last Listing Agent Dawn Bear WILLIAM RAVEIS - FLORIDA LLC

14041 Bellagio Way Unit 414, Osprey, FL 34229

/35
Est $865,547

Not Listed For Sale

1069 Scherer Way, Osprey, FL 34229
- 4 Beds
- 3 Baths
- 3,332 Sq Ft
- Built 2004
1069 Scherer Way, Osprey, FL 34229

Last Sold Summary
- 102 Days On Market

/2
$357,500

Sold Feb 27, 2026

177 Navigation Cir, Osprey, FL 34229
- 3 Beds
- 2.5 Baths
- 1,581 Sq Ft
- Built 2015
Last Sold Summary
- 3% Below List Price
- $226/SF
- 4 Days On Market
Current Estimated Value $350,578

Last Listing Agent Kate Kwiecinski COLDWELL BANKER REALTY

177 Navigation Cir, Osprey, FL 34229

/2
Est $732,006

Not Listed For Sale

1076 Mallard Marsh Dr, Osprey, FL 34229
- 3 Beds
- 2.5 Baths
- 2,707 Sq Ft
- Built 2001
1076 Mallard Marsh Dr, Osprey, FL 34229

Last Sold Summary
- 25 Days On Market

Showing Results 521 - 560, Page 14 of 18

Florida Sarasota County Osprey

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