Recently Sold Homes in 34229

/2
$237,000 Sold Mar 31, 2025

14 Old Venice Rd, Osprey, FL 34229
- Land
- 0.97 Acre
- $244,330 per Acre
Last Sold Summary
- 12% Below List Price
- 34 Days On Market
Current Estimated Value $276,241

Last Listing Agent Glenn Davis COLDWELL BANKER SARASOTA CENT.

14 Old Venice Rd, Osprey, FL 34229
/2
$744,800 Sold Apr 24, 2025

448 Park Trace Blvd, Osprey, FL 34229
- 4 Beds
- 3 Baths
- 3,060 Sq Ft
- Built 2002
Last Sold Summary
- 22% Below List Price
- $243/SF
- 145 Days On Market
Current Estimated Value $771,313

Last Listing Agent Toni Zarghami KW COASTAL LIVING III

448 Park Trace Blvd, Osprey, FL 34229
/2
$3,525,000 Sold Jun 06, 2025

275 Lookout Point Dr, Osprey, FL 34229
- 5 Beds
- 5 Baths
- 5,279 Sq Ft
- Built 2007
Last Sold Summary
- 26% Below List Price
- $668/SF
- 124 Days On Market
Current Estimated Value $3,474,356

Last Listing Agent Tamara Currey PREMIER SOTHEBY'S INTERNATIONAL REALTY

275 Lookout Point Dr, Osprey, FL 34229
/2
$630,000 Sold Feb 03, 2025

480 Faith Ave, Osprey, FL 34229
- 2 Beds
- 2 Baths
- 1,920 Sq Ft
- Built 1985
Last Sold Summary
- 16% Below List Price
- $328/SF
- 0 Days On Market
Current Estimated Value $657,603

Last Listing Agent Robin Leonardi MICHAEL SAUNDERS & COMPANY

480 Faith Ave, Osprey, FL 34229
/2
$2,000,000 Sold Apr 21, 2025

1862 Island Way, Osprey, FL 34229
- 4 Beds
- 3 Baths
- 3,598 Sq Ft
- Built 1982
Last Sold Summary
- 18% Below List Price
- $556/SF
- 76 Days On Market
Current Estimated Value $1,952,139

Last Listing Agent Nancy Endara PREMIER SOTHEBY'S INTERNATIONAL REALTY

1862 Island Way, Osprey, FL 34229
/2
$1,350,000 Sold Mar 28, 2025

409 N Point Rd Unit 704, Osprey, FL 34229
- 3 Beds
- 3 Baths
- 2,778 Sq Ft
- Built 2004
Last Sold Summary
- 7% Below List Price
- $486/SF
- 11 Days On Market
Current Estimated Value $1,302,983

Last Listing Agent Steve Abbe COLDWELL BANKER REALTY

409 N Point Rd Unit 704, Osprey, FL 34229
/2
$318,000 Sold Apr 30, 2025

115 Villa Dr Unit 115, Osprey, FL 34229
- 2 Beds
- 2 Baths
- 1,411 Sq Ft
- Built 1972
Last Sold Summary
- 16% Below List Price
- $225/SF
- 125 Days On Market
Current Estimated Value $311,843

Last Listing Agent EJ Stukenborg KELLER WILLIAMS ON THE WATER S

115 Villa Dr Unit 115, Osprey, FL 34229
/2
$1,855,000 Sold Feb 26, 2025

533 N MacEwen Dr, Osprey, FL 34229
- 4 Beds
- 4.5 Baths
- 3,794 Sq Ft
- Built 1999
Last Sold Summary
- 4% Below List Price
- $489/SF
- 9 Days On Market
Current Estimated Value $1,808,001

Last Listing Agent Mark Lyda GENEROUS PROPERTY

533 N MacEwen Dr, Osprey, FL 34229
/2
$999,000 Sold Mar 21, 2025

505 S Shore Dr, Osprey, FL 34229
- 3 Beds
- 3 Baths
- 2,301 Sq Ft
- Built 1980
Last Sold Summary
- 3% Below List Price
- $434/SF
- 16 Days On Market
Current Estimated Value $1,015,389

Last Listing Agent Nancy Jordan COLDWELL BANKER REALTY

505 S Shore Dr, Osprey, FL 34229
/2
$1,150,000 Sold May 28, 2025

327 Sea Anchor Dr, Osprey, FL 34229
- 2 Beds
- 3 Baths
- 2,521 Sq Ft
- Built 1981
Last Sold Summary
- 7% Below List Price
- $456/SF
- 20 Days On Market
Current Estimated Value $1,122,884

Last Listing Agent Lisa Napolitano DOUGLAS ELLIMAN

327 Sea Anchor Dr, Osprey, FL 34229
/2
$640,000 Sold Jun 20, 2025

455 Park Trace Blvd, Osprey, FL 34229
- 3 Beds
- 3 Baths
- 2,590 Sq Ft
- Built 1999
Last Sold Summary
- 15% Below List Price
- $247/SF
- 119 Days On Market
Current Estimated Value $656,138

Last Listing Agent Kim Azar-Calka MICHAEL SAUNDERS & COMPANY

455 Park Trace Blvd, Osprey, FL 34229
/2
$85,000 Sold May 23, 2025

199 Palm Air Dr, Osprey, FL 34229
- 2 Beds
- 2 Baths
- 959 Sq Ft
- Built 1978
Last Sold Summary
- 15% Below List Price
- $89/SF
- 87 Days On Market
Last Listing Agent Allison Bollero KELLER WILLIAMS ISLAND LIFE REAL ESTATE

199 Palm Air Dr, Osprey, FL 34229
/66
$155,000 Sold May 15, 2025

767 Pine Run Dr, Osprey, FL 34229
- 1 Bed
- 1 Bath
- 736 Sq Ft
- Built 1973
Last Sold Summary
- $211/SF
- 4 Days On Market
Current Estimated Value $158,950

Last Listing Agent Priscilla Adams COMPASS FLORIDA LLC

767 Pine Run Dr, Osprey, FL 34229
/2
$795,000 Sold Mar 21, 2025

280 Hidden Bay Dr Unit 304, Osprey, FL 34229
- 3 Beds
- 2.5 Baths
- 2,166 Sq Ft
- Built 2023
Last Sold Summary
- $367/SF
- 0 Days On Market
Current Estimated Value $805,954

Last Listing Agent Bob Morris SVN COMMERCIAL ADVISORY GROUP

280 Hidden Bay Dr Unit 304, Osprey, FL 34229
/2
$625,000 Sold Jul 26, 2025

695 Rivendell Blvd, Osprey, FL 34229
- 4 Beds
- 3 Baths
- 2,256 Sq Ft
- Built 2001
Last Sold Summary
- 4% Below List Price
- $277/SF
- 1 Day On Market
Current Estimated Value $628,564

Last Listing Agent Dan Henson DALTON WADE INC

695 Rivendell Blvd, Osprey, FL 34229
/2
$2,100,000 Sold Jan 24, 2025

627 Eagle Watch Ln, Osprey, FL 34229
- 4 Beds
- 4.5 Baths
- 3,896 Sq Ft
- Built 1989
Last Sold Summary
- 8% Below List Price
- $539/SF
- 140 Days On Market
Current Estimated Value $1,966,054

Last Listing Agent Mark Lyda GENEROUS PROPERTY

627 Eagle Watch Ln, Osprey, FL 34229
/2
$559,500 Sold Apr 04, 2025

1219 Chalet Ct, Osprey, FL 34229
- 3 Beds
- 2 Baths
- 2,165 Sq Ft
- Built 2004
Last Sold Summary
- 4% Below List Price
- $258/SF
- 56 Days On Market
Current Estimated Value $557,205

Last Listing Agent Tamara Currey PREMIER SOTHEBY'S INTERNATIONAL REALTY

1219 Chalet Ct, Osprey, FL 34229
/2
$1,197,000 Sold May 30, 2025

223 Saint James Park, Osprey, FL 34229
- 3 Beds
- 5 Baths
- 3,321 Sq Ft
- Built 1991
Last Sold Summary
- 8% Below List Price
- $360/SF
- 20 Days On Market
Current Estimated Value $1,176,814

Last Listing Agent John Hockenberry RE/MAX ALLIANCE GROUP

223 Saint James Park, Osprey, FL 34229
/2
$520,000 Sold Nov 14, 2025

708 Anna Hope Ln, Osprey, FL 34229
- 3 Beds
- 2 Baths
- 2,133 Sq Ft
- Built 2002
Last Sold Summary
- 5% Below List Price
- $244/SF
- 8 Days On Market
Last Listing Agent Julien Collet PINEYWOODS REALTY LLC

708 Anna Hope Ln, Osprey, FL 34229
/62
$560,000 Sold May 29, 2025

221 Sorrento Dr, Osprey, FL 34229
- 3 Beds
- 2 Baths
- 1,935 Sq Ft
- Built 1984
Last Sold Summary
- 10% Below List Price
- $289/SF
- 68 Days On Market
Current Estimated Value $568,807

Last Listing Agent Glenn Davis COLDWELL BANKER SARASOTA CENT.

221 Sorrento Dr, Osprey, FL 34229
/2
$640,000 Sold Jun 04, 2025

519 Habitat Blvd, Osprey, FL 34229
- 3 Beds
- 3 Baths
- 2,234 Sq Ft
- Built 2003
Last Sold Summary
- 3% Below List Price
- $286/SF
- 15 Days On Market
Current Estimated Value $638,345

Last Listing Agent Tamara Currey PREMIER SOTHEBY'S INTERNATIONAL REALTY

519 Habitat Blvd, Osprey, FL 34229
/2
$656,000 Sold Feb 21, 2025

1109 Scherer Way, Osprey, FL 34229
- 3 Beds
- 2 Baths
- 2,125 Sq Ft
- Built 2002
Last Sold Summary
- 6% Below List Price
- $309/SF
- 61 Days On Market
Current Estimated Value $643,555

Last Listing Agent Tamara Currey PREMIER SOTHEBY'S INTERNATIONAL REALTY

1109 Scherer Way, Osprey, FL 34229
/2
$324,000 Sold Mar 28, 2025

76 Explorer Dr Unit 104, Osprey, FL 34229
- 3 Beds
- 2 Baths
- 1,430 Sq Ft
- Built 2017
Last Sold Summary
- 7% Below List Price
- $227/SF
- 34 Days On Market
Current Estimated Value $319,236

Last Listing Agent Pan Steele, GRI COLDWELL BANKER REALTY

76 Explorer Dr Unit 104, Osprey, FL 34229
/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
Last Listing Agent Anne Pfitzenreiter COLDWELL BANKER SARASOTA CENT.

766 Shadow Bay Way, Osprey, FL 34229
/2
$788,000 Sold Jun 27, 2025

521 Habitat Blvd, Osprey, FL 34229
- 3 Beds
- 3 Baths
- 2,266 Sq Ft
- Built 2003
Last Sold Summary
- 1% Below List Price
- $348/SF
- 10 Days On Market
Last Listing Agent Tamara Currey PREMIER SOTHEBY'S INTERNATIONAL REALTY

521 Habitat Blvd, Osprey, FL 34229
/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 $323,714

Last Listing Agent Susan Honsberger RE/MAX ALLIANCE GROUP

4236 Expedition Way Unit 106, Osprey, FL 34229
/2
$500,000 Sold Mar 21, 2025

629 Oak Bay Dr, Osprey, FL 34229
- 4 Beds
- 2 Baths
- 1,867 Sq Ft
- Built 1996
Last Sold Summary
- 17% Below List Price
- $268/SF
- 250 Days On Market
Current Estimated Value $492,296

Last Listing Agent Toni Zarghami KW COASTAL LIVING III

629 Oak Bay Dr, Osprey, FL 34229
/2
$400,000 Sold Apr 08, 2025

4239 Expedition Way, Osprey, FL 34229
- 2 Beds
- 2 Baths
- 1,574 Sq Ft
- Built 2016
Last Sold Summary
- 6% Below List Price
- $254/SF
- 115 Days On Market
Current Estimated Value $388,266

Last Listing Agent Joe Cleary RE/MAX ALLIANCE GROUP

4239 Expedition Way, Osprey, FL 34229
/2
$650,000 Sold Apr 18, 2025

610 Pine Ranch Rd E, Osprey, FL 34229
- 3 Beds
- 2 Baths
- 2,431 Sq Ft
- Built 1995
Last Sold Summary
- 7% Below List Price
- $267/SF
- 113 Days On Market
Current Estimated Value $627,273

Last Listing Agent Kim Klee COLDWELL BANKER REALTY

610 Pine Ranch Rd E, Osprey, FL 34229
/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 $487,338

Last Listing Agent Margaret Kennedy MICHAEL SAUNDERS & COMPANY

1110 Beachcomber Ct Unit 1, Osprey, FL 34229
/2
$3,315,000 Sold Oct 30, 2025

112 Osprey Point Dr, Osprey, FL 34229
- 4 Beds
- 5.5 Baths
- 8,635 Sq Ft
- Built 1989
Last Sold Summary
- $384/SF
- 150 Days On Market
Last Listing Agent Damon Lee STA Realty LLC

112 Osprey Point Dr, Osprey, FL 34229
/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
Last Listing Agent Thomas Netzel PREMIER SOTHEBY'S INTERNATIONAL REALTY

207 Woodland Dr Unit 207, Osprey, FL 34229
/2
$772,000 Sold Mar 04, 2025

663 Crane Prairie Way, Osprey, FL 34229
- 4 Beds
- 3 Baths
- 2,306 Sq Ft
- Built 2003
Last Sold Summary
- 1% Below List Price
- $335/SF
- 9 Days On Market
Current Estimated Value $743,468

Last Listing Agent Tamara Currey PREMIER SOTHEBY'S INTERNATIONAL REALTY

663 Crane Prairie Way, Osprey, FL 34229
/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
Last Listing Agent Paula Mapp MAPP REALTY & INVESTMENT CO

67 Sugar Mill Dr, Osprey, FL 34229
/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
Last Listing Agent Ruediger Weiss CHARITY & WEISS INTERNATIONAL LLC

500 Shotgun Ln, Osprey, FL 34229
/2
$1,495,000 Sold Oct 31, 2025

228 Saint James Park, Osprey, FL 34229
- 3 Beds
- 2.5 Baths
- 2,425 Sq Ft
- Built 1997
Last Sold Summary
- $616/SF
- 0 Days On Market
Last Listing Agent Rosalie Phillips MICHAEL SAUNDERS & COMPANY

228 Saint James Park, Osprey, FL 34229
/2
$670,000 Sold Jun 10, 2025

1426 Landview Ln, Osprey, FL 34229
- 4 Beds
- 3 Baths
- 2,513 Sq Ft
- Built 1987
Last Sold Summary
- 16% Below List Price
- $267/SF
- 72 Days On Market
Current Estimated Value $704,629

Last Listing Agent Stephanie Church COLDWELL BANKER REALTY

1426 Landview Ln, Osprey, FL 34229
/2
$600,000 Sold Apr 18, 2025

402 Pine Ranch Rd E, Osprey, FL 34229
- 3 Beds
- 3.5 Baths
- 2,887 Sq Ft
- Built 1995
Last Sold Summary
- 31% Below List Price
- $208/SF
- 24 Days On Market
Current Estimated Value $638,358

Last Listing Agent Ronnie Caron CARON REALTY INC

402 Pine Ranch Rd E, Osprey, FL 34229
/2
$700,000 Sold Apr 15, 2025

521 Luminary Blvd, Osprey, FL 34229
- 3 Beds
- 2.5 Baths
- 2,504 Sq Ft
- Built 2004
Last Sold Summary
- 4% Below List Price
- $280/SF
- 69 Days On Market
Current Estimated Value $691,842

Last Listing Agent Tamara Currey PREMIER SOTHEBY'S INTERNATIONAL REALTY

521 Luminary Blvd, Osprey, FL 34229
/2
$145,000 Sold Jul 15, 2025

570 Blackburn Point Rd Unit 27, Osprey, FL 34229
- Built 2006
Last Sold Summary
- 3% Below List Price
- 23 Days On Market
Current Estimated Value $144,491

Last Listing Agent Daniel Treiman MICHAEL SAUNDERS & COMPANY

570 Blackburn Point Rd Unit 27, Osprey, FL 34229

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