Osprey, FL Homes

• 

  

  

  /68

  Est $850,707

  Not Listed For Sale

  1081 Scherer Way, Osprey, FL 34229

  • 6 Beds
  • 3 Baths
  • 3,982 Sq Ft
  • Built 2004

  1081 Scherer Way, Osprey, FL 34229

  Last Sold Summary

  • 76 Days On Market
• 

  

  

  /4

  $32,500

  570 Blackburn Point Rd Unit 38, Osprey, FL 34229

  Hurricane-protected dry storage with top-tier amenities! This slip offers hassle-free storage in one of Sarasota County's most convenient locations. Plus, HOA is prepaid thru the end of 2025! Keep your boat safe from Florida's unpredictable weather while enjoying all the benefits of a full-service marina. Located just before the swing bridge to Casey Key at ICW Marker 33 (north of the Blackburn

  Daniel Treiman MICHAEL SAUNDERS & COMPANY

  570 Blackburn Point Rd Unit 38, Osprey, FL 34229
• 

  

  /2

  $660,000

  Sold Aug 26, 2025

  463 Park Trace Blvd, Osprey, FL 34229

  • 3 Beds
  • 2.5 Baths
  • 2,153 Sq Ft
  • Built 2002

  Last Sold Summary

  • 12% Below List Price
  • $307/SF
  • 63 Days On Market

  Current Estimated Value $662,028

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

  463 Park Trace Blvd, Osprey, FL 34229
• 

  

  /2

  Est $688,990

  Not Listed For Sale

  521 Luminary Blvd, Osprey, FL 34229

  • 3 Beds
  • 2.5 Baths
  • 2,504 Sq Ft
  • Built 2004

  521 Luminary Blvd, Osprey, FL 34229

  Last Sold Summary

  • 69 Days On Market
• 

  

  

  /52

  $599,000

  Pending

  • 3 Beds
  • 2 Baths
  • 2,172 Sq Ft

  557 Crane Prairie Way, Osprey, FL 34229

  Under contract-accepting backup offers. Welcome to this impeccably maintained, MAINTENANCE FREE home in the highly desirable Willowbend community, with tranquil LAKEVIEWS, exceptional amenities and an unbeatable LOCATION. Built by renowned Lee Wetherington and lovingly maintained by its original owner, this quality-constructed residence features a spacious open split-bedroom floor plan with 3

  Lori Lockhart COLDWELL BANKER REALTY

  557 Crane Prairie Way, Osprey, FL 34229
• 

  /2

  $750,000

  Sold Dec 30, 2025

  523 Habitat Blvd, Osprey, FL 34229

  • 4 Beds
  • 3 Baths
  • 2,314 Sq Ft
  • Built 2003

  Last Sold Summary

  • 5% Below List Price
  • $324/SF
  • 122 Days On Market

  Current Estimated Value $736,347

  Last Listing Agent Tamara Currey PREMIER SOTHEBY'S INTERNATIONAL REALTY

  523 Habitat Blvd, Osprey, FL 34229
• 

  /2

  Est $2,554,049

  Not Listed For Sale

  388 Bunker Hill, Osprey, FL 34229

  • 5 Beds
  • 5.5 Baths
  • 4,937 Sq Ft
  • Built 1999

  388 Bunker Hill, Osprey, FL 34229

  Last Sold Summary

  • 64 Days On Market
• 

  

  /39

  $999,000

  $151K PRICE DROP Pending

  • 3 Beds
  • 2 Baths
  • 2,086 Sq Ft

  14041 Bellagio Way Unit 218, Osprey, FL 34229

  Elevate your expectations with this elegant waterfront home! This 3-bedroom, 2-bath FULLY FURNISHED home offers a bright, light-filled living space with water views of Little Sarasota Bay from every main room. Located in one of Osprey’s most desirable boutique waterfront communities, this condo includes a 40' wet slip—($100,000 value) providing immediate access to boating, fishing, and the

  Kelli Eggen COLDWELL BANKER REALTY

  14041 Bellagio Way Unit 218, Osprey, FL 34229
• 

  /2

  $799,000

  Sold Mar 09, 2026

  529 Habitat Blvd, Osprey, FL 34229

  • 3 Beds
  • 3 Baths
  • 2,617 Sq Ft
  • Built 2003

  Last Sold Summary

  • $305/SF
  • 2 Days On Market

  Current Estimated Value $794,908

  Last Listing Agent Todd Currey PREMIER SOTHEBY'S INTERNATIONAL REALTY

  529 Habitat Blvd, Osprey, FL 34229
• 

  /2

  Est $2,269,711

  Not Listed For Sale

  425 E MacEwen Dr, Osprey, FL 34229

  • 5 Beds
  • 5.5 Baths
  • 5,153 Sq Ft
  • Built 1999

  425 E MacEwen Dr, Osprey, FL 34229

  Last Sold Summary

  • 62 Days On Market
• 

  

  /42

  $829,000

  Pending

  • 4 Beds
  • 3 Baths
  • 2,876 Sq Ft

  1211 Lost Creek Ct, Osprey, FL 34229

  Under contract-accepting backup offers. **BEAUTIFULLY UPDATED AND MOVE-IN READY, THIS SPACIOUS 4-BEDROOM + OFFICE/DEN HOME OFFERS NEARLY 2,900 SQUARE FEET** of thoughtfully designed living space with potential for a private in-law or multi-generational suite. Featuring 3 full baths and a coveted 3-car garage, this reconfigured floor plan provides flexibility, privacy, and comfort for today’s

  Mark Lyda GENEROUS PROPERTY

  1211 Lost Creek Ct, Osprey, FL 34229
• 

  /2

  $550,000

  Sold Mar 23, 2026

  510 Latitude Ln, Osprey, FL 34229

  • 3 Beds
  • 2 Baths
  • 2,298 Sq Ft
  • Built 2004

  Last Sold Summary

  • 13% Below List Price
  • $239/SF
  • 125 Days On Market

  Current Estimated Value $561,865

  Last Listing Agent Marisa Marino BRIGHT REALTY

  510 Latitude Ln, Osprey, FL 34229
• 

  /2

  Est $383,000

  Not Listed For Sale

  441 N Shore Dr, Osprey, FL 34229

  • 2 Beds
  • 2 Baths
  • 1,334 Sq Ft
  • Built 1970

  441 N Shore Dr, Osprey, FL 34229

  Last Sold Summary

  • 21 Days On Market
• 

  

  /60

  $10,750,000

  $1M PRICE DROP

  • 5 Beds
  • 8 Baths
  • 8,050 Sq Ft

  1216 N Casey Key Rd, Osprey, FL 34229

  This classically designed estate is privately positioned on north end of Casey Key, considered among the most treasured addresses in Sarasota County. The property spans from a sandy walking beach on the Gulf to a rare covered boat dock on Blackburn Bay. Designed by renowned architect Clifford A. Scholz and built by Delta Southern Construction, over 8,000 square feet designed to celebrate family

  Valerie Dall'acqua PREMIER SOTHEBY'S INTERNATIONAL REALTY

  1216 N Casey Key Rd, Osprey, FL 34229
• 

  /2

  $715,000

  Sold Mar 17, 2026

  319 Park Trace Blvd, Osprey, FL 34229

  • 4 Beds
  • 3 Baths
  • 2,551 Sq Ft
  • Built 2000

  Last Sold Summary

  • 5% Below List Price
  • $280/SF
  • 33 Days On Market

  Current Estimated Value $722,383

  Last Listing Agent Megan George PREMIER SOTHEBYS INTL REALTY

  319 Park Trace Blvd, Osprey, FL 34229
• 

  /2

  Est $1,029,401

  Not Listed For Sale

  434 N Shore Dr, Osprey, FL 34229

  • 3 Beds
  • 3 Baths
  • 2,932 Sq Ft
  • Built 1989

  434 N Shore Dr, Osprey, FL 34229

  Last Sold Summary

  • 254 Days On Market
• 

  

  /41

  $795,000

  Pending

  • 3 Beds
  • 2 Baths
  • 2,463 Sq Ft

  127 Park Trace Blvd, Osprey, FL 34229

  Under contract-accepting backup offers. Flawless from top to bottom, this beautifully maintained Florida home offers over 3,000 sq. feet of indoor and outdoor living space, perfect for casual or elegant entertaining. With more than $175,000 in recent upgrades, this stunning water view property blends luxury with peace of mind. Highlights include a new roof, a refinished pool and spa with new

  Kim Azar-Calka MICHAEL SAUNDERS & COMPANY

  127 Park Trace Blvd, Osprey, FL 34229
• 

  /2

  $645,000

  Sold Jul 31, 2025

  673 Crane Prairie Way, Osprey, FL 34229

  • 3 Beds
  • 3 Baths
  • 2,223 Sq Ft
  • Built 2003

  Last Sold Summary

  • 13% Below List Price
  • $290/SF
  • 9 Days On Market

  Current Estimated Value $653,257

  Last Listing Agent Laura Harris, PA PREMIER SOTHEBYS INTL REALTY

  673 Crane Prairie Way, Osprey, FL 34229
• 

  

  /29

  Est $2,065,374

  Not Listed For Sale

  162 Puesta Del Sol, Osprey, FL 34229

  • 4 Beds
  • 4.5 Baths
  • 4,747 Sq Ft
  • Built 2003

  162 Puesta Del Sol, Osprey, FL 34229

  Last Sold Summary

  • 3 Days On Market
• 

  

  /30

  $294,900

  • 2 Beds
  • 2 Baths
  • 1,244 Sq Ft

  184 Explorer Dr, Osprey, FL 34229

  Luxury Corner Residence in Osprey | Top-Rated Pine View School District.Welcome to an exceptional opportunity in the heart of Osprey, one of Sarasota County’s most desirable and rapidly growing locations. This beautifully maintained corner-unit residence in Bay Street Village offers an elevated lifestyle just moments from world-class amenities.This FULLY FURNISHED 2-bedroom, 2-bathroom

  Claudia Dybala DALTON WADE INC

  184 Explorer Dr, Osprey, FL 34229
• 

  /2

  $362,500

  Sold Feb 23, 2026

  291 Hidden Bay Dr Unit 101, Osprey, FL 34229

  • 2 Beds
  • 2 Baths
  • 1,599 Sq Ft
  • Built 2000

  Last Sold Summary

  • 9% Below List Price
  • $227/SF
  • 58 Days On Market

  Current Estimated Value $365,235

  Last Listing Agent Stephanie Ham PARADISE EXCLUSIVE REAL ESTATE

  291 Hidden Bay Dr Unit 101, Osprey, FL 34229
• 

  /2

  Est $205,691

  Not Listed For Sale

  120 Woodland Place Unit 120, Osprey, FL 34229

  • 2 Beds
  • 2 Baths
  • 1,325 Sq Ft
  • Built 1979

  120 Woodland Place Unit 120, Osprey, FL 34229

  Last Sold Summary

  • 100 Days On Market
• 

  

  /70

  $739,000

  • 3 Beds
  • 2.5 Baths
  • 2,216 Sq Ft

  347 Bayshore Dr, Osprey, FL 34229

  This custom built home is located in the Osprey subdivision Bay Acres, an established neighborhood along Little Sarasota Bay between Sarasota and Venice. It's location allows easy access to I-75, top rated schools to include the magnet school Pine View , and Nokomis and Siesta Beaches, and all amenities of both cities. This home includes over 4000 sq ft of total space that includes a 2 plus car

  Sharon Sprow COLDWELL BANKER REALTY

  347 Bayshore Dr, Osprey, FL 34229
• 

  /2

  $2,300,000

  Sold Apr 06, 2026

  896 MacEwen Dr, Osprey, FL 34229

  • 4 Beds
  • 5.5 Baths
  • 4,858 Sq Ft
  • Built 1998

  Last Sold Summary

  • 6% Below List Price
  • $473/SF
  • 35 Days On Market

  Current Estimated Value $2,286,869

  Last Listing Agent Marisa Marino BRIGHT REALTY

  896 MacEwen Dr, Osprey, FL 34229
• 

  /2

  Est $681,203

  Not Listed For Sale

  1192 Mallard Marsh Dr, Osprey, FL 34229

  • 3 Beds
  • 3 Baths
  • 2,695 Sq Ft
  • Built 2002

  1192 Mallard Marsh Dr, Osprey, FL 34229

  Last Sold Summary

  • 191 Days On Market
• 

  

  /19

  $285,000

  • 1 Bed
  • 1 Bath
  • 595 Sq Ft

  51 Mac Ewen Dr Unit 14, Osprey, FL 34229

  This completely updated 595 sq ft second-floor condominium is located in the Windsor Lodge behind the gates of The Oaks. It features top-of-the-line finishes and is accessible by both elevator and stairs. Offered turn-key furnished, the unit includes a full kitchen equipped with a full-size refrigerator, combination oven/microwave, cooktop and dishwasher. The open concept living and bedroom area

  Steve Abbe COLDWELL BANKER REALTY

  51 Mac Ewen Dr Unit 14, Osprey, FL 34229
• 

  /2

  $2,315,000

  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

  • 41% Below List Price
  • $268/SF
  • 156 Days On Market

  Current Estimated Value $3,023,233

  Last Listing Agent Kara Money KARA MONEY LLC

  112 Osprey Point Dr, Osprey, FL 34229
• 

  /2

  Est $559,708

  Not Listed For Sale

  685 Clear Creek Dr, Osprey, FL 34229

  • 3 Beds
  • 2 Baths
  • 2,204 Sq Ft
  • Built 2002

  685 Clear Creek Dr, Osprey, FL 34229

  Last Sold Summary

  • 10 Days On Market
• 

  

  /60

  $489,000

  $90K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,555 Sq Ft

  786 Sarabay Rd Unit 19, Osprey, FL 34229

  Boat Slips included, Insurance included, Ground maintenance included!!Secluded waterfront community on Little Sarasota Bay with access to the Intracoastal Waterway and the Gulf. Heron Bay Club has boat slips available! This small community on Little Sarasota Bay offers striking sunsets. Across from the northern section of Casey Key, the 10-acre property features 26 villas. This complex is

  Michael Christo PREMIER SOTHEBYS INTL REALTY

  786 Sarabay Rd Unit 19, Osprey, FL 34229
• 

  /2

  $665,000

  Sold Nov 06, 2025

  563 Pine Ranch Rd E, Osprey, FL 34229

  • 3 Beds
  • 2 Baths
  • 2,346 Sq Ft
  • Built 1997

  Last Sold Summary

  • 1% Below List Price
  • $283/SF
  • 5 Days On Market

  Current Estimated Value $665,924

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

  563 Pine Ranch Rd E, Osprey, FL 34229
• 

  /2

  Est $877,409

  Not Listed For Sale

  1200 Mallard Marsh Dr, Osprey, FL 34229

  • 4 Beds
  • 3 Baths
  • 2,928 Sq Ft
  • Built 2002

  1200 Mallard Marsh Dr, Osprey, FL 34229

  Last Sold Summary

  • 118 Days On Market
• 

  

  /90

  $625,000

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

  409 N Point Rd Unit 401, Osprey, FL 34229

  Nestled at treetop level, in Meridian behind the gates of The Oaks Preserve, you will find this elegant residence waiting for you to make it your own. With a spacious master suite, two guest bedrooms (one en suite) and a den, this condo lives large, with room for comfortable, gracious living. Beautifully appointed, every special touch you would want can be found here, Italian ceramic tile, crown

  Steve Abbe COLDWELL BANKER REALTY

  409 N Point Rd Unit 401, Osprey, FL 34229
• 

  /2

  $1,500,000

  Sold Sep 19, 2025

  462 E MacEwen Dr, Osprey, FL 34229

  • 3 Beds
  • 2.5 Baths
  • 2,611 Sq Ft
  • Built 1998

  Last Sold Summary

  • 3% Below List Price
  • $574/SF
  • 29 Days On Market

  Current Estimated Value $1,464,573

  Last Listing Agent Steve Abbe COLDWELL BANKER REALTY

  462 E MacEwen Dr, Osprey, FL 34229
• 

  /2

  Est $809,827

  Not Listed For Sale

  1030 Scherer Way, Osprey, FL 34229

  • 4 Beds
  • 3 Baths
  • 2,433 Sq Ft
  • Built 2003

  1030 Scherer Way, Osprey, FL 34229

  Last Sold Summary

  • 10 Days On Market
• 

  

  /85

  $625,000

  Pending

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

  393 N Point Rd Unit 301, Osprey, FL 34229

  This end unit in The Meridian has been thoughtfully updated and carefully maintained. Offering 3 bedrooms and 3 full baths, it also has a dedicated study/den with pocket doors. Light and bright, this 2,594 square foot residence is spacious and offers room for comfortable and elegant living. The large master suite has a large bathroom with a walk-in shower, dual vanities and sinks and tons of

  Steve Abbe COLDWELL BANKER REALTY

  393 N Point Rd Unit 301, Osprey, FL 34229
• 

  /2

  $166,000

  Sold May 21, 2026

  238 Palm Air Dr, Osprey, FL 34229

  • 2 Beds
  • 2 Baths
  • 1,152 Sq Ft
  • Built 1986

  Last Sold Summary

  • 8% Below List Price
  • $144/SF
  • 15 Days On Market

  Last Listing Agent Susan Retzke RE/MAX PALM

  238 Palm Air Dr, Osprey, FL 34229
• 

  

  /55

  Est $912,359

  Not Listed For Sale

  792 Placid Lake Dr, Osprey, FL 34229

  • 4 Beds
  • 3 Baths
  • 3,360 Sq Ft
  • Built 2003

  792 Placid Lake Dr, Osprey, FL 34229

  Last Sold Summary

  • 2 Days On Market
• 

  

  /52

  $525,000

  $75K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,040 Sq Ft

  1140 Beachcomber Ct Unit 11, Osprey, FL 34229

  One or more photo(s) has been virtually staged. Welcome to Blackburn Point Marina Village, where coastal elegance meets maintenance-free living near Sarasota's desired waterfront. Enjoy the boating and waterfront lifestyle you've dreamed of without the million-dollar price tag. This beautifully upgraded townhome features a bright open floor plan with luxury vinyl flooring (2025), plantation

  Thomas Netzel PREMIER SOTHEBY'S INTERNATIONAL REALTY

  1140 Beachcomber Ct Unit 11, Osprey, FL 34229
• 

  

  /66

  $654,000

  Sold Apr 16, 2026

  1303 Thornapple Dr, Osprey, FL 34229

  • 3 Beds
  • 2 Baths
  • 1,929 Sq Ft
  • Built 2003

  Last Sold Summary

  • 6% Below List Price
  • $339/SF
  • 93 Days On Market

  Current Estimated Value $645,251

  Last Listing Agent Michael A Martino KELLER WILLIAMS ON THE WATER S

  1303 Thornapple Dr, Osprey, FL 34229
• 

  

  /40

  Est $728,791

  Not Listed For Sale

  669 Crane Prairie Way, Osprey, FL 34229

  • 4 Beds
  • 3 Baths
  • 2,323 Sq Ft
  • Built 2003

  669 Crane Prairie Way, Osprey, FL 34229

  Last Sold Summary

  • 2 Days On Market

Showing Results 321 - 360, Page 9 of 18