Osprey Real Estate for Sale

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Image 0: A4694468

103 Bishops Court Road, OSPREY, FL - $749,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 2,034 SQFT
  • 83 DOM
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**located In A Desirable, Maintenance-free, Country Club Community** This Charming And Cozy 3-bedroom, 2-full Bath Home Sits On A Premium Corner Lot Directly Across From The Community Pool. Featuring A New Roof, 2-car Garage, And A Spacious And Pr...

Image 1: A4645829

13 Bayhead Lane, OSPREY, FL - $769,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 2,310 SQFT
  • 497 DOM
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**impressive, Move-in Ready, Pool Home In The Secure And Coveted Oaks Preserve, Maintenance-free Community** This Residence Boasts An Open Floor Plan That Is Ideal For Entertaining, Along With A Screened And Spacious Outdoor Pool Area That Provide...

Image 2: A4697993

1495 Landview Lane, OSPREY, FL - $775,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 2,474 SQFT
  • 51 DOM
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Wow! What A Great Price For This 2,474 Square Foot Home In The Sought After Neighborhood Of Southbay Yacht And Racquet Club. Unique “u” Shape Design Gives A Unique Courtyard Feel To The Pool And Lanai Area. Enter Into The Foyer With Travertine ...

Image 3: A4701000

260 Hidden Bay Drive 402, OSPREY, FL - $775,000

Residential, Condominium
  • 3 Beds
  • 3 Baths
  • 1,950 SQFT
  • 13 DOM
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Semi-furnished Three-bedroom, 2.5-bath Unit With Elevator Access. This Fourth-floor Residence Offers Beautiful Panoramic Intracoastal Water Views. Centrally Between Historic Venice And Vibrant Downtown Sarasota Is Edgewater At Hidden Bay, A Gated,...

Image 4: A4664085

21 Bayhead Lane, OSPREY, FL - $789,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 2,246 SQFT
  • 332 DOM
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Looking For A Home You Can Truly Fall In Love With? Your Search Ends Here. This Thoughtfully Updated, Impeccably Maintained 3 Bedroom, 2 Bath Residence In The Oaks Preserve Offers The Perfect Blend Of Comfort, Style, And Privacy. And You Can Buy W...

Image 5: A4696459

401 N Point Road 504, OSPREY, FL - $795,000

Residential, Condominium
  • 3 Beds
  • 3 Baths
  • 2,778 SQFT
  • 62 DOM
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Incredible Opportunity And A Must See At The Meridian At The Oaks - Great Price, Bay View, Updated Kitchen, Private 2 Car Garage And More! Beautifully Updated And Thoughtfully Designed, This Exceptional 5th Floor Residence In The Meridian At The O...

N/A, OSPREY, FL - $799,000

Residential, Single Family Residence
  • 4 Beds
  • 3 Baths
  • 2,607 SQFT
  • 38 DOM
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Modern Coastal Masterpiece | Over $200,000 In Luxury Upgrades | New Roof | Heated Saltwater Pool | Pine View School District Welcome To One Of Park Trace Estates’ Finest Fully Renovated Homes, Where Sophisticated Design, Exceptional Craftsmanship...

599 Pine Ranch East Road, OSPREY, FL - $825,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 2,188 SQFT
  • 306 DOM
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**exquisitely Updated, Turnkey Furnished, Pool Home** In Popular Bay Oaks Estates. This Stunning Residence Is Move-in Ready (just Bring Your Suitcase!) And Features A Light And Bright, Open Floorplan Including 3 Beds Plus Study/den And 2 Full Bat...

Image 8: A4690969

6100 Jessie Harbor Drive 202, OSPREY, FL - $850,000

Residential, Condominium
  • 3 Beds
  • 4 Baths
  • 3,771 SQFT
  • 102 DOM
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Virtually Staged. Experience Elevated Coastal Living In This Beautifully Appointed Waterfront Residence, Ideally Located Within The Sought-after Blackburn Harbor Community In Sarasota County. Situated On The Second Floor (building With Elevator),...

Image 9: A4633961

293 Turquoise Lane, OSPREY, FL - $875,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 2,271 SQFT
  • 580 DOM
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**stunning, Updated, Maintenance-free Home Is Located In Emerald Woods, Behind The Secure Gates Of The Distinguished Oaks Preserve Neighborhood. Offering 3-beds (or 2-beds Plus Den), 2-baths And 2-car Garage, Premium Finishes Abound Throughout Thi...

Image 10: A4681589

14021 Bellagio Way 309, OSPREY, FL - $899,995

Residential, Condominium
  • 3 Beds
  • 3 Baths
  • 2,199 SQFT
  • 159 DOM
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Enjoy Breathtaking Sunset Views Overlooking The Intercostal Waterway In This Boater's Paradise, Complete With An On-site Marina. Discover Coastal Living In This Beautifully Updated 3-bedroom, 2.5-bath Residence Located In Bellagio Harbor Village. ...

Image 11: A4672081

403 Longbow Trail, OSPREY, FL - $1,095,000

Residential, Single Family Residence
  • 4 Beds
  • 3 Baths
  • 2,770 SQFT
  • 269 DOM
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Welcome To This Beautifully Maintained 4 Bed, 3 Bath Property Nestled On A 2-acre Lot In One Of Osprey's Most Desirable Communities Pine Ranch. Located 15 Minutes From Siesta Key And Nokomis Beach And Is Within A Short Distance From The Nationally...

Image 12: A4678422

385 N Point Road 304, OSPREY, FL - $1,100,000

Residential, Condominium
  • 3 Beds
  • 3 Baths
  • 2,778 SQFT
  • 209 DOM
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**magnificently Updated, Expansive Corner Condo Residence Offering Nearly 2,800 Sq Ft Of Refined Living Space** Features 3 Bedrooms, 3 Full Baths, Plus A Study/den (or Optional 4th Bedroom With Walk-in Closet), All Nestled Behind The Secure Gates ...

Image 13: N6144070

14021 Bellagio Way 404, OSPREY, FL - $1,100,000

Residential, Condominium
  • 3 Beds
  • 3 Baths
  • 2,187 SQFT
  • 108 DOM
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This Beautifully Remodeled Waterfront Condominium In Osprey Offers A Blend Of Luxury, Comfort And Coastal Living, Set Directly On Little Sarasota Bay With Sweeping Tranquil Bay Views From The Fourth Floor. The Residence Features Three Spacious Bed...

Image 14: A4688266

1527 Buoy Lane, OSPREY, FL - $1,165,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 2,830 SQFT
  • 128 DOM
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Beautifully And Thoroughly Recently Updated Beach Style Home In Southbay Yacht And Racquet Club Featuring 10 Foot Ceilings. 2026 Ac Unit, 2024 Tile Roof, 2023 Driveway, Cabinets, Lighting, Appliances, Tile And Carpet Are Just The Beginning. 2023 P...

All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified.

Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.

Listing data comes from My Florida Regional MLS DBA Stellar MLS.

Listing information last updated on August 14th, 2026 at 10:07pm EDT.