Osprey FL Real Estate

Located just 15 miles south of downtown Sarasota, Osprey, FL is a charming area which offers a variety of real estate options for the fishing, boating or golfing enthusiasts. Properties consist of single family homes, condominiums and villas.

Popular neighborhoods in Osprey include the prestigious member-owned Oaks Cub, Bay Oaks Estates, Blackburn Harbor, Hidden Bay, Park Trace, Pine Run, Sorrento Shores, the Woodlands at Rivendale and Willowbend. There are homes available here to suite almost any budget.

Things to Do in Osprey, FL

Historic Spanish Point is located in this area. There’s a museum and the park includes 30 acres of beautiful gardens and trails. The 1,384 acres of Oscar Scherer State Park is adjacent to Osprey. Visitors can enjoy camping, swimming, canoeing, nature trails as well as picnic areas. Casey Key Fish House is within minutes if you are craving local seafood.

Schools

The Pine View School for the Gifted is located here. For more information, visit Great Schools.

Osprey Real Estate for Sale

All Listings $100,000 - $200,000 $200,000 - $300,000
$300,000 - $400,000 $400,000 - $500,000 $500,000 - $600,000
$600,000 - $700,000 $700,000 - $800,000 $800,000 - $900,000
$900,000 - $1,000,000 Over $1,000,000
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Image 0: A4589305

242 Washington Avenue, OSPREY, FL - $180,000

Residential, Single Family Residence
  • 2 Beds
  • 1 Baths
  • 630 SQFT
  • 116 DOM
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Wonderful Location! Lots Of New Homes In Neighborhood. Close To Pineview; Beaches; Mall Shopping; Wal-mart. 2 Bedroom 1 Bath Home Is Perfect For 1st Time Home Buyers Or Investors. New Roof In 2023!!

767 Pine Run Drive, OSPREY, FL - $209,900

Residential, Condominium
  • 1 Bed
  • 1 Bath
  • 736 SQFT
  • 26 DOM
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Rarely Available 1 Bedroom With Loft Nestled In The Heart Of Pine Run! This Unique End Unit Floor Plan Features No Neighbors Above Or Below And No Shared Walls For Optimal Privacy. The Moment You Step In To This Warm And Charming Condominium Home,...

120 Woodland Place 120, OSPREY, FL - $250,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,325 SQFT
  • 9 DOM
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It's All About Location And This Bright Second Floor End Unit Is Priced Right And Ready For You To Make Your Own. Wonderful Floor Plan With Spacious Living Area, Primary Ensuite And Guest Bedroom And A Wonderful Breakfast Nook For Your Morning ...

Image 3: A4582182

216 Woodland Drive 216, OSPREY, FL - $285,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,325 SQFT
  • 225 DOM
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****seller To Pay First Six Months Hoa Fee For Buyer (with An Accepted Contract)**** Updated Two Bedroom Condo Is Located In Pine Run, A Sarasota Classic Nestled Among The Pines Of Osprey. Just About A Half Mile From The Intercoastal Water Way, T...

354 Pine Run Drive, OSPREY, FL - $290,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,224 SQFT
  • 393 DOM
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Live Among The Trees! This Condo Is Nestled In One Of The Most Desirable Areas Of Pine Run. Outside Your Living Room/kitchen Sliders, All You See Are A Greenbelt And Trees, Creating A Sense Of Ultimate Privacy. The Property Has Been Almost Complet...

109 Woodland Place, OSPREY, FL - $292,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,223 SQFT
  • 14 DOM
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Nature Lovers, Welcome To The Enchanting World Of Pine Run! Designed To Be Part Of The Natural Environment, These West Of Trail Condos Are Nestled Among The Lush Foliage, Towering Trees, And Florida Wildlife. Offering A Peaceful And Serene Settin...

110 Woodland Place 110, OSPREY, FL - $299,900

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,325 SQFT
  • 23 DOM
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Turnkey Furnished. Welcome To Pine Run, Where You'll Find The Perfect Combination Of Natural Beauty And Modern Living. This Two-bedroom, Two-bath Condo Is Nestled Within The Serene 20+ Acres Of Lush Native Florida Landscape. As You Step Inside, Yo...

Image 7: O6144816

232 Woodland Drive, OSPREY, FL - $310,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,325 SQFT
  • 140 DOM
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Welcome Home To This Warm, Cozy And Charming Unit And Enjoy A Cup Of Tea Or Evening Cocktail On Your Tranquil And Private Outside Deck, Nestled In A Wooded, West Of Trail Paradise! You’ll Appreciate All The Lovely Updates Such As Crown Moldings,...

Image 8: N6129441

473 Glenwood Avenue, OSPREY, FL - $324,900

Residential, Single Family Residence
  • 1 Bed
  • 1 Bath
  • 600 SQFT
  • 167 DOM
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One Or More Photo(s) Has Been Virtually Staged. Tons Of Privacy With This Move In Ready Cottage Style Home! Old Florida Charm With Mature Landscaping Surrounded By Vegetation And Neighboring Green Space. No Hoa Fees And No Deed Restrictions. Plent...

Image 9: A4593102

4268 Expedition Way 104, OSPREY, FL - $375,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,135 SQFT
  • 117 DOM
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Welcome To Your Own Piece Of Paradise At Bay Street Village! This Stunning Condo, Built In 2017, Is The Epitome Of Florida Living And An Ideal Seasonal Retreat, Permanent Residence, Or Savvy Investment. Indulge In The Luxury Of Being Just Minutes ...

38 Old Venice Road, OSPREY, FL - $375,000

Residential, Single Family Residence
  • 2 Beds
  • 1 Baths
  • 1,163 SQFT
  • 29 DOM
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A Rare Find With Nearly 1 Acre In Desirable Osprey, This Property Is Brimming With Potential. Whether You Decide To Tear Down And Build From Scratch Or Take On A Fixer Upper Project, This Can Be Your Own Personal Oasis Offering Unique Benefits. Im...

202 Patterson Avenue, OSPREY, FL - $389,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 1,242 SQFT
  • 232 DOM
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Under Construction. New Construction. Construction Started And Expected To Be Completed In Early June.

206 Patterson Avenue, OSPREY, FL - $389,000

Residential, Single Family Residence
  • 2 Beds
  • 2 Baths
  • 1,242 SQFT
  • 230 DOM
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Under Construction. Under Construction. New Construction And Is Scheduled To Be Done By Early June.

Image 13: A4588869

427 Washington Avenue, OSPREY, FL - $397,500

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 1,120 SQFT
  • 165 DOM
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This Beautiful Old-style Florida Home Is Zoned Residential And Commercial, Just Off Tamiami Trail, You Choose Whether To Call This Work Or Home. Offering A 3 Bedroom, 2 Bath, Split Floor Plan With Beamed Ceilings And Walnut Wood Floors In The Livi...

Image 14: A4608521

4212 Expedition Way 104, OSPREY, FL - $408,950

Residential, Townhouse
  • 3 Beds
  • 2 Baths
  • 1,430 SQFT
  • 0 DOM
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*immaculate, Move-in Ready, Furnished , Pool And Palm Trees View** Welcome To Life In Paradise! Here's Your Best Opportunity Yet! Turn-key Furnished "ibis" Floor Plan At Desirable Bay Street Village!this Charming Florida Condo Is Perfect For Any...

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 April 25th, 2024 at 7:19pm EDT.