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 $200,000 - $300,000 $300,000 - $400,000
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767 Pine Run Drive, OSPREY, FL - $209,900

Residential, Condominium
  • 1 Bed
  • 1 Bath
  • 736 SQFT
  • 48 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
  • 31 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 ...

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110 Woodland Place 110, OSPREY, FL - $275,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,325 SQFT
  • 44 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...

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

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,325 SQFT
  • 247 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
  • 415 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
  • 36 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...

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232 Woodland Drive, OSPREY, FL - $299,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,325 SQFT
  • 162 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,...

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207 Woodland Drive 207, OSPREY, FL - $304,900

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,325 SQFT
  • 4 DOM
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Offered Turnkey Furnished And Equipped With Everything You Need To Move Right In. This Includes A Kayak, Beach Chairs, Coolers And Two Bicycles. This Tastefully Decorated 2nd Floor Unit With 9-ft High Ceilings Has Been Updated Throughout And Also ...

319 Patterson Avenue, OSPREY, FL - $319,900

Residential, Single Family Residence
  • 2 Beds
  • 1 Baths
  • 987 SQFT
  • 14 DOM
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Welcome To 319 Patterson Avenue, Located In The Charming Village Of Osprey. This Two-bedroom, One-bath Block Home Is Situated On A Quiet Road And Nestled In A Lush, Professionally Landscaped Garden. This Peaceful House Has All You Need: A Great En...

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

Residential, Single Family Residence
  • 1 Bed
  • 1 Bath
  • 600 SQFT
  • 189 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...

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

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,135 SQFT
  • 139 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
  • 51 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
  • 254 DOM
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Under Construction. New Construction. Construction Started And Expected To Be Completed In Mid To Late Summer.

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

Residential, Single Family Residence
  • 2 Beds
  • 2 Baths
  • 1,242 SQFT
  • 252 DOM
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Under Construction. Under Construction. New Construction And Is Scheduled To Be Done Mid To Late Summer.

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427 Washington Avenue, OSPREY, FL - $395,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 1,120 SQFT
  • 187 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...

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 May 17th, 2024 at 3:19am EDT.