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: A4604977

36 Siesta Circle W, OSPREY, FL - $155,000

Residential, Single Family Residence
  • 2 Beds
  • 2 Baths
  • 673 SQFT
  • 3 DOM
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You Will Love This Home! Experience The Florida Paradise Lifestyle In This Highly Sought After Exclusive 55+ Community Of The Arbors In Osprey. *low Hoa Fee Of $215 Includes Lawn Care, Basic Cable, Water, Sewer, And Trash, Community Pool, Clubhous...

Image 1: N6130361

139 Woodland Place, OSPREY, FL - $242,500

Residential, Condominium
  • 1 Bed
  • 2 Bath
  • 865 SQFT
  • 80 DOM
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Motivated Seller! Don't Miss Out On This Incredible Opportunity To Own A 1-bedroom, 1.5-bath, 1st Floor, End Unit Condo In Pine Run Of Osprey, Offered By A Motivated Seller! Located Just 1 Mile From The Stunning Gulf Of Mexico And A Short Bike R...

Image 2: A4582182

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

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,325 SQFT
  • 199 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
  • 366 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...

Image 4: A4589936

452 Patterson Avenue, OSPREY, FL - $305,000

Residential, Single Family Residence
  • 2 Beds
  • 2 Baths
  • 520 SQFT
  • 132 DOM
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This Adorable Home In Osprey Is Located Across From Selby Gardens Spanish Point. The Osprey Park Neighborhood On Tamiami Trail Is Between Siesta Key And Casey Key And A Few Blocks From Bay Street Restaurants, Grocery Store And Retail Shopping. The...

124 Woodland Drive, OSPREY, FL - $315,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,325 SQFT
  • 164 DOM
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This Updated, Clean, And Ready To Move In Condo Has A Prime Property Location For Your Full-time Or Seasonal Enjoyment. An End Upstairs Unit, Nestled Among The Trees And Surrounded By A Backdrop Of Nature With The Ability To Enjoy The Outdoors On ...

Image 6: O6144816

232 Woodland Drive, OSPREY, FL - $315,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,325 SQFT
  • 113 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 7: N6129441

473 Glenwood Avenue, OSPREY, FL - $344,900

Residential, Single Family Residence
  • 1 Bed
  • 1 Bath
  • 600 SQFT
  • 140 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...

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

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 1,242 SQFT
  • 205 DOM
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Under Construction. New Construction. Construction Started And Expected To Be Completed By April 30th.

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

Residential, Single Family Residence
  • 2 Beds
  • 2 Baths
  • 1,242 SQFT
  • 203 DOM
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Under Construction. Under Construction. New Construction And Is Scheduled To Be Done By April 30th

Image 10: A4593102

4268 Expedition Way 104, OSPREY, FL - $390,000

Residential, Condominium
  • 2 Beds
  • 2 Baths
  • 1,135 SQFT
  • 90 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 ...

Image 11: A4582528

354 Patterson Avenue, OSPREY, FL - $399,000

Residential, Single Family Residence
  • 3 Beds
  • 1 Baths
  • 1,344 SQFT
  • 199 DOM
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Price Reduced, Motivated Seller!! Seller Is Offering To Credit Buyer At Closing For A New Shingle Roof. We Have The Estimate And The Roofer Is Ready To Go! Rarely Available No-deed Restrictions. Wonderful Opportunity In Osprey Just South Of Saras...

Image 12: A4588869

427 Washington Avenue, OSPREY, FL - $410,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 1,120 SQFT
  • 137 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...

1814 Highland Road, OSPREY, FL - $419,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 1,259 SQFT
  • 129 DOM
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One Or More Photo(s) Has Been Virtually Staged. Opportunity! Giant Lot West Of The Trail With An Original Bungalow Style Home. Large Two Bedroom, With Big Living Room, Fireplace, Nice Florida Room, Inside Laundry Room And Two Car Garage. Totally ...

Image 14: A4600382

212 Explorer Drive 212, OSPREY, FL - $428,880

Residential, Condominium
  • 3 Beds
  • 2 Baths
  • 1,430 SQFT
  • 38 DOM
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Welcome To Bay Street Village! Lovely 3 Br, 2 Bath, Maintenance Free Condominium At Bay Street. Ibis Floor Plan Features A Split Bedroom Design With Open Concept Kitchen, Dining And Great Room. Relax On Your Private Screened Lanai Overlooking Peac...

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 March 29th, 2024 at 1:19am EDT.