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Osprey Florida Real Estate


Osprey, Florida real estate is located in Sarasota County Florida, just south of Sarasota in what's referred to as "unincorporated" Sarasota County. Osprey is a diverse community with multi-million dollar homes located on the Intracoastal Waterway and more modestly priced homes just up the road. In addition to all the great real estate currently available, there are also many new luxury and upscale home developments underway in Osprey, Florida.

Learn more about the living in Osprey, Florida's real estate or continue below to see the current collection MLS® listings.

Real Estate In Osprey, Florida

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1588 N Casey Key Rd, Osprey, FL - $10,500,000

Residential, Single Family Residence
  • 6 Beds
  • 8 Baths
  • 7,760 SQFT
  • 128 DOM
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Located On Almost Three Acres, The High-quality Construction And Impeccable Finishes Offered Throughout This Gorgeous Beach Home Create A Classic Design That Is Rarely Obtainable. This Four-bedroom Home Is Situated On The Private, Gated Northern P...

230 N Casey Key Rd, Osprey, FL - $8,200,000

Residential, Single Family Residence
  • 3 Beds
  • 4 Baths
  • 3,311 SQFT
  • 45 DOM
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Private Beachfront Peninsula Paradise, Almost 9 Acres, In Southwest Florida, Perfect For A Developer. This Is The Largest Single-family Gulf-front Property Currently For Sale In Sarasota County. Magnificent Splendor! Once In A Lifetime Opportunity...

814 N Casey Key Rd, Osprey, FL - $7,900,000

Residential, Single Family Residence
  • 4 Beds
  • 6 Baths
  • 6,552 SQFT
  • 310 DOM
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The Hosted Open House 24/7 Property Tour Can Be Seen At Https://vimeo.com/411555581/1d08a2d9e1 - This Magnificent Gulf-to-bay Contemporary Masterpiece Built By Gold Medal Architect Guy Peterson Stands Out From The Other Residences Located On The ...

Photo of Listing #A4457320

316 N Casey Key Rd, Osprey, FL - $7,650,000

Residential, Single Family Residence
  • 6 Beds
  • 9 Baths
  • 7,121 SQFT
  • 177 DOM
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Combine International Award-winning Architecture, The Extraordinary Gulf To Bay Location And The Motivated Heirs Of This Outstanding Estate, The Result Is No Less Than An Opportunity Of A Lifetime. Welcome To West Wind, The Main House And A Sprawl...

1044 N Casey Key Rd, Osprey, FL - $5,495,000

Residential, Single Family Residence
  • 6 Beds
  • 8 Baths
  • 6,829 SQFT
  • 407 DOM
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The Ultimate Escape On The Gulf Of Mexico In Sarasota, Florida… Imagine Quarantining With Your Loved Ones In This Gated, Bayfront Compound Estate With Plenty Of Room For Social Distancing And Located On The Private North End Of The Island Of Case...

Photo of Listing #A4408082

916 N Casey Key Rd, Osprey, FL - $4,975,000

Residential, Single Family Residence
  • 6 Beds
  • 6 Baths
  • 5,318 SQFT
  • 736 DOM
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Location, Location, Location! North Casey Key Beachfront Tropical Oasis. Arrive By Boat Or Car. On 200ft Of Private Beach On Turquoise Blue Waters Of The Gulf Of Mexico, 2 Guest Homes On The Beach With The Main Home On The Bay W/dock & Lift. Once...

112 Osprey Point Dr, Osprey, FL - $4,450,000

Residential, Single Family Residence
  • 6 Beds
  • 7 Baths
  • 8,973 SQFT
  • 598 DOM
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Most Desirable Location In The Oaks Bayside Country Club; Truly A Boater's Dream! Featuring Your Own Private Dock With 3 Power Lifts..12,000/16,000. Driving Thru This Private Gated Community You Are Surrounded By A Canopy Of Mature Oak Trees. The ...

141 N Casey Key Rd, Osprey, FL - $3,795,000

Residential, Single Family Residence
  • 3 Beds
  • 4 Baths
  • 2,560 SQFT
  • 20 DOM
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A Coastal Cottage That Captures A By-gone Era With Modern Updates Set In A Private, Tropical Paradise. The Interior Was Designed To Induce Harmony And Calm, While The Panoramic Views Of The Turquoise Blue Gulf Of Mexico Will Mesmerize And Captiv...

552 Eagle Watch Ln, Osprey, FL - $3,790,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 6,340 SQFT
  • 209 DOM
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The Ultimate In Luxury, Location And Design. As You Open The 13’ Cast Iron Front Doors, You Will Immediately Feel The Grandeur Of This Expansive Residence - Custom Crafted To Perfection. Each Of The 12 Rooms, Plus 4.5 Baths, Are Thoughtfully Desig...

Photo of Listing #A4425715

121 N Casey Key Rd, Osprey, FL - $3,300,000

Residential, Single Family Residence
  • 4 Beds
  • 6 Baths
  • 4,096 SQFT
  • 534 DOM
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Privacy Abounds Behind The Gated Entry To This Unique Spanish Mediterranean Beachfront Home Hidden Away In Tropical Splendor On The Sparkling Blue Waters Of The Gulf Of Mexico. Attention To Detail Is Not Lacking In This Gorgeous 4 Bedroom 5 1/2 Ba...

Photo of Listing #N6101230

854 N Casey Key Rd, Osprey, FL - $3,290,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 3,462 SQFT
  • 731 DOM
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Reduced 1.5 Acre Gulf-to-bay Priced To Sell On Exclusive North End Casey Key. Majestic Sprawling Old Oaks & Cedar Trees Giving It An Unspoiled "old Florida" Feeling. The Private Beach With No Public Access Is A Luxury Of Privacy That Few Places O...

Photo of Listing #A4451976

1027 N Casey Key Rd, Osprey, FL - $2,497,000

Residential, Single Family Residence
  • 4 Beds
  • 3 Baths
  • 2,990 SQFT
  • 241 DOM
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Cross Over A Historic Swing Bridge Into The Serenity Of Private North Casey Key. Here, In This Tranquil Community Nestled Along A Winding Island Road, Is A Rare Opportunity To Own A Slice Of Paradise Not On The Market For 40 Years. The Custom-buil...

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Osprey Homes For Sale

When you purchase an Osprey home for sale, you can tour historic Spanish Point where you'll find a group of original homesteads that were part of the John and Eliza Webb citrus farm furnished to depict early pioneer life in the area. You'll see how oranges were packaged in the mid to late 1800s.

Oscar Scherer State Park, in addition to being a nature preserve where several thousand species call home, offers many recreational activities. Bald eagles, bobcats, river otters and alligators can all be seen in the park.

More About Calling Osprey Home

For shopping, there are several areas including the Osprey Village shops, Blackburn Point Plaza and Southbay Fashion Center.

Many restaurants can be found near Osprey homes. Everything from fresh mahi-mahi or grouper sandwiches to pizza to fine dining. Several restaurants are located on the "Tamiami Trail" US 41. Waterfront dining is available on Blackburn Point Rd.

There is a home or condo among the Osprey Florida real estate offerings that is just right for you. Come experience the joy of living in Osprey, Florida.

If you would like to know more about Osprey Florida, the homes and condos for sale there, or its golf courses, beaches, shopping and dining amenities, please contact me online or call me direct at 941-928-3424.

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 July 16th, 2020 at 1:30pm EDT.