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Osprey Homes for Sale

Osprey is a small town in Sarasota County, located just below the southern fringe of Sarasota. In Osprey, you’ll find The Oaks – one of our area’s finest member-owned Country Clubs. Osprey is also home to Oscar Scherer State Park where you’ll find opportunities for hiking, bicycling, and wildlife viewing. Canoeists and kayakers can paddle along South Creek, a blackwater stream that flows to the Gulf of Mexico.

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View Osprey condos for sale or see below for homes for sale in Osprey

Osprey Homes

All Listings Under $100,000 $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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Photo of Listing #A4185393

411 N Casey Key Rd, Osprey, FL - $8,299,000

Residential, Single Family Home
  • 9 Beds
  • 11 Baths
  • 9,127 SQFT
  • 564 DOM

Casey Key

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Live Like A Midcentury Hollywood Starlet Transported To The Modern Era In A Stunning Seaside One-of-a-kind Estate. This Coveted North Casey Key, 300-foot Gulf Of Mexico Frontage Property Consists Of Two Remarkable Homes Of 4,000 And 5,000 Square F...

916 N Casey Key Rd, Osprey, FL - $7,975,000

Residential, Single Family Home
  • 6 Beds
  • 6 Baths
  • 5,318 SQFT
  • 130 DOM

Casey Key

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Location, Location, Location! Over The Bridge To The North End Of The Beachfront Escape Of Casey Key You Arrive At The Tropical Oasis Of This 3 Residence Estate W/gulf Of Mexico & Bay Views. Once On The Property You Are Amazed By The Tropical Lush...

1044 N Casey Key Rd, Osprey, FL - $6,200,000

Residential, Single Family Home
  • 6 Beds
  • 8 Baths
  • 6,829 SQFT
  • 304 DOM

Casey Key Association

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On The Northern End Of Casey Key Is One Of The Few Original Homes On The Island. Known As Laffin Place, This 9,120sf Property Offers A 5 Bedroom, 5 1/2 Baths Main House, A Guest Cottage, Bunkhouse, Potting Shed/workshop And A Boathouse With A 10...

230 N Casey Key Rd, Osprey, FL - $5,500,000

Residential, Single Family Home
  • 3 Beds
  • 4 Baths
  • 3,311 SQFT
  • 354 DOM

Casey Key

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Welcome! You’ve Just Arrived At Your Private Island Paradise. This Is Luxury In A Setting That’s Just About As Exclusive As It Gets. Almost 3 Acres, This Estate Size Casey Key Waterfront Property Is Nature’s Gulf To Bay Paradise. Prime Land, In T...

Photo of Listing #A4190275

144 N Casey Key Rd, Osprey, FL - $4,199,000

Residential, Single Family Home
  • 4 Beds
  • 5 Baths
  • 5,397 SQFT
  • 893 DOM

Casey Key

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Villa Dei Sogni (house Of Dreams) Presents An Architectural Masterpiece Framed By Finely Crafted Limestone Columns And Details Throughout The Exterior/interior Created By Artisans Around The World. As You Approach The Residence From The Walkway Th...

Photo of Listing #A4203910

238 N Casey Key Rd, Osprey, FL - $3,950,000

Land, Single Family Use
  • 345 DOM

Acreage & Unrec

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Look No Further, Your Private Oasis Is Waiting For You. There Are Endless Possibilities On This Beach-to-bay Double Lot. This Magnificent Property, Which Has Over 200 Ft Of Gulf And Bay Frontage And Is More Than 525 Ft Deep, Is A Unique Opportunit...

854 N Casey Key Rd, Osprey, FL - $3,950,000

Residential, Single Family Home
  • 4 Beds
  • 4 Baths
  • 3,462 SQFT
  • 125 DOM

Casey Key

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A Great Value Priced To Sell On Exclusive North End Casey Key. Rarely Available 1.5 Acre Gulf-to-bay Parcel With Conservation Easement On The Gulf Side. The Private Beach With No Public Access For Miles Is A Luxury Of Privacy That Few Places Offer...

Photo of Listing #U7850966

1224 N Casey Key Rd, Osprey, FL - $3,700,000

Residential, Single Family Home
  • 5 Beds
  • 4 Baths
  • 3,427 SQFT
  • 200 DOM

Palmer

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1 Acre N Casey Key, Gulf To Bay, Private Road, Beach + Dock, 5 Brooms, 4 Bath, 50's Ranch, Rehab Or Tear Down, Offered As-is.

552 Eagle Watch Ln, Osprey, FL - $3,685,000

Residential, Single Family Home
  • 4 Beds
  • 5 Baths
  • 6,300 SQFT
  • 236 DOM

Oaks

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Now Complete! Unparalleled Construction Quality And Features. Located In One Of Sw Florida’s Finest Golf/tennis Communities - The Oaks. This Energy Efficient Masterpiece, Nestled On A Premium Golf Course And Lake View Lot, Offers One-level Livin...

608 N Casey Key Rd, Osprey, FL - $3,450,000

Residential, Single Family Home
  • 5 Beds
  • 3 Baths
  • 3,086 SQFT
  • 622 DOM

Casey Key

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This Prime 1.5 Acre Property Has 175 Ft. Of Gulf Front And 175 Ft. Of Little Sarasota Bay Front And Is More Than 450 Ft. Deep. Secluded By Mature Oaks, Palms, Pines, Agave And An Enormous Banyan Tree, The Rustic Residence Has Changed Little Since...

Photo of Listing #A4127758

608 N Casey Key Rd, Osprey, FL - $3,450,000

Land, Single Family Use
  • 1,216 DOM

Casey Key

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North Casey Key - Home To Celebrities And Fortune 500 Executives - Is Considered The Most Exclusive And Private Stretch Of Land On Casey Key, A Pristine 8 Mile Long Barrier Island Located Between Sarasota And Venice. This Prime 1.5 Acre Property I...

410 N Casey Key Rd, Osprey, FL - $3,250,000

Residential, Single Family Home
  • 3 Beds
  • 3 Baths
  • 2,006 SQFT
  • 122 DOM

Casey Key

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Stunning Residence Nestled On An Oversized 1.45-acre Lot Along The Shores Of Little Sarasota Bay, Located In The Exclusive Residential Barrier Island Of Casey Key. Deeded Beach Access To The Gulf Of Mexico And Two Docks For Many Vessel Types Allow...

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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.

Listing information last updated on November 19th, 2018 at 6:45am EST.