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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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Photo of Listing #A4185393

411 N Casey Key Rd, Osprey, FL - $7,995,000

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

Photo of Listing #A4408082

916 N Casey Key Rd, Osprey, FL - $6,250,000

Residential, Single Family Home
  • 6 Beds
  • 6 Baths
  • 5,318 SQFT
  • 226 DOM
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Location, Location, Location! New Price 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 Tr...

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

Residential, Single Family Home
  • 6 Beds
  • 8 Baths
  • 6,829 SQFT
  • 395 DOM
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Located On North Casey Key Along The Sparkling Waters Of Sarasota Bay, A Very Private Dream Estate Known As Laffin Place Is Perfectly Nestled On 1.2 Acres Of Luxuriant Landscaping. Built In 1937, It Is One Of The Few Original Island Homes Still In...

121 N Casey Key Rd, Osprey, FL - $4,500,000

Residential, Single Family Home
  • 4 Beds
  • 6 Baths
  • 4,096 SQFT
  • 24 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...

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

Residential, Single Family Home
  • 6 Beds
  • 7 Baths
  • 8,973 SQFT
  • 88 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 ...

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

Residential, Single Family Home
  • 4 Beds
  • 4 Baths
  • 3,462 SQFT
  • 221 DOM
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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 - $3,500,000

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

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

Residential, Single Family Home
  • 5 Beds
  • 3 Baths
  • 3,086 SQFT
  • 718 DOM
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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 #A4408555

410 N Casey Key Rd, Osprey, FL - $2,995,000

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

136 Osprey Point Dr, Osprey, FL - $2,790,000

Residential, Single Family Home
  • 5 Beds
  • 8 Baths
  • 6,461 SQFT
  • 78 DOM
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Opportunity Of A Life Time! This Magnificent Three-level Mansion Is Located In The Exclusive Private Gated Community Oaks Bayside. This Home Is Priced To Sell And Is Below Market And Replacement Value. Exquisite Brazillan Cherry Wood Flooring Thro...

Photo of Listing #A4417147

1027 N Casey Key Rd, Osprey, FL - $2,750,000

Residential, Single Family Home
  • 4 Beds
  • 3 Baths
  • 2,990 SQFT
  • 108 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...

95 Osprey Point Dr, Osprey, FL - $2,100,000

Residential, Single Family Home
  • 5 Beds
  • 6 Baths
  • 7,531 SQFT
  • 157 DOM
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Concierge Auction: Bid 2/26-28 | Previously $2.1m, Selling Without Reserve | Open Daily 1-4pm By Appointment. This Home Is Free And Clear Of Any Mortgage. Nestled Inside The Oaks Bayside, Welcome Home To 95 Osprey Point Drive. As You Enter Throu...

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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.

Listing information last updated on February 23rd, 2019 at 4:45pm EST.