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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 - $6,499,000

Residential, Single Family Home
  • 9 Beds
  • 11 Baths
  • 9,127 SQFT
  • 843 DOM
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Price Reduced-1.5m-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...

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

Residential, Single Family Home
  • 6 Beds
  • 8 Baths
  • 6,829 SQFT
  • 80 DOM
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Laffin Place… A Gated Bayfront Estate On 1.2 Acres On The Private North End Of Casey Key With Deeded Access To A Private Beach To Enjoy Spectacular Sunsets. The Property With Main House, Guest House & Bunk Room, Both With Separate Baths Offers Nea...

Photo of Listing #A4408082

916 N Casey Key Rd, Osprey, FL - $5,250,000

Residential, Single Family Home
  • 6 Beds
  • 6 Baths
  • 5,318 SQFT
  • 409 DOM
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Location, Location, Location! New Price Adjustment! North Casey Key Beachfront Tropical Oasis. 200ft Of Private Beach On The Gulf, 2 Homes On The Beach, Main Residence On The Bay W/dock & Lift. Once On The Property You Are Amazed By The Mature Tro...

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

Residential, Single Family Home
  • 6 Beds
  • 7 Baths
  • 8,973 SQFT
  • 271 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 ...

1208 N Casey Key Rd, Osprey, FL - $3,825,000

Residential, Single Family Home
  • 4 Beds
  • 5 Baths
  • 3,202 SQFT
  • 128 DOM
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Experience All The Warmth And Charm That This 1950 “old Florida” Beach House Has To Offer On Exclusive North Casey Key. Rarely Do You Find Privacy And Exquisite Walking Beach In Tandem. Set On Beautiful Oak Studded Grounds Spanning 100 Feet Of Pri...

Photo of Listing #A4425715

121 N Casey Key Rd, Osprey, FL - $3,800,000

Residential, Single Family Home
  • 4 Beds
  • 6 Baths
  • 4,096 SQFT
  • 207 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 - $3,540,000

Residential, Single Family Home
  • 4 Beds
  • 4 Baths
  • 3,462 SQFT
  • 404 DOM
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Reduced! 1.5 Acre Gulf-to-bay Priced To Sell On Exclusive North End Casey Key. The Private Beach With No Public Access Is A Luxury Of Privacy That Few Places Offer & Is Part Of The Magic Of Casey Key. Majestic Sprawling Old Oaks & Cedar Trees Givi...

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

Residential, Single Family Home
  • 5 Beds
  • 3 Baths
  • 3,086 SQFT
  • 901 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...

1042 N Casey Key Rd, Osprey, FL - $3,275,000

Residential, Single Family Home
  • 4 Beds
  • 5 Baths
  • 4,781 SQFT
  • 176 DOM
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Open Your Blinds Each Morning And Say To Yourself," Good Morning Beautiful"! This Majestic Residence On The Sarasota Bay Offers Expansive Bay Views, Lush Tropical Landscape And Exclusive Deeded Beach Access On The Treasured North End Of Casey Key....

Photo of Listing #A4443284

931 Blue Heron Overlook, Osprey, FL - $3,000,000

Residential, Single Family Home
  • 4 Beds
  • 7 Baths
  • 6,977 SQFT
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The Oaks, This Distinguished Residence Is Sited At The End Of A Cul-de-sac Boasting Breathtaking Views Stretching All The Way To The Oaks Clubhouse And Strategically Located On The New Fry/straka (course Architects Of Erin Hill, Site Of The 2017 U...

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

Residential, Single Family Home
  • 5 Beds
  • 8 Baths
  • 6,461 SQFT
  • 261 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 #A4208052

91 Osprey Point Dr, Osprey, FL - $1,695,000

Residential, Single Family Home
  • 4 Beds
  • 6 Baths
  • 5,100 SQFT
  • 575 DOM
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Iconic Architecture In Sarasota’s Premiere Golf And Country Club. This Magnificent 4-bedroom Estate Was Designed And Built By Bo Macewen And Brims With The Essence Of Warm, Southern Hospitality. Bo Was The Original Architect For The Oaks And He Cr...

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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 August 24th, 2019 at 12:45pm EDT.