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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 - $6,499,000

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

Casey Key

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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
  • 46 DOM

Casey Key Association

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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
  • 375 DOM

Casey Key

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Location, Location, Location! New Price! North Casey Key Beachfront Tropical Oasis. 200ft On The Gulf, 2 Homes On The Beach Main Residence On The Bay. Once On The Property You Are Amazed By The Tropical Lush Botanical Garden Landscaping Surroundi...

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

Residential, Single Family Home
  • 6 Beds
  • 7 Baths
  • 8,973 SQFT
  • 237 DOM

Oaks

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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
  • 94 DOM

Casey Key

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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
  • 173 DOM

Casey Key

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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
  • 370 DOM

Casey Key

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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
  • 867 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
  • 1,461 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...

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

Residential, Single Family Home
  • 4 Beds
  • 5 Baths
  • 4,781 SQFT
  • 142 DOM

Palmer

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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....

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

Residential, Single Family Home
  • 5 Beds
  • 8 Baths
  • 6,461 SQFT
  • 227 DOM

Oaks

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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
  • 257 DOM

Casey Key

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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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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 22nd, 2019 at 2:00am EDT.