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Osprey Homes For Sale

Osprey real estate, located just south of Sarasota, provides a tranquil and welcomed alternative to popular urban centers. Homes for sale in Osprey were carefully constructed with the intention of maximizing quality of life for their residents, especially those who are passionate about the Florida outdoors. Complete with an incredible variety of architecture, design styles, and prices - Osprey real estate offers resort-style living at a very reasonable cost. Call our Osprey Real Estate HOTLINE at 941.488.6644 for information on all current listings.

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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
  • 627 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
  • 193 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...

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

Residential, Single Family Home
  • 6 Beds
  • 7 Baths
  • 8,973 SQFT
  • 55 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
  • 188 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
  • 263 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
  • 685 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...

1027 N Casey Key Rd, Osprey, FL
$2,995,000

Residential, Single Family Home
  • 4 Beds
  • 3 Baths
  • 2,990 SQFT
  • 75 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...

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
  • 185 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
  • 45 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...

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

Residential, Single Family Home
  • 5 Beds
  • 6 Baths
  • 7,531 SQFT
  • 124 DOM
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A French Chateau/private Mini Estate. 4 Car Garage. A 3/4 Acre Parcel (2 Lots) Newly Landscaped Viewing The Saltwater Pool And Large Lake. Main House 6500 Sq Ft And With Guest House 7531 Sq Ft. Place Your Long Term Guests In The Separate 1000 Sq...

Photo of Listing #A4208052

91 Osprey Point Dr, Osprey, FL
$1,995,000

Residential, Single Family Home
  • 4 Beds
  • 6 Baths
  • 5,100 SQFT
  • 359 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...

Photo of Listing #A4419256

168 Coastal Hammock Ct, Osprey, FL
$1,599,000

Residential, Single Family Home
  • 3 Beds
  • 4 Baths
  • 4,924 SQFT
  • 66 DOM
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Bayfront In The Oaks. Custom Designed Walled Mizner-style Estate In Private Cul-de-sac Location With A 5 Stop Elevator. Views From Several Areas Showcasing The Gulf And Bay. Very Livable Floor Plan With Expansive Master Suite Offering A Separate S...

About Osprey Real Estate

Osprey homes for sale comprise a refreshing combination of various property types, from luxury homes and architectural wonders along the Intracoastal Waterway, to quaint mobile home parks just a few blocks away. A stroll down a street in Osprey reveals a gorgeous mixture of Spanish Colonial revival style, modern Mediterranean-inspired, and Florida ranch-style homes colored with neutral and muted pastel exteriors.

The Osprey community sprawls six square miles of the Gulf of Mexico shoreline, charmed by several nearby canals, creeks, inlets, lakes, and rivers. Most Osprey homes for sale are beautifully bordered by an extensive blend of small palm trees, pines, and flatwoods - in addition to backyard swimming pools.

Home buyers in search of reasonably priced waterfront properties need look no further than Osprey real estate. With a median price of around $600,000, there's ample opportunity in Osprey for various homebuyers, regardless of price range and design style. Whether you're interested in exploring The Oaks - one of the Osprey community's most reputable Country Clubs - or the gated mobile home community of South Creek, you're bound to find a match for your lifestyle in the Osprey area.



Community Amenities

Depending on the neighborhood, Osprey real estate often features close proximity to golf courses, tennis courts, club pools, spas, and state-of-the-art fitness facilities. Osprey is also uniquely central, featuring easy access to plenty of dining, shopping, recreational opportunities, and schools.

Dining & Shopping

Whether you're in the mood for a prestigious seafood dinner or a sports bar experience, you won't be disapppointed with the variety of dining options located near sought-after Osprey real estate. Nearby highly rated restaurants include:

  • Max's Table
  • Bologna Cafe
  • Mad Moe's Sports Pub & Grill
  • By The Bay Bistro

If you're in the mood for some retail therapy, Pelican Plaza Shopping Center, Westfield Sarasota Square, and Plaza at Palmer Ranch are less than a 10 minute drive from the heart of Osprey. A little closer to home, Osprey residents can also explore the wares available at the Southbay Shopping Center.

Outdoor Adventures

Just 5 minutes from the heart of Osprey is Oscar Scherer State Park - a perfect spot for hiking, jogging, and bicycling. A paradise for bird-watchers, this park is home to many Ospreys, Bald Eagles, Great Herons, and Little Blue Herons.

Historic Spanish Point is a treasured attraction in Osprey, with its 30+ acres of environmental wonders and expansive museum. This area was the 1st site in all of Sarasota County to be included in the National Register of Historic Places.

If canoeing and kayaking are more your style, why not take a ride along South Creek - a black water stream that flows directly to the Gulf of Mexico.

Excellent Schools

The prestigious Pine View School for the Gifted is just 5 minutes from the heart of Osprey, offering public, college-prepatory education to Osprey students. Other esteemed local schooling choices include:

  • Laurel Nokomis School
  • Gulf Gate Elementary
  • Brookside Middle School
  • Venice Senior High School
  • Riverview High School

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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 January 21st, 2019 at 8:45pm EST.