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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
  • 685 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
  • 251 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...

Photo of Listing #A4425715 OPEN HOUSE
Sun. Mar 24th
1-4PM

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

Residential, Single Family Home
  • 4 Beds
  • 6 Baths
  • 4,096 SQFT
  • 49 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
  • 113 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 ...

Photo of Listing #N6101230 OPEN HOUSE
Sun. Mar 24th
12-3PM

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

Residential, Single Family Home
  • 4 Beds
  • 4 Baths
  • 3,462 SQFT
  • 246 DOM
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Check Out The 3d Imaging Video! 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 Is A Luxury Of Privacy That Few Plac...

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

Residential, Single Family Home
  • 5 Beds
  • 3 Baths
  • 3,086 SQFT
  • 743 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
  • 18 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 #N6104751 OPEN HOUSE
Sun. Mar 24th
12-3PM

1224 N Casey Key Rd, Osprey, FL
$3,100,000

Residential, Single Family Home
  • 5 Beds
  • 5 Baths
  • 3,427 SQFT
  • 321 DOM
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Priced To Sell In Mega Mansion Neighborhood. Great Opportunity To Get Over An Acre Of Gulf-to-bay On The Private Road Section Of The Exclusive North End Of Casey Key Where The Individual Properties Own The Beach. So You May Have Your Dogs On The B...

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
  • 243 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
  • 103 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
  • 133 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 #A4208052

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

Residential, Single Family Home
  • 4 Beds
  • 6 Baths
  • 5,100 SQFT
  • 417 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...

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 March 19th, 2019 at 10:45pm EDT.