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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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410, 411, 401 North Casey Key Road, OSPREY, FL

Residential, Single Family Residence
  • 12 Beds
  • 14 Baths
  • 11.1k SQFT
  • 308 DOM
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Situated On The Exclusive Barrier Island Of Casey Key, Florida, And Straddling The Waters Of The Gulf Of Mexico And Sarasota Bay, This Unique Gulf-to-bay Compound Ticks All The Boxes At A Time When Privacy, Security And Space For Flexible Lifestyl...

1544 North Casey Key Road, OSPREY, FL

Residential, Single Family Residence
  • 6 Beds
  • 8 Baths
  • 6,997 SQFT
  • 133 DOM
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The Narrow Island Of Casey Key Is One Of Sarasota's Hidden Gems, An Isolated And Exclusive Enclave Just Off The Sleepy Mainland Town Of Osprey. The Key Is A Spectacularly Lush Barrier Island 15 Miles South Of Sarasota Named For Captain John Charle...

476 North Casey Key Road, OSPREY, FL

Residential, Single Family Residence
  • 3 Beds
  • 4 Baths
  • 4,555 SQFT
  • 182 DOM
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Stunning Contemporary Masterpiece, Custom-designed By Award Winning Sarasota Architect Mark Sultana And Just Completed At The End Of 2021. Located On The Bayside Of Exclusive North Casey Key And Built By Sarasota’s Premier Luxury Home Builders Vo...

Photo of Listing #A4520679

692 Oaks Creek Court, OSPREY, FL

Residential, Single Family Residence
  • 4 Beds
  • 7 Baths
  • 8,763 SQFT
  • 113 DOM
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Welcome To This Elegant, Finely Crafted Tuscan Estate Home. A Combination Of Old-world Charm And The Tropics Gives This Lovely Home Its Unique Appeal. Idyllically Situated On An Oversized Lot In The Oaks Club, This Amazing Piece Of Property Provid...

Photo of Listing #A4526693

550 Dove Pointe, OSPREY, FL

Residential, Single Family Residence
  • 4 Beds
  • 6 Baths
  • 7,842 SQFT
  • 68 DOM
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This Stately 4 Bedroom, 5.5 Bath Home, With Over 7,000 Square Feet Of Living Area, In The Oaks Clubside Is Breathtaking. Enter Through Double Wood Doors Into The 2-story Living Room Which Boasts An Abundance Of Windows, A 2-sided Gas Fireplace, Cu...

Photo of Listing #O6025166

134 Marys Chapel Court, OSPREY, FL

Residential, Single Family Residence
  • 6 Beds
  • 8 Baths
  • 5,521 SQFT
  • 6 DOM
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Luxury Coastal Living In The Heart Of Sarasota! This Completely Remodeled 6 Br / 8 Ba Estate, With 3-car Side-entry Garage And Upgraded Luxurious Pool Area, Is Located In The Exclusive Bayside Neighborhood Of The Oaks Club. Wide Open Floor Plan Fe...

Photo of Listing #A4534692

565 Eagle Watch Lane, OSPREY, FL

Residential, Single Family Residence
  • 5 Beds
  • 5 Baths
  • 5,814 SQFT
  • 6 DOM
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**fantastic Golf Course Estate – Will Not Last!** This Elegant And Spacious, 5 Bedroom / 4.5 Bath + Large Office + Bonus Room Residence Is Light And Bright And Will Surely Delight Your Senses! Premium Finishes Abound Including High Ceilings, Marb...

370 Sugar Mill Drive, OSPREY, FL

Residential, Single Family Residence
  • 5 Beds
  • 6 Baths
  • 4,783 SQFT
  • 42 DOM
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This 5 Bedroom, 5.5 Bath Home, Custom Built By Baron, Offers Over 4,700 Square Feet Of The Finest Living Area You’ll Find In The Oaks Bayside. Surrounded By Mature Landscaping, And Backing To Historic Spanish Point Preserve, This Home Enjoys A Pea...

Photo of Listing #A4534397

345 South Shore Drive, OSPREY, FL

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 3,740 SQFT
  • 6 DOM
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Calling All Boaters! Are You Dreaming Of The Boating Lifestyle Spending Your Days Cruising The Intracoastal Waterway (icw) And Docking At One Of The Waterfront Restaurants For Lunch Or Dinner? Your Dream Can Come True In This Exquisite, Waterfront...

151 Osprey Point Drive, OSPREY, FL

Residential, Single Family Residence
  • 5 Beds
  • 6 Baths
  • 4,635 SQFT
  • 89 DOM
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**the Oaks “gold Coast” Area** Built By Baron Construction, One Of The Finest Sarasota Custom Builders Of The Era, This Spectacular 5-bed & 4 Full/2 Half-baths Plus Two Office Home Is Situated Just Steps Away From Sarasota Bay Waters In The Quiet ...

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

Call us today at 941-488-6644

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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 May 18th, 2022 at 8:03am EDT.