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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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712 North Casey Key Road, OSPREY, FL

Residential, Single Family Residence
  • 8 Beds
  • 10 Baths
  • 13.6k SQFT
  • 139 DOM
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Poised On Florida’s Most Private Barrier Island, This Extraordinary Beachside Mansion Is Undoubtedly One Of The Finest Properties Available In The World Today. A Residence Of Such Caliber Seldom Comes Available For Purchase, And Even More Rare Is ...

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

Residential, Single Family Residence
  • 12 Beds
  • 14 Baths
  • 11.1k SQFT
  • 104 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...

476 North Casey Key Road, OSPREY, FL

Residential, Single Family Residence
  • 3 Beds
  • 4 Baths
  • 4,555 SQFT
  • 81 DOM
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Under Construction. Completion Date Mid October! Custom Contemporary New Construction On The Exclusive North End Of Casey Key With Expansive Bay Views Through Walls Of Glass Eighteen Feet High! Updated Photos Coming Soon! This Architectural Maste...

Photo of Listing #A4514402

249 Shell Midden Court, OSPREY, FL

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 4,620 SQFT
  • 18 DOM
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Beautiful Country French Home On Two Lots In A Private Cul-de-sac Location. Designed By Bo Mcewen And Featuring Outstanding Millwork With Double And Triple Crown Moldings, Solid Wood Doors, Soaring Ceilings And Large Open Rooms With Ample Closets ...

228 Pine Ranch East Road, OSPREY, FL

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 2,724 SQFT
  • 60 DOM
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With 10 Acres Of Land, The Possibilities Are Endless With This Estate Sized Property. This Is A Prime Location To Create A New Development With Few Opportunities Left In Such A Central Location. Future Land Use Qualifies For Several Buildable Lot...

Photo of Listing #A4509789

691 Eagle Watch Lane, OSPREY, FL

Residential, Single Family Residence
  • 4 Beds
  • 7 Baths
  • 6,705 SQFT
  • 64 DOM
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What Could Make This Eclectic, Modern Treasure More Appealing? Perhaps A Significant Price Reduction By The Motivate Seller! Don’t Let This Incredibly Large Home With Huge Potential Slip Away. If You Are Looking For A Unique Abode, Perfect For Ent...

91 Osprey Point Drive, OSPREY, FL

Residential, Single Family Residence
  • 4 Beds
  • 6 Baths
  • 5,100 SQFT
  • 79 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...

410 Blue Garden Lane, OSPREY, FL

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 3,619 SQFT
  • 229 DOM
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Pre-construction. To Be Built. This Beautiful Setting, Tucked Away In A Quiet Cul-de-sac At The Oaks- Bayside Is Ready For Your New John Cannon Home. This Package Features A Custom Home With An Open Floor Plan, Including A Great Room, Adjacent Din...

Photo of Listing #A4513606

55 Osprey Point Drive, OSPREY, FL

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 3,339 SQFT
  • 20 DOM
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Newly Remodeled Lakefront Home In The Oaks Bayside. Pristine 0.4-acre Setting Overlooking Lakeside Peninsula Bordered By Mature Oaks Trees. Designed By 20th Century Architect Bo Macewen, The Home’s Clean Lines, Symmetry And Classical Style Accentu...

Photo of Listing #A4515077

230 Van Gogh Drive, OSPREY, FL

Residential, Single Family Residence
  • 5 Beds
  • 4 Baths
  • 4,000 SQFT
  • 6 DOM
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Mere Words Cannot Describe The Feeling Of Peaceful Transcendence As You Enter Your Private Tropical Sanctuary This Is Your Chance To Own A Private Piece Of Luxury! As You Walk In The Double Wooden Front Doors You Are Welcomed To An Inviting Livin...

357 South Shore Drive, OSPREY, FL

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 2,266 SQFT
  • 171 DOM
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Your Own Private Resort In Your Backyard. This Beautifully Upgraded 3 Bedroom, 2 Bath Home Has Everything For Enjoying The Florida Lifestyle. From Arriving At The Home With The Spacious Circular Driveway With Pavers And The Tropical Landscaping,...

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 October 26th, 2021 at 7:23pm EDT.