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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.

Osprey

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1544 North Casey Key Road, OSPREY, FL
$12,000,000

Residential, Single Family Residence
  • 6 Beds
  • 8 Baths
  • 6,997 SQFT
  • 74 DOM
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World Class Beach Front Estate Located On Casey Key, One Of The Most Private And Exclusive Barrier Islands Of Sarasota And Florida’s Gulf Coast. Built To Entertain Guests From Around The World, This Magnificent Six Bedroom Estate Sits On 2.5 Acre...

Photo of Listing #A4520679

692 Oaks Creek Court, OSPREY, FL
$3,900,000

Residential, Single Family Residence
  • 4 Beds
  • 7 Baths
  • 8,763 SQFT
  • 248 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 #A4537690

1851 Island Way, OSPREY, FL
$3,750,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 5,233 SQFT
  • 107 DOM
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Exceptional Island Living With All The Conveniences Of A Mainland Location, This Inspiring Waterfront Property Hasn’t Changed Hands In 23 Years. Surrounded By 370’ Of Water Frontage, The Feeling Of Peaceful Seclusion And A Tropical Lifestyle On Th...

Photo of Listing #A4526693

550 Dove Pointe, OSPREY, FL
$2,995,000

Residential, Single Family Residence
  • 4 Beds
  • 6 Baths
  • 7,842 SQFT
  • 203 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...

340 Osprey Point Dr, OSPREY, FL
$2,650,000

Residential, Single Family Residence
  • 5 Beds
  • 7 Baths
  • 6,001 SQFT
  • 35 DOM
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This Grand Estate Is Just As One Might Expect Tucked Behind The Gates Of The Oaks Bayside. Set Back From The Street And Surrounded By Lush Landscaping Which Includes Mature Oak Trees, Tropical Plants, And Beautiful Shrubs. The Driveway Is Made U...

134 Marys Chapel Court, OSPREY, FL
$2,649,000

Residential, Single Family Residence
  • 6 Beds
  • 8 Baths
  • 5,521 SQFT
  • 45 DOM
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Completely Remodeled, 6 Br / 8 Ba Estate, With 3-car Side-entry Garage And Upgraded Luxurious Pool Area, Located In The Exclusive Bayside Neighborhood Of The Oaks Club And Backing To The Historic Spanish Point Preserve. Wide Open Floor Plan Featur...

Photo of Listing #A4534692

565 Eagle Watch Lane, OSPREY, FL
$2,395,000

Residential, Single Family Residence
  • 5 Beds
  • 5 Baths
  • 5,814 SQFT
  • 141 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...

Photo of Listing #A4543207

465 East Macewen Drive, OSPREY, FL
$2,300,000

Residential, Single Family Residence
  • 5 Beds
  • 6 Baths
  • 4,357 SQFT
  • 66 DOM
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The Well-designed Floor Plan Perfectly Enhances A Warm, Welcoming Interior That Is Bathed In Natural Light And Includes A Formal Dining Room, Large Entertainment Spaces, First-floor Guest Suite, First-floor Master, Generous Living Spaces, Bonus Ro...

Photo of Listing #A4534397

345 South Shore Drive, OSPREY, FL
$2,200,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 3,740 SQFT
  • 141 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...

452 Blue Garden Lane, OSPREY, FL
$1,950,000

Residential, Single Family Residence
  • 3 Beds
  • 4 Baths
  • 3,910 SQFT
  • 11 DOM
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Drive Through The Gates Of Oaks Bayside And You Will Quickly Understand Why Residents Love This Well-established, Luxurious Community. Notice The Quiet Streets And Beautiful Mature Trees As You Make Your Way To This Bo Macewen Masterpiece Built O...

Photo of Listing #A4542820

97 Sugar Mill Drive, OSPREY, FL
$1,850,000

Residential, Single Family Residence
  • 5 Beds
  • 6 Baths
  • 4,902 SQFT
  • 70 DOM
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This 5 Bedroom, 6 Bath Home In The Oaks Bayside Offers A Traditional Feel With Open Space. As You Pull Up The Circular Pavered Driveway You Will Immediately Be Taken In By The Appeal Of This Home. Enter Through The Double Front Doors And You Are ...

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 September 30th, 2022 at 7:48am EDT.