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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
$9,950,000

Residential, Single Family Residence
  • 6 Beds
  • 8 Baths
  • 6,997 SQFT
  • 336 DOM
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World Class Beach Front Estate Situated On 2.5 Acres, Built By A Count And Countess From Northern Europe And Located On The Gated Northern Tip Of Casey Key. Casey Key Is One Of The Most Exclusive Barrier Islands In Sarasota And The Gulf Coast Of ...

1588 North Casey Key Road, OSPREY, FL
$9,500,000

Residential, Single Family Residence
  • 6 Beds
  • 8 Baths
  • 7,760 SQFT
  • 13 DOM
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This Private Estate, Occupying Almost Three Acres On The Gated Northern Portion Of Casey Key, Is Set Among Lush, Manicured Greenery Beside The Coastal Landscape Of The Gulf Of Mexico. The High-quality Construction And Impeccable Finishes Offered T...

Photo of Listing #A4468560

230 North Casey Key Road, OSPREY, FL
$7,800,000

Residential, Single Family Residence
  • 3 Beds
  • 4 Baths
  • 3,311 SQFT
  • 317 DOM
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Private Beachfront Peninsula Paradise, Almost 9 Acres, In Southwest Florida, Perfect For A Developer. This Is The Largest Single-family Gulf-front Property Currently For Sale In Sarasota County. Magnificent Splendor! Once In A Lifetime Opportunity...

316 North Casey Key Road, OSPREY, FL
$7,650,000

Residential, Single Family Residence
  • 5 Beds
  • 7 Baths
  • 7,121 SQFT
  • 440 DOM
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Combine International Award-winning Architecture, The Extraordinary Gulf To Bay Location And The Motivated Heirs Of This Outstanding Estate, The Result Is No Less Than An Opportunity Of A Lifetime. Welcome To West Wind, The Main House And A Sprawl...

476 North Casey Key Road, OSPREY, FL
$5,250,000

Residential, Single Family Residence
  • 3 Beds
  • 4 Baths
  • 4,555 SQFT
  • 239 DOM
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Under Construction. Completion Date May 2021. Contemporary New Construction On The Exclusive North End Of Casey Key With Expansive Bay Views Through Walls Of Glass Eighteen Feet High! Designed By Award Winning Architect Mark Sultana And Being Con...

Photo of Listing #A4475993

215 Pine Ranch East Road, OSPREY, FL
$4,500,000

Residential, Single Family Residence
  • 2 Beds
  • 3 Baths
  • 2,321 SQFT
  • 165 DOM
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Hundred Palms Ranch Is Truly A Rare 9.5-acre Premier Property In The Heart Of It All, West Of I-75; This Unique Parcel Lends Itself To Be Your Very Own Private Escape Without The Travel Time! Located In Beautiful Osprey, Only A Short Distance Off ...

112 Osprey Point Drive, OSPREY, FL
$4,450,000

Residential, Single Family Residence
  • 6 Beds
  • 7 Baths
  • 8,973 SQFT
  • 868 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 ...

458 Walls Way, OSPREY, FL
$3,450,000

Residential, Single Family Residence
  • 5 Beds
  • 4 Baths
  • 6,565 SQFT
  • 30 DOM
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A Stunning Architecturally Designed House. This One Of A Kind Home Boast High Ceilings, Wood Throughout, Reclaimed Brick, 2 Offices, 5 Bedrooms And A Spectacular Outdoors With Large Pool, Fire Pit, Half Court Basketball, All Surrounded By Zoysia G...

144 Osprey Point Drive, OSPREY, FL
$3,450,000

Residential, Single Family Residence
  • 4 Beds
  • 6 Baths
  • 5,178 SQFT
  • 44 DOM
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Beautifully Positioned Within Sarasota’s Elite Country Club The Oaks, This Sophisticated, Multi-level Key West-style Home Reflects The Best In Bespoke Design. Driving Into The Oaks, You’ll Instantly Feel The Privacy And Attention To Detail That Se...

468 Walls Way, OSPREY, FL
$3,000,000

Residential, Single Family Residence
  • 5 Beds
  • 6 Baths
  • 5,698 SQFT
  • 317 DOM
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This 4 Bedroom Home With 4 Baths, And 2 Half Bath Enjoys One Of The Best Locations In The Oaks Clubside. Idyllically Situated At The End Of A Cul-de-sac, On A Beautifully Landscaped Half Acre Lot, This Home Offers Privacy, Tranquility And Beautif...

Photo of Listing #A4497223

14405 Masthead Drive, OSPREY, FL
$2,650,000

Residential, Single Family Residence
  • 3 Beds
  • 4 Baths
  • 2,796 SQFT
  • 4 DOM
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“off We Go, Into The Wild Blue Yonder, Climbing High Into The Sun..." This Picturesque Waterfront Home In The Private Bayside Community Of Osprey, Fl Will End Your Wanderlust For The Perfect Place To Call Home. Your Journey Will End Once You Fly ...

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 April 14th, 2021 at 6:07pm EDT.