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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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1588 N Casey Key Rd, Osprey, FL
$10,500,000

Residential, Single Family Residence
  • 6 Beds
  • 8 Baths
  • 7,760 SQFT
  • 119 DOM
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Located On Almost Three Acres, The High-quality Construction And Impeccable Finishes Offered Throughout This Gorgeous Beach Home Create A Classic Design That Is Rarely Obtainable. This Four-bedroom Home Is Situated On The Private, Gated Northern P...

230 N Casey Key Rd, Osprey, FL
$8,200,000

Residential, Single Family Residence
  • 3 Beds
  • 4 Baths
  • 3,311 SQFT
  • 36 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...

814 N Casey Key Rd, Osprey, FL
$7,900,000

Residential, Single Family Residence
  • 4 Beds
  • 6 Baths
  • 6,552 SQFT
  • 301 DOM
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The Hosted Open House 24/7 Property Tour Can Be Seen At Https://vimeo.com/411555581/1d08a2d9e1 - This Magnificent Gulf-to-bay Contemporary Masterpiece Built By Gold Medal Architect Guy Peterson Stands Out From The Other Residences Located On The ...

Photo of Listing #A4457320

316 N Casey Key Rd, Osprey, FL
$7,650,000

Residential, Single Family Residence
  • 6 Beds
  • 9 Baths
  • 7,121 SQFT
  • 168 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...

1044 N Casey Key Rd, Osprey, FL
$5,495,000

Residential, Single Family Residence
  • 6 Beds
  • 8 Baths
  • 6,829 SQFT
  • 398 DOM
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The Ultimate Escape On The Gulf Of Mexico In Sarasota, Florida… Imagine Quarantining With Your Loved Ones In This Gated, Bayfront Compound Estate With Plenty Of Room For Social Distancing And Located On The Private North End Of The Island Of Case...

Photo of Listing #A4408082

916 N Casey Key Rd, Osprey, FL
$4,975,000

Residential, Single Family Residence
  • 6 Beds
  • 6 Baths
  • 5,318 SQFT
  • 727 DOM
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Location, Location, Location! North Casey Key Beachfront Tropical Oasis. Arrive By Boat Or Car. On 200ft Of Private Beach On Turquoise Blue Waters Of The Gulf Of Mexico, 2 Guest Homes On The Beach With The Main Home On The Bay W/dock & Lift. Once...

112 Osprey Point Dr, Osprey, FL
$4,450,000

Residential, Single Family Residence
  • 6 Beds
  • 7 Baths
  • 8,973 SQFT
  • 589 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 ...

141 N Casey Key Rd, Osprey, FL
$3,795,000

Residential, Single Family Residence
  • 3 Beds
  • 4 Baths
  • 2,560 SQFT
  • 11 DOM
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A Coastal Cottage That Captures A By-gone Era With Modern Updates Set In A Private, Tropical Paradise. The Interior Was Designed To Induce Harmony And Calm, While The Panoramic Views Of The Turquoise Blue Gulf Of Mexico Will Mesmerize And Captiv...

552 Eagle Watch Ln, Osprey, FL
$3,790,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 6,340 SQFT
  • 200 DOM
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The Ultimate In Luxury, Location And Design. As You Open The 13’ Cast Iron Front Doors, You Will Immediately Feel The Grandeur Of This Expansive Residence - Custom Crafted To Perfection. Each Of The 12 Rooms, Plus 4.5 Baths, Are Thoughtfully Desig...

Photo of Listing #A4425715

121 N Casey Key Rd, Osprey, FL
$3,300,000

Residential, Single Family Residence
  • 4 Beds
  • 6 Baths
  • 4,096 SQFT
  • 525 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...

Photo of Listing #N6101230

854 N Casey Key Rd, Osprey, FL
$3,290,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 3,462 SQFT
  • 722 DOM
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Reduced 1.5 Acre Gulf-to-bay Priced To Sell On Exclusive North End Casey Key. Majestic Sprawling Old Oaks & Cedar Trees Giving It An Unspoiled "old Florida" Feeling. The Private Beach With No Public Access Is A Luxury Of Privacy That Few Places O...

Photo of Listing #A4451976

1027 N Casey Key Rd, Osprey, FL
$2,550,000

Residential, Single Family Residence
  • 4 Beds
  • 3 Baths
  • 2,990 SQFT
  • 232 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...

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 July 7th, 2020 at 11:30pm EDT.