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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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1544 North Casey Key Road, OSPREY, FL

Residential, Single Family Residence
  • 6 Beds
  • 8 Baths
  • 6,997 SQFT
  • 174 DOM
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Along The Beaches Of Casey Key, A Private Gated Road Leads To The Exclusive Northern End Of This Coveted Barrier Island. Sited On Nearly 2.5 Acres And 150 Feet Of Private Beach Front, Lies A Spectacular Estate Home That Has Been Shared And Enjoye...

608 North Casey Key Road, OSPREY, FL

Residential, Single Family Residence
  • 5 Beds
  • 3 Baths
  • 3,086 SQFT
  • 20 DOM
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Rarely Available Gulf To Bay Estate Size Property With 175 Feet Of Gulf Frontage, 175 Feet Of Bay Frontage And Encompassing 1.5 Acres Is Located On The Exclusive North End Of Casey Key. Casey Key, Distinguished For Its Absence Of High-rises, Traff...

Photo of Listing #A4583445

426 North Casey Key Road, OSPREY, FL

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 1,876 SQFT
  • 251 DOM
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Gulf To Bay On North Casey Key – The Perfect Location! Panoramic Views Of Little Sarasota Bay To The East And A Beachfront Lot On The West. Original Cypress Tongue And Groove Ceilings And Beautiful Oak Floors Add Warmth And Nostalgia Throughout Th...

Photo of Listing #A4564864

112 Osprey Point Drive, OSPREY, FL

Residential, Single Family Residence
  • 6 Beds
  • 7 Baths
  • 8,621 SQFT
  • 335 DOM
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Price To Sell! ***new Roof 11/07/2023*** Most Desirable Location In The Oaks Bayside Country Club. Its Magical Water View Of Sarasota Bay Is Truly A Boaters Dream! Featuring Your Own Private Dock With 3 Power Lifts...12,000/ 16,000. Driving Throug...

Photo of Listing #U8231292

5 North Casey Key Road, OSPREY, FL

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 2,380 SQFT
  • 103 DOM
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Welcome To Your Very Own Gulf Front Beach Home Located On One Of The Most Captivating, Serene And Exclusive Barrier Islands On Florida's West Coast. This Custom 4 Bedroom 3.5 Bathroom Mid-century Modern Luxury Property Is Directly On The Gulf Wit...

601 Fernwalk Lane, OSPREY, FL

Residential, Single Family Residence
  • 4 Beds
  • 6 Baths
  • 5,453 SQFT
  • 69 DOM
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**exquisitely Designed Estate Boasts Modern & Contemporary Elegance** This Fully Updated Residence Features A Main House With 3beds/4.5baths Plus Guest House (1bed/1bath, Kitchen/laundry, Living Area) And Is Situated On An Oversized, Private And S...

Photo of Listing #A4611882

497 Webbs Cove, OSPREY, FL

Residential, Single Family Residence
  • 5 Beds
  • 7 Baths
  • 6,863 SQFT
  • 5 DOM
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Welcome To A Sanctuary Of Elegance And Comfort At 497 Webb's Cove, Nestled In The Highly Regarded Community Of The Oaks Country Club. This Exceptional Property Offers An Unparalleled Blend Of Sophistication And Warmth, Making It A True Gem In The ...

Photo of Listing #T3505796 OPEN HOUSE

140 North Casey Key Road, OSPREY, FL

Residential, Single Family Residence
  • 3 Beds
  • 4 Baths
  • 2,473 SQFT
  • 56 DOM
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Drop Anchor And Stay Forever In This 3 Bedroom, 3.5 Bath, Intracoastal Waterway Home Tucked Away Just Enough To Feel Like You Have Your Very Own Private Oasis. You Have Deeded Boat Access With Your Own Assigned Boat Slip Where You May Catch Dolphi...

388 Bunker Hill, OSPREY, FL

Residential, Single Family Residence
  • 5 Beds
  • 6 Baths
  • 4,937 SQFT
  • 23 DOM
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Situated At The End Of A Cul-de-sac Behind The Gates Of The Oaks, This 4 Bedroom Home W/1 Bedroom Guest House Has 2 Offices, Four Full And Two Half Baths, Exudes Warmth And Charm. Beautifully Set On A 26,000 Ft2 Verdant Lot, The Rich Vegetation Gi...

Photo of Listing #A4560073

228 Pine Ranch East Road, OSPREY, FL

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 2,724 SQFT
  • 472 DOM
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Ten Acres Of Undeveloped Land Minutes Away From Beaches, Restaurants, Shopping, State Parks And Nature Trails. This Is A Prime Location And One Of The Few Lots Of This Size Left Undeveloped Making It Ideal For Development Or For Creating A Private...

Photo of Listing #A4549034

324 Kensey Lane, OSPREY, FL

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 2,483 SQFT
  • 605 DOM
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Rare Opportunity To Own An Exceptional Waterfront Property And Tropical Oasis On .57 Acre Lot On A Wide Portion Of Little Sarasota Bay. Bayview Cottage Is The Original Florida Coastal Cottage Lifestyle Which Showcases Magnificent Water Views And S...

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 30th, 2024 at 1:19am EDT.