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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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Photo of Listing #A4445401

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

Residential, Single Family Home
  • 4 Beds
  • 6 Baths
  • 6,552 SQFT
  • 7 DOM
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Throughout His Illustrious Career, Gold Medal Winner From The American Institute Of Architects, Guy Peterson, Believes In Essentialism – A Concept That Demands Design By Analysis And Reduction, Rather Than Stylistic Imitation And Embellishment. Pe...

Photo of Listing #A4185393

411 N Casey Key Rd, Osprey, FL
$6,499,000

Residential, Single Family Home
  • 9 Beds
  • 11 Baths
  • 9,127 SQFT
  • 867 DOM
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Price Reduced-1.5m-live Like A Midcentury Hollywood Starlet Transported To The Modern Era In A Stunning Seaside One-of-a-kind Estate. This Coveted North Casey Key, 300-foot Gulf Of Mexico Frontage Property Consists Of Two Remarkable Homes Of 4,000...

Photo of Listing #A4437755 OPEN HOUSE
Sep22nd
Sunday9AM-5PM

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

Residential, Single Family Home
  • 6 Beds
  • 8 Baths
  • 6,829 SQFT
  • 104 DOM
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Laffin Place… A Gated Bayfront Estate On 1.2 Acres On The Private North End Of Casey Key With Deeded Access To A Private Beach To Enjoy Spectacular Sunsets. The Property With Main House, Guest House & Bunk Room, Both With Separate Baths Offers Nea...

Photo of Listing #A4408082

916 N Casey Key Rd, Osprey, FL
$5,250,000

Residential, Single Family Home
  • 6 Beds
  • 6 Baths
  • 5,318 SQFT
  • 433 DOM
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Location, Location, Location! New Price Adjustment! North Casey Key Beachfront Tropical Oasis. 200ft Of Private Beach On The Gulf, 2 Homes On The Beach, Main Residence On The Bay W/dock & Lift. Once On The Property You Are Amazed By The Mature Tro...

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

Residential, Single Family Home
  • 6 Beds
  • 7 Baths
  • 8,973 SQFT
  • 295 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 ...

1208 N Casey Key Rd, Osprey, FL
$3,825,000

Residential, Single Family Home
  • 4 Beds
  • 5 Baths
  • 3,202 SQFT
  • 152 DOM
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Experience All The Warmth And Charm That This 1950 “old Florida” Beach House Has To Offer On Exclusive North Casey Key. Rarely Do You Find Privacy And Exquisite Walking Beach In Tandem. Set On Beautiful Oak Studded Grounds Spanning 100 Feet Of Pri...

Photo of Listing #A4425715 OPEN HOUSE
Sep21st
Saturday1-4PM

121 N Casey Key Rd, Osprey, FL
$3,800,000

Residential, Single Family Home
  • 4 Beds
  • 6 Baths
  • 4,096 SQFT
  • 231 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
$3,540,000

Residential, Single Family Home
  • 4 Beds
  • 4 Baths
  • 3,462 SQFT
  • 428 DOM
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Reduced! 1.5 Acre Gulf-to-bay Priced To Sell On Exclusive North End Casey Key. The Private Beach With No Public Access Is A Luxury Of Privacy That Few Places Offer & Is Part Of The Magic Of Casey Key. Majestic Sprawling Old Oaks & Cedar Trees Givi...

1042 N Casey Key Rd, Osprey, FL
$3,275,000

Residential, Single Family Home
  • 4 Beds
  • 5 Baths
  • 4,781 SQFT
  • 200 DOM
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Open Your Blinds Each Morning And Say To Yourself," Good Morning Beautiful"! This Majestic Residence On The Sarasota Bay Offers Expansive Bay Views, Lush Tropical Landscape And Exclusive Deeded Beach Access On The Treasured North End Of Casey Key....

136 Osprey Point Dr, Osprey, FL
$2,790,000

Residential, Single Family Home
  • 5 Beds
  • 8 Baths
  • 6,461 SQFT
  • 285 DOM
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Opportunity Of A Life Time! This Magnificent Three-level Mansion Is Located In The Exclusive Private Gated Community Oaks Bayside. This Home Is Priced To Sell And Is Below Market And Replacement Value. Exquisite Brazillan Cherry Wood Flooring Thro...

285 Sugar Mill Dr, Osprey, FL
$1,695,000

Residential, Single Family Home
  • 4 Beds
  • 6 Baths
  • 5,578 SQFT
  • 39 DOM
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Escape To Paradise. Located In The Waterfront Community Of Oaks Bayside, This One-of-a-kind Walled And Gated Estate Is A Private Oasis Perfect For Entertaining Guests Or For Multi-generational Living. The Expansive Open Pool And Patio Area Is Posi...

643 Fernwalk Ln, Osprey, FL
$1,695,000

Residential, Single Family Home
  • 4 Beds
  • 5 Baths
  • 5,246 SQFT
  • 61 DOM
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Elegantly Defined, European And Traditional, Custom Build Home In The Cul-de Sac Private Street Of The Gated Community Of The Oaks. The Moment You Pull Into The Circular Paver Driveway And Porte Cochere, Set On The Lush Tropical Landscaping, You W...

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

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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 17th, 2019 at 6:45pm EDT.