Skip to Content Skip to Navigation Skip to Dashboard Skip to Search

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.


Search Osprey Real Estate Listings

Map View New Construction Save this Search
Sort listings by:Price, Highest First

712 North Casey Key Road, OSPREY, FL

Residential, Single Family Residence
  • 8 Beds
  • 10 Baths
  • 13.6k SQFT
  • 48 DOM
View Details & More Photos Save

Poised On Florida’s Most Private Barrier Island, This Extraordinary Beachside Mansion Is Undoubtedly One Of The Finest Properties Available In The World Today. A Residence Of Such Caliber Seldom Comes Available For Purchase, And Even More Rare Is ...

410, 411, 401 North Casey Key Road, OSPREY, FL

Residential, Single Family Residence
  • 12 Beds
  • 14 Baths
  • 11.1k SQFT
  • 13 DOM
View Details & More Photos Save

Situated On The Exclusive Barrier Island Of Casey Key, Florida, And Straddling The Waters Of The Gulf Of Mexico And Sarasota Bay, This Unique Gulf-to-bay Compound Ticks All The Boxes At A Time When Privacy, Security And Space For Flexible Lifestyl...

112 Osprey Point Drive, OSPREY, FL

Residential, Single Family Residence
  • 6 Beds
  • 7 Baths
  • 8,973 SQFT
  • 972 DOM
View Details & More Photos Save

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

Residential, Single Family Residence
  • 5 Beds
  • 4 Baths
  • 6,565 SQFT
  • 119 DOM
View Details & More Photos Save

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...

468 Walls Way, OSPREY, FL

Residential, Single Family Residence
  • 5 Beds
  • 6 Baths
  • 5,698 SQFT
  • 419 DOM
View Details & More Photos Save

***owner Is Remodeling So Showings Restricted Until The End Of May.*** 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 Lan...

144 Osprey Point Drive, OSPREY, FL

Residential, Single Family Residence
  • 4 Beds
  • 6 Baths
  • 5,178 SQFT
  • 148 DOM
View Details & More Photos Save

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...

91 Osprey Point Drive, OSPREY, FL

Residential, Single Family Residence
  • 4 Beds
  • 6 Baths
  • 5,100 SQFT
  • 20 DOM
View Details & More Photos Save

Iconic Architecture In Sarasota’s Premiere Golf And Country Club. This Magnificent 4-bedroom Estate Was Designed And Built By Bo Macewen And Brims With The Essence Of Warm, Southern Hospitality. Bo Was The Original Architect For The Oaks And He Cr...

410 Blue Garden Lane, OSPREY, FL

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 3,619 SQFT
  • 138 DOM
View Details & More Photos Save

Pre-construction. To Be Built. This Beautiful Setting, Tucked Away In A Quiet Cul-de-sac At The Oaks- Bayside Is Ready For Your New John Cannon Home. This Package Features A Custom Home With An Open Floor Plan, Including A Great Room, Adjacent Din...

357 South Shore Drive, OSPREY, FL

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 2,266 SQFT
  • 87 DOM
View Details & More Photos Save

Your Own Private Resort In Your Backyard. This Beautifully Upgraded 3 Bedroom, 2 Bath Home Has Everything For Enjoying The Florida Lifestyle. From Arriving At The Home With The Spacious Circular Driveway With Pavers And The Tropical Landscaping,...

Photo of Listing #A4499046

154 Lookout Point Drive, OSPREY, FL

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 4,476 SQFT
  • 73 DOM
View Details & More Photos Save

Back On The Market With $80,000 Price Reduction! This Updated Classic 2 Story Southbay Home Has All The Features The Most Discerning Buyer Could Want! The New Skylights Create A Light And Airy Feel As You Walk Through On The Newly Installed Porc...

Photo of Listing #A4507345

925 Blue Heron Overlook, OSPREY, FL

Residential, Single Family Residence
  • 3 Beds
  • 4 Baths
  • 2,975 SQFT
  • 4 DOM
View Details & More Photos Save

Located Behind The Gates Of The Oaks, On A Quiet Cul-sac, This 3 Bedroom, 3.5 Bath Home Is Situated On A Lovely, Private Lot. From The Moment You See The Unique Facade, You Will Anticipate What Is Behind The Double Front Doors. As You Enter 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

Call us today at 941-488-6644

^ Back to: Osprey Real Estate

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 27th, 2021 at 1:20pm EDT.