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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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1216 North Casey Key Road, OSPREY, FL
$11,750,000

Residential, Single Family Residence
  • 5 Beds
  • 8 Baths
  • 8,050 SQFT
  • 129 DOM
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This Classically Designed Estate Is Privately Positioned On North End Of Casey Key, Considered Among The Most Treasured Addresses In Sarasota County. The Property Spans From A Sandy Walking Beach On The Gulf To A Rare Covered Boat Dock On Blackbur...

622 Bayshore Drive, OSPREY, FL
$6,750,000

Residential, Single Family Residence
  • 6 Beds
  • 5 Baths
  • 4,893 SQFT
  • 11 DOM
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Welcome To 622 Bayshore Drive - Where Coastal Luxury Meets Modern Sophistication On One Of The Most Sought-after Stretches Of Little Sarasota Bay. Tucked Away On A Rare And Expansive .78-acre Gated Estate, This Custom-built, Contemporary Masterpie...

1049 North Casey Key Road, OSPREY, FL
$4,750,000

Residential, Single Family Residence
  • 3 Beds
  • 3 Baths
  • 2,582 SQFT
  • 125 DOM
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Seize The Opportunity To Own A Piece Of Paradise On The Exclusive North Casey Key. This Sprawling One-plus-acre Estate, With 107 Feet Of Pristine Gulf Frontage, A Walkable Sandy Beach, On A Private Road With Security Offering Unparalleled Privacy,...

426 North Casey Key Road, OSPREY, FL
$4,500,000

Residential, Single Family Residence
  • 3 Beds
  • 2 Baths
  • 1,876 SQFT
  • 649 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 #A4627698

854 Macewen Drive, OSPREY, FL
$4,195,000

Residential, Single Family Residence
  • 4 Beds
  • 6 Baths
  • 9,081 SQFT
  • 228 DOM
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One Or More Photo(s) Has Been Virtually Staged. **newly Renovated, Spacious, Golf Course Estate** Boasts Over 9,000sf And Is Situated On A Prominent, Private Cul De Sac Lot Of Over 3/4 Acres. Expansive Room Abounds In This Light And Bright Open Fl...

1042 North Casey Key Road, OSPREY, FL
$3,750,000

Residential, Single Family Residence
  • 4 Beds
  • 5 Baths
  • 4,781 SQFT
  • 70 DOM
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Exceptional Waterfront Residence On The Exclusive Island Of North Casey Key Is A Rare Opportunity To Own A Piece Of Coastal Florida. Nestled In The Sought-after Palmer Neighborhood, This Home Has Been Lovingly Maintained By The Same Discerning Own...

Photo of Listing #O6305818

112 Osprey Point Drive, OSPREY, FL
$3,705,000

Residential, Single Family Residence
  • 4 Beds
  • 6 Baths
  • 8,635 SQFT
  • 71 DOM
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Premier Waterfront Opportunity In The Oaks Bayside This Grand Estate Home, Perfectly Positioned On A Rarely Available Direct Waterfront Lot In The Exclusive, Gated Oaks Bayside Community, Offers Sweeping Views Of Little Sarasota Bay And Exception...

550 Dove Pointe, OSPREY, FL
$3,300,000

Residential, Single Family Residence
  • 4 Beds
  • 6 Baths
  • 7,842 SQFT
  • 25 DOM
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Sited At The End Of A Quiet Cul-de-sac Behind The Gates Of The Prestigious Oaks Clubside In Osprey, Florida, This Stately Traditional Custom Estate Offers Refined Living In One Of Sarasota County’s Most Exclusive Communities. Perfectly Positioned ...

Photo of Listing #A4635707

662 Fernwalk Lane, OSPREY, FL
$2,995,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 4,359 SQFT
  • 165 DOM
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**fantastic, Fully Renovated Estate With Lake / Garden View Is Situated On A Serene, Interior, Cul-de-sac Lot With No Flood Concern (zone “x”) Behind The Secure Gates Of The Highly Sought After Bayside Neighborhood Within The Oaks Country Club Com...

236 Saint James Park, OSPREY, FL
$2,900,000

Residential, Single Family Residence
  • 6 Beds
  • 7 Baths
  • 6,246 SQFT
  • 109 DOM
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Tucked Away In A Quiet Cul-de-sac On A Double Lot Beneath Majestic Oaks, This Almost 5,000 Sq Ft, Timeless 2-story Home Blends Sophistication With Modern Comfort. Situated On The First Hole Of Heron Golf Course, The Home Features Soaring 11-ft Cei...

Photo of Listing #A4642364

49 Osprey Point Drive, OSPREY, FL
$2,745,000

Residential, Single Family Residence
  • 4 Beds
  • 4 Baths
  • 3,953 SQFT
  • 131 DOM
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Nestled In The Prestigious Gated Enclave Of The Oaks Bayside In Sarasota, This Sedona-inspired Retreat Was Recently Updated From Wall To Wall Creating A Like Brand New Home. The Estate Seamlessly Blends Modern Luxury, Comfort, And Serenity. With A...

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 July 14th, 2025 at 1:20am EDT.