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.
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...
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...
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,...
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...
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...
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...
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...
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 ...
**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...
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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...
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...
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.
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:
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Listing data comes from My Florida Regional MLS DBA Stellar MLS.
Listing information last updated on July 14th, 2025 at 1:20am EDT.