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...
Newly Remodeled Gulf-front Mediterranean Villa On Casey Key
Framed By The Pristine Natural Beauty Of North Casey Key, This Spanish Mediterranean Beachfront Estate Is Perfectly Positioned Along One Of Florida’s Most Exclusive Barrier Islands — An ...
Premier Intracoastal Estate In Osprey
4 Bedrooms | 6 Bathrooms | 6,308 Sq. Ft. | 2 Waterfront Acres
A Rare Opportunity To Own Two Acres Of Private Waterfront Property In Sarasota, 730 Sarabay Is A
Convergence Of Residential Luxury And Unparalle...
A Grand Estate Where Timeless Design Meets Lakefront Tranquility, 101 Osprey Point Drive Offers Refined Living Within The Private Gates Of The Oaks Bayside. Designed By Architect Bo Macewen, This One-of-a-kind Home Spans More Than 5,000 Square Fee...
One Or More Photo(s) Has Been Virtually Staged. Set On A Private Cul-de-sac Within The Oaks, This Revitalized Estate Captures The Essence Of Elegant Florida Living. From The Moment You Enter, The Home’s Light-filled, Open Design And Thoughtful Upd...
If Your Dream Is To Create A Place Where Generations Can Gather, Relax, And Make Lasting Memories, This Casey Key Estate Is Ready To Welcome You Home. Set On 0.68 Acres With 131 Feet Of Sarasota Bay Frontage, This 4 Bed 4.5 Bath Retreat Offers Roo...
Retreat To Paradise In This Stunning Waterfront Home, Built New In 2011, In Highly Sought-after Sorrento Shores, Osprey. Perfectly Situated On 210 Feet Of Wide Canal Frontage, This Residence Offers Deep Water Access With No Bridges To The Bay—a Dr...
Positioned On South Creek Just Off The Intracoastal Waterway With Beautiful Views And Over 130 Feet Of Waterfront, This 5-bedroom, 5.5-bath Coastal Estate Offers Over 4,261 Square Feet Of Refined Waterfront Living Anchored By A Truly Spectacular B...
Tucked Away In A Quiet Cul-de-sac On A Sprawling Double Lot Beneath Majestic Oaks, This Nearly 5,000 Sq Ft Timeless 2-story Residence Blends Classic Elegance With Modern Luxury. Perfectly Positioned On The First Hole Of One Of Sarasota’s Most Soug...
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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...
**charming And Private, Golf Course Estate** Is Located Behind The Secure Gates Of The Highly Sought After Oaks Country Club Community And Offers A Lovely, Golf Course View Of The 17th Fairway Of The Interior, Heron Golf Course. This Spacious, Li...
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 January 22nd, 2026 at 10:52pm EST.