Located just 15 miles south of downtown Sarasota, Osprey, FL is a charming area which offers a variety of real estate options for the fishing, boating or golfing enthusiasts. Properties consist of single family homes, condominiums and villas.
Popular neighborhoods in Osprey include the prestigious member-owned Oaks Cub, Bay Oaks Estates, Blackburn Harbor, Hidden Bay, Park Trace, Pine Run, Sorrento Shores, the Woodlands at Rivendale and Willowbend. There are homes available here to suite almost any budget.
Things to Do in Osprey, FL
Historic Spanish Point is located in this area. There’s a museum and the park includes 30 acres of beautiful gardens and trails. The 1,384 acres of Oscar Scherer State Park is adjacent to Osprey. Visitors can enjoy camping, swimming, canoeing, nature trails as well as picnic areas. Casey Key Fish House is within minutes if you are craving local seafood.
Schools
The Pine View School for the Gifted is located here. For more information, visit Great Schools.
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Unbelievable!!! A 2-bedroom/2-bathroom, West Of Trail Condo For Under $200,000! Come Home To This Warm, Cozy And Charming Unit And Enjoy A Cup Of Tea On Your Tranquil And Private Outside Deck, Nestled In A Wooded, West Of Trail Paradise! The Cond...
Rarely Available 1st Floor End Unit!
Welcome To 362 Pine Run Drive, A Modern Retreat Nestled In The Heart Of Osprey, Fl. This Stunning 2-bedroom, 2-bathroom Home Offers 1,224 Square Feet Of Thoughtfully Designed Living Space, Set On An Expansive 20-acre Property. Revel In The Tranqui...
Property Comes Furnished. Rare, 1st Floor Condo In Pine Run. Unique Layout With Center Outdoor Solarium For Peaceful Retreat. This 2 Bd, 2 Bath Offers Lots Of Space And Privacy. Large Exp Lanai And An Outdoor Eating Area Off Kit. Beautiful Newer...
This Home Was Professionally Inspected By A Contractor Following Hurricanes Helene And Milton, And I’m Pleased To Report It Sustained No Damage From The Storms. Welcome To This Beautifully Updated, Spacious 2-story Condo, Boasting 2 Bedrooms, 2.5 ...
Fabulous Location For This Fully Furnished, Turnkey, Two Bedroom Second Floor Condo In The Pine Run Neighborhood. If You've Been Thinking Of Becoming A Snowbird, You Couldn't Ask For More Than This! Close To The Iconic Casey Key Fish House Tiki...
Rarely Available Ground-floor 2-bedroom, 2-bath Model With A Standout Location And Layout That Offers A Truly One-of-a-kind Living Experience. This Unique Floorplan Is Centered Around A Private Open-air Atrium, Accessible Through 8-foot Glass Door...
Welcome To This Beautifully Appointed, Well-cared For And Fully Furnished 2-bedroom, 2-bath Condo Located In The Sought-after Pine Run Community. It Is Completely Turnkey; All You Need To Bring Are Your Clothes! This Second-floor Unit Has Been T...
Huge Price Reduction " Lowest Price In The Community - Your Opportunity To Add Your Personal Touch! Charming Coastal Retreat In The Heart Of Osprey Welcome To 304 Pine Run Dr., A Beautifully Architecturally Designed Property Nestled In The Sought-...
Welcome Home!to This Beautiful Fully Remodeled Villa In Osprey Village. Enjoy The Sunrise And A Coffee In Your Lanai And Later A Cocktail On The Patio While Watching The Mesmerizing Gulf Coast Sunsets. The Location Is Nothing Short Of Exceptional ...
Charming 2 Bedroom 2 Bath Corner End Unit( Which Provides Extra Natural Light) Condominium With Attached 1 Car Garage. Open Floor Plan, Kitchen Features Granite Counter Tops And Stainless Steel Appliances, Master Bedroom Suite Has Walk-in Closet P...
Welcome To Bay Street Village, Osprey - Perfectly Nestled Between The Vibrant Cities Of Sarasota And Venice - Only Minutes To The Pristine Shoreline Of Nokomis Beach. This Desirable Gated Community Features A Resort Style Heated Pool, Clubhouse An...
Escape From The Hustle And Bustle Of The Real World To The Charms Of Hidden Bay. Located On 12 Beautiful Acres On Little Sarasota Bay, This Gated Community Offers Waterfront Play And Relaxation. Spend Your Perfect Day At The Amenity Rich Community...
Charming 3-bedroom, 2-bath Bungalow With No Hoa Or Deed Restrictions—perfect For Boaters, Rv Owners, Or Anyone Seeking Freedom And Flexibility. Situated In A Prime Location Close To Beaches, Waterfront Dining, The Legacy Trail, Selby Botanical Gar...
Enjoy This Key West-style Townhome In Towns-end Shores-maintenance-free Living At Its Best! Beautifully Upgraded With Porcelain Wood Look Tile Flooring, Crown Molding And 9-foot Ceilings, This 2 Bed/2 Bath Townhome Features Granite Countertops, Wo...
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Listing data comes from My Florida Regional MLS DBA Stellar MLS.
Listing information last updated on July 13th, 2025 at 11:04am EDT.
