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.
New Search X
Tucked Away In The Charming Community Of Pine Run, This Uniquely Designed Two-story Condo Offers The Perfect Blend Of Privacy, Comfort, And Florida Lifestyle Living In The Heart Of Osprey. This Spacious 2-bedroom, 2-bath Residence Features A Layou...
Furnished. Welcome To Pine Run, Where You'll Find The Perfect Combination Of Natural Beauty And Modern Living. This Two-bedroom, Two-bath Condo Is Nestled Within The Serene 20+ Acres Of Lush Native Florida Landscape. As You Step Inside, You'll Be ...
Discover A Rare Opportunity To Own A Serene Retreat In The Oaks, One Of Sarasota’s Most Sought-after Private Golf And Country Club Communities. This Bright, Beautifully Updated Ground-floor Studio Is Offered Fully Turnkey Furnished, Making It Idea...
Ready To Make The Move To Paradise? Here’s Your New Home! Adorable Two Bedroom Condo Refreshed And Ready For A New Owner To Enjoy Convenience Living. Crisp And Clean With New Luxury Vinyl In The Living Room, Dining Room, Hallway And Entry, Plus ...
Virtually Staged. Rarely Available And Truly One-of-a-kind, This Beautifully Updated Ground-floor 2-bedroom, 2-bath Residence Offers An Exceptional Combination Of Privacy, Architectural Character, And An Unbeatable Location. Designed Around A Stun...
One Or More Photo(s) Has Been Virtually Staged. Live Where Everyday Life Feels Simple, Connected, And Close To Everything You Love. Located In The Gated Community Of Bay Street Village In Osprey, This Beautifully Maintained Second-floor Condo Offe...
Situated In Windsor Lodge In The Oaks Clubside, This Updated Second Floor Condo Has A Kitchenette With Quartz Countertops, A Modern Bath, A Bonus Space Set Up As A Small Office Area And In-unit Laundry. An End Unit, It Has More Windows Than The Ty...
This Completely Updated 595 Sq Ft Second-floor Condominium Is Located In The Windsor Lodge Behind The Gates Of The Oaks. It Features Top-of-the-line Finishes And Is Accessible By Both Elevator And Stairs. Offered Turn-key Furnished, The Unit Inclu...
Bring Your Furniture And Move Right In To This Popular Pine Run Neighborhood. No Need To Worry About Remodeling This Condo! New Coastal Look Ceramic Tile Throughout The Entire Home! New Kitchen And Appliances, New Guest Bathroom, New Doors Throu...
One Or More Photo(s) Has Been Virtually Staged. Welcome To This Light-filled, Beautifully Maintained 2-bedroom, 2-bath Townhome In The Highly Desirable Town-end Shores Community Of Osprey. With Low Hoa Fees $150.00 Per Month And Ground Maintenance...
Luxury Corner Residence In Osprey | Top-rated Pine View School District. Welcome To An Exceptional Opportunity In The Heart Of Osprey, One Of Sarasota County’s Most Desirable And Rapidly Growing Locations. This Beautifully Maintained Corner-unit ...
Coastal Convenience Meets Effortless Living, Just Minutes From Siesta Key, America’s #1 Beach. Welcome To 4226 Frontier Lane, A Beautifully Maintained 2-bedroom, 2-bath Walk-up Condo In The Gated Community Of Bay Street Village, Offering Exception...
Welcome To Bay Street Village In Osprey, Gorgeous Gated Community Where Maintenance-free Living Awaits. This Immaculate End-unit Condo Freshly Painted With New Lvp Stairs And Flooring Features 2 Bedrooms, 2 Bathrooms, Garage, Located Beneath The ...
Immaculate And Lightly Lived-in 3br/2ba Condo In The Gated Community Of Bay Street Village, Offering Beautiful Water Views With A Fountain From The Main Living Areas, The Primary Suite, And The Screened Lanai. The Popular Ibis Floor Plan Features ...
Virtually Staged. Hidden Within The Gated Community Of Bay Street Village, This Rarely Available First-floor Waterfront Residence Blends Peaceful Lakefront Living With The Convenience Of Sarasota’s Vibrant Gulf Coast Lifestyle. From Tranquil Water...
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 21st, 2026 at 4:37am EDT.
