Coastal neighborhoods
Osprey offers coastal neighborhoods between Sarasota and Venice.
Natural beauty, boating and South Sarasota convenience
Search PropertiesAsk Scott & JanOsprey offers coastal neighborhoods between Sarasota and Venice.
Visit Historic Spanish Point and nearby nature destinations.
Explore waterfront, preserve-adjacent and inland housing choices.
Compare neighborhood amenities, insurance needs and association fees.
Located between Sarasota and Venice, Osprey offers a relaxed coastal lifestyle with convenient access to beaches, boating, shopping, dining, and cultural attractions. Buyers can choose from waterfront estates, golf-course homes, gated communities, maintenance-free villas, condominiums, and established neighborhoods surrounded by natural beauty.
Follow active listings, pending sales, and homes sold within the past six months in Osprey. The report updates automatically as MLS data changes.
Osprey is known for its peaceful atmosphere and excellent location near Sarasota Bay, Casey Key, Nokomis Beach, and Siesta Key. Outdoor enthusiasts enjoy boating, fishing, kayaking, biking, and exploring Oscar Scherer State Park. Historic Spanish Point, part of Marie Selby Botanical Gardens, provides a beautiful glimpse into the area’s history and natural environment.
Popular Osprey communities include The Oaks Club, The Oaks Preserve, Southbay Yacht & Racquet Club, Rivendell at the Woodlands, Willowbend, Bay Street Village, and Blackburn Harbor. Housing options range from comfortable villas and condominiums to luxury waterfront and golf-course properties.
Whether you are searching for a full-time residence, seasonal retreat, waterfront property, or golf-course home, we can help you explore the Osprey real estate market and identify the communities that best fit your lifestyle.
As experienced Sarasota-area Broker Associates, we provide local market knowledge, skilled negotiation, and guidance throughout the entire buying process. If you are purchasing from outside Florida, we can also be your local eyes and ears—from virtual tours and inspections through closing.
Search all Osprey homes and condos for sale below, or contact Team Langa for personalized assistance.
Osprey has deep roots along Little Sarasota Bay. The Webb family settled at Spanish Point in the 1860s; later, Bertha Palmer developed her Osprey Point estate here. Today Historic Spanish Point, a campus of Marie Selby Botanical Gardens, preserves archaeological evidence, pioneer structures and gardens. Its exhibits tell stories spanning thousands of years.
Other nearby places to explore include Oscar Scherer State Park, the Legacy Trail, Casey Key and the beaches around Nokomis. Learn about Historic Spanish Point.
Osprey has deep roots along Little Sarasota Bay. The Webb family settled at Spanish Point in the 1860s, and Bertha Palmer later developed her Osprey Point estate here. Historic Spanish Point, part of Marie Selby Botanical Gardens, preserves archaeological evidence, pioneer structures and gardens that illuminate thousands of years of history.
Other nearby places to explore include Oscar Scherer State Park, the Legacy Trail, Casey Key and Nokomis Beach. Discover the history of Spanish Point.
Explore our community comparison guide, Florida homeownership cost guide and seller resource center.
Enjoy the benefits of living in a three bedroom, two bath, maintenance free home in the ever popular Bishops Court in the Oaks Preserve. This desirable floor plan with re...
Beautiful views of Little Sarasota Bay and a peaceful waterfront setting are just the beginning of what makes this updated villa in Heron Bay Club so appealing. Tucked al...
Prepare to be captivated by this COMPLETELY UPDATED, meticulously maintained, and thoughtfully appointed 3 bedroom, 3 bath condo located in Meridian at The Oaks Preserve....
Rarely does a property offer this much flexibility in such a prime Osprey location. Set on two private acres in Pine Ranch, 403 Longbow Trail is more than a four-bedroom,...
A gracious columned front porch, classic dormers and a grand entry staircase introduce this distinctive residence in The Oaks. Set along the 13th hole, the home and separ...
It’s always about the experience of living near Casey Key and the Intracoastal Waterway from this two-story town home in the maintenance-free community of Blackburn Point...
Waterfront resort-style living is behind the gates of Hidden Bay, set along the shores of the Intracoastal Waterway, Little Sarasota Bay, and a tranquil preserve and park...
Virtually Staged. Set on a private, preserve lot in Woodlands at Rivendell, this inviting home offers peaceful views and a desirable open floor plan. 4 bedrooms, 3 full b...
Experience luxury living in this spacious, light-filled corner residence offering nearly 2,600 square feet of elegant living space. Featuring three bedrooms, a den/office...
Enjoy sweeping water views and stunning sunsets over Little Sarasota Bay from this spacious third-floor corner residence in the gated waterfront community of Edgewater at...
Welcome to 1474 Landview Ln, a charming single-family home located in the desirable Southbay Yacht & Racquet Club in Osprey, FL. This spacious property features and excep...
There is something extraordinary about living on the water, where passing sailboats, coastal breezes, and the beauty of the marina become part of everyday life. Welcome t...
Beautifully updated and carefully maintained, this Rutenberg-designed home is idyllically situated on a half-acre corner lot surrounded by beautiful landscaping with view...
Virtually Staged. Welcome to 335 Park Trace Blvd, an exceptional residence in the sought-after Park Trace Estates of Osprey, close to Pineview Education Center and The Le...
Experience refreshed coastal living in Southbay Yacht and Racquet Club. This beautifully updated pool home pairs inviting interiors with outdoor spaces made for relaxing ...
This high end, hurricane rated building sits ideally located between Sarasota and Venice. It is just minutes away from Midnight Pass. This slip holds a boat 32.5' in leng...
Welcome to 366 South Creek Court, located in the highly sought-after gated waterfront community of South Creek in Osprey, Florida. Nearly completely renovated, this beaut...
Step into a residence that redefines elegance and sophistication. This stunning 2,778 sq ft condo has been completely reimagined. Every inch has been thoughtfully redesig...
FULLY FURNISHED WATERFRONT VILLA • PRIVATE DOCK WITH 10,000-LB BOAT LIFT • NO FIXED BRIDGES • DIRECT ACCESS TO THE INTRACOASTAL WATERWAY & GULF OF AMERICA! BRING YOUR ...
Discover incredible value and endless potential in this beautifully maintained 3 bedroom, 3.5 bath home, tucked into lush tropical landscaping, on a quiet cul-de-sac in T...
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