165+ Osprey MLS Listings

This classically designed estate is privately positioned on north end of Casey Key, considered among...

Priced reduced! Welcome to this extraordinary waterfront estate on exclusive Casey Key, showcasing p...

One or more photo(s) has been virtually staged. Indulge in the epitome of sophistication and timeles...

Seize the opportunity to own a piece of paradise on the exclusive North Casey Key. This sprawling on...

Gulf to Bay on North Casey Key – the perfect location! Panoramic views of Little Sarasota Bay to the...

One or more photo(s) has been virtually staged. **SELLER WILL PAY 100% OF THE MANDATORY SOCIAL MEMBE...

This stunning waterfront residence in Southbay Yacht and Racquet Club is a gem on Florida’s Gulf Coa...

PRICE IMPROVEMENT! Iconic Gulf-front Mid-Century Modern gated residence on Casey Key embodies the tr...

If you are ready to retreat to paradise, look no more. This home is amazing. Located in a very desir...

**FANTASTIC, FULLY RENOVATED ESTATE with LAKE / GARDEN VIEW is situated on a SERENE, INTERIOR, CUL-D...

Tucked away in a quiet cul-de-sac on a double lot beneath majestic oaks, this almost 5,000 sq ft, ti...

Nestled in the prestigious gated enclave of The Oaks Bayside in Sarasota, this Sedona-inspired retre...