164+ Osprey MLS Listings

Located within The Woodlands at Rivendell, this meticulously maintained single-family residence offe...

Welcome to Bay Street Village, a gated, maintenance-free community in Osprey between Sarasota and Ve...

Opportunities like this are increasingly rare in Willowbend. Offering over 3,180 square feet, this L...

Immaculate and truly move-in ready! This turnkey-furnished, spacious 2-bedroom + den, 2-bath home of...

This stunning three-bedroom, 3.5 bath home, designed by the renowned architect Frank Folsom Smith, s...

Under contract-accepting backup offers. Enjoy Maintenance Free Living in Beautiful Willowbend - 3-Be...

Under contract-accepting backup offers. This stunning Monterey model, crafted by Lee Wetherington, i...

Enjoy breathtaking sunset views overlooking the intercostal waterway in this boater's paradise, comp...

This exquisite three-bedroom, three-bath-plus-den, Lee Wetherington built home exemplifies intellige...

Enjoy the perfect maintenance free country club lifestyle in the charming and quaint Bishopscourt To...

One or more photo(s) has been virtually staged. Welcome to Pine Run in Osprey! Half-way between Sar...

Impeccable 4 BR home plus office, located in the highly sought after Park Trace Estates, with HOA fe...