Osterville is one of seven villages within the town of Barnstable, Massachusetts, USA. The village of Osterville is located on the south side of Barnstable on Nantucket Sound. Osterville is a residential community that includes marshes, bays, ponds, a small lake, beaches, and a small business district.
Osterville's business district includes a public library, gift stores, women's fashions, restaurants, a small market, banks with ATMs, a pizza place, package store (spirits), a U.S. Post Office, a hardware store, art galleries, barber and beauty shops, and real estate brokers. During July and August, Osterville's population swells due to seasonal residents. Many summer residents maintain a second house in Osterville while residing most of the year in the Greater Boston area. The village is known for its oceanfront estates.
Armstrong-Kelley Park, the oldest and largest privately owned park on Cape Cod, is located in Osterville. Crosby Boat Yard is port to the Crosby catboat, and the Wianno senior, the latter a favorite of nearby Hyannisport resident President John F. Kennedy.
A steel drawbridge connects the village to Little Island and Grand Island (also known as Oyster Harbors), a gated community featuring many luxury houses and a private country club. The neighborhood of Wianno abuts the East Bay section of Osterville.