Herman Isham House

Cape Cod Academy (CCA) is an independent coed college preparatory school for grades Kindergarten through 12 located in Osterville, Massachusetts.

The Hinckley Homestead is a historic house located in the Marstons Mills area of Barnstable, Massachusetts.

The Daniel Crosby House is a historic house located in the Osterville village of Barnstable, Massachusetts.

The Nymphus Hinckley House is a historic house located in the Osterville village of Barnstable, Massachusetts.

The Joseph Robbins House is a historic house located in the Osterville village of Barnstable, Massachusetts, USA.

Osterville is one of seven villages within the town of Barnstable, Massachusetts, United States. 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. Notably, the village is home to the Crosby Yacht Yard; the Crosbys are America's oldest active wooden boat-building family.

The Osterville Baptist Church is an historic Baptist church building at 824 Main Street in the Osterville village of Barnstable, Massachusetts. The white clapboarded wood-frame structure was built in 1837 for a congregation formed two years earlier. It is one of the older buildings in Osterville, and is a fine example of the Greek Revival with Gothic Revival elements. The church was listed on the National Register of Historic Places in 1987.

The Merrill Estate is a historic estate in the Marstons Mills section of Barnstable, Massachusetts. The estate house started as a 1+1⁄2-story Cape style house, with five bays and a large central chimney, built c. 1750–1775. This Georgian structure was extended in the middle of the 19th century with a 1+1⁄2-story Greek Revival ell that was added to the front of the house. The property includes an old English barn.The early ownership history of this property is not none because a fire at the county courthouse in 1827 destroyed those records. The earliest surviving record records the sale of the house between two ship captains. William Sturgis, the buyer, was a noted local philanthropist, funding Barnstable's first library. The house was owned by members of the Merrill family as a summer estate from 1889.The estate was listed on the National Register of Historic Places in 1987, cited as a well-preserved local example of a Georgian colonial house with Greek Revival alterations.

The Nehemiah Lovell House was a historic house located in the Osterville section of Barnstable, Massachusetts.

The Shubael Baxter House is a historic house in Barnstable, Massachusetts. Built c. 1829 by a ship's captain, it underwent a major transformation into a Colonial Revival mansion in the early 20th century. It was listed on the National Register of Historic Places in 1987 for its architectural significance.

The Capt. George Lovell House is a historic house located in the Osterville section of Barnstable, Massachusetts.

The Josiah A. Ames House is an historic house in Barnstable, Massachusetts. Built in 1887 by a military veteran, it is notable for its association 1902–1922 with the Lincoln House of Boston, a charity providing "fresh air" opportunities to inner city youth. The house was listed on the National Register of Historic Places in 1987.