Gladstone Smith House is recognized for its 18th-century saltbox-style architecture, as well as being the creation and residence of ship's carpenter Joseph Crookshank.
 
The Gladstone Smith House is notable for its age, being one of the oldest buildings in St. Andrews. It is built in a "saltbox" style, which was common in Connecticut, Massachusetts, and Long Island at the time but was rarely seen in the locality.
 
The origin of the house may go back to as early as the 1760s. When the first group of Loyalists settled in St. Andrews in October 1783 from Castine, Maine, many had brought their disassembled frame houses from Maine and rebuilt them in St. Andrews. Some architectural historians speculate that the Gladstone Smith house may have been one of these dwellings, first being erected in Maine before being rebuilt in 1785 by Joseph Crookshank. Regardless, in 1784, the property was given to the house's builder, Joseph Crookshank. Mr. Crookshank was one of the original land grantees of the town and worked as a ship's carpenter. After Crookshank, the house had many owners over the years. In 1938, the house was occupied by Gladstone Smith, who became its namesake.