The Titchfield Peninsula was the first place to be settled by the English and is known as the oldest settlement of the town. It separates the East Harbour from the West Harbour. In the early stages, the Peninsula was separated from the town center at high tide until the area was later filled.
The buildings in the Titchfield Peninsula possess excellent examples of the architectural styles representing different periods in the formation and development of the town. They reflect Jamaican Georgian, Victorian New England, Cape Cod Victorian, Jamaican Vernacular and Victorian gingerbread styles.