[1] The Round Hill area began as a "backcountry" farming region of Greenwich, populated by English settlers who moved inland from its coastal areas, and by Dutch settlers from New Amsterdam and the Province of New York, both of which contested control of the area through the late 17th century.

The church was a comparatively late addition to the village, its congregation dating only to the 1820s and the building to 1828; the adjacent cemetery was formally established in 1826.

The oldest civic building in the village is a former district schoolhouse, built by 1750 and converted to residential use by incorporation into the house now standing just south of John Street on Round Hill Road.

[2] As the 19th century progressed, the area continued to be mainly agricultural, but by the early 20th century, expanding suburban development transformed the area, as farms were converted into country estates or subdivided for residential construction.

It and the other older buildings in the area were given Colonial Revival makeovers, in some instances stripping away Victorian alterations.