The oldest and most commanding of the Austin Avenue houses, the so-called Waterman–Winsor House, has a four-bay front with a large, slightly off-center chimney which has been reduced in
The house came into James Winsor's ownership in 1861. His son, Thomas, expanded his father's property and orchards after 1903, making it the largest apple business in Rhode Island until the mid-1950s. His death at this time, followed by severe hurricane damage to the orchard in 1954, led to the gradual sale of most of the farm for the suburban development which now impinges on the ancient manse.