The second oldest tenant houses stand along Quarter Lane. Built in the 1910s before Victor Stewart bought Chippokes, both feature one 1/2-story, two-room-plan main blocks measuring l6 x 31 1/2 feet. Both have central stove flues, asymmetrical four-bay fronts, and raised attics. Both dwellings have small single-story, one-room-plan kitchen wings. The wing on this house, fronted by a shed-roofed porch, may be original. The interiors of both houses are very plain, being sheathed with painted four-inch-wide horizontal boards. Built to house a single family, these dwellings each have a single corner stair to the loft. They stand in contrast to the similar-sized slave dwellings at Chippokes, which contain double sets of stairs to accommodate two families in a single structure.
Joe & Viester Osborne resided in this house prior to moving to what is now Cabin #3, near the back gate on Cedar Lane.