This symmetrical Greek Revival two-story house almost disappears behind a dominant two-tiered gallery dripping with icicle-like wooden friezes. Possibly added in 1881, the idiosyncratic woodwork fits the picturesque approach of Carrollton master builder James Clark Harris, but no documentation links him to this house. The interior plan follows the Natchez mansion layout, with a wide center-hall flanked on one side by a double parlor and on the other by two rooms and a stair hall. First owned by silversmith Samuel Wilson, the house passed after the Civil War to former Union army colonel I. N. Gilruth.
Opposite at 321 Madison, the two-story Wilson-Tyler House (1840s and later) is brick on the first story and frame above. Its large-paned windows, attenuated porch posts, and low-sloped roof indicate an Italianate renovation (c. 1870) that added a second floor to an original one-story house.