In the 1370s the senior judge Nicholas de Meones (whose family gave their name to nearby Rathmines) is recorded as buying three houses on the Street.

The street was excavated by archaeologists in 1969–73; finds included wooden bowls, platters and barrel staves, some unfinished, suggesting the presence of wood-turners and coopers.

Also found were sketches of ships on wood and scale models of ships, an early eleventh-century post and wattle building, a bronze Anglo-Norman strap-tag, a decorated Viking needle case, a large double-sided decorated comb, fragments of amber, a clay crucible, bone combs, bronze pins, a brooch similar to Norse examples form Birka and Hedeby, iron nails, fish-hooks, needles, bronze and gold wire, coins, potsherds of Ham Green Pottery and Bordeaux ware and glass, illustrating the street's links with Viking Dublin and Anglo-Norman Dublin.

[8] In September 1978, 20,000 people protested on the street against the building of the Dublin City Council offices on the Wood Quay historic site, but were unsuccessful.

[9] Today, Winetavern Street houses the headquarters of the Association of Secondary Teachers, Ireland (ASTI).