Unglamorous tenement storefronts jockey for space, merchandise spills onto the sidewalk, and sign after colorful sign advertised such utilitarian items like coats, linens, eyeglasses, and hosiery.

Orchard in the 1950s seems emptier than it had been in the early decades of the 20th century, when it was a packed Jewish immigrant enclave.

Commerce continues to reign on Orchard today, and some blocks still have the feel of a mid-20th century flashback.

But like so much of today’s Lower East Side, this old city street (named for the orchards that once graced the 18th century DeLancey estate) is glammed up with new condos, restaurants, and trendier, higher-end stores. Older ladies carrying bulging shopping bags are a rarer sight these days.

Born in Maryland in 1930, Sheppard has had a long career as a realist painter. He painted unique scenes of humanity, from sunbathers to circus performers to grape pickers. Most of his work depicts places other than New York City. But something drew him to Orchard Street.

‘We Don’t Want to Hurt You, Brother’

Sheppard once again painted Orchard Street in 1982: it’s a scene outside a clothing store that displays its wares like an open-air market.

The 1982 painting is similar to those from the 1950s (the “I Love NY” shirt confirms its era): clothes hang over the sidewalk, pedestrians and delivery people go about their business, and the occasional curious customer contemplates a deal.

Source: What an artist captured on 1950s Orchard Street