[dr_lew]

Walgreen's owns Happy Harry's, but has retained the store name. I looked again along Rt. 13, and realized I had been looking along Rt. 9, which goes through New Castle. It's my recollection that this was from a news article, but maybe I got confused.

Anyway, I found it along Rt. 13 SOUTH of New Castle. I can recognize the red false roofing from the news video. The Street View from Rt. 13 shows the building and trees behind it, and I believe I can make out the HAPPY HARRY'S on the store front, all verifying features, but the view is hampered by the sun angle. This is good enough for me and I'm saying that's it.

[DaveTesla]

Jack lived in the City of New Castle not New Castle.
New Castle is the unincorporated aera south of Wilmington.
It’s proper name is actually New Castle County.

That store 5.4 miles away from where Jack lived and not in the same town.