This image was taken in August 2000, according to the Historic Architectural/Archaeological Resources Geographic Information System, although based on the cars, it looks a good decade or so older. My guess is it was taken in the late eighties or early nineties. The first Uptown Community Portrait, below, was taken in 2000, and the vertical marquee on the Uptown Theatre is missing. I'll have to double-check the date that was removed.
In any case, it's amazing how different this stretch of Broadway looks now with Annoyance, FatCat, Marigold, and other businesses opening up. Change always seems to happen slowly in Uptown, but when you compare what it looked like not too long ago, it's astounding.
Portrait image courtesy Friends of the Uptown.