When: 1940, based on the seller's research of the shop and its signage. The automobiles visible certainly seem to support this.
Where: Rockport, MA. The scene has remained pretty timeless, though the representation below offers the best glimpse that Google Street View allows. However, the following link gives a much closer view of this scene that is more similar to the original vantage point of the classic image.
Who: Unlike the contemporary view, the classic image is forlorn and quiet.
How (much): A $9.56 ebay score. A tad more than I'd typically spend, but color shots of the early 1940's have a very special soft spot for me.