Below is a great photograph that we found on Shorpy. The young boy riding down the hill is Clarence Sherrill, Jr., son of Col. Clarence Sherrill, the superintendent of public buildings in D.C.
At the time of this photo, in 1922, the family lived at 1839 California St. NW. Below is the Google Street View of the block. It’s not a great view of the home, but move around and explore the area. Correct me if I’m wrong, but California St. is a little bit of a hill right? Does the above shot look like part of that street? Bonus points to the GoDCer who can identify the location.