This is a great shot form 1930, looking south along Howard Avenue. There was a proposal to build an underpass under the tracks here in 1930, that obviously never came to be.
The location of the proposed $500,000 Howard avenue grade separation is shown in this photograph. The proposed subway, which is likely to be built if the federal government makes a substantial contribution towards its cost from the $20,000,000 unemployment relief fund, is in Sandwich West and Sandwich East, and will dip under the Windsor, Essex & Lake Shore radial tracks, in the foreground, and the Michigan Central tracks just beyond. The concrete pavement in the foreground is on Howard avenue, and the road swinging over to the left us the new No. 2 highway cutoff which runs from Howard avenue to the Six Corners. At the right is the Kenilworth race track grandstand.
Here’s the same area today in a Google Streetview shot. Back when the roundhouse centre was an actual railroad roundhouse, it must have been a pretty busy rail line.