ID this location? A tough one!

WOODSIDE: MAIN LINE FLUSHING & NORTH SIDE RAILROAD
DEPOT OPENED: 11/15/1869
CLOSED: 1914 DUE TO GRADE ELIMINATION, RAZED: 11/17/15
ELEVATED STRUCTURE OPENED
FURTHER EAST: 10/17/15

nyandw:

Not sure if anyone answered you yet, but I kept leaning to either the PJ or OB branch as likely candidates, but wonder if this could be on the PW line, and curiously wondering about the whitestone branch which would have had a hilly profile too. I don't know much of that branch, but the area was upscale and would have had untouched trees in that era.

Oyster Bay would fit that profile,you start up the hill right out of the yard.

A special train for President Roosevelt (TR)? I like Oyster Bay, but the hills in the background seem a little to close.

The hills at OYB are almost as far as they are in Montauk. They call it something else in Google maps, but this is the first crossing out of the present OYB station, Larabee Avenue. If you pan back and forth, you can see the hills in the distance in relation to the new station, and the older station was around the curve beyond the range of vision.
https://www.google.com/maps/@40.875412 ... 312!8i6656

One thing I would suggest is to dig up a list of the brick depots and then trying to see if there's imagery in Google maps that will confirm or deny the candidates. Don't forget the historical aerial maps also, here's one: https://www.historicaerials.com/viewer While most of them only go back as far as the 1930's, it may also help considering how overgrown/overdeveloped things are now.