You probably did better than you think, and the shop guy almost certainly knew exactly what he was doing. From your description those all sound like Kato products, and stores around the big stations in the Kansai area often carry shop-exclusive or limited versions that ordinary retailers never see.
The bigger loco with the tender is almost certainly a C62, the most famous Japanese express passenger steam engine. The one that matters is C62 2, the preserved running example at the Kyoto Railway Museum, and some releases of that specific road number were only sold through select shops. Flip the box and check whether it names an actual road number rather than just the model, and look for the two kanji characters that mean limited, or the words Limited Edition in English. If those are there, hold onto it. The bird emblem is a nice clue. My guess is a swallow, because the C62 hauled the Tsubame express and Tsubame literally means swallow. If the emblem appears on the loco box, that points to a Tsubame-themed edition, which collectors pay extra for.
The small black engine with the gold-trimmed coaches sounds like one of the compact starter sets, and the single brown coach is likely a replica of a preserved historic carriage, the kind of thing the Kyoto Railway Museum sells as shop-exclusive stock since it sits right near there. That would explain the whole haul: the guy was steering you toward museum-linked and limited pieces, not tourist bait. For dating, the box bottom tells you most of what you need. Kato prints a catalog number and a copyright year, and the maker name is always in roman letters. Tomix and Micro Ace do the same. Anything from the last decade or so is a current-tooling model, and limited editions from recent years hold value well. As for sealed versus running: Japanese N rolls on the same 9mm track as any other N scale, so nothing is exotic there. Since you are an HO guy, I would keep them sealed and stored somewhere dry and out of sunlight. Limited Japanese steam sells quickly on the collector market if you decide to let them go.