It is very hard to argue with speakers. But I would start with a preamp. The heart and sole of a great system. For me it would be an Audio Research Reference preamp. Outstanding preamps come from Conrad Johnson, and VAC and a few others. (My system show under my ID)
If there is a conclusion I have come to over the last fifty years is musicality is more important than details and slam… and it doesn’t sound like you are headed down that route, so that is good. It brought me to all tube equipment. I agree getting to exalted levels is easier with analog.
Excellent speakers plus a flagship, preamp, phonostage, and amp. If you choose say a flagship Preamp… you know that is committing youself to a system of flagships or you are not going to be getting the most out of that component… although I did and would again get a flagship preamp long before I could afford the rest of the system. Next step is going to be a phono stage…. So important!
By the way my digital streamer and analog end sound very similar… neither is really better.. and they roughly cost the same. You can do that today. I recommend tubes which ever way you go.
‘Also my room is much like yours a big L with lots of asymmetry. The best room I have ever heard… and my dealer who has implemented many $200K systems over the last twenty years agrees… and likes my system best as well. Incredibly musical and detailed. Just fun and relaxing to listen to hour after hour.