I have been primarily an analog guy for fifty years. Wishing and being disappointed by digital. Finally over the last couple years I was able to do it. It is not likely to be cheap. You can see my system under my ID.
My best bet for you to accomplish what you want would be sure to make sure you have the best DAC that MAC makes and then pair it with a first rate streamer… you might start by trying a Aurender N100 ($4K)… I am not sure of the SQ of your analog end. I recommend Aurender for a serious attempt at duplicating analog’s high sound quality. I have there flagship the W20SE and that is what it took to get there. Linn also makes great high end streamers. You need both high end streamer and DAC.
In my system most components ended up costing roughly in the same ballpark. My analog end cost about $35K (TT + Phono stage) and digital ~ $40K (streamer + DAC). Obviously that is only a generalization on how to look at this. But I have tried a few high end DACs and Streamers and they are competitively priced on sound quality. Unlike the lower end where there is much more variation in price / sound quality. I would imagine scaling these numbers to fit you system might not be helpful in thinking about what it might take. It can be expensive trying to go too cheap over and over again.
Good luck, it is amazing when you get there. But no less work and money than putting together a great analog end.