Well Dan. That's one hell of a question.
Start with your budget. You definitely need to know how much the total initial outlay will be. Upgrade steps can always be made later.
Consider if you already have equipment worth retaining. Much older gear can be very good.
CD is by no means 'out of favour'. For many of us, it's the main source of music and it can be outstandingly good once got right. Streaming, as you say has become popular. There are a multitude of approaches to this. A good look through the Digital Expressions area should enlighten you to an extent. You don't mention records, are you not considering those? The sound from vinyl can be truly sublime, at a cost.
Don't focus on makes, some of the best systems are definitely 'mix & match'. Good second hand equipment can offer huge savings. Much decent gear comes up for sale here, in the Private Exhibitions section.
Above all, ask more questions here.
It is impossible for anything digital to sound analogue, because it isn't analogue!