Hypothetical question.

My wife and I are getting rid of stuff so our kids won't have to deal it when we go. I'll probably try to sell off my modest system before i go to assisted living. I'll probably be using a 1980's boombox we bought at an estate sale.

I hope my wife sells it and reaps the benefits - maybe goes on a nice vacation.  Someone else can enjoy it and she’ll get some needed cash.  I won’t care as I’ll be in audio nirvana. 

Are they inheriting your room as well?  And would they enjoy the system as you did having not undergone the discovery process of assembling it?

  A novice imo should have their own discovery process, not buy the end result ready made.

   Your heirs should be allowed to get as much money as they can for each component to compensate them for the work involved in disposing of your stuff 

It isn’t a fine tuned instrument once it’s out of your room. Also, it’s much easier and quicker to sell individual components. Go on hifishark and look at historical prices for your electronics and speakers. 
The record collection is going to be the most difficult to move. 

I have a document I prepared in case I eat it, for my wife with all sorts of information in it.  About once a year, I audit my gear's approximate market value for each piece and update it.  That can give her some good information on what she has and what it's worth.  From there she can decide if she wants to sell it as a whole or part it out.  

Knowing her, she'll probably sell it as a whole for less $$ and move on since she'll have much bigger issues to deal with than this stuff.