Buy a pair of ten year old $40,000 speakers for $4,000 or new ones at that price point?

I'm have some Apogee Duetta Signature speakers in mint condition they came out in July 1989 they cost 4000 then how much are they worth now

There was a pair of Raidho D5’s on sale used on another forum that sold for $17k!  4-5 year old speakers that retail for over $200k sold for less than the sale tax. Not only did they sell that cheap but they sat a bit. I had the money but I honestly don’t think those speakers are worth $17k let alone the $215,000 or whatever stupid price that company puts on their products.

A $40k pair for $4k? not if they’re crap.

While I honestly doubt you could find 40K speakers for 4K, I would say that speaker design hasn't advanced much (if at all) during the last 10 years, and I would remind you that something like a Siemens Bionor (old cinema speakers from the first half of the 20th century) are still considered by many to be state of the art, with some even claiming they're their favorite speaker system. The laws of physics haven't changed. 10 years is nothing regarding speakers. Now if we were talking about DACs or class D amps, it would be a different story.

what r the speakers?

crossovers can be upgraded, wiring, etc

My two cents for what it's worth.

From what I've seen and read, there is a smaller return for the money on more expensive items meaning that the differences in really expensive stuff is realized by people with particular tastes and the equally expensive equipment to bring out the best in expensive items. 

To answer the OP's question, it may well be that a $4,000 new speaker gives much more bang for the buck than a really expensive speaker with the OP's taste and the electronics on hand. 

On the other hand, for those regularly bitten by the upgrade bug, buying beyond your current equipment's means could be the more economic route. 

Personally, I stay within a certain price range though that price range seems to tilt up a bit each year. Perhaps, though, the answer is to just listen to the two hypothetical speakers and pick the best for you.