Almost none of them. What usually happens in my experience is the cars get to around $15,000 and they will either start to go back up to $19,000 or they will drop to $9,000 once they cross over $9,000 they almost never go back up. The only exception to that is my 1972 Datsun 240z. It dropped to $6,500 before jumping up to $20,000 at the 20th anniversary.
Of course, that said, adjusted for inflation, that value in 1992 was actually the same as $9,450 today, and the $20,000 target is actually worth $29,000 in todays money. That is pretty typical of the pattern.
All I know is I wish I bad bought a 1999 Ferrari 355 when I had the chance for $58,000, today you will have a hard time finding one for under $158,000. Also, as recently as 2013 you could buy a Ferrari 360 Stradale for $99,000, now they are $299,000.
Notice how the pattern for both is the same. The lower limit for each car if you can find the bottom ends up boosting value to 3x the low mark. So even if you found a car for $5,000 that was going to go up, it likely wouldn’t go up much above $10,000-$12,000.
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