11. 1999 Japanese Tropical Mega Battle NO. 2 Trainer
$50,300 | Sold – Oct. 28, 2020

This is considered one of the rarest and hard-to-find Pokémon cards ever released, featuring the artwork of an Exeggutor behind the Tropical Mega Battle tournament logo. It was only given out to a small number of winners during a Japanese Pokémon tournament event held in 1999. Very few of these cards have appeared on the open market or have been graded by card grading companies. That explains why, even in a fairly rough condition compared to other cards on this list, this Tropical Mega Battle NO. 2 Trainer card is still valuable, fetching over $50k last year.