Price/value is not just based on rarity, but also demand.
Compared to, say, a regular sized $5 house chip with only two known, which may value at $40k, there are way less collectors of either no cash value chips, high denom chips or oversize chips.

Several 'rare' chips will appear in the club auction this year, the catalog for which will hopefully be on-line later today.
They include the 50c Fremont (one of your top ten choices)