I have a version of the top pennant with orange print on black felt. Mine is 1/2 size however. I would date this example to the 30s. Probably in the $200-300 range for the first two realisticly. The 50 pennant looks faded and he has them all tacked to the wall  so make sure the pin holes aren't excessively large and the tips aren't missing. That KILLS value.
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Always buying baseball trophies, figural pieces, glassware, as well as Cubs and Tigers pinbacks and pennants.
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