A very rare item ( there is one in Copperstown ) the condition of the jersey will come into consideration. A home or away jersey.....pin stripes or no pinstripes will also be a consideration as I do not believe any pin stripe Red Sox uniforms are known to survive ( 1915 era ). There were no numbers being used on jerseys at that time so there must be a laundry tag or some other form of providence.......$250,000-$350,000 as a good guess in a important auction or higher......
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The value of a "game used" 1986 World Series Baseball will rely on your ability to prove so. Otherwise it will be valued as a used WS Major League Baseball, and will have a lower value than a 1986 WS baseball that is in clean mint condition, about $20.00 The "Game used" baseball would have to be accompanied with provenance, and the quality of the provenance will dictate the value. A letter from a player, team, or League official would be acceptable. A letter from a fan at the game would not hold much weight if any. Without provenance the added value will rely on the buyers belief in your story.