Its value depends on what state is depicted, and whether it was struck in copper-nickel or silver. Also, if the coin has been removed from its original packaging and not re-sealed in some protective container, its value will be less than the numbers shown below.
Numismedia lists the following approximate retail values as of 05/2009:
Copper-nickel, all states except Connecticut: about $3
Copper-nickel, Connecticut: about $7
Silver, all states except Delaware: about $13
Silver, Delaware: about $15
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A 1999 US Mint 50 State Quarters Proof Set is worth about five US dollars. However, a 1999-2008 US Mint 50 State Quarters Proof Set is worth about 100 US dollars.
$6 to $85 depending upon which 1999 proof set you have.
Numismedia lists a 1999 silver proof set with a retail price of about $315 as of 04/2009.
The value of a quarter with a tree on one side would be 25 cents, as it is a standard United States quarter. The design on the reverse side of the coin changes periodically, but it does not impact its monetary value.
As of 04/2009, about 40 cents retail. A dealer will be unlikely to pay more than face value because they probably have boxes of them.