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If you want the library to get the most benefit and you want the highest deduction, sell the valuable books on Amazon and then donate the cash to the library. You also get a write-off that's a lot larger, since you'll know the exact value of the cash donation.

While this approach is definitely beneficial for the library, from a tax standpoint you get may get hurt. You would have a taxable gain on the sale, and it would be taxed as ordinary income up to the "collectibles" rate. If you donate the book to a library that adds it to its collection you get the same deduction without having to recognize any income.

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