With rapidly changing technology and trends, some materials become quickly out of date and outlive their purpose.
Truly old books may warrant an online search or a consult with a used bookseller or antiques dealer for a valuation. You may find a niche market (and a little extra cash) for vintage books and music on site like ebay or etsy. Vinyl records, VHS, and cassette tapes are accepted at Goodwill. Organisations that serve the visually impaired may (please ask first) accept books on cassette tape for their clients. Better World Books has drop boxes in the area.