Madonna – Erotica (1992)
Madonna has been through many different musical movements in her career, and seeing as she is still performing to this day while being a historical figure, she holds a unique place on this list and in the world at large. Erotica is another rarely enjoyed experience, one which will cost about $4,425 today. While it is rare for mainstream pop albums to fetch this much money, Madonna is something of a rare talent that transcends popular culture.
Michael Garrick Trio – Moonscape (1964)
Airborne half-a-dozen tracks for the Michael Garrick Trio in 1964 that would become Moonscape, an album that would define the trio and become their most standout achievement. Given how central Moonscape is to the trio, you can expect its vinyl copies to be hotly contested by superfans. Claiming the right to the title of an ultimate supporter of the Michael Garrick Trio will cost around $5,310. This is the price of such loyalty, or a serious investment.