You can't exactly compile a list of the best cars for sale from the past 100 years without including at least one example of Volkswagen's top selling (21 million sold worldwide between 1938 and 2003) Type 1 Beetle. Is the Beetle slow, unpleasantly styled, and terrible? Sure...but anyone born in the middle of the century will have some memorable experience riding in the front or back of one (my own experience was as a 5 year old being crowded in the back seat with a few of my siblings for a few hours in Washinton DC beltway traffic while the driver smoked a particularly odorous cigar). Find this 1956 Volkswagen Beetle offered for $8,000 in Venice, CA via craigslist. This post is part of DT's 2016 Birthday Celebration of 100 cars; enjoy the ride!
My own knowledge of the Beetle is as follows: there is something called split window Beetle, and then an oval window Beetle. These are more valuable than the later normal window versions. And there is something called a Super Beetle, which is apparently not that Super because they sell for roughly the value of a piece of chrome trim for an oval window Beetle. That is all you really need to know about Beetles, unless you are unfortunate enough to own one...then you will need to know how to push start, tow, and sell your Beetle (in that order)...but I can't help you with those.
See a nastier/dirtier/filthier rag in a picture on craigslist? firstname.lastname@example.org