Gosh. Round here, woodworking is getting to be an obsolete hobby. All the older generation (those who were born in the 1920's and 1930's had home workshops in the 1950's and 1960's. As they die off their kids are selling their stuff for whatever they can get. I paid $12 for a Craftsman 10 inch table saw. No one wanted it because it was wired for 220. I rewired it, blew out the cobwebs, oiled it and installed a new blade. It came with the extended table to the sides and two miter gauges and two fences. Good to go and under $60.00. It is more than adequate for my purposes. I figure the saw is from about 1970. Bought a mid 1970's 10 inch radial arm saw for $25,00 last summer. Same deal, kids having an estate sale to unload "Dad's junk" I asked about other blades for it and they threw in 3 brand new blades. My 8 inch drill press is from the 1930's, a Companion. It sat so long the grease in the head dried out and the chuck would not turn. I cleaned it out, replaced the motor. It was free. I have it stripped down for painting right now.
For some reason automotive tools, and "cross over tools" like drill presses and bench grinders, still bring a lot.
Some tools have advanced so much, that it is more difficult to use the older ones. Wood lathes for instance. Everybody wants the new variable speed models. No one wants to stop and change belts onto different pullies. Saw a floor model Delta 12 x 40 sell for less than $50.00 It came out of a school shop class program years ago, probably weighed 500 to 700 pounds. Worth the price for scrap metal .
Having the brand new shiny is nice and where technology has changed, is worth it. My shop gets dirty and dusty. If I had a new machine, I would spend more time cleaning the shop than working in it. As it is now, my tiny shop gets cleaned out once a month. Machines get well cleaned out and oiled twice a year.