Is it even feasible to sell used and sometimes heavy/bulky power equipment. Places like ebay and craigslist seem to be flooded with stuff.... It seems that shipping would eat up anything you could possibly get.
Selling "heavy/bulky equipment" can be a blessing or a curse. Consider the item, (size/weight/condition/etc.), location, vehicle available for moving, effective asking price, and your time are IMO all factors, whether you are buying OR selling. Be safe.
Sometimes you can trade off old equipment you were unable to sell. Sometimes someone else has something you would like that they want to get rid of.
Offer for sale or trade. It opens up new opportunities.
I once traded a nail gun for a trampoline for my kids.
If you don't have time to do it right the first time, when will you have time to do it over?
technology has changed the features and capabilities of power tools so substantially, that many older machines are barely fit for museums. They are heavy and clunky and in these days when space is a premium, take up more room than many are willing to give them. Add to that the in the 1950's and 1960's nearly every father had a basement or garage workshop where he tinkered at night instead of being glued to the tube. I would venture to say that the over all proportion of those who have a home shop has dwindled to far less than 50 years ago, even with the expanding population. The willy and joes are nearly gone along with the corner mom and pop hardware stores they kept in business. A 1950;s prime table saw is barely worth the scrap metal price in many areas. Brushes and bearings wear out. capacitors go bad. Parts are hard to find. The only reason anyone keeps a 60 year old jig saw is as a curiosity. Our local craigslist is chock full of older cheap wood lathes and even quality 6 inch jointers have trouble getting a c-note. But don't offer them free or the callers will be scrap scroungers looking for a few dollars of scrap metal to sell.
There is a retired teacher at a nearby school that runs after school and weekend woodworking workshops. he is always looking for an extra quality machine but it must have the safety guards. I have gifted a tool of two for his use. Sometimes, he knows of a person who simply cannot afford his own and who would appreciate a free, donated or bargain priced tool to actually use. Ask around, and find it a GOOD home.