I sold a watch a long time ago, but searches will not go back that many years. Is it possible to see old transaction details?

You can get older data, but you have to request it.Go to account settings. There is a link to "Request your ebay data". It's pretty self explanatory from there. You can ask for purchase data, sales data, etc. Don't forget to change the date range. Takes about a week to get the data, but it is possible.