The third option is the one that's the most time consuming but also has its benefits. It's like having a successful restaurant and buying another restaurant and operating them simultaneously. They're not the exact same restaurant, but both are popular in their own right and make you money. The same goes for Option #3. You could update the content on the old domain and sell the same products that you're selling on your current site. If you can get both sites to rank alongside each other in the SERPs, you're increasing your conversion chances and sales potential.
I have some pot related ones I've purchased recently that deal with the manufacturing of hemp like hempmfr.com, hempmoulding.com, hemp-textiles.com, hempecofuel.com etc. Some of the older domains I've been sitting on are ones like internetpot.com, califunk.com, cafunk.com, caedibles.com, 1tokewonder.com, govherb.com, grasspeddlers.com, pot-megastore.com, usgov420.com etc. Another interesting recent on I've purchased is Dogparkdates.com and dogpark-dating.com. Do any of these seem valuable in your eyes?
They see a domain’s price tag and they can instantly tell whether it’s under or overvalued. This is probably the most important skill one should have in this industry. Neil Patel has an interesting related quote: “The most important thing to remember when buying sites is that you always make money on the buy, never the sell.” In order to successfully do this, you must be able to spot undervalued domains. This is what will ultimately translate for you into a handsome profit margin when you get the opportunity to resell the domain for its “real value”.