These days, people are more open to alternative investments for both appreciation and use. Watches are a lot less than classic cars, cost less to maintain and you can wear them without loss of value. Not a bad way to go.
New and recently new watches are not among my favorites as investments, since they compete with new and slightly used on the market. They could be long term holdings, but I prefer watches that have already begun their appreciation.
That means name brands, like Rolex and Patek Phillippe.
A few selections:
Rolex GMT, Reference 1675.
Rolex: Submariner, Reference 16800
Rolex: Daytona, Reference 16520 at a higher entry price point
Patek Philippe: Nautilus, Reference 3700 even higher, but an all time classic.
also, consider Omega Seamaster 300M as a watch with superior appreciation.
stick with watches 25+ years old, with classic styles that will remain popular.
There are others, of course. But these have seen 10% price appreciation annually in recent years, which will mean you will likely have a 2-3 year hold before you would see any appreciation above selling costs.
PDtax