Depends on the watch, I’ve got a bunch of different watches that I’ve picked up over the years, all from new, just because I liked the look of them.
The first watch I ever bought with my own money was a 1972 Yema Rallygraf, a French make that used a Valjoux movement with three complications, and a stopwatch.
It cost me £50, quite a lot when I earned £9.00 a week!
Several years ago the mainspring broke, and I managed to find a shop with watchmakers in-house, who could fix it and service it, which cost me £450!
A lot of money, but it had sentimental value to me. Anyway, occasionally I’d do a google search for that watch, and I found a few online, then one popped up at a London auction house, but didn’t say what it sold for, so I phoned them.
It sold for £3800…
I’ve also got a 1984 TAG Heuer Series 1000 ‘Night Diver’, which cost me £250 new. I remember watching ‘Manhunter’ the first Hannibal Lecter film, and I noticed William Petersen was wearing one, which I thought was pretty cool!
Didn’t add much to its value, it got to maybe twice what I paid, until some watch geeks into the watches worn by James Bond discovered that Timothy Dalton wore one in ‘The Living Daylights’ - it’s now starting to become quite collectible, and there were never that many with the black PVD finish and lumed face, so prices are starting to climb.
The point is, unless you’ve got significant disposable income, buy what you like the look of, especially if it’s a bit out of the ordinary, and enjoy it; if you’re lucky it might become a collectors piece through a connection with someone or something famous.