If the price is right and my intent is to wear often, I wouldn't hesitate.
If you buy pieces with the consideration of resale, again, it depends on the price.
I recently purchased a Monaco for my wife, an older model that she really wanted. The ones available with box and papers came with quite the premium. Since her watch is for regular wear, we weren't concerned with resale so it was a great catch at a great price. Normally I wouldn't by without box & papers, but in this case, it made sense.
Of course you're talking A. Lange & Söhne. I don't think there is such a thing as an ALS "beater" or "tool" watch, but I still revert back to the cost analysis.
Good luck with your decision! Let us know what you decide and why. It could be a good exercise for all of us!