I think it is very dependent on the market and what you're competing with. As pb4uski did, pricing the update in can be a good strategy, but a lot of folks can't see beyond that. I too would prefer to fix up a purchase to my taste, but DW is one who can be turned off by a dated home.
Taking all this into consideration, we're of a mind to do the updating now and enjoy it rather than do it in prep for sale. We have no idea when we'd move out of here, but figure the bath updates are good for 10-15 years and the kitchen we did in 02 still looks great. Just don't want to be doing updates that we wouldn't get to enjoy!
That's our thinking exactly. We will downsize at some point, but not sure if it will be 3 years from now or 15. There are some obvious updates that need to be made. So we will do the updates now, enjoy them for several years, and hopefully get some value when we eventually sell.
Ours is a very large house in a neighborhood with custom-designed homes on 2-3 acres, built in the late 1960s. It's a unique kind of place where buyers don't really expect it to be move-in ready. Almost everyone who buys in this neighborhood spends several months having the house remodeled to some degree before they move in. So yes... very dependent on the market and situation.