It will be a pretty easy. Swap anything necessary from the 272 to the 292, possibly the front mount bracket, flywheel, clutch, etc. If the 292 has a carb and distributor, in good condition, use those. Even if they aren't in good condition, the intake will be better and accepts most "modern" 2 barrel carburetors.
Effect on value is complicated. That depends somewhat on the buyer and how informed they are but in general, original is worth more than not original. To the right buyer, a larger engine will increase value but to an informed buyer, a '63 292, as supplied from the factory is not much of an upgrade, if it is at all, from a '56 272, as supplied from the factory, although the '63 will be a better platform to start with and is a little easier to upgrade. It's also possible, 65 years later, that your engine is not original so it may not matter, in terms of originality.