Is he planning to take on lodgers for the other rooms to help pay the mortgage? Has he looked to see what the rental market is like in the area? Are there good commuter links for instance, as people living in house shares are less likely to drive.
If he’s going to live alone, in his circumstances I’d be looking for a smaller property in an area with a demand for small property (commuters/students). Maybe a property that’s a little bit run down if he wants to work on it.
He needs to walk the area, sit in the local pub a couple of times, drive by at night.
He needs to be thinking if he can easily sell it on when the time comes. If he’s already paid the top range of what the house is worth, then unless the area is likely to suddenly thrive there won’t be a return on his investment. Would he be happy with his choice if he found himself in negative equity and had to sit tight for ten or fifteen years before selling?
I couldn’t really advise one way or the other but those are some questions to ask.