I'm driving myself crazy trying to figure this out, and I know there's no good answer. But help me figure out what's sensible?
TLDR: Should we buy a smaller, cheaper, more reliably 'sound' house, or the house we love, which was rented out for years and badly repaired?
Long version: We're looking to buy a first house. Our income is unstable - DP has a stable job but mine is a series of temp contracts. I'm the higher earner and it's possible I'd get a permanent job much better paid than my temp contracts in the end, but by no means certain. If I did get that permanent job, it is quite possible we'd have to move. We have one DD and would like to try for another.
We currently live in a rented house that's up for sale. It's been rented out for decades and repairs have always been done on the cheap. We have had a structural survey done, and while nothing was classed as an emergency problem, the surveyor said there was some urgent structural work. If all that needed doing was what he said, it would be pricey but not ridiculous for us. However, we're worried problems have been made worse by a bodged repair recently. (It's damp, and it's bad because they keep using modern mortar on an old house, plus the bricks are badly worn and need repointing/replacing).
But we love this house. We know that the problems it has would likely look worse to a casual buyer not prepared to pay for a survey, maybe to a professional too. We could make it lovely - it is large, with outbuildings that could be converted, and an enormous garden. It is in a 'desirable' location. The interior is so bad it would put people off for all sorts of trivial reasons that'd be easy to sort (think woodchip wallpaper, fraying carpets). If we took it on for five years or more, I'm fairly confident we could make it much, much nicer and sell it at a decent price (though of course you never know how markets go). OTOH, if we bought it and had to sell in a year or two, I am worried that the ongoing structural issues would make it worth even less than now? I am used to renting where you expect to lose money for living in a property, so can justify it to myself in that sense, but I am nervous.
For our (obviously unstable) budget we could buy a liveable house, but there would be compromises on size or size of garden, or they'd be in dodgy areas.
What would you do? And what would your considerations be?