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There is an occasional bug where the purchase options don't ever show up, no idea what causes it but you can force the upgrades with console commands as a last resort.
Hope it helps
And he do need to kill the dragon first before he can buy the house Breezehome.
Lol, money's not a problem. I have 183k gold. Still no option...
Nope after you come from Bleakfalls barrow and spoken to the Jarl you can buy the house so before you're off to kill the dragon. I bought it myself a couple of times just before slaying my first dragon.