re: How much home can I afford?

Technically you could "afford" a $600-700k place but "afford" and actually afford are different. Sounds like you don't want too much home and want to keep a similar saving lifestyle as you currently do. $400k on a small condo in Orleans could be do-able or you could step outside the city for something slightly nicer. $400k with 20% down will be about $2,000 mortgage including taxes.

Personally, I'd get out of that shite hole but to each their own.