Needless to say, there are not a lot of castles for sale in Manitoba, or perhaps even Canada. Which is probably a good thing because most castles were built in the days before indoor plumbing and central heating, two things I consider essential.
There is however, a "castle" for sale right here in Winnipeg, at 494 College Ave. In around 1906, construction started on this epic building (no, I don't know details like that at the drop of a hat, there is a incredibly detailed 3 part blog post on West End Dumplings).
People have been writing about this gorgeous house since the 50s according to a piece written by The Times two years ago, AND NOW YOU COULD OWN IT!!!
Since I refuse to consider the neighbourhood to be a downside to this property (because, it isn't, get over it) I would say that the complete lack of a back yard would be the only thing that might keep you from running out and buying this. It does have a pretty great front yard though, and trust me, you meet way more neighbours in your front yard vs. the back.
According to the listing for this property, 494 College is currently divvied up into 6 suites and assuming you live on the main floor in the 3 bedroom suite, you get to collect $2275 a month in rent! To point out the obvious, that means you would be being paid to live there... (assuming you could get away with 5% down, which you actually probably couldn't because it's a rental, but assuming you could, your mortgage would be $1344/mo based on the current asking price of $299,000 - but it's now been on the market for a month so you could maybe even get it a little bit less). Personally I would slowly start reclaiming some of the suites as personal living space, but so long as you left one or two you could still basically live for free. In a CASTLE.
Living in this house would put you in great company, with some of these other notable homes in Winnipeg, as found here.