LIPhotoMan,
My way is to find work up here and sign on through NAFTA as a skilled worker, but that may not be something you want to do. If that does still interest you, Alberta is the place to go. Lots of work up here. I do not know about other ways in. Oh, I forgot: Canada has a special immigration category for sex-trade workers. Picture must be provided. (I am not making this up!) The government has determined (how?) that Rumanians who enter the country this way make the best Canadians later.
As I understand it, to apply for landed immigrancy, I have to produce a list of the addresses where I have lived, every month, since I was 18. That's 480 months for me! And I have also lived a lot of places! If you handle your case yourself, it looks like it will cost about $2k for each party. Still working on this.
Health care in Alberta has no waiting period in my case, but I believe that anyone here legally can join. There was a three-month waiting period to join OHIP when I was working in Ontario.
The hitch: you must be a legal resident of the province.
You might consider buying the property you like, understanding that you could only live up here a limited time during the year (approximately 6 months in one year, if memory serves). No health care, sorry. Your present insurer should tell you if they will cover you in Canada. Canada will be happy to take your money.
The black humor mill says that there is an easier way to become a resident, but I won't dignify it by repeating it. I have heard the same thing all over the country and back home, too.
I understand your interest. Canada is a beautiful country. The east has a particular charm.
Ed