Love Grand Marais, MN
I am not sure about living in Grand Marais but can vouch for it's awesome personality just by the vacationing we have done there. My wife and I honeymooned there in 2005 for 10 days and absolutely fell in love with the area. We have camped on numerous inland lakes and stayed in a couple of very nice motels right in town. The downtown area will win you over with it's homey, smalltown atmosphere and friendly people. The marina, bay and Big lake make the feeling of Grand Marais one of tranquility. We have been back twice since then and will more than likely go again. We actually looked at the extreme possibility of sometime moving there by investigating work opportunities, businesses for sale and the prices of real estate. I think now we have settled on maybe purchasing some vacant land for building a vacation home but thats for the future with owning homes in both Michigan and Illinois right now. The real estate market in Northern Minn doesn't seem to have taken such a hit as in more suburban areas. Although IMHO the rural areas that I have first-hand knowledge of have held their values better than most and as much as I have looked into the Grand Marais market I think you can still get a nice piece of property for a fair price. I am sure the winters in Grand Marais are like any other "northern" town in Michigan, Wisconsin or Minnesota.....long and cold. If you like that, as I do you'll be fine i'm sure. Ya just need to have a fireplace and some winter activities that you enjoy. And from your post it sounds like you do.
FYI, Johndee has a camera in his network that points right at the marina. I check it out too frequently.
Grand Marais MN........two thumbs up!