Pyro,
Your numbers aren't too bad, but with the right advisor, I think your tax bill could be cut by about $15,000 very easily, I do it every day for my clients. That would boost your free cash to over $30,000 easily. The one point you really hit the nail on the head with is how inflation will affect this income, but if it were investment income, a good advisor will try to invest such that the over that 30 - 40 yr. time frame money would be invested for growth in order to beat inflation. I'm not going to go into a long diatribe on how stocks have been the only investment over the long term that have beaten inflation, but rest assured, over the last 200+ years of market history, they have.
As for tax savings, there are tax shelters that can help to reduce the tax grab, not to mention deriving income from more tax preferred sources such as dividends and capital gains(yes there have been many capital gains, even over the last 3 years).
Other than the rest of your numbers Pyro, I think that they may be slightly inflated for Toronto numbers, moving and downsizing to the country, or not buying that much in clothes, but that's just semantics, and if that makes your life more fun in retirement, as an advisor, I wouldn't take that away from you at all. I'd encourage it, so long as you understand the consequences. Retirement and planning has as much to do about emotions as it does about the numbers. Selfishly, though, I let my clients take care of some of the emotional, then I take care of the numbers and a bit of the emotions. But I don't think that retiring on $100K would be difficult in the least, and with about $25K - $30K left as purely disposable income, which if done properly would be easily done, retirement would be very sweet if you ask me.
But, as I did say before, as you said you would do, Pyro, I would continue to work, but more so because I want to, not because I had to.