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Originally Posted by heep223
Pretty sure I know what company you're talking about.
TFSA is irrelevant to this. Your TFSA is simply an investment account in which you do not have to pay any taxes (realized gains or income) on any of the securities held in it. Obviously you could take the proceeds from your land investment, put them in your TFSA/RRSP/cash account and invest. That's the only way a TFSA is relevant here. But I digress.
You will have to pay capital gains tax, there's really no way around it. But like ^ is saying, you can offset your capital gains with any realized capital losses from the past few years (I think it's 3) if you have any. And yes 50% of the gain is taxed at your rate.
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This. The thing with TFSAs if you are able to move your share into one, is that you have a deemed disposition. So, if there's a gain, you have to pay the tax (but you wouldn't pay tax on future gains), but if there's a loss, you can apply those losses against other gains. Probably something worth exploring if you have a share plan at work and the shares are eligible.