Interested, we are totally simpatico my friend. Adjusted for inflation, I anticipate falling prices for GTA real estate, mine included, going forward. Notwithstanding, I don't think I've ever bought property with negative leverage. Not in the 1980's and not today. Those who do are appear to be doing it for reasons that I cannot comprehend as a businessman looking for a fair ROE given the risks involved.
We agree.
As well, I too have investment real estate that I have held in some cases for 25 years. It has gone up (though no where near as much as you have since I was not highly leveraged).
That said, I have to say that when selling investment real estate, there is a whole other set of issues. There are the costs to sell, the recaptured depreciation which shows up as income, and the capital gain. This significantly takes away from the net one is left with and therefore there are good reasons to hold on even if one is getting less of a return since likely one will have 75% or there abouts of the present value of the sold property (depending on tax rates and other factors) after all expenses and taxes.
Furthermore, the return on the old asset is likely more than one could get on the new asset worth 75% of the value of the old one.
Buyin with negative leverage is a very risky strategy if you mean that you have more than 100% of the property levered. This is exactly what happened with the subprime mortgage market in the US and survival depends on either having alot of other sources of cash flow to make up the negative equity if prices drop or relying on prices continuing to escalate.
A bit like shorting a stock and hoping you guessed the right direction. You make an incredible amount of money or you lose your shirt (or house in this case).
Clearly you have identified the issue. As a "businessman" you have made the calculations, looked at various scenarios, and mae a "business decision". That is all any reasonable investor should be doing.
The concern I have is there are alot of investors/first time buyers, flippers, who are not doing their due diligence or are relying on the advice from people with vested interests and jumping into the foray without fully appreciating the risks they are taking.