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Updated about 8 years ago on . Most recent reply
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How to sell 50% of my rental property?
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Here in Canada your plan will be seen, by the CRA, as a {contract for} sale and, once executed, you will incur any applicable CCA recapture and capital gains taxes on the portion of the property you sell. Your friend would/should then go on title and you would be either joint tenants or {more probably} tenants in common.
Your lender may accelerate your mortgage or may vet your new partner and simple require him to sign onto the mortgage as a guarantor {the first scenario is more probable}.
If you are looking for equity you could simply take a second mortgage from your friend, provided your primary lender will allow it and you conform to any restrictions (i.e. all mortgages must collectively be less than 80% LTA) dictated by your existing mortgage agreement. The second mortgage would naturally be registered against title to protect the interests of your friend.
If your friend extended you an interest-only second for 5-years (or however long until your primary mortgage term expires). you could then sell him the entire property in the future (when the primary mortgage rolls over) to both satisfy the payout of both mortgages and then put any remaining cash in your pocket.
Alternatively, if you have retired the primary mortgage, you could sell the property to your friend, extinguishing the principal balance of the second mortgage (as the down payment perhaps) and providing a vendor carry on the remainder (earning you a little more interest income and allowing you to defer your capital gains over a period of up to 5-years).
You still will not avoid taxes, but with a little planning {see your accountant} you can stay on-side and mitigate the taxes due.