A plain-English framework for landlords in Canada and the USA, plus a free calculator to run your own numbers.
Every landlord eventually asks it: is this rental still worth holding, or is it time to cash out? The honest answer is that "it depends" is a cop-out. The decision comes down to a handful of numbers, and once you line them up, the right move is usually clearer than it feels.
Ignore the emotions and the "I'll never time it perfectly" spiral. Focus on these:
Holding tends to win when the mortgage is well below current rates, the property is roughly cashflow-neutral or positive, and you believe in the location long term. A cheap fixed mortgage is itself an asset. Selling to escape a small monthly loss can be a mistake if principal paydown and appreciation more than make up for it, and if the sale would trigger a large tax bill that shrinks your reinvestable equity.
Selling tends to win when a large amount of equity is trapped in a property earning a low net return. If you are sitting on hundreds of thousands in equity that produces only a slim yield, that same money invested elsewhere could do far more, and you would shed the work, risk, and stress of being a landlord. Selling also makes sense when major capital costs are looming (roof, windows, a problem tenant, a special assessment) that would wipe out years of profit.
Instead of "good or bad," ask: what rent would this property need to truly break even once you count vacancy, maintenance, and management? If market rent is comfortably above that break-even figure, the property earns its keep. If you are below it and cannot raise rent to close the gap, that is a strong signal.
This is the step most quick mental math skips, and it can flip the decision.
When you sell a rental, 50% of the capital gain is taxable and added to your income for that year (the inclusion rate remains 50% as of 2026, after a proposed increase was deferred and then scrapped). A large gain can push you into a higher bracket for the year, so the effective hit is often bigger than people expect. Any capital cost allowance you claimed may also be recaptured.
The gain is taxed at long-term capital gains rates if you held it over a year, and the depreciation you deducted (or were entitled to deduct) is recaptured and taxed, often at a higher rate. Some sellers defer the whole bill with a 1031 exchange into another investment property.
The keep-or-sell calculator does this comparison for you. It projects after-tax cashflow, principal paydown, and appreciation for keeping, weighs it against selling and reinvesting the equity, and it has full federal and state or provincial tax handling for both the USA and Canada. Nothing you type leaves your browser.
See whether keeping or selling builds more wealth for your exact situation.
Open the Keep-or-Sell Calculator →No. A property can lose a little each month yet still build wealth through principal paydown and appreciation. What matters is the total after-tax return versus what your equity would earn elsewhere.
In Canada, 50% of the gain is taxable at your marginal rate for the year. In the USA, you pay capital gains tax plus depreciation recapture. Both depend on your income and how long you owned the property, so confirm with a tax professional.
That is a legitimate input, not a weakness. If the numbers are close, the value of your time and peace of mind can and should tip the decision toward selling.