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Wintering south or keeping a place across the border rarely feels like a tax event. The day count formula, the withholding rules on rent and the process for selling as a non resident all say otherwise.
Three rules catch out people who consider themselves visitors rather than taxpayers.
The US substantial presence test uses the current calendar year and the two preceding calendar years, weighting the current year fully, the year before at a third and the year before that at a sixth. It generally needs at least 31 current year days and 183 weighted days. Whether four winter months crosses the line depends on the actual day count: 120 countable days a year gives 180 weighted days and stays under, while 125 a year goes over. Certain days are excluded.
Rental income from a property across the border is generally subject to withholding on the gross rent rather than the profit. The two countries handle this differently. For US property, the section 871(d) net income election is made with a return statement, and W-8ECI addresses payer withholding where applicable. For Canadian property, Form NR6 is submitted in advance for approval to reduce withholding, and the section 216 election is made through the return. Gross withholding continues until CRA approves NR6. Net income treatment can reduce tax, but does not guarantee a refund.
Disposing of property as a non resident triggers a withholding and clearance process on either side of the border. Starting early may reduce the cash tied up in withholding, and excess amounts can generally still be recovered through the applicable return or refund process afterwards. Withholding is a credit toward the tax, not a guaranteed full refund.
A worked example. Four winter months a year looks modest until the three year formula is applied to it.
A short list that prevents most of the problems we are called about in March.

Which apply depends on where the property sits and where you are resident.
Three assumptions that cost snowbirds and owners real money.
People believe they are safe under 183 days in the current year. The weighted count uses the current and two preceding calendar years, so a steady annual pattern can put you over without any one winter being unusual. The closer connection exception is a separate test with its own conditions, including fewer than 183 actual US days in the year, a foreign tax home throughout the year and stronger foreign connections. It has a filing deadline.
Left alone, withholding applies to the gross rent. Filing the election to be taxed on net rental income after expenses usually reduces the liability substantially and often produces a refund of what was withheld.
Both systems hold back a slice of the sale proceeds until compliance is confirmed. That is normal and recoverable, but only if the process is started well before closing rather than discovered at it.
This is general guidance rather than advice on your situation.
There is no single number, because the US test weights three years together and Canada looks at ties rather than days alone. As a rough guide, a consistent pattern of four winter months will usually engage the formula, at which point a closer connection statement or a treaty position becomes relevant.
That is a very common position and it is usually resolvable. The statements that protect you have deadlines, so the first step is establishing which years are open and what the exposure actually is before deciding how to bring things current.
For most filings and for the withholding process on a sale, yes. Applying for one takes time and is far less stressful arranged in advance than requested urgently while a sale is pending.
Provinces set their own limits on how long you can be away before coverage is affected, and those limits are separate from anything tax related. It is worth checking them against your travel pattern at the same time.
Owning across the border often overlaps with these.
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