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2026/2026 Relocation Guide

Moving to Greenwich from Toronto

Distance is just a number. The lifestyle upgrade is real.

Distance

350 miles

Major Shift

"Space & Nature"

Top Benefit

"Quality of Life"

The Logistics

Trade the Gardiner Expressway for a 1-hour flight from Billy Bishop or Pearson to Westchester Airport. Or a scenic 8-hour drive. It's an international move, but one that thousands of Canadians make for NYC careers.

The Lifestyle Shift

Greenwich feels like a blend of Rosedale and Oakville, but on the ocean. You keep the safety, the excellent schools, and the 'village' feel, but gain US salaries and lower taxes.

Local Expert Insight

"Don't forget the 'departure tax' when leaving Canada. Speak to a cross-border accountant before you sell your principal residence."

Why Toronto Families Choose Greenwich

  • 1

    Tax Advantages

    The difference between Ontario's 53% marginal rate and Connecticut's ~6.99% + US Federal rates is significant. Your take-home pay increases substantially.

  • 2

    Healthcare Quality

    Access to world-class private healthcare with no wait times. Greenwich Hospital is affiliated with Yale New Haven Health.

  • 3

    Educational Standards

    Greenwich Public Schools rival top Toronto private schools (UCC, Havergal) in terms of facilities, matriculation, and sports.

Planning Your Move from Toronto?

Let's discuss your specific timeline, budget, and school needs.

Common Questions

Is it hard to get a mortgage?

Without US credit history, yes. We recommend working with cross-border lenders like RBC Bank (Georgia) or HSBC who can use your Canadian history.

How does health insurance work?

It is usually employer-sponsored. You will have a deductible and copays, which is different from OHIP, but the access to specialists is immediate.

Are there other Canadians?

Yes, a very large community. You will find plenty of Leafs fans (and Rangers fans) at local sports bars.