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Skylights that bring in light and keep out water

Straight Arrow Roofing & Siding installs, replaces and repairs skylights, including VELUX, in Brantford, Hamilton, Burlington, Oakville, Milton, Cambridge and Paris. Replacing an old skylight in the same opening is the simplest job, and the best time is when the roof is being replaced. A brand new opening means cutting into the roof, so check the permit rules first: Oakville, for one, lists skylights as needing a building permit.

Updated by Straight Arrow Roofing & Siding

A row of skylights set into a grey shingle roof beside a deck

Replacing a skylight or cutting a new one: what is the difference?

Skylight jobs compared
JobWhat it involvesPermit
Reflash or resealNew flashing and seals around an existing unitNormally none
Replace in the same openingOld unit out, new unit and flashing kit in, same size holeAsk your building department; Oakville lists skylights[1]
New openingCutting the deck and framing between rafters, plus the interior shaftLikely; it changes the roof structure[2]

Should you replace a skylight when you replace the roof?

If the skylight is old, usually yes. The flashing around a skylight is tied into the shingles around it, so changing it later means opening up a new roof. Doing both together means one tear-off, one set of flashing and one bill.

A bungalow with a new dark shingle roof and a skylight
A bungalow with a new dark shingle roof and a skylight.

Why is my skylight leaking?

Often it is not the glass. Condensation on a cold pane can look like a leak in winter. A real leak usually comes from failed flashing or seals around the frame, or from a cracked pane. We find which one before we quote. For leaks elsewhere on the roof, see roof repair.

Where do we do skylights?

Across our whole area: Brantford, Paris and the County of Brant, Hamilton, Ancaster, Dundas and Waterdown, Burlington, Oakville, Milton, Cambridge.

Sources

  1. Building permit application process, Town of Oakville, read 16 October 2026.
  2. Building permit for residential renovations, City of Hamilton, read 16 October 2026.

Want a straight answer about your roof?

Call or send the form, and we will set a time to look at it. No upfront deposit is required.

Call 647-686-7663 Ask for an estimate