Roof Replacement Cost in Windsor (2026)

In Windsor, a permit is typically not required for a 'like-for-like' shingle replacement. However, if you are making structural changes, adding skylights, or replacing the roof deck (plywood), a permit is mandatory and costs between $150 and $400 depending on the project value.

For a typical 1,500 sq ft detached home in Windsor, homeowners should budget between $9,500 and $13,000 for architectural asphalt shingles. This includes full tear-off, disposal, and a standard workmanship warranty.

Disposal fees at the Essex-Windsor Solid Waste Authority (EWSWA) are approximately $10.50 per 100kg for 2026. A full roof tear-off typically generates 2 to 4 tons of debris, resulting in total disposal costs of $500 to $1,500 when including bin rental fees.

Yes, metal roofing is increasingly popular in Windsor due to its ability to handle high humidity and freeze-thaw cycles. While it costs significantly more upfront ($14 to $22 per sq ft, or $21,000 to $33,000 for an average home), it offers a 50+ year lifespan compared to 20-25 years for asphalt.