Need a roofer in Windsor? We match Windsor homeowners with insured, WSIB-covered roofing contractors who work your area every week for shingle replacement, metal roofs, flat roofs, leak repair and storm damage. Describe your roof once and get a free inspection and written quote.
Lake wind, hail and freeze-thaw wear out roofs in Windsor faster than the shingle warranty suggests. The roofers we match know what holds up locally and will quote the right underlayment, ice and water shield coverage and ventilation for your home, not a generic package.
Steep two-storey roofs in Walkerville and Olde Walkerville often carry two or three old shingle layers over plank decking, while South Windsor and Forest Glade bungalows are ice-dam prone with thin attic insulation. Open exposure along Riverside Drive means wind damage after every major Lake St. Clair storm.
Windsor has the oldest housing stock in Essex County: Sandwich Town dates to the early 1800s, and Walkerville, Ford City and the core were largely built between 1910 and 1950 with plaster walls, balloon framing, galvanized plumbing and multiple layers of roofing. South Windsor, Forest Glade, Fontainebleau and Roseland are dominated by 1950s to 1980s bungalows, side-splits and ranches on clay soil with full basements. East Riverside is the newest large area, built mostly after 1995. Basement flooding and sewer backup, especially in Riverside, Forest Glade and parts of South Windsor, is the defining home-maintenance issue in the city.
Roofing jobs we arrange in Windsor
- ▸Asphalt shingle roof replacement
- ▸Metal roofing (standing seam and metal shingle)
- ▸Flat roof replacement (modified bitumen, TPO, EPDM) for additions and garages
- ▸Leak detection and repair
- ▸Storm, wind and hail damage repair with insurance documentation
- ▸Flashing, chimney and skylight resealing or replacement
- ▸Roof decking and plywood replacement
- ▸Attic ventilation upgrades (ridge vents, soffit vents)
- ▸Ice dam prevention and ice and water shield installation
- ▸Eavestrough, fascia and soffit replacement
- ▸Roof inspections for home purchases and insurance
- ▸Emergency tarping after storm damage
Typical costs in Windsor (2026)
Ballpark ranges from recent local jobs. Your quote depends on the scope, materials and access. Get an exact number with a free quote.
| Job | Typical range | What drives the price |
|---|---|---|
| Asphalt shingle replacement, bungalow (approx. 1,500 sq ft roof area) | $7,500 – $13,500 | Architectural shingles, tear-off of one layer, ice and water shield at eaves, new underlayment and vents. |
| Asphalt shingle replacement, two-storey (approx. 2,500 sq ft roof area) | $12,000 – $22,000 | Steep pitch, multiple layers, valleys and dormers push the top end. |
| Metal roof, standing seam (approx. 1,800 sq ft) | $28,000 – $55,000 | Metal shingle systems are typically 20 to 30 percent less than standing seam. |
| Flat roof replacement (modified bitumen or TPO, 500-800 sq ft) | $5,500 – $13,000 | Insulation upgrades and wet decking replacement are the usual extras. |
| Roof leak repair (flashing, pipe boot, small shingle section) | $400 – $1,500 | Chimney reflashing and skylight replacement are $1,200 to $4,000. |
| Plywood decking replacement (per 4x8 sheet, during a reroof) | $90 – $160 | Century homes with plank decking may need full sheeting over the planks, $2,500 to $6,000 extra. |
| Eavestrough, soffit and fascia replacement (average bungalow) | $3,000 – $7,500 | Aluminum is standard. Leaf guards add $1,000 to $2,500. |
| Emergency tarping after storm damage | $350 – $900 | Often reimbursed by your insurer as emergency mitigation. Keep the invoice. |
Ready to get quotes in Windsor?
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Neighbourhoods we serve in Windsor
Century homes along the river, post-war bungalows to the south, and some of the oldest sewers in the county.. Our partner pros regularly work in Walkerville, Olde Walkerville, Riverside, East Riverside, South Windsor, Forest Glade, Sandwich Town, Ford City, Fontainebleau, Devonshire Heights, Roseland, Remington Park.
Roofing in Windsor: FAQs
How much does a roof replacement cost in Windsor?
In 2026, an asphalt shingle roof on a typical Windsor bungalow runs $7,500 to $13,500, and a two-storey home $12,000 to $22,000. Metal roofs run $28,000 to $55,000. Steep pitch, multiple old layers and rotten decking add to the price. Get at least two written quotes.
Can I get emergency roof repair in Windsor after a storm?
Yes. Our matched roofers offer emergency tarping and repairs in Windsor, usually within 24 to 48 hours of a major wind or hail event. Keep your tarping invoice, as insurers typically reimburse emergency mitigation.
How long does a roof replacement take in Windsor?
Most Windsor homes are reroofed in one to three days once materials are on site. Complex two-storey roofs, metal installations and decking replacement can stretch to a week. Weather delays are common in spring and late fall.
How long does a shingle roof last in Windsor-Essex?
Expect 18 to 25 years from architectural asphalt shingles, less than the 30 years on the package. Lake wind, hail, humid heat and repeated freeze-thaw cycles all shorten shingle life here. South- and west-facing slopes age fastest. Metal roofs last 40 to 60 years.
Can I put new shingles over the old ones?
The Ontario Building Code allows a second layer in some cases, but almost no reputable Windsor roofer recommends it. You cannot inspect or replace damaged decking, the roof traps heat, and the weight on an older home is a concern. Many homes in Walkerville and Sandwich Town already have two layers and need a full tear-off.
Do I need a permit to replace my roof in Windsor?
Not for a like-for-like reshingle. You do need a permit if you are changing the structure, adding skylights or dormers, or changing the roof covering in a way that changes the load (for example, adding a heavy tile roof). Your contractor should know and handle this.
Will my insurance cover storm damage?
Sudden wind and hail damage is usually covered under a standard Ontario homeowner policy, subject to your deductible. Gradual wear, neglected maintenance and old age are not. Take photos as soon as it is safe, get the roof tarped to prevent further damage, and ask the roofer for a written damage report before you call your insurer. Be wary of anyone offering to waive your deductible, which is a common storm-chaser tactic.