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Pattison Construction finished roof on a beige-siding colonial set into a wooded Connecticut lot — aerial view

Cheshire, Connecticut

Roofing Contractor in Cheshire, CT

Family-owned since 1991. Free estimates, no pressure. Headquartered in nearby Wallingford.

Roofing built for the Bedding Plant Capital

Pattison Construction works on homes throughout Cheshire — from the colonial farmhouses on the back roads off Route 10 to the newer subdivisions out near Cheshire Academy. The shop sits in Wallingford, a short drive east on Cheshire Road.

Roofs in central Connecticut work harder than people think. Cheshire sits in a humid continental climate that swings from August thunderstorms to February ice storms in the same calendar year. Heavy spring rains test flashing and valleys. Summer humidity stresses ridge ventilation. Autumn dumps a heavy leaf load from Connecticut's thick tree canopy — clogged gutters that nobody noticed in October turn into the ice dam that leaks into the upstairs ceiling in January. And the nor'easters that sweep up the coast every winter can drop one to two feet of wet, heavy snow on a single roof.

Our roofing standards on every Cheshire home

The boring details that decide whether a roof lasts twenty-five years or fifteen.

GAF-branded blue waterproof underlayment installed on a Pattison Construction roof deck — visible product branding on every roll
  • Ice-and-water shield: 2 rows. Connecticut code requires one row (24 inches past the interior wall). We install two rows (48 inches). Double the code.

  • Drip edge on every rake. Every roof, every time.

  • Attic ventilation, inspected on every job. If your existing setup is working, we reinstall the ridge vent. If it's not, we build you a better one.

  • Same-day dry-in. When we tear off the old roof, we cover the roof sheathing with waterproof underlayment before we stop for the day. Your house is never left open overnight.

  • Sheathing replacement included. If the existing roof sheathing doesn't meet our standards, we replace it. No upcharge.

  • GAF Certified Contractor. Factory-certified installer with manufacturer-backed warranty.

1991

Family-owned since

500+

Projects across CT

4.7

on Google

5.0

on Angi (9 reviews)

Licensed Connecticut Home Improvement Contractor — HIC.0672217

From a Pattison customer

Pattison Construction recently removed my old roof and installed a new roof. They used top of the line materials as they said they would. I was very impressed with the knowledge and promptness this company portrayed. The workmanship was top notch and the clean up was perfect. I didn't find any nails anywhere in my yard. I strongly recommend this company to anyone.

Rich Cretella · Google, 5

Cheshire Roofing FAQs

Do I need a permit to replace my roof in Cheshire?

Yes. The Cheshire Building Department requires a permit for any roof replacement or significant repair. We pull the permit on your behalf and schedule the required final inspection as part of every full replacement we do.

How do Connecticut nor'easters and winter weather affect roofs in this area?

Central Connecticut roofs take a real beating. Nor'easters can drop one to two feet of wet snow in a single storm — heavy enough to stress old framing, especially on lower-slope additions. The freeze-thaw cycle between January and March drives ice dams along eaves with poor insulation or ventilation, which forces water back under shingles and into the roof deck. Roofs installed without proper ice-and-water shield along eaves and valleys are the ones that leak first.

When is the best time of year to schedule roof work in central CT?

Late spring through early fall (May–October) is the sweet spot. Shingles seal best when daytime temperatures stay above 50°F, and the ground is dry enough to stage materials without tearing up lawns. If you're planning a full replacement, book your estimate in March or April to get on the calendar before the summer rush.

How long does a typical roof replacement take?

For an asphalt-shingle roof on a typical Cheshire home, we usually complete the tear-off and new install in one day, weather permitting. Larger homes, complex rooflines, or material changes (asphalt to metal or slate) take longer. We confirm an exact schedule with you at the time of estimate.

Ready to talk about your Cheshire project?

Free estimates. Honest answers. No pressure. We’re right down the road.

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