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The reroof process

New Roof Installation: What to Expect, Day by Day

A roof replacement on a typical house is short, loud and busy. Knowing the sequence lets you prepare the house, the driveway and the neighbors before the dumpster arrives.

Sunday to Friday

The short answer

An asphalt shingle replacement on a typical single-family Connecticut home often takes one to three working days of dry weather: setup, tear-off, deck repair, ice barrier and underlayment, flashing, shingles, ridge vent and cleanup. Larger, steeper or more complex roofs take longer, and rain or high wind can pause the job between days.

A Class Chimney crew working on a roof
A Class job photo

Before work starts: contract, permit and scheduling

  1. Read the written contract closelyIn Connecticut, home improvement contractors must be registered with the Department of Consumer Protection, and the contract must be in writing, signed by both sides, with notice of your right to cancel within three business days. Check that it lists tear-off, ice barrier, underlayment, drip edge, flashing, ventilation and cleanup, and how any rotten decking will be priced.
  2. Choose the material and colorLook at a full roof in the color you like, not just a sample board, because shingles look lighter and flatter across a whole roof. If you are still deciding between materials, our guide to the best roofing material for Connecticut compares the options.
  3. Sort out the permitA reroof needs a building permit in many Connecticut towns, and some schedule an inspection once the work is finished. Check with your town’s building department and make sure the contract says who applies for it.
  4. Set a date with weather in mindRoofs are torn off only on days when the new roof can be closed up before dark. Expect your start date to move if rain or strong wind is forecast; a contractor who waits is protecting your house.

Preparing your house the week before

A little preparation keeps the work moving and keeps your belongings safe from vibration and falling debris.

  • Move cars out of the garage and off the driveway on work days so the dumpster and material delivery can get in
  • Clear patio furniture, grills, planters and bikes away from the walls of the house
  • Take mirrors, pictures and shelf items off top-floor walls; hammering shakes the whole frame
  • Cover belongings stored in the attic with old sheets, since dust and nails can come through, especially under older plank sheathing
  • Mark sprinkler heads, garden lights and anything fragile in the beds next to the house
  • Plan for pets and small children to be well away from the noise and the work zone
  • Let close neighbors know, especially if you share a driveway or the dumpster will sit near their property line
  • Point out an outdoor outlet the crew can use

Repair or replace?

Five quick questions for a rule-of-thumb answer.

Day by day on a typical asphalt reroof

Every house is different, but the work runs in the same order. On a simple roof, several of these steps fall within a single workday.

  1. Setup and protectionThe dumpster is placed, ladders go up, and tarps and boards go over shrubs, flower beds and anything below the roof edge. Windows and the AC unit may be covered.
  2. Tear-offOld shingles and underlayment are stripped to the bare deck, usually one section at a time, so no more of the house is open than the crew can dry in before quitting time. This is the loudest part of the job.
  3. Deck inspection and repairWith the deck exposed, soft or rotted boards are found and replaced. Older Connecticut houses often have plank sheathing with gaps, which may need new plywood in spots.
  4. Ice barrier, underlayment and drip edgeA self-adhering ice and water membrane goes on at the eaves and in valleys, and around chimneys and skylights where needed. Underlayment covers the rest of the deck, and new drip edge goes along the edges.
  5. Flashing, shingles and ventilationNew flashing goes in at walls, vent pipes and the chimney, and shingles are installed from the eaves up. A ridge vent is cut in if the plan calls for one; our page on attic ventilation explains why it matters.
  6. Cleanup and walkthroughDebris goes into the dumpster, gutters are cleared of grit, and the lawn, beds and driveway are checked for stray nails. You should be shown photos of the finished roof and walked through any changes.

What can change the schedule or the price

The biggest unknown is under the shingles. Rotted decking, an extra layer nobody knew about, or old repairs that hid damage only show up at tear-off. A good contract sets out in advance how that extra work is priced, so a surprise is a line item rather than an argument.

Weather is the second variable. Crews do not strip a roof with a storm coming, and in cold weather the self-sealing strips on shingles may not bond until warmer days, so installers follow the manufacturer’s cold-weather instructions. Late spring through fall is the easiest window in Connecticut, though mild winter days can work.

The third is what you add while the roof is open. A new roof is the right moment to replace an aging skylight, a ballpark $1,500–$4,000 per unit installed; to deal with worn chimney flashing; or to upgrade attic ventilation, ballpark $500–$2,000. For the roof itself, an asphalt replacement on a typical Connecticut home runs a ballpark $10,000–$25,000+, with the exact price written down after a free look; see roof replacement cost for what moves it.

Final walkthrough checklist

Before the crew leaves, or within a day or two, go through these with the person in charge of the job.

  • Shingle lines look straight and even from the street and the backyard
  • Flashing at the chimney, walls and skylights is new or sound wherever the contract called for it
  • Pipe collars around plumbing vents are new
  • The ridge vent is installed if it was in the contract
  • Gutters and downspouts are free of shingle grit and nails and drain properly
  • Lawn, beds, patio and driveway are clear of nails and debris
  • You have photos from during the job showing the deck, the ice barrier and the underlayment, since those are hidden now
  • You have the paperwork: contract, final invoice, any permit sign-off and the shingle product details
Can you stay home during the work?

Yes, and most people do, but plan for it. Tear-off day is loud enough to make video calls and naps impossible, so working from somewhere else that day is worth arranging. Keep the windows closed, the cars out of the driveway and everyone away from the drip line of the roof.

How a roof replacement runs with A Class

The first step is phoning (203) 779-6787 or asking for a callback through the site. We come out, photograph the roof with the drone and on foot, check the attic and ventilation, and then put the full scope in writing: materials, what is included, and how any decking repair would be handled. That visit and estimate are free; more on the scope is on our roof replacement page.

Once you agree to the written price, we set a date around the weather and tell you what to prepare. On the job, plantings and the yard are protected with tarps. If rotten decking turns up at tear-off, we photograph it and show you before it is replaced, so nothing is added without your say.

The job ends with cleanup and a walk around the house with you. Homeowners’ comments on how that goes are on our reviews page, where A Class is rated 5.0 on Google.

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The A Class Chimney crew with stainless-steel chimney liners next to the work truck
The A Class crew
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  • Photos of everything we find
  • A written price before any work starts
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FAQ

Common roofing questions

An asphalt shingle roof on a typical single-family house often takes one to three working days of good weather. Large or steep roofs, roofs with many valleys and dormers, extensive decking repairs, or slate, cedar and metal installations take longer. Rain and high wind can add days between work days, since a roof is opened only when it can be sealed again before evening.
Not for the whole job, but be reachable. Someone should be available on the first morning to go over access and protected areas, and again at the end for the walkthrough. If decking damage turns up after tear-off, the contractor may need your sign-off on the added work, so keep your phone close on that day.
A careful crew strips only as much roof as it can cover before the end of that workday and watches the forecast closely. If rain arrives unexpectedly, open areas are covered with underlayment or tarps before the crew stops. Work then resumes once the roof surface is dry, which can push the finish date back a day or more.
Yes, on suitable days, though it is slower. Snow and ice must be cleared, shorter days limit how much can be opened, and shingle seal strips may not bond until the weather warms, so installers follow the manufacturer’s cold-weather steps. For a planned replacement, late spring to fall is easier; winter work suits roofs that cannot wait.
Permit rules for reroofing are set town by town in Connecticut, and many towns do require one. Call your town’s building department or check its website before the job starts, and make sure your written contract states who is responsible for applying. If an inspection is required afterward, keep the sign-off with your house records.
Often it makes sense. Gutters are usually taken down or worked around during a reroof, so worn or poorly pitched ones are easiest to replace then. An older skylight replaced during the reroof gets new flashing tied properly into the new roof. Both can be priced in writing alongside the roof, so you can decide item by item.
The old roofing goes into a dumpster or truck parked on your property, usually on the driveway, and is hauled away when the job is done. Ask where the dumpster will sit and whether boards will go under it to protect the pavement. Your contract should make clear that removal and disposal are included.

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Free roof inspection, photos of what we find and a written price before any work. Licensed and insured in Connecticut.