Roofing Chester homes the way we have since 2002 — measured on site, priced in writing, and finished the way we would want our own roof finished.
From a single lifted panel to a full tear off, we handle every roofing job a Chester, MA home is likely to need.
Water runs along decking and rafters before it ever drips, so the stain is rarely under the hole. We trace the leak back to where it really starts and fix that.
A coating buys real years on the right roof and wastes money on the wrong one. We will tell you honestly which kind you are looking at.
New skylights set into metal or shingle roofs, with the flashing kit the roof actually calls for rather than a tube of sealant.
Guards and screens so you are not up a ladder every fall digging pine needles out of the gutter by hand.
This is the work our name is attached to. Two decades of tin roofs on houses, churches, barns and additions, installed by crews who cut the trim on site instead of forcing something that almost fits.
We repair standing seam, exposed fastener panels and metal shingles, and we match the color as closely as the paint system will allow.
Storm damage does not wait for business hours. We get the opening closed, photograph it for your insurance, and put the real fix on the schedule.
Lifted panels, missing shingles, flashing that has given up where the chimney comes through. We find what is actually wrong, fix that, and leave the rest of your roof alone.
A replacement is a big spend and it should feel orderly. We schedule around dry weather, work in the right order, and never leave a house open overnight.
An older roof deserves to keep its character. We repair rather than replace wherever the material still allows it.
Repair or replace, we handle both, and we work from what the roof actually needs rather than from what an adjuster might approve.
We work around your hours, weekends included when that is what it takes to keep your doors open while the roof goes on.
Wind and debris damage is not always obvious from the ground. We check the edges, the ridge, the valleys and the fasteners before telling you anything is fine.
We still shingle plenty of roofs. Cracked, curled and blown off shingles get replaced, and the valleys and flashing get reworked while we are up there.
Inspections come free with an estimate. We would rather find the small problem this spring than replace a ceiling for you next winter.
Removing the ice is the easy half. We also look at ventilation and insulation so it stops happening every January.
Missing shingles get matched as close as weathering allows. Loose metal gets new fasteners and washers, and the eaves, rakes and ridge get sealed back up tight.
Low slope roofs fail at the joints and around anything that sticks through them. That is where we start, not out in the middle of the field.
Underlayment, ice and water shield in the valleys and along the eaves, sealed penetrations, and proper closures at the ridge.
The edge of a roof is where most trouble starts. New fascia, new soffit, wrapped or painted so it stays sound.
Estimates are always free. That line has been on everything we have printed since 2002 and it still is. Somebody comes out to your Chester home, gets on the roof, looks in the attic if there is a way in, and leaves you a written price.
No pressure and no price that expires if you do not sign that day. If your Chester roof needs a repair rather than a replacement, we will tell you so, even though the repair is the smaller ticket.
A family roofing company that has kept the same habits since 2002.
The same family started this company putting metal roofs on neighbors houses in 2002. It has never been sold, franchised or handed off to a call center.
Somebody comes out, measures, gets on the roof, and leaves you a written price. No charge, no obligation, and no number that expires if you do not sign today.
Around twenty standard metal colors, and the chart comes out with the estimate so you can hold it up against your siding and shutters before you commit.
A few backed out screws or a whole roof off a church — we take both. No job is too small to get the same crew and the same care.
You get a start date and we hold to it. If weather moves your job we call you, rather than leaving you watching the driveway.
Wondering about metal versus shingle, or what a new roof runs in Chester? Start here.
For most Chester homes, yes. A metal roof costs more up front than shingles, but it usually outlives two or three shingle roofs, sheds rain and snow better, and does not peel off in a hard wind. We will price metal and shingle side by side so you can compare real numbers instead of guessing.
Any dry stretch works. We roof in Chester year round, though we schedule shingle work for when it is warm enough for the strips to seal properly, and we watch the forecast so your house is never left open overnight.
A typical Chester shingle roof runs roughly $8,000 to $18,000 in 2026 for an average single family home, and more if the deck has rot or the roof is steep and cut up with dormers. We do not price off a satellite photo — somebody comes out and measures.
A metal roof installed properly on a Chester home should give you 40 to 60 years, and standing seam often goes longer because there are no exposed fasteners. Screws and sealants on a panel roof want attention around year 20, which is a small job next to a re-roof.
Often, yes. Plenty of the Chester roofs we get called to look at need flashing reworked or a section refastened, not a whole new roof. We will tell you honestly which one you are looking at, and if it is repairable we would rather repair it.
Much less than people expect. Over solid decking with underlayment under it, a Chester metal roof sounds about like a shingle roof from inside the house. The loud tin roof people remember was screwed straight to open purlins over a barn with nothing underneath.
What people say once the crew has packed up and gone home.
"Honest people. I asked for a quote on a whole new roof and they told me mine had another eight years in it and just needed the valleys resealed. Who does that anymore?"
"Thank you so much to the entire crew at Roofing Brothers for our amazing new tin roof! You were amazing to work with and I couldn't recommend you to others enough! Great communication, pricing, color options, efficiency, and HONESTY! If anyone needs a new roof, I highly recommend this crew! Phenomenal job."
"Roofing Brothers do excellent work. They've completed several projects for me and every time the quality has been top notch. They're reliable and take pride in what they do. I highly recommend them!"
We take care of homeowners in these neighboring communities as well.