A family roofing company serving Winchester and the rest of Massachusetts through our network of local crews. Tin roofs, repairs and replacements done right.
From a single lifted panel to a full tear off, we handle every roofing job a Winchester, MA home is likely to need.
New skylights set into metal or shingle roofs, with the flashing kit the roof actually calls for rather than a tube of sealant.
Coatings for low slope and older metal roofs that are still sound but weathered. Washed down, refastened, primed at the rust, then coated.
A twenty year old panel roof usually needs fasteners and sealant, not replacement. We refasten with new washers and get you another long stretch out of it.
A limb through the roof or panels peeled back overnight needs covering now, not next week. We get it dried in first so the inside of the house stops taking damage.
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.
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 match the guard to your trees and your gutter profile, and make sure water can still get in where it is supposed to.
Buying, selling, or just want to know how many years you have left? We look, we tell you, and we do not turn it into a pitch for a roof you do not need.
Repair or replace, we handle both, and we work from what the roof actually needs rather than from what an adjuster might approve.
Slate and tile take patience and matching pieces. We replace broken and slipped units and rework the flashing they hide.
Hard wind lifts shingles and works panel fasteners loose along the edges, which is exactly where the next storm gets underneath. We refasten, replace and reseal.
Porch roofs, additions and low slope sections that hold water instead of shedding it. We rework the flashing, seal the seams, and get water moving again.
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.
Metal, shingle and low slope work on buildings where a leak costs you more than a wet ceiling. Free estimates, same as anywhere else.
When a roof is genuinely finished we replace it, and we say so plainly rather than dressing it up. Metal and shingle priced side by side so you can compare real numbers.
After a storm we walk the roof, photograph everything we find, and write an itemized estimate you can hand straight to your adjuster.
Squirrels, wasps and water all treat a soft soffit as a front door. We close it up properly instead of patching over it.
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.
Underlayment, ice and water shield in the valleys and along the eaves, sealed penetrations, and proper closures at the ridge.
Ice backs up at a cold eave and pushes water sideways under the roof. We clear it without gouging the panels or the shingles.
We have never charged for an estimate and we are not about to start. A Winchester homeowner ought to be able to find out what a roof costs without buying a sales pitch first, so we measure, photograph what we find, and put a real number on paper.
What people tell us most often is that we told them the truth. Sometimes that truth is that the Winchester roof they were ready to replace has another eight or ten years in it and only needs the valleys resealed.
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.
If your roof needs a repair and not a replacement, we say so. Plenty of our best customers are people we talked out of a job they did not need yet.
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.
Standing seam and metal panel roofs are the work we are known for. Color, trim, fastening pattern — we have done hundreds and we will walk you through all of it.
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 Winchester? Start here.
No. Estimates are always free in Winchester. We come out, measure, look in the attic if we can get to it, and leave you a written price. Nobody will push you to sign anything that day, and the number does not expire in an hour.
Often, yes. Plenty of the Winchester 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.
A typical Winchester 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.
Most Winchester houses are a two to four day job. A straightforward shingle roof can be done in a day or two. A cut up metal roof takes longer because every panel, valley and trim piece is measured and fit on site rather than pulled out of a box.
Sometimes. If the decking is sound and there is only one layer of shingles, a Winchester metal roof can go over the top on purlins. If there is rot underneath or two layers already on, we tear off first — and we will tell you that before you sign, not halfway through.
For most Winchester 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.
We would rather let the work, and the people who paid for it, do the talking.
"Burgundy metal roof on our brick ranch and I get compliments on it constantly. They brought the color chart out and let us take our time deciding."
"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.