Roofing services in Chester, VT

Trusted Roofing Services in Chester, VT

A family roofing company serving Chester and the rest of Vermont through our network of local crews. Tin roofs, repairs and replacements done right.

Licensed & Insured 4.6-Star Rated 24/7 Emergency Service Serving Chester
2,598+ Projects Completed
297+ Happy Customers
34+ 5-Star Reviews
24+ Years Experience

Roofing Services in Chester

Pick a service to see how we handle it and what the job usually looks like on a Chester roof.

Metal Roof Installation

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.

Roof Inspection

A careful walk over the whole roof — panels, shingles, valleys, flashing, fasteners — plus the attic side when there is a way in. You get photos and a straight answer.

Roof Leak Repair

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.

Skylight Repair & Installation

A skylight has to be woven into the roof, not caulked to it. That is the difference between a fix that lasts a season and one that holds.

Roof Replacement

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.

Slate & Tile Roof Repair

Slate and tile take patience and matching pieces. We replace broken and slipped units and rework the flashing they hide.

Roof Coating

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.

Flat Roof Repair

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.

Storm Damage Roof Repair

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.

Soffit & Fascia Repair

The edge of a roof is where most trouble starts. New fascia, new soffit, wrapped or painted so it stays sound.

Metal Roof Repair

We repair standing seam, exposed fastener panels and metal shingles, and we match the color as closely as the paint system will allow.

Wind Damage Roof Repair

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.

Asphalt Shingle Roof Repair

From a few tabs to a whole slope, we fix shingle roofs without pushing you toward a replacement you are not ready for.

Hail Damage Roof Repair

Repair or replace, we handle both, and we work from what the roof actually needs rather than from what an adjuster might approve.

Roof Repair

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.

Gutter Guard Installation

Guards installed as part of a roof job or on their own. Either way we check the hangers and the pitch while we are up there.

Commercial Roofing

Churches, shops, barns and small commercial buildings. We have roofed everything from a wood shed to a steeple.

Ice Dam Removal

Removing the ice is the easy half. We also look at ventilation and insulation so it stops happening every January.

Emergency Roof Repair

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.

Roof Waterproofing

The layer you never see is what keeps water out on the ugly days. We do not thin it out to save a few dollars on a bid.

Your Chester, VT Roofing Company

Roofing Brothers began in 2002 as a family roofing company in Morganton, North Carolina, and it is still run the way it started. Homeowners in Chester reach that same outfit — the one that has been setting metal panels and laying shingles for over twenty years — through our network of local crews.

In a city the size of Chester, word travels fast about who does good work and who does not. That suits us fine. We would rather put one roof on right and have the neighbors ask about it than chase volume all over Vermont.

Cedar shake gazebo roof rebuilt on a lake dock in Chester

Why Chester Homeowners Choose Us

Nothing fancy — free estimates, honest answers, and roofs that go on straight.

Family Owned 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.

We Leave the Yard Clean

Beds get covered, tear off gets hauled as we go, and a magnet goes over the drive before we pull out. Your yard should look like we were never there.

Colors You Pick Yourself

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.

We Show Up When We Say

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.

Honest Assessments

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.

Frequently Asked Questions

Common questions from Chester, VT homeowners about metal roofs, repairs and what a roof costs.

Do you charge for an estimate in Chester?

No. Estimates are always free in Chester. 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.

How long will a metal roof last on a house in Chester?

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.

What does a new shingle roof cost in Chester?

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.

Do you work with insurance after a storm in Chester?

We do. After a storm we photograph the damage on your Chester roof and write an itemized estimate you can hand to your adjuster. We do not file the claim for you and we will not promise you what an adjuster is going to approve — that is their call, not ours.

Can a metal roof go over the shingles already on my Chester house?

Sometimes. If the decking is sound and there is only one layer of shingles, a Chester 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.

Do you do gutters and soffit work in Chester too?

Yes. Gutters, guards, soffit and fascia are all part of keeping the edge of a Chester roof dry, so we handle them along with the roof instead of sending you off to find somebody else to finish the job.

What Our Customers Say

We would rather let the work, and the people who paid for it, do the talking.

★★★★★

"Called them about one leak and they found two more just getting started. Fixed all three and still charged less than I had budgeted for."

— Angie P.
★★★★★

"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."

— Kayla M.
★★★★★

"Standing seam on our log home. The panels are dead straight and the ridge work is clean. You can tell they have done a few of these."

— Ray T.

Nearby Cities We Serve

Looking for a roofer just outside Chester? These areas are covered too.

Find Us in Chester

Need a Roofer in Chester, VT?

Give us a call and we will come take a look. Estimates are always free anywhere we work in Vermont.

(877) 509-1137 — Free Estimate