Roofing services in Westport, CT

Trusted Roofing Services in Westport, CT

Metal roofs, shingle roofs and honest repairs for Westport, CT homeowners. Family owned since 2002, and estimates are always free.

Licensed & Insured 4.9-Star Rated 24/7 Emergency Service Serving Westport
2,198+ Projects Completed
4,200+ Happy Customers
1,348+ 5-Star Reviews
24+ Years Experience

Roofing Services in Westport

Metal roofing is our specialty, but shingles, gutters, soffit and leak work all get the same attention in Westport.

Skylight Repair & Installation

New skylights set into metal or shingle roofs, with the flashing kit the roof actually calls for rather than a tube of sealant.

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.

Gutter Guard Installation

We match the guard to your trees and your gutter profile, and make sure water can still get in where it is supposed to.

Roof Waterproofing

Underlayment, ice and water shield in the valleys and along the eaves, sealed penetrations, and proper closures at the ridge.

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.

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.

Roof Repair

Small repairs get the same crew and the same care as a full roof. Free estimate, a price in writing, and the work done before the next rain moves in.

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.

Roof Coating

Coatings for low slope and older metal roofs that are still sound but weathered. Washed down, refastened, primed at the rust, then coated.

Commercial Roofing

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

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.

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.

Soffit & Fascia Repair

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

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 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.

Emergency Roof Repair

Temporary cover goes on fast, then we come back and make the permanent repair once we can see properly what we are working with.

Ice Dam Removal

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

Slate & Tile Roof Repair

Careful footwork, matched materials, and flashing done the way it was done when the roof went on.

Flat Roof Repair

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.

Your Westport, CT Roofing Company

Our crews in Westport work the way this family has always worked — on time, cleaned up, and finished before anybody calls it finished. You will know who is coming, what day they are coming, and what the number is before anything starts.

If weather moves your Westport job, we call you. If we open the roof and find rotten decking, we show you the boards and price the change before we touch it. Nobody likes surprises on a roof, us included.

Gray metal roof on a log sided ranch home with a front porch in Westport

Why Westport Homeowners Choose Us

Here is what Westport homeowners tell us makes the difference.

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.

Estimates Are Always Free

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.

Metal Roof Specialists

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.

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

The questions that come up on just about every estimate we write.

What does a new shingle roof cost in Westport?

A typical Westport 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.

How long does it take to put a new roof on in Westport?

Most Westport 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.

Is a metal roof worth it for a Westport home?

For most Westport 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.

Do you work with insurance after a storm in Westport?

We do. After a storm we photograph the damage on your Westport 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 you repair my roof instead of replacing it in Westport?

Often, yes. Plenty of the Westport 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.

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

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

What Our Customers Say

Honest words from customers who trusted Roofing Brothers with their roof.

★★★★★

"Ice was backing up at our eaves every winter. They cleared it, then went back and fixed the ventilation, and we have not had the problem since."

— Brenda T.
★★★★★

"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.
★★★★★

"Old slate roof and I was afraid nobody would touch it. They matched the pieces and now you cannot tell which ones are new."

— Curtis M.

Nearby Cities We Serve

Roofing Brothers also serves these towns near Westport.

Find Us in Westport

Need a Roofer in Westport, CT?

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

(877) 509-1137 — Free Estimate