Roofing services in Pleasantville, NY

Trusted Roofing Services in Pleasantville, NY

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

Licensed & Insured 4.6-Star Rated 24/7 Emergency Service Serving Pleasantville
2,748+ Projects Completed
1,612+ Happy Customers
409+ 5-Star Reviews
24+ Years Experience

Roofing Services in Pleasantville

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

Roof Leak Repair

If two other people have caulked it and it still leaks, call us. Most stubborn leaks turn out to be flashing, a valley, or a fastener nobody thought to check.

Roof Replacement

Full tear off, decking checked board by board, then a new metal or shingle roof over proper underlayment. You get the price and the start date before anything comes off.

Storm Damage Roof Repair

After a storm we walk the roof, photograph everything we find, and write an itemized estimate you can hand straight to your adjuster.

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.

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 Repair

Most roofs somebody has called a lost cause are not one. We repair what can be repaired, and we tell you honestly when a repair will no longer hold.

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.

Roof Coating

Reflective coatings keep a metal roof cooler in summer and seal up the small stuff before it turns into a leak.

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.

Commercial Roofing

We work around your hours, weekends included when that is what it takes to keep your doors open while the roof goes on.

Metal Roof Repair

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.

Slate & Tile Roof Repair

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

Wind Damage Roof Repair

If wind got under your roof once it will try again. We fix the damage and close the edge back up so there is nothing left to catch.

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.

Asphalt Shingle Roof Repair

A shingle repair should not be visible from the street. We match as close as the weathering allows and blend the new work into the old.

Roof Inspection

Inspections come free with an estimate. We would rather find the small problem this spring than replace a ceiling for you next winter.

Soffit & Fascia Repair

Rotted fascia and sagging soffit let water and animals in behind the roof edge. We cut the bad wood out and put new in.

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.

Roof Waterproofing

Waterproofing details on additions, porches and low slope tie ins, where two roofs meet and most leaks quietly begin.

Ice Dam Removal

Steam and hand work, never a hammer and chisel on your roof. Then we check the eaves for the damage the ice already did.

Your Pleasantville, NY Roofing Company

A metal roof is the thing we do best. Our family has been installing them out of Morganton, North Carolina since 2002, and our crews bring that same work to Pleasantville: standing seam, exposed fastener panels, and ridge and valley trim that fits instead of being forced.

Shingles still make sense on a lot of Pleasantville houses, and we will say so when they do. What we will not do is talk you into metal when your budget or your roof does not call for it. Estimates are free either way.

Tearing the old roof off a wooden gazebo before new shakes in Pleasantville

Why Pleasantville Homeowners Choose Us

Here is what Pleasantville 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 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.

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.

Frequently Asked Questions

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

Do you charge for an estimate in Pleasantville?

No. Estimates are always free in Pleasantville. 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.

Do you work with insurance after a storm in Pleasantville?

We do. After a storm we photograph the damage on your Pleasantville 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.

What does a new shingle roof cost in Pleasantville?

A typical Pleasantville 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.

What colors can I get on a metal roof in Pleasantville?

Plenty of them. Most Pleasantville customers choose from around twenty standard colors, and green, burgundy, bronze, black, gray, tan and barn red are the ones people pick most. We bring the color chart out with the estimate so you can hold it up against your siding.

Is a metal roof worth it for a Pleasantville home?

For most Pleasantville 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.

What time of year is best to reroof in Pleasantville?

Any dry stretch works. We roof in Pleasantville 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.

What Our Customers Say

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

★★★★★

"Wind peeled up the edge of our roof and they came out that same evening to cover it so the rain would not get in. Permanent repair the following week."

— Doug E.
★★★★★

"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.
★★★★★

"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?"

— Jerry M.

Nearby Cities We Serve

Our crews cover the surrounding area, not only the city limits.

Find Us in Pleasantville

Need a Roofer in Pleasantville, NY?

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

(877) 509-1137 — Free Estimate