Cost Guide8 min read

How Much Does Roofing Cost in Westchester County? (2026 Guide)

What Westchester homeowners are actually paying for roofing in 2026. Shingle replacements, flat roof repairs, slate work, and emergency fixes, with real numbers from local contractors.

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Alex Colombo
Founder, Westchester AI · February 2, 2026

What Westchester Homeowners Actually Pay for Roofing

Roofing in Westchester costs more than most of the country. The houses are old (median year built is around 1955 in most towns), labor rates run high because it's the New York metro area, and almost every town requires a building permit that adds cost and delays.

We talked to roofing contractors working across the county. Here's what people are paying right now.

2026 Roofing Cost Breakdown

These numbers come from quotes by roofers working in Westchester right now. Your price depends on the size of your roof, how steep it is, what material you pick, and whether the old roof needs to be torn off first.

Job TypeTypical RangeWhat Affects Price
Full roof replacement (asphalt shingles)$8,500 – $18,000Roof size, layers to remove, pitch steepness
Architectural shingles upgrade$12,000 – $22,000Higher material cost, longer lifespan (30+ yrs)
Flat roof (rubber/TPO)$6,000 – $14,000Common on colonials with flat sections
Slate roof repair$1,500 – $5,000+Prevalent in older Scarsdale, Bronxville homes
Cedar shake repair/replace$15,000 – $30,000+Historic homes, specialty labor required
Emergency leak repair$350 – $1,500Storm damage, ice dam leaks (common Dec–Mar)
Gutter replacement (with roof)$1,200 – $3,500Often bundled for 10-20% savings

How Costs Vary by Town

Where you live in Westchester changes the price. A lot.

Scarsdale and Bronxville have bigger homes (2,500 to 4,000+ sq ft), steeper pitches, and more slate or cedar. Budget 20–30% above the county average. A lot of these houses went up in the 1920s through 1940s, so the underlying roof structure sometimes needs work too.

Yonkers and Mount Vernon have more multi-family homes and smaller single-family places. Prices land closer to the low end of every range. There's also more flat-roof work because of row houses and mixed-use buildings.

New Rochelle and Mamaroneck fall in the middle. Being near the coast means salt air eats roofs faster. Figure 3 to 5 fewer years of lifespan compared to a house in, say, Pleasantville. Storm damage comes up more often too.

Northern Westchester (Somers, Yorktown Heights, Katonah) means bigger lots, longer roof lines, and heavy snow. Ice dams are a real problem up there. Some contractors also tack on a travel charge for jobs north of the Saw Mill.

Permit Requirements in Westchester

Important

Almost every town in Westchester requires a building permit for a roof replacement. That adds $150 to $500 to your total and means a final inspection before the job is signed off. Your contractor should handle the paperwork.

Here are the offices to know: - New Rochelle Building Department: (914) 654-2166. Permit required for full replacement. - White Plains Building Department: (914) 422-1269. Permit and inspection required. - Yonkers Department of Buildings: (914) 377-6520. Required for any structural roofing work.

Any licensed roofer will pull the permit as part of the job. If someone tells you to skip it, find a different contractor.

The Older Home Factor

Most of Westchester was built before your roof's materials were even invented. Bronxville's median year built is around 1939. Pelham is 1940. Hastings-on-Hudson is 1945. A lot of these homes are on their second or third roof.

That age creates problems you won't see in the quote: - Multiple layers. Some houses have 2 or 3 layers of shingles stacked up. All of it has to come off before new material goes on. That adds $1,000 to $3,000. - Bad decking. The plywood or plank sheathing underneath may be rotted. Replacing it costs another $1,000 to $4,000, and you won't know until the old roof is stripped. - No ventilation. Older attics usually don't have proper airflow, which shortens the life of a new roof. Ridge and soffit vents cost $500 to $1,500 to add. - Asbestos. Pre-1980 homes sometimes have asbestos roofing shingles. Licensed abatement runs $2,000 to $6,000 on top of everything else.

Get an inspection before you sign anything. The cheapest quote usually means someone hasn't thought about what's under the surface.

Signs You Need a New Roof

Don't wait until water is dripping onto your couch. Here are the signs that it's time to start calling roofers:

- Your roof is 20+ years old. Asphalt shingles last 20 to 25 years. If yours went on in the early 2000s, you're in the window. - Shingles are curling or missing. If you can see it from the street, so can a buyer. And so can the rain. - Your gutters are full of granules. Those little bits of grit protect shingles from UV damage. Once they wash off, the shingle underneath breaks down fast. - You can see daylight through the attic. Light getting through means water is getting through. - Your neighbors are getting new roofs. Houses in the same development were usually roofed at the same time. If three of them are getting replaced, yours is probably next. - Ice dams keep forming every winter. That points to ventilation and insulation problems that only get solved with a new roof done right.

How to Choose a Roofing Contractor in Westchester

We list over 50 roofing contractors in Westchester County. Here's how to pick one without getting burned.

First, the stuff that's non-negotiable. They need to be licensed and insured in New York. They need workers' comp coverage (ask for the certificate, not just a "yes"). They should give you a written contract that spells out the scope, timeline, payment schedule, and warranty. And they should pull the building permit themselves.

Good signs: they've been working in the area for 5+ years. They have reviews from people in your actual town, not just "Westchester." They carry manufacturer certifications like GAF Master Elite or CertainTeed SELECT. And they give you a detailed estimate that breaks down materials, labor, and disposal, not just one number.

Bad signs: they show up at your door the day after a storm. They want the full amount before starting. They don't have a real business address. They won't give you references from nearby jobs.

Get at least 3 quotes. Don't just compare the total at the bottom. Compare what's actually included.

Best Time to Schedule Roofing in Westchester

Peak season is May through October. Shingles need warm weather to seal properly, so that's when most work gets done.

The best time to book is actually late winter or early spring, around February to April. Contractors are trying to fill their schedule before the rush and will often knock 5 to 15% off. You lock in the price now, they do the work when the weather breaks.

The worst time to hire a roofer is right after a big storm. Everyone's calling at once, prices go up, and out-of-town crews show up looking for quick jobs. If you can wait 4 to 6 weeks after the storm, you'll get better prices and contractors who actually know the area.

December through March is ice dam season. Emergency repairs are available but they're expensive. If you're getting a new roof anyway, have them add heat cables and proper ventilation while they're up there. That's the real fix.

The Bottom Line

Key Takeaway

Most Westchester homeowners pay $8,500 to $18,000 for a standard asphalt shingle roof replacement. Older homes, premium materials, and steep pitches push that number higher. Set aside an extra 15 to 20% for problems that only show up once the old roof comes off.

The only way to get a real price is to have 3 licensed roofers who work in your town come look at your roof. They know the permit process, they've seen the common problems in your neighborhood, and they'll give you a number based on your actual house. Everything else is a guess.

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AC
Alex Colombo
Founder, Westchester AI

Alex Colombo is the founder of Westchester AI, a technology consulting firm serving businesses across Westchester County and the tri-state area. When he's not helping local companies modernize their operations, he's researching what home improvement actually costs in the area so homeowners don't walk into quotes blind.