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Roofing & Siding Contractor in Wappingers Falls, NY

Roofing & Siding Contractor in Wappingers Falls, NY

  • BBB Accredited A+
  • 25+ Years in the Hudson Valley
  • Free Estimates
  • 5.0 stars on Google

SSKM Construction repairs and replaces roofs and siding in Wappingers Falls, including the 19th-century mill-worker duplexes lining the historic district's hillside streets. We handle ice dams, worn flashing, and storm exposure on the steep terrain around Wappinger Creek, and every estimate we give is free, written, and itemized.

  • Mill-worker duplexes? Yes. The hillside historic district is familiar territory.
  • Winters here? Ice dams and steep-terrain storm exposure around Wappinger Creek.
  • Siding as well? Yes, both trades from the same crew.

In the old mill village straddling the falls of Wappinger Creek, SSKM Construction keeps 19th-century frame homes weather-tight through Hudson Valley winters. The tightly built worker duplexes lining these hillside streets need roofing suited to their age and pitch.

Fast & Free

Get your free estimate today

No pressure. The SSKM crew will call you right back.

One crew for all of it. Whichever of those you need, the visit and the written estimate cost you nothing.

Real Reviews

Rated 5.0 stars by Hudson Valley homeowners

The roof was completely done and cleaned up in 2 days, his guys had even cleaned out my gutters.
Wayne Mayes · Google reviewRoof job completed, gutters cleaned out
SSKM Construction did an outstanding job replacing the sheathing and removing and replacing the existing siding on my home.
Mark Car · Google reviewSheathing and siding replaced
It has been a pleasure and honor to work with Luis and his crew for the past 5 years.
Johnny Little · Google review
Luis and his crew did a great job swapping out two nasty pull-out windows in my basement.
Amber S · Google reviewTwo basement windows replaced

Those reviews are real, and they are on Google. If you would like to be the next one, the estimate costs nothing.

Local Conditions

Common roofing challenges in Wappingers Falls, NY

  • Aging roofs on the 19th-century frame worker duplexes lining the hillside streets of the Wappingers Falls Historic District
  • Ice dams and freeze-thaw damage from cold, snowy Hudson Valley winters
  • Older Victorian-era and brick structures downtown where worn flashing and trim invite leaks
  • Wind and storm exposure on the steep terrain around the creek and the 1884 stone arch bridge
  • Original, long-serving materials on historic mill-town roofs that are near replacement age

About Wappingers Falls, Dutchess County

Wappingers Falls sits at the head of navigation on Wappinger Creek, about two miles from where the creek meets the Hudson River, spanning parts of the Poughkeepsie and Wappinger towns in Dutchess County. The waterfall that names the village powered its early industry, and the community grew as a 19th-century mill town. The Wappingers Falls Historic District, listed in 1984, covers downtown, residential streets, and Mesier Park and Homestead, a public park since around 1891. An 1884 stone arch bridge links the two halves of the village across the creek. Much of the housing is frame worker duplexes built by the mills, alongside Victorian commercial buildings and homes like the 1848 Dutchess Company Superintendent's House. These older, closely spaced roofs need solid maintenance to handle Hudson Valley weather.

Need roofing or siding in Wappingers Falls? Call (845) 549-7944 or request a free estimate.

Recognise any of that on your own house? We will come out, look at it properly, and tell you what it actually needs.

GAF Timberline HD shingle bundles staged on a roof in East Fishkill, NY

That is our patch. If your street is on that map, we can be out to look at the job this week.

Local Routes

How we get to Wappingers Falls, NY

We work Wappingers Falls out of Newburgh. These are the corridors that connect it to the neighbouring towns we cover, and the roads our trucks are actually on getting there.

We cover the rest of the mid-Hudson Valley from the same Newburgh shop: Roofing in Hyde Park, Roofing in New Windsor, Roofing in Walden, Roofing in Poughkeepsie.

Wappingers Falls to Fishkill

Roads we run
US 9
County
Dutchess County
Straight-line distance
About 4.4 miles, not a drive time
Roofing in Fishkill

Wappingers Falls to Poughkeepsie

Roads we run
US 9
County
Dutchess County
Straight-line distance
About 7.6 miles, not a drive time
Roofing in Poughkeepsie

Wappingers Falls to Newburgh

Roads we run
NY 9D, I-84, NY 52
County
Orange County
Straight-line distance
About 8.2 miles, not a drive time
Roofing in Newburgh

Straight-line miles between town centres, measured from OpenStreetMap coordinates on 27 August 2026. They are not drive times. Road names are the routes mapped between those same two points.

Good to Know

Roofing Wappingers Falls, a 19th-century mill town's homes

25+Years in the Hudson Valley
5.0Rating on Google
8Trades, one crew
FreeWritten estimates

Siding, timing, and serving Wappingers Falls

The frame worker houses on the village's hillside streets were originally clad in wood, and siding decisions here often balance keeping that historic character against wanting a lower-maintenance, better-insulated wall. On homes within the historic district, we take care to preserve trim lines and proportions; on other properties, insulated vinyl or fiber-cement offers strong protection against the region's wet winters. In every case the details behind the siding matter most: solid flashing around windows, a proper drainage plane, and tight seams so wind-driven rain off the creek valley cannot work its way into the framing.

Because Wappingers Falls sees real snow and freeze-thaw, we schedule full roof and siding projects for the warmer months when materials cure properly, while staying ready for winter storm damage. When a roof is torn or leaking in the cold season, we tarp and stabilize it fast to protect the interior, then return for a durable repair once conditions allow.

SSKM Construction Corp serves Wappingers Falls and the surrounding Dutchess County area near the creek and the Hudson. With more than 25 years of experience and insurance in place, we provide free estimates and clear, straightforward advice on any roofing or siding job.

Crew finishing an asphalt shingle roof in East Fishkill, NY
Great work, fair price, and they showed up when they said they would.
Mark Car · verified Google review

Getting started on your Wappingers Falls project

Wappingers Falls carries its 19th-century mill-town roots right in its streetscape, from the frame worker duplexes to the historic district that grew up along Wappinger Creek. Homes like these were built in a particular era and style, and older frame houses often reveal a few surprises once you start a project, which is exactly why the right first step is a careful look rather than a quick quote over the phone. When you contact SSKM, we come out, assess the actual condition of your home, and give you a free, honest estimate so you know what you are dealing with before any work begins.

That approach fits the character of Wappingers Falls, where many homes have decades of history behind them and deserve a contractor who respects how they were built. With more than 25 years of experience and a 5.0-star rating on Google, Luis and Steven walk you through what your roof, siding, deck, or remodel really needs and what can wait, so you can plan sensibly. Getting started is simple: reach out, and we will take a genuine look at your home and lay out clear options.

Crew member rolling out roof underlayment in the Town of Montgomery, NY

Still deciding? Tell us what the roof or the room is doing and we will come look at it. The estimate is free and written down.

At a Glance

SSKM Construction Corp in Wappingers Falls, NY at a glance

What homeowners in Wappingers Falls ask us most often, answered in one place. Details repeated from this page and from our about page.
Where our crew comes fromI-84 east over the Newburgh-Beacon Bridge, then US 9 north; NY 9D for the older housing near the creek
EstimatesFree, and written down before any work starts
Google rating5.0 stars on Google
Years in the Hudson Valley25+
Who you deal withLuis and Steven, the co-owners, and the SSKM crew. Not a call centre
Trades under one roofRoofing, roof replacement, roof repair, siding, decks, framing, remodeling, kitchen and bathroom remodels, interior and exterior painting, snow removal

Ready to protect and improve your home?

Free estimates · 25+ years in the Hudson Valley · Mon-Sun 7:00 AM to 6:00 PM

SSKM Construction Corp mascot standing beside a company work van

Getting There

Getting to Wappingers Falls from our shop

I-84 east across the Newburgh-Beacon Bridge, then north on US 9 into the village. NY 9D also runs through Wappingers Falls, which is the road we use for the older housing closer to the creek. Both approaches put us in the village without a long haul, which matters when a roof is open and weather is coming.

Good to Know

Wappingers Falls roofing: frequently asked questions

Do you work on the old mill-worker homes in Wappingers Falls?

Yes. Many houses in the Wappingers Falls Historic District are 19th-century frame duplexes the mills built for workers, often on steep streets, and SSKM Construction repairs and replaces those older roofs with care for their tight construction.

How do winters affect roofs in Wappingers Falls?

Wappingers Falls gets cold, snowy Hudson Valley winters, so ice dams and freeze-thaw cracking are common. We handle ventilation, insulation, and flashing so snowmelt drains rather than backing up under shingles.

Can you repair storm damage near Wappinger Creek in Wappingers Falls, NY?

Yes. Homes on the hilly terrain around Wappinger Creek and the 1884 stone arch bridge catch wind-driven rain. We inspect after storms for lifted shingles and flashing leaks and make quick repairs.

Do you do siding as well as roofing in Wappingers Falls?

We do both. The older frame homes downtown often need siding, trim, and flashing updated with the roof, and combining the work keeps the whole exterior sealed.

We pull the permits our work needs and deal with the inspections. If you want to check the requirements yourself, Wappingers Falls permits and inspections are handled by the village, and current requirements are listed on the Village of Wappingers Falls official site.

Question we did not answer? Ask it on the phone. You will get a straight answer from an owner, not a script.

Last updated:

Call Now: (845) 549-7944