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.
What We Do in Wappingers Falls
Roofing, siding & construction in Wappingers Falls

Roofing
All Roofing services →
Roof replacement
All Roof replacement services →
Roof repair
All Roof repair services →
Siding
All Siding services →
Decks
All Decks services →
Framing
All Framing services →
Remodeling
All Remodeling services →
Interior painting
All Interior painting services →
Exterior painting
All Exterior painting services →
Snow removal
All Snow removal services →
Kitchen remodel
All Kitchen remodel services →
Bathroom remodel
All Bathroom remodel services →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.
SSKM Construction did an outstanding job replacing the sheathing and removing and replacing the existing siding on my home.
It has been a pleasure and honor to work with Luis and his crew for the past 5 years.
Luis and his crew did a great job swapping out two nasty pull-out windows in my basement.
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.
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
Wappingers Falls to Poughkeepsie
- Roads we run
- US 9
- County
- Dutchess County
- Straight-line distance
- About 7.6 miles, not a drive time
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
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
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.

Great work, fair price, and they showed up when they said they would.
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.

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
| Where our crew comes from | I-84 east over the Newburgh-Beacon Bridge, then US 9 north; NY 9D for the older housing near the creek |
|---|---|
| Estimates | Free, and written down before any work starts |
| Google rating | 5.0 stars on Google |
| Years in the Hudson Valley | 25+ |
| Who you deal with | Luis and Steven, the co-owners, and the SSKM crew. Not a call centre |
| Trades under one roof | Roofing, 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
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.
Nearby Areas
Other towns we serve near Wappingers Falls
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.
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