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Roofing & Siding Contractor in Poughkeepsie, NY

Roofing & Siding Contractor in Poughkeepsie, 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 across Poughkeepsie, including the Victorian and Gilded Age homes of the Union Street, Academy Street, and Garfield Place historic districts. We handle ice dams, snow load, and nor'easter damage on older roofs, and every estimate is free, written, and itemized.

  • Historic district homes? Yes, including the Union Street and Academy Street Victorians.
  • Ice dams? A real Poughkeepsie risk; ventilation and flashing are the defense.
  • Siding with the roof? Yes. One crew handles both in a single project.

From the historic districts around Union Street to the neighborhoods below College Hill, SSKM Construction protects Poughkeepsie homes against hard Hudson Valley winters. The city's Victorian and Gilded Age housing stock needs roofing that can take deep cold and heavy snow.

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 Poughkeepsie, NY

  • Aging roofs on the Victorian and Gilded Age homes filling the Union Street, Academy Street, and Garfield Place historic districts
  • Ice dams and snow load from a humid continental climate where winter temperatures frequently drop below zero
  • Nor'easter wind and heavy rain, with annual precipitation averaging around 44 inches
  • Freeze-thaw cracking of flashing and masonry across the elevation change from the Hudson River up to 380-foot College Hill
  • Worn or original materials on 19th-century roofs that have outlived their expected lifespan

About Poughkeepsie, Dutchess County

Poughkeepsie sits on the Hudson River in western Dutchess County, roughly 75 miles north of Manhattan, rising from the riverfront to its highest point at 380-foot College Hill. The city is defined by landmarks like the Walkway Over the Hudson, a restored 1889 railroad bridge reopened as a pedestrian park in 2009, the 1930 Mid-Hudson Bridge, and the Bardavon 1869 Opera House. Its seven historic districts, including Union Street, Academy Street, and Garfield Place, are rich with Victorian and Gilded Age homes. The region's humid continental climate brings cold winters that regularly dip below zero and exposure to nor'easters, so the older, ornate roofs across these neighborhoods need durable, well-maintained systems to hold up.

Need roofing or siding in Poughkeepsie? 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.

Dark-blue home exterior on a winter job site

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 Poughkeepsie, NY

We work Poughkeepsie 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 Fishkill, Roofing in New Paltz, Roofing in Highland, Roofing in Gardiner.

Poughkeepsie to Highland

Roads we run
US 44, NY 55, US 9W
County
Ulster County
Straight-line distance
About 2 miles, not a drive time
Roofing in Highland

Poughkeepsie to Hyde Park

Roads we run
US 9
County
Dutchess County
Straight-line distance
About 5.4 miles, not a drive time
Roofing in Hyde Park

Poughkeepsie to Wappingers Falls

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

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

What Poughkeepsie's Victorian and Gilded Age homes need

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

Siding, seasonal strategy, and serving Poughkeepsie

Older Poughkeepsie homes frequently carry wood clapboard or shingle siding that has weathered decades of humid summers and hard winters. Some owners want to keep and restore that original look; others are ready for low-maintenance insulated vinyl or fiber-cement that stands up better to the wet-cold cycle. Either way, the work behind the siding is what protects the house. We pay close attention to flashing around windows and at the transition to the foundation, and to a proper drainage plane, so wind-driven rain off the river valley cannot get trapped in the wall.

Because the winters here are so wet and cold, we plan larger projects for the warmer months when materials cure reliably, and we keep the schedule realistic around the region's snow. When a storm does damage a roof mid-winter, we respond quickly with tarping and temporary repairs to stop interior damage, then complete the lasting repair when the weather cooperates.

SSKM Construction Corp serves Poughkeepsie and nearby Dutchess County neighborhoods on both sides of the river. Backed by 25-plus years of experience and insurance in place, we offer free estimates and straight answers for any roofing or siding project in the city.

Roof tear-off exposing the original deck boards on a home in East Fishkill, NY
The roof was completely done and cleaned up in 2 days, his guys had even cleaned out my gutters.
Wayne Mayes · verified Google reviewRoof job completed, gutters cleaned out

Getting started on your Poughkeepsie project

Poughkeepsie brings together a lot of what makes Dutchess County homes interesting, from the neighborhoods around College Hill to the Victorian and Gilded Age historic districts that reflect the city's long history along the Hudson. Homes from those eras, and the newer ones built around them, each ask for a slightly different approach, and the first step is always the same: taking a real look at what you have and what you want to do with it. When you reach out to SSKM, we come out, walk the property, and give you a free, straightforward estimate so you can plan with real numbers instead of guesswork.

That honest starting point is what most Poughkeepsie homeowners are after, whether the job is a roof replacement, new siding, a deck for a home near the Walkway Over the Hudson, or an interior remodel. With more than 25 years of experience and a 5.0-star rating on Google, Luis and Steven focus on telling you plainly what the house needs and what it does not, so the project starts on solid footing and there are no surprises down the line. Getting started is as simple as a conversation and a look at your home.

Crew finishing an asphalt shingle roof in East Fishkill, 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 Poughkeepsie, NY at a glance

What homeowners in Poughkeepsie ask us most often, answered in one place. Details repeated from this page and from our about page.
Where our crew comes fromNewburgh-Beacon Bridge on I-84, then US 9 north; US 44 and NY 55 cross in the city
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 Poughkeepsie from our shop

From Newburgh we cross the Hudson on the Newburgh-Beacon Bridge, which carries I-84, then run north on US 9 into Poughkeepsie. US 44 and NY 55 meet US 9 in the city and carry on west over the Mid-Hudson Bridge, so whether the job is near the Walkway or out along the Route 9 corridor, it is a straight run for our crew and our material deliveries.

Good to Know

Poughkeepsie roofing: frequently asked questions

Do you service the Victorian homes in Poughkeepsie's historic districts?

Yes. The Union Street, Academy Street, and Garfield Place districts have Victorian and Gilded Age homes with steep, detailed roofs, and SSKM Construction repairs and replaces those older roof systems with care for their design.

How bad are ice dams in Poughkeepsie?

With a humid continental climate and winter lows frequently below zero, ice dams and snow load are common concerns. We focus on ventilation, insulation, and flashing so snowmelt drains instead of backing up under shingles.

Do you handle storm and nor'easter damage in Poughkeepsie?

Yes. Poughkeepsie averages about 44 inches of precipitation a year and gets hit by nor'easters. We inspect after storms for lifted shingles and flashing leaks and make repairs before water reaches the interior.

Can you do siding along with the roof in Poughkeepsie?

We do. Many older Poughkeepsie homes need siding, trim, and flashing updated together with the roof, and combining the work keeps the full exterior sealed against Hudson Valley weather.

We pull the permits our work needs and deal with the inspections. If you want to check the requirements yourself, Poughkeepsie permits and inspections are handled by the city, and current requirements are listed on the City of Poughkeepsie 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