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SSKM Construction Corp · Roof Repair in New Windsor

Roof Repair in New Windsor, Fixed at the Source

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

SSKM Construction Corp repairs roof leaks, storm damage, flashing failures, and ice-dam damage in New Windsor and across the Hudson Valley. We trace every leak back to its actual source before quoting, treat active leaks as urgent, and put the fix in writing at no cost. Flat and low-slope repairs are core work for us too.

  • Active leak? Treated as urgent, we get out to assess it fast.
  • Flat roofs? Yes, membrane repairs are core work for us.
  • Estimate? Free, written, no obligation.

Most roof leaks do not start where the water shows up inside. SSKM traces a leak back to its actual source, whether that is failed flashing, a split pipe boot or storm damage, then repairs it so the fix holds through the next winter.

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 roof repair calls we get in New Windsor, NY

  • Leaks that show up inside far from where the water is actually entering the roof
  • Ice dams at the eaves backing meltwater up under shingles during Hudson Valley winters
  • Flashing failures around chimneys and roof-to-wall transitions on New Windsor's established neighborhoods, newer subdivisions, and older homes near a working airport corridor
  • Storm-damaged or wind-lifted shingles that need fast attention before the next rain
  • Flat and low-slope membrane sections over porches or additions with seam or flashing failures

About New Windsor, Orange County

New Windsor sits in Orange County along the west bank of the Hudson River, directly bordering the City of Newburgh, so it's practically an extension of our own neighborhood. The town holds real Revolutionary War history: the New Windsor Cantonment State Historic Site preserves the ground where the Continental Army wintered in 1782-83 under General Washington, widely regarded as the birthplace of the Purple Heart, and nearby Knox's Headquarters State Historic Site marks another piece of that era. Today the town is a mix of established neighborhoods like Vails Gate, newer subdivisions, and the commercial corridor around Stewart International Airport, with Moodna Creek winding through on its way to the Hudson. Being right next door means we're rarely more than a few minutes from a New Windsor job site.

Need roof repair in New Windsor? 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.

Completed architectural shingle roof by SSKM Construction in the Town of Newburgh, 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 New Windsor, NY

We work New Windsor 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.

New Windsor to Newburgh

Roads we run
US 9W, NY 94, Broadway
County
Orange County
Straight-line distance
About 1.8 miles, not a drive time
Roofing in Newburgh

New Windsor to Cornwall

Roads we run
US 9W, County Route 9
County
Orange County
Straight-line distance
About 3 miles, not a drive time
Roofing in Cornwall

New Windsor to Fishkill

Roads we run
NY 52, I-84, US 9W
County
Dutchess County
Straight-line distance
About 7.6 miles, not a drive time
Roofing in Fishkill

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

Roof repair built for New Windsor homes

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

How we approach roof repair in New Windsor

A leak inside a New Windsor home almost never starts directly above the stain on the ceiling, water travels along rafters and sheathing before it shows itself, which is why guessing at the source usually means paying twice. We trace every leak back to where it is actually entering, whether that is failed step flashing at a chimney, a cracked pipe boot, or wind-driven rain finding a gap at a roof-to-wall transition, before we quote a fix.

Ice dams are a regular call in New Windsor and across the Hudson Valley: heat escaping into the attic melts snow on the roof, which refreezes at the cold eave and backs water up under the shingles. We repair the resulting damage, but a lasting fix usually means addressing the ventilation and insulation that caused the dam in the first place, and we'll tell you plainly if that is what your roof needs. Flat and low-slope sections over porches, dormers, and additions are common here too, and they use membrane systems with their own repair approach, seams and flashing rather than shingles.

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

Why New Windsor homeowners choose SSKM for roof repair

An active leak does not wait for a convenient time, and how fast a contractor responds, and how honestly they diagnose the actual problem, matters more on a repair call than almost any other job. New Windsor homeowners call SSKM because we treat an active leak as urgent, trace it to the real source instead of patching the symptom, and tell you plainly when a repair makes sense versus when a roof is past that point. With 25-plus years in the trade, a 5.0-star rating on Google, and insurance in place, every New Windsor repair estimate is free and put in writing.

Completed architectural shingle roof by SSKM Construction in the Town of Newburgh, NY

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

At a Glance

SSKM Construction Corp roof repair in New Windsor, NY at a glance

What homeowners in New Windsor ask us most often, answered in one place.
Where our crew comes fromNewburgh, NY, based at 283 N Plank Rd
EstimatesFree, and written down before any work starts
Google rating5.0 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 New Windsor from our shop

New Windsor is about as local as it gets for us. From our shop on North Plank Road, it's a short run down Route 9W or NY-32 into town, with most of New Windsor, including Vails Gate and the area around Stewart Airport, within about ten minutes of our door.

Good to Know

New Windsor roof repair: frequently asked questions

How quickly can you look at a roof leak in New Windsor, NY?

Call us at (845) 549-7944 and we will get out to assess it. An active leak is treated as urgent, because the longer water sits in a roof assembly the more it costs to put right.

Can you repair the roof instead of replacing it on a New Windsor home?

Often, yes. If the damage is localized and the rest of the roof still has service life, a correct repair is the sensible option. We will tell you plainly when a roof is past that point rather than sell a replacement it does not need.

Do you repair flat and low-slope roofs in New Windsor?

Yes. Flat and low-slope sections over porches, dormers and additions are common here, and they use membrane systems rather than shingles. Seam and flashing repairs on those are a different skill set and part of our regular work.

What causes ice dams in New Windsor, and can a repair stop them?

Ice dams form when heat escaping into the attic melts snow that then refreezes at the cold eave. We repair the resulting damage, but a lasting fix usually needs the ventilation and insulation addressed too.

Is the roof repair estimate really free in New Windsor?

Yes. We inspect the roof and give you a written quote at no cost and no obligation.

We pull the permits our work needs and deal with the inspections. If you want to check the requirements yourself, New Windsor permits and inspections are handled by the town, and current requirements are listed on the Town of New Windsor official site.

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

We repair roofs across the mid-Hudson Valley from the same Newburgh shop: Roof repair in Fishkill, Roof repair in Hyde Park, Roof repair in New Paltz. Every town we cover is listed on the service areas page, and the full roof repair service is written up in one place.

Last updated:

Call Now: (845) 549-7944