Roofing & Siding Serving New Windsor, NY
Roofing & Siding Serving New Windsor, NY
- Licensed & Insured
- 25+ Years in the Hudson Valley
- Free Estimates
- 5.0★ on Google (48 Reviews)
SSKM Construction repairs and replaces roofs and siding in New Windsor, NY, from the Vails Gate hamlet to the neighborhoods along the Stewart Airport corridor. Our shop sits on North Plank Road in Newburgh, a short run up Route 9W, so estimates and storm repairs turn around fast. Every job starts with a free written estimate.
- How fast can you respond? New Windsor is about ten minutes from our door.
- Do you cover Vails Gate? Yes, and the Stewart Airport corridor with it.
- What does winter do to roofs here? Ice at the eaves and wind-lifted shingles are what we see most.
- Siding too? Yes. Roofing and siding handled as one weather-tight job.
Right next door to our Newburgh shop, New Windsor is home turf for SSKM Construction. From the Vails Gate hamlet to the neighborhoods along the Stewart Airport corridor, we keep New Windsor roofs and siding standing up to Hudson Valley winters, and our short drive means fast turnarounds on estimates and storm repairs alike.
What We Do in New Windsor
Roofing, Siding & Construction in New Windsor
Roofing
Roofing in New Windsor →Roof Replacement
Roof Replacement in New Windsor →Roof Repair
Roof Repair in New Windsor →Siding
Siding in New Windsor →Decks
Decks in New Windsor →Framing
Framing in New Windsor →Remodeling
Remodeling in New Windsor →Interior Painting
Interior Painting in New Windsor →Exterior Painting
Exterior Painting in New Windsor →Snow Removal
Snow Removal in New Windsor →Kitchen Remodel
Kitchen Remodel in New Windsor →Bathroom Remodel
Bathroom Remodel in New Windsor →One crew for all of it. Whichever of those you need, the visit and the written estimate cost you nothing.
Local Conditions
Common Roofing Challenges in New Windsor, NY
- Aging roofs on established ranch and colonial homes around Vails Gate and the older Route 9W corridor
- Ice dams and freeze-thaw damage from the same Hudson Valley winters we handle daily in neighboring Newburgh
- Wind exposure in the more open areas near Stewart International Airport
- A mix of older homes and newer construction that each call for a different roofing approach
- Storm damage along Moodna Creek and the Hudson River shoreline south of Newburgh
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 roofing or siding 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.
That is our patch. If your street is on that map, we can be out to look at the job this week.
Good to Know
Roofing From Vails Gate to the Stewart Airport Corridor
Siding, Seasonal Planning, and Serving New Windsor
Siding needs in New Windsor run the gamut, from older ranch and colonial homes around Vails Gate that may still carry original wood or early vinyl siding, to newer construction that's usually already on vinyl or fiber-cement but due for an upgrade. Whichever it is, the details behind the panels are what actually keep water out: proper flashing at windows and doors, a continuous moisture barrier, and tight seams that hold up against wind-driven rain off the Hudson.
Given our winters, we schedule larger roof and siding jobs for the warmer months when sealants and adhesives cure properly. Storms don't wait for good scheduling, though, and because New Windsor is right next to our shop, a wind-damaged roof or active leak gets a fast response, with tarping and temporary repairs first and a permanent fix once conditions allow.
SSKM Construction Corp serves New Windsor and the rest of Orange County from our base right up the road in Newburgh. With 25-plus years in the trade and full licensing and insurance, we're glad to provide any New Windsor homeowner a free, no-pressure estimate for roofing or siding.

Professional crew from start to finish. The job site was spotless every single day.
Why New Windsor Homeowners Choose SSKM
New Windsor homeowners get an advantage most of our service area doesn't: we're practically neighbors. Our shop sits just up North Plank Road in Newburgh, so we already know these streets, these winters, and these houses, from the established homes near Vails Gate to newer builds out toward Stewart Airport. That familiarity, paired with more than 25 years in the trade, is what Luis and Steven have built their reputation on.
For New Windsor homeowners, the decision comes down to trust, response time, and clear communication, and being this close to home means we can deliver on all three. We're licensed and insured, offer free estimates, and hold a 5.0-star rating across 48 reviews, so you can get an honest, no-pressure assessment of your roof, siding, or larger project without waiting on a crew that has to drive in from somewhere else.

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 New Windsor, NY at a Glance
| Where our crew comes from | Route 9W or NY 32 south, about ten minutes to Vails Gate and Stewart Airport |
|---|---|
| Estimates | Free, and written down before any work starts |
| Google rating | 5.0 stars across 48 reviews |
| 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
Real Reviews
Rated 5.0★ by 48 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.
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 Roofing: Frequently Asked Questions
How fast can you respond to a New Windsor roofing job?
Very fast. New Windsor sits right next to our Newburgh shop on North Plank Road, so we can typically get out for an estimate or a storm repair the same day or next.
Do you work in the Vails Gate area of New Windsor, NY?
Yes. Vails Gate and the neighborhoods around it are some of the homes we work on most often given how close they sit to our shop.
How does winter weather affect roofs in New Windsor?
New Windsor sees the same Hudson Valley winters as Newburgh: heavy snow load and freeze-thaw cycling that drives ice dams at the eaves. We check ventilation, insulation, and flashing so meltwater drains instead of backing up under shingles.
Do you replace siding as well as roofs in New Windsor, NY?
We do both. New Windsor's mix of established ranch and colonial homes and newer construction near the Stewart Airport corridor often needs siding, trim, and flashing addressed alongside the roof, and doing both together keeps the exterior fully weather-tight.
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.