SSKM Construction Corp · Roof Replacement in New Windsor
Roof Replacement in New Windsor Built to Last
- BBB Accredited A+
- 25+ Years in the Hudson Valley
- Free Estimates
- 5.0 stars on Google
SSKM Construction Corp tears off and replaces asphalt shingle and metal roofs in New Windsor and across the Hudson Valley. We strip to the deck, repair what the old roof was hiding, and rebuild the ice barrier, underlayment, and flashing before a single shingle goes on. Most homes finish in one to three days.
- Tear-off or overlay? Tear-off, almost always. An overlay hides the deck right when it needs inspection.
- Asphalt or metal? Architectural asphalt carries 30 to 50 year ratings; standing-seam metal runs 40 to 70.
- Rotted decking? We show you, explain the extent, and price the repair before proceeding.
A replacement roof is only as good as what goes on before the shingles. SSKM strips to the deck, repairs what the old roof was hiding, and rebuilds the ice barrier, underlayment and flashing properly, so the roof reaches its rated life.
What We Do in New Windsor
Roofing, siding & construction in New Windsor
Roofing
Roofing in New Windsor →
Roof repair
Roof Repair in New Windsor →
Roof replacement
Roof Replacement in New Windsor →
Siding
All Siding services →
Decks
Decks in New Windsor →
Framing
Framing in New Windsor →
Remodeling
Remodeling in New Windsor →
Interior painting
Interior Painting in New Windsor →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.
Limited time: $500 off a full roof replacement. Start with a free written estimate, and ask about the offer when you call.
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 roof replacement calls we get in New Windsor, NY
- The roof is at or past the age the shingles were rated for
- Granule loss and curling showing across several different slopes
- Leaks that keep reappearing in new places after previous repairs, common on New Windsor's established neighborhoods, newer subdivisions, and older homes near a working airport corridor
- Sagging along a ridge or between rafters, or soft spots underfoot
- You are planning to sell, and a tired roof is the first thing buyers price down
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 replacement 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.
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
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
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
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 replacement built for New Windsor homes
How we approach a roof replacement in New Windsor
A full tear-off is what separates a real roof replacement from a repair, and it is the only way to actually see what is underneath. We strip the old roof to bare decking, then flag and price any rot or delamination before a single new shingle goes down, rather than covering a compromised deck and calling it finished. Most single-family homes in New Windsor are torn off and re-roofed in one to three days, weather and decking permitting.
The ice barrier, underlayment, and flashing get rebuilt fresh on every job, not reused from the old roof. That matters more here than in milder climates: heavy snow load and the freeze-thaw cycle common to the Hudson Valley put real stress on eaves, valleys, and any roof-to-wall transition, and those are exactly the details that decide whether a new roof holds up for its full rated life or starts leaking in year three.
The roof was completely done and cleaned up in 2 days, his guys had even cleaned out my gutters.
Why New Windsor homeowners choose SSKM for roof replacement
Replacing a roof is a bigger decision than a repair call, and homeowners want a straight answer about whether they actually need one. We tell you plainly when a repair would do the job instead, walk you through asphalt versus metal with real cost and lifespan numbers, and put the price in writing before any tear-off starts. With 25-plus years in the trade, a 5.0-star rating on Google, and insurance in place, every New Windsor replacement estimate is free and no-pressure.
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 replacement in New Windsor, NY at a glance
| Where our crew comes from | Newburgh, NY, based at 283 N Plank Rd |
|---|---|
| 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 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.
Nearby Areas
Other towns we serve near New Windsor
Good to Know
New Windsor roof replacement: frequently asked questions
How long does a roof replacement take in New Windsor, NY?
Most single-family homes are torn off and re-roofed in 1 to 3 days, weather permitting. Steep or complex roofs and any significant decking repair can add time, and we tell you that up front.
Do I have to replace the whole roof, or can you repair it on a New Windsor home?
If the damage is localized and the roof still has service life, a repair is usually the sensible option and we will tell you so. Replacement makes sense when failures are age-related and showing up across multiple slopes.
Should I get a tear-off or an overlay on a New Windsor roof?
We recommend a full tear-off in almost every case. An overlay is cheaper up front but hides the deck at exactly the moment you could inspect and repair it, and the underlayment and ice barrier cannot be replaced.
Asphalt or metal roofing for a New Windsor home?
Architectural asphalt carries a manufacturer rating in the 30 to 50 year range and suits most homes here. Standing-seam metal runs 40 to 70 years, sheds snow exceptionally well and costs meaningfully more. We will walk you through which makes sense for your house and how long you plan to stay.
What if you find rotted decking under a New Windsor roof?
We show you, explain the extent, and price the repair before proceeding. Rotted or delaminated decking has to be replaced to code, and it is rarely visible until the old roof is off.
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 replace roofs across the mid-Hudson Valley from the same Newburgh shop. Every town we cover is listed on the service areas page, and the full roof replacement service is written up in one place.
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