Roofing & Siding Contractor in Milton, NY
Roofing & Siding Contractor in Milton, 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 Milton, NY, the Hudson River hamlet in the Town of Marlborough, Ulster County. From riverfront homes near Milton Landing to houses up the hill, we keep roofs and siding weather-tight through Hudson Valley winters. Every job starts with a free written estimate.
- How far is Milton from your shop? Milton is about 10.8 miles in a straight line from our Newburgh shop.
- Do you work near the riverfront? Yes, including homes near the waterfront and Milton Landing.
- What does winter do to roofs here? Ice at the eaves and freeze-thaw damage are what we see most.
- Siding too? Yes. Roofing and siding handled as one weather-tight job.
Milton is a hamlet on the west bank of the Hudson River in the Town of Marlborough, Ulster County, across the river from Poughkeepsie. SSKM Construction serves Milton from our Newburgh shop with free estimates and storm response.
What We Do in Milton
Roofing, siding & construction in Milton

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 Milton, NY
- Wind and moisture exposure on homes close to the Hudson River
- Heavy snow load and ice dams at the eaves during Hudson Valley winters
- Older homes in the hamlet with roofs that have been patched and re-covered over the years
- Flashing and trim details on houses with additions built on over time
- A mix of older village homes and newer houses on the hill above the river, each needing a different roofing approach
About Milton, Ulster County
Milton is a hamlet in the northeastern part of the Town of Marlborough, in Ulster County, on the west bank of the Hudson. It had a population of 1,650 at the 2020 census and is named for the English poet John Milton. The hamlet grew from a dock into a small community with mills and factories.
Milton Landing is a waterfront park of about 14.5 acres with a boat dock, a fishing pier and a kayak launch, and the 1883 Milton railroad station is on the National Register of Historic Places. A river hamlet with a long history means older homes, and older homes close to the water take plenty of wind, damp and weather on their roofs and siding.
Need roofing or siding in Milton? Call (845) 549-7944 or request a free estimate.
Does any of that sound like your Milton home? Call, and we will take a look and tell you what it needs.
Our Services in Milton
Roofing and siding services in Milton, NY
Homes close to the Hudson deal with damp, wind and old building details. Here is what we do for Milton homeowners.
- Roof repair: Leaks at chimneys, dormers and vents, lifted shingles and failed flashing on older Milton roofs.
- Roof replacement: Full tear-off, deck inspection, ice and water shield at the eaves, new underlayment and new shingles.
- Metal roofing: A durable option for porches, additions and low-slope sections. We will tell you if it fits.
- Siding: Replacement and repair with a proper moisture barrier and flashing, which matters most near the water.
- Roof and siding together: One crew and one schedule when both are due.
- Storm damage: River wind and heavy rain can damage a roof out of sight. We inspect and document it.
Local Questions
Questions Milton homeowners ask before they hire
Does being near the Hudson make roof and siding problems worse?
Damp air and wind off the river keep exterior surfaces wet longer, so a missing moisture barrier or poor flashing shows up sooner. That is why we focus on flashing at windows, doors and roof edges, not only on the surface material.
Can you match siding on an older home?
Often we can come close, and when we cannot, we explain the options before work starts, such as replacing a whole wall so the look is even. Read about the choices in our guide to vinyl vs fiber cement siding.
What are ice dams and should I worry in Milton?
Ice dams form when heat leaks from the house and melts snow that then refreezes at the eaves. They are common across the Hudson Valley. Better ventilation and insulation prevent them. See our guide to ice dams on Hudson Valley roofs.
How soon can you come look at my roof?
Call (845) 549-7944 and tell us what is happening. If it is an active leak, say so, and we will arrange the earliest visit we can.
Have a different question? Call (845) 549-7944 or request a free estimate.
Is your address on that map? Call and we will arrange a time to see the job.
Local Routes
How we get to Milton, NY
We work Milton out of Newburgh. These are the nearby towns we cover, with the distance from the middle of Milton to each.
We cover the rest of the mid-Hudson Valley from the same Newburgh shop: Roofing in Marlboro, Roofing in Poughkeepsie, Roofing in Wappingers Falls, Roofing in Highland.
Milton to Marlboro
- County
- Ulster County
- Straight-line distance
- About 3.4 miles, not a drive time
Milton to Poughkeepsie
- County
- Dutchess County
- Straight-line distance
- About 4.2 miles, not a drive time
Milton to Wappingers Falls
- County
- Dutchess County
- Straight-line distance
- About 4.6 miles, not a drive time
Straight-line miles between approximate town centres. They are not drive times.
Good to Know
Roofing in Milton, from the Hudson waterfront to the hill above it
Siding, seasonal planning, and serving Milton
Milton's older homes close to the river often carry original siding or older layers that need careful removal and matching, while newer houses up the hill are usually on vinyl or fiber cement. Either way, the details behind the panels keep water out: proper flashing at windows and doors, a continuous moisture barrier, and tight seams that hold up against the damp that comes with being near the Hudson.
We prefer dry, warm weather for big roof and siding jobs, but near the river a leak does not wait. We protect the house first and finish the permanent repair as soon as conditions allow.
SSKM Construction Corp serves Milton and the rest of the mid-Hudson Valley from our base in Newburgh. With 25-plus years in the trade and insurance in place, we are glad to give any Milton homeowner a free, no-pressure estimate for roofing or siding.

The roof was completely done and cleaned up in 2 days, his guys had even cleaned out my gutters.
Why Milton homeowners choose SSKM
Milton homeowners get a crew comfortable with older riverfront housing as well as newer builds. We know the wear a roof takes near the water over many Hudson Valley winters and the flashing details older additions tend to need. That familiarity, paired with more than 25 years in the trade, is what Luis and Steven have built their reputation on.
The decision comes down to trust, response time, and clear communication. We are insured, offer free estimates, and hold a 5.0-star rating on Google, so you can get an honest, no-pressure assessment of your roof or siding.

Unsure what you need? Tell us what the roof or siding is doing. The estimate is free and written down.
At a Glance
SSKM Construction Corp in Milton, NY at a glance
| Where our crew comes from | North of our Newburgh shop 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 Milton from our shop
Milton is north of Newburgh on the west bank of the Hudson in Ulster County. The map below shows the route from our shop on North Plank Road to Milton.
Nearby Areas
Other towns we serve near Milton
Good to Know
Milton roofing: frequently asked questions
How fast can you respond to a roofing job in Milton?
Milton is about 10.8 miles in a straight line from our Newburgh shop. Call and we will get out to look at the job.
Do you work on homes near the Hudson riverfront in Milton?
Yes. Homes near the water see plenty of wind and damp, and we work on roofs and siding in those conditions.
How does winter weather affect roofs in Milton?
Milton gets the same Hudson Valley winters as the rest of the region, and the damp off the river means roofs stay wet longer. Snow load and ice at the eaves are the main issues, so we check ventilation, insulation and flashing.
Can you handle storm damage in Milton?
Yes. Call (845) 549-7944 and we will come out. River wind and heavy rain can damage a roof in ways you cannot see from the ground, so we inspect the roof itself before we quote.
Do you do siding as well as roofing in Milton?
Yes. We replace siding and roofing together or on their own, with careful flashing and a moisture barrier, which counts for more close to the water.
Are estimates free in Milton?
Yes. Every estimate is free and written down before any work starts.
What roofing work do you do in Milton?
Roof repair, full roof replacement, metal roofing, and storm damage repair, plus siding, decks, framing, remodeling, painting and snow removal.
Are you insured?
Yes. SSKM Construction Corp is fully insured.
Do you build decks or do framing and additions in Milton?
Yes. Decks, framing, additions and remodeling are part of what the same crew does. Call and tell us about the project.
We pull the permits our work needs and deal with the inspections. Milton is part of the Town of Marlborough, and building permit rules are handled at the town level, so check with the Town of Marlborough building department before work starts.
Question about roofing or siding in Milton? Call and ask. You will speak to an owner.
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