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SSKM Construction Corp · Siding in Middletown

Siding Installation and Replacement in Middletown, NY

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

SSKM Construction Corp installs, replaces and repairs siding in Middletown, from the large Victorian houses near Highland Avenue to newer homes toward the Wallkill River. We handle the moisture barrier and flashing behind the panels, and every job starts with a free written estimate.

  • Older home? Yes. We remove and replace siding on older houses with care.
  • Which materials? Vinyl, fiber cement and other siding. We explain the trade-offs.
  • Estimate? Free, written, no obligation.

Siding keeps weather out of your walls. At Middletown's elevation, wind and lingering snow test it, and the details behind the panels decide how long the walls stay dry.

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 siding calls we get in Middletown, NY

  • Old siding on large Victorian houses that is cracking, peeling or rotting at the lower courses
  • Water getting behind siding at windows, doors and trim where flashing has failed
  • Wind exposure at roughly 520 feet of elevation that loosens panels and drives rain into seams
  • Freeze-thaw cycling that opens joints and traps moisture behind the wall
  • Mixed old and new siding on houses that have had additions over the decades

About Middletown, Orange County

Middletown is the largest city in Orange County, with a population of 30,345 at the 2020 census, set in the western Hudson Valley near the Wallkill River. The city averages about 520 feet in elevation, so wind and lingering snow are harder on exterior walls here than in the river towns.

Much of the housing dates from Middletown's railroad-hub years in the late 19th and early 20th centuries. Highland Avenue has some of the city's largest Victorian houses, and newer homes have spread toward the Wallkill. The two need different handling: careful removal and matching on older homes, a straightforward replacement on newer ones.

Need siding work in Middletown? 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.

Installers hanging new gray siding on a two-story home

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 Middletown, NY

We work Middletown 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 New Windsor, Roofing in Walden, Roofing in Poughkeepsie, Roofing in Hyde Park.

Middletown to Walden

Roads we run
I-84, NY 208
County
Orange County
Straight-line distance
About 14.1 miles, not a drive time
Roofing in Walden

Middletown to Cornwall

Roads we run
I-84, NY 300
County
Orange County
Straight-line distance
About 19.7 miles, not a drive time
Roofing in Cornwall

Middletown to New Windsor

Roads we run
I-84, NY 17K, NY 32
County
Orange County
Straight-line distance
About 20.4 miles, not a drive time
Roofing in New Windsor

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

Siding built for Middletown homes

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

How we approach siding in Middletown

Siding that looks fine from the street can be failing behind the panels. When we replace siding we take it off, look at the sheathing, replace anything damaged, then install a proper moisture barrier and flash windows, doors and trim before the new panels go on. On older Middletown homes that care is what keeps water out of walls that have already stood for a century.

We install vinyl, fiber cement and other siding, and we explain the differences in cost, upkeep and look before you choose. If you want to keep a traditional look on an older house, we work out what can be matched and what is better replaced as a whole wall. Our guide to vinyl versus fiber cement siding in the Hudson Valley covers the trade-offs.

Finished siding on a split-level home
SSKM Construction did an outstanding job replacing the sheathing and removing and replacing the existing siding on my home.
Mark Car · verified Google reviewSheathing and siding replaced

Why Middletown homeowners choose SSKM for siding

Siding is one of the most visible parts of a house and one of the easiest to get wrong behind the scenes. We show you what we find under the old siding and put the scope and price in writing. With 25-plus years in the trade, a 5.0-star rating on Google and insurance in place, every Middletown siding estimate is free.

Gray siding and a new arched window on a finished home exterior

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 siding in Middletown, NY at a glance

What homeowners in Middletown 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 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 Middletown from our shop

Middletown is west of us on I-84, out toward where the interstate meets NY 17, the future I-86. NY 17M and NY 211 run right through the city and US 6 parallels I-84 to the south, so we can reach the Highland Avenue neighborhoods and the newer housing toward the Wallkill on the same trip.

Good to Know

Middletown siding: frequently asked questions

How much does siding replacement cost in Middletown, NY?

It depends on the size of the house, the material, the number of stories and the condition of the sheathing underneath. We never quote over the phone. Call (845) 549-7944 for a free written estimate.

Do you replace siding on older Middletown homes?

Yes. We remove old siding carefully, check the sheathing, and install a moisture barrier and flashing before the new siding goes on. Where trim is detailed, we explain what can be matched.

Which siding should I choose, vinyl or fiber cement?

Vinyl costs less and needs little upkeep. Fiber cement costs more and gives a heavier, more traditional look. We explain both before you decide.

Does wind in Middletown matter for siding?

At around 520 feet, wind pushes rain into seams and loosens panels, so installation details and fasteners matter. We install to hold up in those conditions.

Can you do siding and the roof together?

Yes. Roof edges, trim, chimneys and window tops are where the two meet, and doing both in one job means the flashing is done once and done right.

Is the siding estimate really free in Middletown?

Yes. We look at the house 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, Middletown permits and inspections are handled by the city, and current requirements are listed on the City of Middletown 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 install and repair siding across the mid-Hudson Valley from the same Newburgh shop. Every town we cover is listed on the service areas page, and the full siding service is written up in one place.

Last updated:

Call Now: (845) 549-7944