
Roofing in Winston, OR
We’ve been roofing Douglas County homes since 1985. Winston is 7 miles away. Licensed, insured, free estimates.
✓ 40+ years in business
✓ Local to Roseburg and nearby
Get Your Free Estimate:
Fill out the quick form or call us at 555-555-5555
4.0 ★★★★★
Google rating · 30 reviews
5.0 ★★★★★
Facebook rating · 4 reviews
555-555-5555
Call or text
What Winston homeowners are dealing with
The median Winston home was built back in 1977, so a lot of roofs around town are past the point where patching them makes sense. If yours is original or close to it, you’ve probably already seen the signs. There’s moss on the shaded side, a soft spot near a vent, or a gutter that overflows every time it rains hard.
And in Winston it rains a lot. The wetter season runs from about October 18 to May 2, and December alone brings close to 7 inches. That’s a lot of water looking for a way in, and it usually finds the weak spot first.
We see this all over Douglas County. Moss takes hold on every shaded roof around here, the moss holds water, and the water finds the gaps. Sometimes the fix is a repair. Sometimes what’s underneath has been failing quietly for years, and it’s time to replace the roof and start clean.
We’ll tell you honestly which one you need, and we’ll show you photographs of what we find so you can see it for yourself.
“Fixing all the bad stuff underneath.”
“…did an exceptional job replacing my old metal roof to modernized copper infused shingles. Fixing all the bad stuff underneath. They were very professional, cleaned up after themselves, got the job done quickly and efficiently…”
— Geraldine Humphrey · Verified Google review
A note from the owner
People ask if Winston is too far for us. We’re on Kester Road in Roseburg, and Winston sits about 7 miles southwest of us. That short drive has never kept us from showing up when we said we would.
We’ve been roofing in Douglas County since 1985. We’re locally owned with a local crew, and we work across Roseburg, Douglas County and Southern Oregon.
I’ll be straight with you. We’re usually not the cheapest bid you’ll get. We price jobs on precise measurements and what the materials actually cost, and we buy in volume to keep that number competitive. You’ll get an estimate with clear options, and no surprise charges once we open the roof up.
Get your other quotes, then get one from us and see where we land. There’s no obligation either way. You can read more about us on our about us page.
“This is the second time they’ve roofed our home in just over twenty years. I took three bids this time. They weren’t the cheapest, but they weren’t the highest either.”
G Davis · Verified Google review
Why Winston homeowners trust us
We’re licensed and insured. In Oregon, roofing is a licensed trade under the Construction Contractors Board, so that’s not optional. Every technician we send out is background-checked. We also run an OSHA-approved safety program with monthly meetings and regular spot inspections.
When we finish, you get a workmanship warranty of five to ten years, on top of the manufacturer’s factory warranty on the materials.
We’ve been at this since 1985. One customer has hired us for 20 years running. Another had us roof the same house twice in just over twenty years.
Our Google rating is 4.0 from 30 reviews. That’s not perfect, but you can read every one of them on our reviews page.
“I have done business with Roseburg Roofing for the past 20 years and these guys are top notch. I have had nothing but a positive family oriented business that works hard and is true to their word…Great guys and great company…”
— John Jefferson · Verified Google review
“going on 35 years of business we have been extremely pleased with the work done on our rental facilities”
“Roseburg Roofing is a quality business that is going on 35 years of business we have been extremely pleased with the work done on our rental facilities. I would highly recommend their service to any family members or friends”
— Brandon Jackson · Landlord
“happy they came in at the quoted cost”
“Excellent service, very thorough and made thoughtful suggestions to improve roof and gutter systems. Easy to work with and very responsive. Also happy they came in at the quoted cost. 😁”
— Anita Johnson · Verified Google review
How it works
First, we come out and take a look. We measure what’s there and show you photographs of what we find instead of asking you to take our word for it. If there’s rot under the shingles or a flashing detail letting water in, you’ll see it before we talk price.
Then we put together an estimate with clear options, priced off precise measurements rather than a rough guess. You decide what makes sense for your roof and your budget. There’s no pressure to sign on the spot.
Before we call anything finished, we run a quality control inspection covering the roof, the flashing and the surrounding grounds, so nothing gets overlooked.
That first visit is free, and it takes one phone call.
Ready when you are
If you’re looking at a moss patch or a soggy gutter and you just want a straight answer, call us at 555-555-5555. You can text that same number if that’s easier, and you can reply STOP any time to opt out.
We’ll set up a free estimate at your Winston address. There’s no obligation, and no pressure to decide while we’re standing there.
Get my free estimate:
Fill out the quick form or call us at 555-555-5555
The crew that shows up
Names like Brett, Brad, Brandon, Mike and Justin come up again and again in our reviews. They’re part of our local team.
For smaller jobs, like a leak repair or a gutter fix that doesn’t need a full crew, we have a service department staffed by trained repair technicians. Every technician we send, big job or small, is background-checked before they knock on your door.
“THANK YOU TO BRAD, BRANDON AND BRETT FOR JOB THAT WAS VERY WELL DONE.”
“ROSEBURG ROOFING WAS VERY PERSONAL AND PROFESSIONAL AT THE SAME TIME. THANK YOU TO BRAD, BRANDON AND BRETT FOR JOB THAT WAS VERY WELL DONE.”
— Rod Jackson · Verified Google review
“always been extremely helpful and available when needed”
“Brad and Mike did some work for my mother they did a wonderful job and have always been extremely helpful and available when needed.”
— Tina Ouellette · Verified Google review
“It was really easy to work with Brett from Roseburg Roofing. They got us in early, we got a fair price, it was done on time, and it looks great.”
— Tony Cannon · Verified Google review
What we do in Winston
If your shingles are curling or a whole slope needs replacing, that’s asphalt shingle roof repair and replacement. It’s a common job for us. For smaller problems, like a leak around a vent or a soft spot near a chimney, we handle roof repair. We won’t push you toward a full roof installation unless that’s really what your roof needs.
Some homeowners switch over to metal roofing. The panels shed our constant rain and resist the moss that takes hold on every shaded roof in Douglas County. One customer had us change a shingle roof to a metal roof, and the job came in on time and on budget.
Gutters matter too, since a clogged or sagging gutter can let water back up under your shingles. We handle gutter installation and repair, plus skylights, porches and moss removal.
After a windstorm or hail, we do storm damage repair and help you with the insurance claim, so you’re not figuring that part out alone. If you just want a straight read on where your roof stands, we’ll start with a roof inspection.
For Winston businesses, we handle commercial roofing, including low-slope TPO and PVC membrane systems. We assess the deck, drainage, insulation and traffic patterns before we recommend anything.
“They spent extra time to ensure cleaned up.”
“They changed my shingle roof to a metal roof. They did an outstanding job. On time and on budget. They spent extra time to ensure cleaned up.”
— UMPQUA OREGON · Verified Google review
“I was especially impressed by how clean they kept the work area throughout the entire process.”
“They recently re-roofed Troost Medical Park. They were incredibly organized from start to finish and did an amazing job. I was especially impressed by how clean they kept the work area throughout the entire process.”
— Barbara Jaworski · Verified Google review
“From initial consultation to completion of new roof was 8 days.”
“Timely and professional! From initial consultation to completion of new roof was 8 days. Very pleased with the service and product. Their crew didn’t leave any debris on the ground either, very clean!”
— Aaron Cherry · Verified Google review
Winston and the towns around it
We’re based on Kester Road in Roseburg, about 7 miles northeast of Winston. Highway 99 runs from Winston across the Umpqua to Dillard, so if you’re on that side of the river, we come out there too.
We cover Winston and the rest of Douglas County, not just the Roseburg city limits. That includes Sutherlin, Myrtle Creek, Canyonville, Glide and Oakland. We send the same local crew and give the same honest estimate wherever we go.
If you’re not sure we come out your way, call and ask, or check the service area page.
Questions Winston homeowners ask us most
Yes. It’s about a 7 mile drive from our shop on Kester Road, so you’re a short trip, not a second priority.
Yes. We come measure the roof, show you photographs of what we find, and give you a quote before you spend a dime.
If it’s a full tear-off, where all the old roofing and sheathing comes off, Oregon requires one. Minor repairs are generally exempt. We’ll tell you which one your job is and point you to Winston City Hall or Douglas County, whichever handles it for your address.
It depends on the size and pitch of your roof. One homeowner had her whole roof replaced in two days. Another said her house was done in a single day. One customer went from the first consultation to a finished new roof in 8 days.
Yes. Every job also carries a workmanship warranty of five to ten years on top of the manufacturer’s factory warranty.
It can happen, and we won’t pretend otherwise. One customer’s job was delayed a year by material shortages, and we stayed with it and did what we said we’d do.
Metal resists the moss that takes hold on shaded roofs here, and it sheds our rain well. Plenty of roofs do fine with a quality shingle install too. We look at your specific roof before we recommend one over the other.
Yes. We handle storm damage repair and the insurance claim so you’re not sorting it out alone.
Yes. Our quality control inspection covers the roof, the flashing and the surrounding grounds before we call the job done.
“even after a year’s delay due to material shortages”
“I have a large high-end house with a complex roof structure. They did what they said they would do, even after a year’s delay due to material shortages. They knew what they were doing with the premium extra thick shingles. They got the job done quickly and with minimal interference to our household function. They promptly and happily came came around to look at and fix minor issues. Overall very professional and trustworthy. I will use them again.”
— Elizabeth John Collins · Verified Google review
A real job: a complex roof done right
We don’t have a Winston job to point to here, but this Douglas County job shows what matters most when a roof is complicated and the timeline doesn’t go as planned.
The homeowner had a large, high-end house with a complex roof structure. That means lots of valleys, pitches and transitions that are harder to get right. Partway through, material shortages pushed the job back by a year. We couldn’t control that, but it’s the kind of situation that tests whether a contractor follows through.
We stayed with it. When the materials came in, we finished the roof with the premium extra thick shingles the job called for. Afterward, when a few minor issues came up, we went back out and fixed them.
Every job we finish gets a quality control inspection covering the roof, flashing and grounds, and it’s backed by our workmanship warranty on top of the manufacturer’s warranty.
Get your free Winston roof estimate
Whenever you’re ready, we’re about seven miles away on Kester Road in Roseburg. We’ll come to your Winston address and take a real look, not a guess from the street. You’ll get photographs of what we find and an estimate, with no obligation to sign anything.
Call 555-555-5555, or text that same number if that’s easier.
You can also fill out the free estimate form or reach us through contact us, and we’ll get back to you.
