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TRUSTED BY WINCHESTER, OR HOMEOWNERS

  • Average homeowner rating star icon4.3
    Average homeowner rating
  • Verified reviews icon136
    Verified roofing services reviews

Top-Rated Roofers in Winchester - Updated Nov 2026

Avatar for Mike Bass Construction LLC
Mike Bass Construction LLC
4.9(
41
)
Roof - Clean

Serving Winchester, OR and surrounding areas

Approved

Super Service Award Winner

In business since 2020

Free estimates

Small jobs welcome

"Mike was very thorough, not only removing the moss, but photographing another problem that he saw as he was on the roof. He also explained what this problem could mean about the future of the roof, consulted with a former roofer friend to confirm his observations, & recommended that a roofing specialist be consulted. The end result was that the roof had been poorly applied & had other problem areas of dry rot & leaking into our attic. So a new roof has been installed. Thanks to Mike's inspection, rotted decking was replaced & no serious damage occurred inside our home!"
ADA Ramps
demoed previous deck and puting up pergola
Black on Black trex railing
Response time1 day
Response rate95%
Recommended by74%of homeowners
Avatar for Klaus Roofing Systems of Oregon
Klaus Roofing Systems of Oregon
4.4(
85
)
Asphalt Shingle Roofing - Install or ReplaceInspection - Roofing

Serving Winchester, OR and surrounding areas

Approved (Corporate)

In business since 2020

Free estimates

Warranties offered

"I was very pleased with the residential roof replacement performed by Klam. The work was completed diligently and on schedule, despite the discovery of substantial wood rot. Communication was excellent throughout, and the final cleanup exceeded my expectations."
Eugene-area church re-roofed
BEFORE photo of church's roof
AFTER photo of new roof
Attention to detail!
Roof replacement on the OR Coast

+24

Response time1 day
118 neighbors recently requested a quote
Recommended by86%of homeowners
Avatar for Good As New Roofing
Good As New Roofing
5.0(
15
)
Roof - Clean

Serving Winchester, OR and surrounding areas

Approved

In business since 2010

Free estimates

Emergency services offered

"Great communication. Timely and clear details. Made sure our roof was not only well cleaned of algae but got the gutters and did a good inspection of whole roof. We’ll definitely work with Gabriel again"
Pressure Washing
Pressure Washing
Pressure Washing
Pressure Washing
Pressure Washing

+28

3 neighbors recently requested a quote
Recommended by20%of homeowners
Avatar for ProShield Exteriors
ProShield Exteriors
4.8(
19
)
Metal Roofing - Install or ReplaceAsphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - Repair+10 more

Serving Winchester, OR and surrounding areas

Approved

Super Service Award Winner

In business since 2003

Free estimates

Emergency services offered

"We hired A&E construction and painting to put on a new roof, paint our entire home exterior, and install new gutters. Their bids were significantly lower than all others and they worked with us on our timeline. They were respectful of our budget and didn’t push us to do more than was necessary. We upgraded the vents in our roof for a very reasonable price. The neighbors stopped by frequently to comment on how wonderful it looks! I’m now hiring them for some inside work. I trust them to do quality work at reasonable prices. I highly recommend A&E !!!"
Drywall & Finish
Siding Replacement
New power skylights
Siding Replacement
Interior Painting

+894

Response time2 days
Response rate100%
11 neighbors recently requested a quote
Avatar for Quinn Services
Quinn Services
4.8(
22
)
Roof - Clean

Serving Winchester, OR and surrounding areas

Approved

Customers say: True professional

I specialize in window cleaning, gutter cleaning, roof cleaning/moss removal, deck revitalizeation, and pressure washing of houses- fences- driveways. I have over a decade of experience in the trade and guarantee my work. Have flexible scheduling and am very dependable.

Additional Photos
Additional Photos
Additional Photos
Additional Photos
Additional Photos

+18

Response time1 day
Recommended by90%of homeowners
Avatar for DML Services
DML Services
5.0(
14
)
Roof - Clean

Serving Winchester, OR and surrounding areas

Approved

Free estimates

Emergency services offered

Small jobs welcome

DML Services is your trusted, locally owned property maintenance company built on hard work, reliability, and fair pricing. We help homeowners keep their properties clean, safe, and looking great all year round.\n\nOur full‑service offerings include lawn care, weed eating, yard maintenance, property cleanups, clean‑outs, debris hauling, gutter cleaning, pressure washing, brush and lot clearing, tree trimming, and small tree removal. We also provide roof de‑mossing and downspout cleaning to protect your home from water damage, as well as pressure washing for homes, outbuildings, decks, and driveways.\n\nWith this year’s fire season expected to be especially severe, we focus on fire fuel and ladder fuel reduction to minimize wildfire risk, clearing hazardous materials and creating safer defensible space around your home by removing debris and anything close to structures. No job is too small. DML Services — Dedicated. Motivated. Local.\n\n\n\n\n\n\n\n\n

4 neighbors recently requested a quote
Avatar for Mistletoe Construction LLC
Mistletoe Construction LLC
5.0(
6
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - RepairMetal Roofing - Install or Replace+5 more

Serving Winchester, OR and surrounding areas

Approved

In business since 2025

Free estimates

Emergency services offered

We invite you to experience a tradition of customer satisfaction that will exceed your greatest expectations. Our professionalism and quality workmanship will accurately reflect your taste and lifestyle. From conception to completion, we work with you until the job is done. We are ethical, honest, and easy to communicate with. \n \nCall us today you'll be pleased you did. Thank you! \n

Melrose deck repair
Melrose deck repair
Melrose deck repair
Melrose deck repair
Melrose deck repair

+8

Response time1 day
29 neighbors recently requested a quote
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Roofing FAQs, answered by experts

If your roof has storm damage, there will be some telltale signs. These include missing, loose, or damaged shingles. You may notice cracks or dents on the metal parts of your roof, like flashing, gutters, or metal panels. Water leaks are another big indicator. So are visible signs of impact. Rather than climb up on your roof to check, hire a professional to inspect the area  safely.

You can walk on a TPO roof, but you should only do so when necessary and wear footwear that’s less likely to puncture the surface. If you anticipate needing to frequently walk on your TPO roof, reinforce walkways to protect against punctures. TPO roofing can also be slippery, so in most cases, you’ll want to leave walking on it to the pros.

Skipping the installation of a drip edge or gutter apron can lead to significant water damage. Without this component, water is more likely to seep under roofing materials or leak behind gutters, damaging the fascia, soffits, siding, and even the interior of your home, such as the attic. Over time, this moisture can cause rot, mold, and deterioration. In colder climates, a missing drip edge also increases the risk of ice dams, which can lead to expensive repairs. A drip edge is an essential part of a roof's drainage system, and some local building codes may even require its installation to protect the home from water damage.

You can negotiate roofing payment terms with a contractor, but if you’re working with a reliable, trustworthy roofing contractor, the quote they gave you is probably fair. It’s often not worth haggling over the cost of the job unless you feel it is particularly unfair. If you do, get quotes from other roofing companies to compare prices.

There are two main types of roofing shingles: 3-tab and architectural. Architectural shingles cost more than 3-tab but offer a more unique look and can last longer. However, 3-tab shingles are lightweight and affordable, and many people use them for both patching roofs and installing new roofs. Ultimately, the best type for you depends on your budget and your home’s aesthetic.

The Winchester, OR homeowners’ guide to roofing services

From average costs to expert advice, get all the answers you need to get your job done.