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Top-Rated Roofers in Cheshire - Updated Nov 2026

Avatar for Orezona Bldg & Roofing Co. Inc
Orezona Bldg & Roofing Co. Inc
4.6(
36
)
Asphalt Shingle Roofing - RepairFlat, Foam or Single Ply Roofing - RepairAsphalt Shingle Roofing - Repair - For Business+14 more

Serving Cheshire, OR and surrounding areas

Approved

In business since 2005

Free estimates

Emergency services offered

"Jason was responsive, punctual, and honest. When his crews arrived, they got right to work and worked hard until the job was done. The roof looks great and I am confident that my leaks are gone. The guys made sure to close the gates as they worked so my dogs would not escape and they thoroughly cleaned up when they were done. Great experience--- I believe that Jason and his crew recognize that customers pay their bills and that personal referrals are like gold. I feel like they went out of their way to make sure that I had a great experience; however I suspect that my experience is the Orezona standard. Give Jason a call, you won't regret it."
Additional Photos
Response time1 day
Response rate100%
2 neighbors recently requested a quote
Avatar for High Ridge Roofing and Construction
High Ridge Roofing and Construction
4.9(
25
)
Asphalt Shingle Roofing - Install or ReplaceFlat, Foam, or Single Ply Roofing - Install or ReplaceMetal Roofing - Install or Replace

Serving Cheshire, OR and surrounding areas

Approved

In business since 2017

Free estimates

Credit card accepted

"Absolutely highly recommend High Ridge Roofing. Dennis and Eli are great! The crew are hard working, polite and got the job done to our perfection. Reliable, on time both days, and clean up was awesome. ( even cleaned up our broken twigs from our trees) Thank you High Ridge!"
Full Roof Replacement
Full Roof Replacement
Full Roof Replacement
Front View
Close up

+24

4 neighbors recently requested a quote
Recommended by64%of homeowners
Avatar for Good As New Roofing
Good As New Roofing
5.0(
16
)
Roof - Clean

Serving Cheshire, 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 by18%of homeowners
Avatar for Quinn Services
Quinn Services
4.8(
22
)
Roof - Clean

Serving Cheshire, OR and surrounding areas

Approved

Customers say: True professional

"I would recommend Quinn Services & I definitely plan on using them again. Michael was very friendly, professional & efficient. The price I paid to have our gutters cleaned was very fair & reasonable."
Additional Photos
Additional Photos
Additional Photos
Additional Photos
Additional Photos

+18

Response time1 day
Recommended by90%of homeowners
Avatar for ProShield Exteriors
ProShield Exteriors
4.8(
19
)
Metal Roofing - Install or ReplaceAsphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - Install or Replace - For Business+10 more

Serving Cheshire, 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%
10 neighbors recently requested a quote
Avatar for Clear Glass & More LLC
Clear Glass & More LLC
5.0(
48
)
Roof - Clean

Serving Cheshire, OR and surrounding areas

Approved

Super Service Award Winner

In business since 2023

Free estimates

Small jobs welcome

"Michael cleaned our roof and did a great job. When his employee couldn’t make the scheduled appointment, he stepped in and did the work himself. We also hired his company to clean our windows and they always seem to go the extra mile to make sure things are done right."
Window cleaning
Window cleaning
Window cleaning
Window cleaning
Window cleaning

+3

Response time2 days
Response rate99%
22 neighbors recently requested a quote
Avatar for Tornado Roofing LLC
Tornado Roofing LLC
4.7(
6
)
Asphalt Shingle Roofing - Install or Replace

Serving Cheshire, OR and surrounding areas

Approved

In business since 2025

Free estimates

Credit card accepted

With several years experience, we work hard to bring each customer the best possible service and quality available. We look forward to working with you on your next project. We take great pride in our experience, expertise, quality, and customer service that we provide to meet the consumer’s needs. It is our mission to provide excellent workmanship and complete customer satisfaction from start to completion of a project. In order to understand the needs and expectations of our customers, we take great care to work and communicate with every customer in a professional manner. Our reputation is based on service, safety, and quality, regardless of how large or small the job. We welcome your questions and thank you for your interest. Call today!

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4 neighbors recently requested a quote
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Roofing FAQs, answered by experts

Yes, in many cases, homeowners insurance does cover roof damage caused by snow. For instance, if your roof collapses during a snowstorm or an ice dam results in a ceiling leak, your policy should cover repair costs. However, for a claim to be approved, the roof must have been well-maintained and in good condition before the snow-related damage occurred. The payout, whether full or partial, can also vary depending on the age of your roof and its overall condition prior to the snowfall. It is always best to review your specific homeowners insurance policy to understand the details of your coverage and any potential exclusions.

Technically, a flat roof can be raised, but it’s extremely expensive, and there would not be much of a point. Most homeowners raise the roof in their homes to access the space between their existing ceiling and the roof, but flat roofs don’t have this space. Therefore, you can raise a flat roof, but it involves heavy structural modification.

While there are many benefits to installing a metal roof on your home, there are some downsides, too. Zinc roofs, in particular, are susceptible to corrosion from overly salty air directly near coastal areas. Another potential downside of zinc roofing is that it must be allowed to expand and contract with the weather. This means special attention is necessary to how it's fastened to the home to avoid issues. 

If your home doesn't have gutters, you can still hang Christmas lights on the roof using specialized clips. Use roof clips designed to attach to shingles or fascia. For tile roofs or the edges of the rooftop, consider using parrot clips. Adhesive light-hanging clips are also a great option. It's important to avoid using nails or staples, as they can damage your roofing material. For unique or complex installations, it's best to consult a professional Christmas light installer to find the safest and most effective solution for your home.

Tar and gravel roofs last an average of 30 years, which is longer than the average lifespan of many other flat roofs. The gravel on top of the waterproof membrane helps protect the roof from UV damage and physical damage, so if you keep your roof drains clear and carry out annual roof inspections to catch issues early, you could see up to 40 years of useful life from your roof.

The Cheshire, OR homeowners’ guide to roofing services

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