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Best roofers near Cheshire, OR

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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(
15
)
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 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 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%
23 neighbors recently requested a quote
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 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

A roof can collapse from a leak if the leak is left unattended long enough. A collapse will happen when the structural components of your roof become saturated with water over time. The roof deck or rafters can slowly weaken until they can no longer support the weight of your roof.

A roof's lifespan can range from 15 to 200 years, with an average of 25 to 50 years, depending heavily on the material, quality of installation, maintenance, and local climate. Asphalt shingle roofs are common and typically last 15 to 30 years; three-tab shingles have a lifespan of about 20 years, while architectural shingles can last up to 30. More durable materials have longer lifespans: metal roofs last 30 to 100 years, clay and concrete can last 50 to 100 years, and slate roofs can last up to 200 years with proper care. Regular maintenance, such as cleaning gutters and replacing damaged shingles, is crucial for extending the life of any roof.

The best material to sheath a roof will depend on your budget and if you require the strength of more robust materials. For most homes, the added strength is unnecessary, and oriented strand board, or OSB, makes sense. It’s inexpensive and robust enough for most roof types. Another popular but slightly more expensive option is plywood.

Yes, Energy Star roofs are one of the best types of roofs for cost efficiency. They can reduce your peak cooling demand by anywhere from 10% to 15%.

Most shed roofs can last between 15 and 30 years, although some roofing materials like slate and clay tile can last for 50 to 100 years.  Choosing durable, waterproof roofing materials that can stand up to weather and the elements will help your shed roof last for years to come. Besides the noticeable signs that your shed roof needs to be replaced, it might also be worth replacing if it’s near the end of its life span.

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.