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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 Fly By Might LLC Pressure Washing & Window Cleaning
Fly By Might LLC Pressure Washing & Window Cleaning
4.8(
57
)
Roof - Clean

Serving Cheshire, OR and surrounding areas

Approved

In business since 2001

Free estimates

Warranties offered

"We have used this company for years. They do excellent work and work efficiently. Property is always cleaned up nicely when they are done. We have had roof cleaning/maintenance, gutters cleaned, windows washed, decks driveway and sidewalks power washed."
Roof before
Roof after
Fence staining
Driveway
Walkway

+2

3 neighbors recently requested a quote
Recommended by94%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%
11 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 Elite Enclosures
Elite Enclosures
4.4(
35
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - RepairSealant for Roof - Apply

Serving Cheshire, OR and surrounding areas

Approved

Super Service Award Winner

In business since 2024

Free estimates

Credit card accepted

"Our two-story home was in dire need of exterior painting and weather damage repairs. Elite Enclosures team is skilled and responsible, polite, positive and efficient. Adam Martin strives to communicate with us, so that we have full understanding of the project. The crew are polite, friendly and good humored, but constantly working. The weather damage required a new man-door frame installation and the double garage door needed dry rot removal and mold removal, including siding replacement. The resulting repairs are exceptional and we are impressed. We have hired the same business to replace a dry-rotted fence and build a new gate, all done well!"
Painting - Exterior Project
Handymen Project
Painting - Exterior Project
Handymen Project
Painting - Exterior Project

+1

Response time1 day
Response rate100%
3 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

Homeowners insurance typically covers roof repairs or replacement if the damage is caused by a sudden, accidental event or a covered peril, such as a storm, wind, hail, fire, or a falling tree. However, insurance will not cover repairs or replacement for issues stemming from a lack of maintenance, normal wear and tear, or a roof that is simply old and at the end of its lifespan. If a leak or damage occurs due to neglect, you will likely have to pay for repairs out of pocket.

Most traditional lenders will not loan against a house with a leaking roof, and some lenders won’t lend against a home with a roof near the end of its lifespan. If the roof on your new home is in poor condition, you may need to have the seller offer a credit for a roof replacement after closing, or you can opt for a renovation loan—also called a 203k loan—to bundle the house and the roof replacement into one loan.

Maybe you waited a little longer than you should have before dealing with the snow accumulation on your roof, and now you are wondering if there is risk of roof collapse. Here are some signs you should look out for: a sagging roof, cracking and cracking sounds, cracks in walls, and leaks in your attic and ceiling.

If you suspect potential roof collapse, do not delay. Take immediate action. Call a professional roofing company and get an inspection. You may want to move your belongings to a safe place and relocate your family until everything has been taken care of.

A shingle roof costs between $7,500 and $24,000 in total. The exact cost depends on the size of your roof and the number of bundles of shingles required. A bundle of shingles typically costs between $40 and $60, though contractors might be able to get a lower price than you’d get buying from a local hardware store.

Yes, a roof blister can cause a leak if it gets to the point where it pops. Prior to popping, a roof blister is just an aesthetic issue, but once it pops, you’re left with a small hole in the shingle. Water from rain and snow can easily get inside this hole and interact with your underlayment, roof decking, and the building material below.

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.