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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 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 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
)
Asphalt Shingle Roofing - Install or ReplaceMetal 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 Roof It All
Roof It All
4.7(
14
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - Install or Replace - For BusinessAsphalt Shingle Roofing - Repair+13 more

Serving Cheshire, OR and surrounding areas

Approved

In business since 2015

Free estimates

Credit card accepted

"Emilio and his team were very attentive and helpful with our roof. They cleaned up every single day and they had a dedicated project manager that was communicated anything that came up or was needed. I would highly recommend talking to Emilio and his team because of their professionalism and their attention to detail. They were not the cheapest company, and witnessing the level of professionalism we received, we would be glad to have paid even more than what we did."
Roof replacement
Roof replacement
Roof replacement
Roof replacement
Roof replacement

+14

Response time11 hrs
Response rate100%
1 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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3 neighbors recently requested a quote
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Roofing FAQs, answered by experts

Yes, many chimney professionals offer cap installations to prevent debris buildup and animal entry.

While you don’t have to let roofers inside your home, it is proper etiquette to offer the use of your restrooms. And if it’s a hot day, it’s polite to invite the roofers into your house to cool off and have a chilled drink.

You can install a spray foam roof over shingles, but it may compromise the roof’s protective qualities or shorten its lifespan. Before installing a new roof, ask a qualified roofer if your existing roof needs to be removed before installing a spray foam roof so you ensure your home has quality, long-lasting protection. 

You can damage your shingles if you use the wrong type of paint on them. You should always use acrylic latex paint specifically formulated for shingles. Other types of paint may trap moisture, which can cause bigger problems like rot and mildew. Considering that roof replacement costs $9,100 on average, it’s definitely best to avoid making this mistake.

Besides using the right paint, remember that painting your shingles will require increased maintenance.

Mansard roofs provide more attic space or living space on the interior than many other styles, and they offer a classic appearance and old-world charm to any home. They also often have multiple windows on the lower hip, providing ample natural light and ventilation. 

On the other hand, they’re more expensive to install and replace due to their complexity and rarity, and the low slope of the upper hip means that heavy snowfall can be an issue. Additionally, they’re more prone to leaking than many other roof styles.

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.