Cheshire Roofing, LLC

Cheshire Roofing, LLC

5.0 (1)
5 employees
25 years in business

About this pro

Cheshire Roofing, LLC, a locally owned, licensed statewide roofing and siding contractor specializing in Residential, Condominiums, Commercial and Municipalities.

Cheshire Roofing, LLC a trusted roofing contractor, with over 24 years of experience, successfully completed over 1200 roofing jobs.
A 5 Star Google rating and a BBB Rating of A+ to prove it. Cheshire Roofing's professional services include: New construction roofing Replacement roofs EPDM rubber roofs Tear-offs / roof replacement Roof Repairs Replacement windows and doors We use the brand you can trust. Expert installation of replacement Anderson Windows & Doors.  Considered best in class vinyl and aluminum siding installation,for long-term protection of your real estate investment. 

As professional craftsmen we take pride in solving problems for homeowners and businesses. Each project is approached from the owner's expectation and our goal is to exceed those expectations. We take pride in our workmanship and how it reflects in our customer's satisfaction, recognition and reviews of what we do.

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Cheshire, CT 06410
Email verified
Phone verified

1 Review


  • Brandon Munson

    This isn't my first experience with replacing a roof nor dealing with contractors. I have to say, what Cheshire Roofing delivered is by far superior workmanship. The quote, project plan and timeline did not deviate. Just an honest, experienced team of professionals. I highly recommend Cheshire Roofing.

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What is your typical process for working with a new customer?

From the time of contact we listen first to understand your needs and expectations.  Followed by free and transparent inspection, where we carefully review our findings with you and the bests options that align with your expectation and budget. Upon consensus, we assist you in selecting the right materials, colors and designs. Followed by a project plan with timetable. Once you are comfortable, we carefully review our quote and statement of work. Once we are all in agreement, we take a deposit, order the materials and start the work according to the scheduled we agreed on.  We will keep you updated as we progress. Any issues or required changes in scope of work or with the schedule, we will bring to your attention right away. 

What education and/or training do you have that relates to your work?

I have been in business since 2001, working alongside, an experienced, professional crew of craftsmen, completing 1,400 success projects to date.  We are trained and certified installers of GAF Roofing, the industry's leading manufacture of superior roofing materials.  GAF Roofing keeps us at the leading edge of the roofing industry, requiring annual updates and ongoing training. We are also certified Anderson Replacement windows and doors installers. 

Do you have a standard pricing system for your services? If so, please share the details here.

Our prices are always competetive with a long term warranty.

What types of customers have you worked with?

I have worked with every type of customer from single family homeowner, condominium management companies to landlords.

What advice would you give a customer looking to hire a pro in your area of expertise?

Please do your research. It is common in this industry to hire a contractor only to have roofing or siding problems within a year. Is that company or individual still in business, willing to fix their workmanship errors or even to respond to your call back.

What questions should customers think through before talking to pros about their needs?

Compare each quote to the next from A to Z. Ask about their insurance, both liability and workmans comp, ask for references, call your local building department and ask about the person you have narrowed the job to.