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Diamond Roofing Specialists, Inc.

Roofers in Waterbury, Connecticut
Ranked #12 in Waterbury | Grade C+
4.40 (39 reviews)

Diamond Roofing Specialists, Inc.

Local roofing contractor offering residential and commercial roof replacements, repairs, and maintenance for shingle and flat systems Serving homeowners across Waterbury, Connecticut.

Why Homeowners Choose This Business

Local Waterbury, Connecticut team focused on practical solutions, clear scheduling, and responsive communication from estimate through follow-up. Crews work efficiently and clean up thoroughly.

Service Area

Serving Waterbury, Connecticut and nearby communities in the surrounding area.

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Listing details

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  • Verified listing details
  • Service information
  • Customer review signals
  • Photo gallery
  • Public contact information
  • Published local profile

How This Business Compares

A quick local comparison based on review strength, business detail, and local service fit.
  • Has an established presence within this local market.

Services Covered

  Roofing Contractor
  Roof Replacement
  Shingle Roofing
  Flat Roofing
  Roof Repair
  Asphalt Shingle Roofing
  Flat Roof Service
  Commercial Roofing
  Roof Leak Detection
  Roof Inspection
  Roof Flashing Repair
  Roof Ventilation
  Re-Roofing

Asphalt shingle roof replacement and repair, flat/low-slope roofing service, roof inspections and leak diagnostics, flashing and ventilation work, and gutter-related roof tie-ins for residential and commercial buildings.


Reviews

Recent Reviews

4.40

(Based on 39 reviews)

Reviews frequently note prompt responses, clear communication from estimate to follow-up, and efficient, clean job execution. Customers mention fair or competitive pricing and that both small and large projects are handled professionally. A few older reviews cite concerns about workmanship on complex older homes, but more recent comments highlight timely service and first-visit repair success.

Best service response in our area. Very effective at making repairs first time out. New roofing is quick, clean and competitive in pricing.

I highly recommend reaching out to Diamond Roofing for your next roofing project. The team over there was wonderful to work with and they did a fantastic job replacing the roof on my home. The main reasons I am recommending them are their communication, flexibility and their quality of work. It was super easy to get in touch with them throughout the project, from the initial quote to the post project follow up. They are quick to get back via email or are just a phone call away. The job itself went exceptionally smooth. They were happy to accommodate my requested project date and the work was completed within the quoted timeframe (1 day). The crew was great - respected my property and thoroughly cleaned up before they left. Overall, great experience and I would happily use Diamond again for any future roofing projects!

I needed a new roof on my shed. It was a small job but I was treated great by Diamond Roofing’s entire staff. Mike quickly came over looked at the job and provided me a fair estimate the next day. His crew arrived the next week and did a wonderful job.They were quick ,efficient and cleaned
up completely . Diamond Roofing put a new roof on my house 14 yrs ago. Their service was just as good then as it was today.
5 stars for sure.

Very happy with them. They get the work done in a timely manner and are reasonably priced. They Explain the work to be done very well.

Went with the company before and had no issues, however this time Diamond decided to rush through the job.
I have an old house build in 1895 and I needed to replace the existing roof and installing new gutters.
The initial assessment was done without actually going up on the roof.
Later on during the job we were told that they had to remove some cedar shingles to add flashing.
They went and cut not only multiple rows of shingles out of my house but also removed 1-2 feet of the original cedar gables telling us they were rotten (which they weren't after inspecting the pieces that were cut out)

After the claimed their job was done the town inspector looked at their work and wrote up a comprehensive list of problems with their installation and therefore did not approve the job.

With this information we confronted Diamond Roofing who tried to bullying us into paying the full amount. We refused to pay for an incomplete job and the damage and requested them to either inform their insurance company or fix the issues stated in the town inspector's report.

It took them 1 1/2 months to finally complete the roof job and the repairs after the initial town inspection.

During the repair work I received multiple calls from Diamond's Management telling me I should pay the contract amount due to the repair cost being high and that they would need to pay their guys. I refused on basis of our contract which stated payment upon job completion.
After a final inspection of the roof job by the town inspector, we paid the in the contract agreed sum.

As for the rain gutters, we were put on hold for multiple weeks with every possible excuse as to why they couldn't do perform the work. We were called today (11/28/2018) by the company's owner (Bill Martin) and were told that they refuse to conduct any further work.
Even though we were scheduled for an install of the rain gutters for 11/29/2018.
So with that I have old gutters, half of them hanging of the side of my house, letting rain water hit my siding.

If ensuring that you receive the work that you pay for by also ensuring that the contractor doesn't cause more damage to your house is called rude, then you know what type of contractor you are dealing with.
I can not recommend Diamond Roofing

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Frequently Asked Questions

They service asphalt shingle and flat or low-slope roof systems for both homes and businesses. This includes replacements, repairs, and related flashing and ventilation work.

Recent customer feedback indicates estimates are scheduled and delivered promptly. Timing can vary by season and project scope, so calling the office is the best way to confirm availability.

Yes, reviewers mention successful small repairs alongside complete roof replacements. They can assess leaks, perform targeted fixes, and recommend when replacement is more cost-effective.

Their office operates Monday through Friday during daytime hours. They can discuss site visits and project scheduling within those hours.

Multiple reviews note thorough cleanup and efficient crews. They remove debris and aim to leave the property tidy at the end of the job.
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Opening Hours


  • Monday 8:30 AM – 4:30 PM
  • Tuesday 8:30 AM – 4:30 PM
  • Wednesday 8:30 AM – 4:30 PM
  • Thursday 8:30 AM – 4:30 PM
  • Friday 8:30 AM – 4:30 PM
  • Saturday Closed
  • Sunday Closed

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Business Details


Business Rating
4.40 (39 reviews) Pro Listing
Address
99 Brookside Rd, Waterbury, CT 06708
Phone
Business Type
roofing_contractor

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