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TRUSTED BY CANTERBURY, CT HOMEOWNERS

  • Average homeowner rating star icon4.5
    Average homeowner rating
  • Verified reviews icon143
    Verified roofing services reviews

Top-Rated Roofers in Canterbury - Updated Nov 2026

Avatar for Absolute Building Solutions, LLC
Absolute Building Solutions, LLC
5.0(
25
)
Asphalt Shingle Roofing - Repair

Serving Canterbury, CT and surrounding areas

Approved

In business since 2014

Free estimates

Emergency services offered

"Iâ ve had Brian do several jobs . He remodeled full bath, new floor, new sink and vanity, remove old shower and create a closet. Also had him remove and install a sliding door. This last job was a new vinyl plank kitchen floor and remove old florescent light and install 6 recessed canisters. Looks amazing!!! He also makes sure the work areas are cleaned up at the end of each work day. Also protects any flooring from dirt and debris with drop cloths. Not only does he get the job done but is also compassionate about the family heâ s working for. I also have him set up for more work in the fall!"
Water damage remodel
Water damage remodel
Water damage remodel
Water damage remodel
Water damage remodel

+98

Response time6 hrs
4 neighbors recently requested a quote
Recommended by95%of homeowners
Avatar for East Coast Metal Roofing, LLC - Connecticut
East Coast Metal Roofing, LLC - Connecticut
4.8(
29
)
Metal Roofing - Install or Replace

Serving Canterbury, CT and surrounding areas

Approved

In business since 2015

Free estimates

Warranties offered

"Chris did a fantastic job from selling the product to managing my project. Everything he said they would do was spot on. Everything about the job was completely transparent. Chris was extremely responsive for all questions I had along the way; even on his days off. My roof came out stunning and I would highly recommend this company to anyone considering a new roof."
Griswold, CT
Griswold, CT
Griswold, CT
Griswold, CT
Griswold, CT

+131

Response time7 hrs
28 neighbors recently requested a quote
Recommended by100%of homeowners
Avatar for A1 Home Improvement, LLC
A1 Home Improvement, LLC
4.8(
19
)
Asphalt Shingle Roofing - Install or ReplaceNatural Slate Roofing - RepairAsphalt Shingle Roofing - Install or Replace - For Business+20 more

Serving Canterbury, CT and surrounding areas

Approved (Corporate)

In business since 1980

Free estimates

Emergency services offered

"A1 did a great job on my new roof and gutters. Clearly defined scope of work, prompt and flexible scheduling, used high-quality shingles with a good warranty. They don't subcontract out their roofing work, which is a big plus. Considerate workers, documented the new roof with photos and videos, and had everything cleaned up by the end of the day. Recommended for a trouble-free roof replacement."
Additional Photos
Additional Photos
Additional Photos
Additional Photos
Additional Photos

+3

Response time2 days
Response rate100%
13 neighbors recently requested a quote
Avatar for Bob & Sons Roofing
Bob & Sons Roofing
4.2(
121
)
Asphalt Shingle Roofing - RepairFlat, Foam or Single Ply Roofing - RepairSealant for Roof - Apply+5 more

Serving Canterbury, CT and surrounding areas

Approved

In business since 2004

Free estimates

Customers say: Super punctual

"Steve and his crew did a great job on our roof replacement. Steve is a professional - he is knowledgeable, proactive and responsive. He kept us informed about the status of our project, was on time and his crew arrived and completed the project as promised. The pricing was definitely on the high side, but Steve did not â nickel and dimeâ us for small extra repairs that were needed as the job progressed. The crew kept a clean worksite and did a very thorough job of cleaning up after. If you are looking for a quality roof installation without the worry of a contractor doing shoddy work or substItuting substandard materials, Bob & Sons Roofing is an excellent choice."
Response time3 hrs
Response rate97%
133 neighbors recently requested a quote
Avatar for JLeo Roofing LLC
JLeo Roofing LLC
5.0(
7
)
Asphalt Shingle Roofing - RepairAsphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - Install or Replace - For Business

Serving Canterbury, CT and surrounding areas

Approved

In business since 2015

Free estimates

Emergency services offered

JLeo Construction takes pride in delivering high-quality roofing and exterior services throughout Connecticut. We specialize in roof replacements, repairs, siding, gutters, skylights, and storm damage restoration. Our team is known for reliable communication, honest workmanship, and attention to detail from start to finish. We work hard to keep homeowners informed throughout every step of the project while providing clean, professional installations built to last. Bilingual service available in English and Spanish. Your home is one of your biggest investments, and we treat it that way.

Luxury Upgrade
Luxury Estate
Roof Transformation
Luxury Renewal
Waterfront Roof

+2

4 neighbors recently requested a quote
Recommended by14%of homeowners
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Roofing FAQs, answered by experts

While you technically can add a roof over shakes or shingles, it’s not a good idea. Roofing over existing roofing creates a moisture barrier underneath the new roof and since the trapped material is wood, you can expect a moisture problem. While you could get away with installing a new roof over asphalt or steel, wooden roofs should be removed, new underlayment installed, and the new roof installed over that. Also, the extra weight would add strain to your roof structure.

There are two main types of roofing shingles: 3-tab and architectural. Architectural shingles cost more than 3-tab but offer a more unique look and can last longer. However, 3-tab shingles are lightweight and affordable, and many people use them for both patching roofs and installing new roofs. Ultimately, the best type for you depends on your budget and your home’s aesthetic.

During the framing process, builders connect the roof to the walls with materials, including metal connectors, plywood panels, and wood blocks. These roof-to-wall connections are important and provide weatherproofing, noise and temperature insulation, protection against pests, and home integrity. The type of connector and method used will vary, depending on your home’s construction and needs, and each has pros and cons in terms of cost, noise insulation, longevity, and reliability. Talk with your home or roofing contractor about the best connectors for your roof and walls, and what they recommend for your home.

Yes, it’s possible to replace drip edge flashing without removing shingles, but it’s not a good idea. You’ll have to lift the bottom shingles up to remove the old drip edge, install the new material, and then lay the lifted roofing material over the new drip edge. Bending roof shingles can cause damage, and if you have ongoing issues with roof leaks that prompt drip edge replacement, it’s a good idea to consider a roof and drip edge replacement to avoid ongoing issues.

You can put a green roof on a regular house with a compatible slope. Green roofs are best suited for flat or gently sloped roofs, as steeply pitched roofs can make the installation and maintenance of the green roof challenging. Flat roofs can support the weight of the soil and plants and ensure effective drainage.

The Canterbury, CT homeowners’ guide to roofing services

From average costs to expert advice, get all the answers you need to get your job done.