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TRUSTED BY CANAAN, NY HOMEOWNERS

  • Average homeowner rating star icon4.6
    Average homeowner rating
  • Verified reviews icon68
    Verified roofing services reviews

Top-Rated Roofers in Canaan - Updated Nov 2026

Avatar for S & G Roofing
S & G Roofing
4.8(
95
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - Install or Replace - For BusinessAsphalt Shingle Roofing - Repair+10 more

Serving Canaan, NY and surrounding areas

Approved

In business since 1998

Free estimates

Emergency services offered

"S&G Roofing did a phenomenal job! A++ work. I was impressed from the start with there quick response to my initial inquiry for an estimate, to the inspection and ease of understanding options available regarding product & payment choices. All employees who I spoke with and were involved with my house project conducted themselves in a professional manner and job was completed in a timely manner. They’re attention to detail with both installation of the two roofs as well as keeping area cleaned up and free of debris throughout was meticulous. I would highly recommend them if you are looking for a roofing company."
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+2

Response time2 days
3 neighbors recently requested a quote
Recommended by93%of homeowners
Avatar for Home Evolution Roofing
Home Evolution Roofing
4.5(
552
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - RepairInspection - Roofing+1 more

Serving Canaan, NY and surrounding areas

Approved

Super Service Award Winner

In business since 2005

Free estimates

Warranties offered

"Project was to remove old roof material and install new asphalt shingles on my Bolton landing home. Andre, Sergio and the crew did a picture perfect job. When they left, beside the great looking roof, youâ d never know they were there. From my first contact through the completion, they communicated clearly every step of the way. I would recommend Home Environment to anyone."
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Roof Replacement in Athens, NY

+20

Response time7 hrs
Response rate92%
104 neighbors recently requested a quote
Avatar for ProEdge Remodeling - Roofing
ProEdge Remodeling - Roofing
4.3(
47
)
Asphalt Shingle Roofing - Install or Replace

Serving Canaan, NY and surrounding areas

Approved

In business since 1961

Free estimates

Credit card accepted

ProEdge Remodeling is a family-run window, door, roof and bath replacement company serving residents in Rhode Island, Connecticut, Massachusetts, New Hampshire, New Jersey and New York. Founded in 1961, ProEdge has decades of local home remodeling expertise and strong ties to the community, and is proud to be a BBB® Accredited Partner with an A+ rating.\n\nAs the premier home improvement company in New York and New England, we offer energy-efficient windows, custom exterior doors, premium roofing, and expert bath remodeling, all installed by certified local professionals.\n\nAll ProEdge products are backed by industry leading warranties, including a lifetime 25-year transferable warranty on window parts and labor. With over 60 years of experience, ProEdge delivers high-quality, custom solutions designed to enhance your home for a lifetime.\n\nYou can request a free quote online or call to schedule a free consultation with a ProEdge Remodeling professional to discuss options and pricing.

Asphalt Shingle Roofing
Asphalt Shingle Roofing
Recommended by85%of homeowners
Avatar for JAF Contracting
JAF Contracting
5.0(
8
)
Asphalt Shingle Roofing - Install or ReplaceMetal Roofing - Install or ReplaceAsphalt Shingle Roofing - Install or Replace - For Business+22 more

Serving Canaan, NY and surrounding areas

Approved

In business since 2010

Free estimates

Emergency services offered

At JAF Contracting, we take pride in providing dependable roofing and home improvement services to Pittsfield and all of Berkshire County. Built on a foundation of craftsmanship, honesty, and reliability, we’re committed to helping homeowners protect and enhance their properties with quality work that lasts.\nWhether we’re installing a new roof, repairing storm damage, or tackling a full renovation, we treat every project with the same attention to detail and respect we’d expect for our own homes. Our team brings years of experience and a strong local reputation to every job, delivering results you can count on — on time and on budget.\n\nWhen you work with JAF Contracting, you're choosing a crew that values integrity, stands behind its work, and cares about the community we serve.

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+5

7 neighbors recently requested a quote
Roof Maxx
4.5(
6
)
Asphalt Shingle Roofing - RepairRoof - CleanSealant for Roof - Apply+4 more

Serving Canaan, NY and surrounding areas

Approved

In business since 2024

Free estimates

Credit card accepted

"Very professional, efficient & friendly. Removed snow from my roof & installed heat tape completed job in 2 days. Very respectful of my home, property & neighbors property. Price was reasonable & I would definitely recommend to anyone!"
Response time4 days
26 neighbors recently requested a quote
Recommended by66%of homeowners
Avatar for Clover Construction
Clover Construction
4.6(
46
)
Asphalt Shingle Roofing - RepairSealant for Roof - ApplyFlat, Foam or Single Ply Roofing - Repair+6 more

Serving Canaan, NY and surrounding areas

Approved

In business since 2015

Free estimates

Credit card accepted

Clover Construction is committed to excellence in every aspect of our business. We uphold a standard of integrity bound by fairness, honesty, and personal responsibility. Our distinction is the quality of service we bring to our customers. Accurate knowledge of our trade combined with ability is what makes us true professionals. Above all, we are watchful of our customers' interests, and make their concerns the basis of our business.

Clover Construction
41 neighbors recently requested a quote
Recommended by85%of homeowners
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Roofing FAQs, answered by experts

While you can stay at home during a roof replacement, you probably won’t want to, as it’ll be very noisy. The area around your home will also be messy, as roofers will be discarding old roof material and storing their equipment on the ground.

Good news—asphalt shingles, including architectural shingles, are easily recycled. Talk to your roofing contractor to find out if recycling options are available in your area.

If recycling isn't available, your roofing contractor may recommend renting a dumpster, if your project is on the large side, or collecting the shingles in contractor bags to throw them away. Another option may be to donate new or gently used shingles to a local nonprofit.

You should hire a roofing professional to install a metal roof, as it’s an essential part of your home and a difficult installation. Your roof provides the most protection for your home among all of the building materials, and any mistakes made during the installation process can quickly lead to roof leaks, water damage, and significant repair costs. A roofing professional will ensure your new roof is installed properly and according to building code to minimize that risk, and they will usually back the installation and materials with a roof warranty for added peace of mind.

Depending on the type of damage your roof shingles have, you may be able to simply repair them without having to replace them. However, if there are more than a few to repair, replacement is likely the easier option. You may only need to replace a few of them. Repair shingles by applying roofing sealant directly under the shingle's damage and then directly over it. 

Yes, in many cases, homeowners insurance does cover roof damage caused by snow. For instance, if your roof collapses during a snowstorm or an ice dam results in a ceiling leak, your policy should cover repair costs. However, for a claim to be approved, the roof must have been well-maintained and in good condition before the snow-related damage occurred. The payout, whether full or partial, can also vary depending on the age of your roof and its overall condition prior to the snowfall. It is always best to review your specific homeowners insurance policy to understand the details of your coverage and any potential exclusions.

The Canaan, NY homeowners’ guide to roofing services

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