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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."
Additional Photos
Additional Photos
Additional Photos
Additional Photos
Additional Photos

+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."
Roof Replacement in Ballston Spa NY
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Roof Replacement in Slingerlands NY
Roof Replacement in Athens, NY

+20

Response time7 hrs
Response rate92%
95 neighbors recently requested a quote
Avatar for Xterior Solutions
Xterior Solutions
4.7(
316
)
Asphalt Shingle Roofing - Install or ReplaceMetal Roofing - Install or Replace

Serving Canaan, NY and surrounding areas

Approved

In business since 2011

Free estimates

Emergency services offered

"Our experience with Xterior Solutions went very well. We inquired about getting a roof replacement and they quickly contacted us and scheduled an initial visit. The rep provided an overview of what would be done, explained the materials that would be used and provided an estimate of what the work would cost. We then took a few weeks to explore the different roofing colors to determine which one we'd like best on our house. We visited their small showroom to view samples, borrowed samples to take back to our house and even drove by a few homes that had prior work by Xterior Solutions to see the shingles. After deciding to move forward with the project, the provided a tentative start date and later contacted us a few days before the start date to confirm and provide some information on what to expect while the work was in progress. The crew showed up as expected on the start date and was able to strip and replace our entire roof in one day. The were able to protect a flower garden near the house by draping tarps over the plantings. After the roof was installed, the yard was clean up very well and the roof looks great! Xterior Solutions completed the work as promised, and were very easy to work with at each step in the process."
The arial before view of the roof
Before
Before
Roof Replacement
Before

+100

Response time6 hrs
Response rate100%
23 neighbors recently requested a quote
Avatar for King Quality Roofing and Siding
King Quality Roofing and Siding
4.5(
20
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - RepairMetal Roofing - Install or Replace+10 more

Serving Canaan, NY and surrounding areas

Approved

In business since 1988

Free estimates

Emergency services offered

King Quality Roofing and Siding is proud to be a locally owned and operated business that has been serving the community since 1988! With years of experience and unmatched expertise, we can help with any and all of your roofing and siding needs. Since opening our doors we have built our business on providing customers with the highest quality products and craftsmanship, at a fair price. You can count on our team to be timely, tidy, and when the job is done, that you will be 100% satisfied with the work completed. Let us show you the King Quality difference, get in touch today!

North Babylon Home After
North Babylon Home Before
Jeff and Crew
Beach house Shake Shingles
Beach house Shake Shingles

+1

Response time1 day
1817 neighbors recently requested a quote
Recommended by80%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.

Logo
Work Photos
Work Photos
Work Photos
Work Photos

+5

5 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 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
38 neighbors recently requested a quote
Recommended by85%of homeowners
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Showing 1-10 of 160
Roofing FAQs, answered by experts

Properly maintained roof decking can last between 20 and 30 years on average, though it varies based on a few factors. Mainly, the quality of roof decking materials and environmental conditions have the most impact on longevity. You can extend its lifespan by regularly inspecting your roof and making repairs as necessary.

Rain shouldn’t come in through your ridge vents unless your vents are damaged or the rain is accompanied by very high winds. Most ridge vents use flashing or baffling to keep out rain, snow, and debris. If your ridge vent isn’t baffled, rain is more likely to enter your attic, so ridge vents with baffles are a better choice in areas with regular rainfall.

In most cases and locations, roofs with a single layer of asphalt roofing shingles won't require roof removal before installing a metal roof. However, underlayment may be necessary on roofs with moderate shingle damage. Heavily damaged roofs or ones with multiple shingle layers will most likely require removal before a metal roof can go on.

Sometimes. Professionals may be able to remove the old roof and re-attach it when completed, depending on your blueprints. That can help you save money. But this method is not without its risks. Larger roofs may crack during the transportation process. And if the roof is old or has problems, it may be better to replace it entirely. Keeping the old roof isn’t always possible if you are making significant alterations to the roofline.

You’re going to need a permit for nearly every roof-raising project. This is a very important step, as the work you’re doing has serious safety considerations. Professionals are the ones to handle this type of work—including sourcing the permits—as they have the expertise required to perform the work safely. Insurance and warranty are usually voided if you do this work without a permit, and you may even be required to halt construction and tear it down as a penalty for working without a building permit.

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.