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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

"Judy and I were most pleased with the professional work and the price Eric gave us for a new roof. The hard working crew of 7, with 5 nail guns “blazing,” stripped our 3 roofs, replaced rotted plywood and completed the major part of their work within one day. The crew supervisor Bob was most pleasant to deal with, and Mr Singh came the next day to tackle some of the remaining carpentry issues. Having done a bit of the roofing on our house in my younger years, I appreciate the first rate quality of work."
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
Roof Replacement in Niskayuna NY
Roof Replacement in Glenmont NY
Roof Replacement in Slingerlands NY
Roof Replacement in Athens, NY

+20

Response time7 hrs
Response rate92%
104 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%
20 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
1883 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
33 neighbors recently requested a quote
Recommended by85%of homeowners
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Roofing FAQs, answered by experts

You can replace a roof in the winter, though it’s not the most popular time to do so. The biggest drawback of winter roofing work is the weather. Snow and ice make for dangerous, slippery working conditions. Plus, shingles can only be installed in temperatures above 40 to 45 degrees. 

The best time to replace a roof is in the spring or fall when the weather is mild. However, you can likely save some money by booking the job in the winter off-season, when roofers have more availability. 

Technically, a flat roof can be raised, but it’s extremely expensive, and there would not be much of a point. Most homeowners raise the roof in their homes to access the space between their existing ceiling and the roof, but flat roofs don’t have this space. Therefore, you can raise a flat roof, but it involves heavy structural modification.

In most cases, no, roofers won’t need to come inside. Some reasons roofers may need to come inside are to assess ventilation. inspect roof leaks, or check for any structural concerns.

The proper specifications for furring strips can vary, so you should always consult the roofing manufacturer's guidelines or your roofer. However, general recommendations are as follows:

  • Thickness: Furring strips are typically 1 to 1-1/2 inches thick, meaning standard 1-by or 2-by lumber works well. In areas with extreme winds, a thinner strip may be preferred to limit how much air can get under the roof and cause uplift. A thicker strip can add slightly more insulation but will also increase installation costs.

  • Spacing: The recommended spacing for furring strips is between 12 and 24 inches apart on center. Proper spacing is crucial for ensuring good airflow, adequate drainage, noise reduction, and better energy efficiency. The ideal spacing can depend on the roof's pitch and the specific type of metal roofing being installed.

The size of the dumpster will determine how many squares of shingles can fit in a dumpster. You can place between 4 to 20 squares of shingles in most standard containers.

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.