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TRUSTED BY WEST CHATHAM, MA HOMEOWNERS

  • Average homeowner rating star icon4.6
    Average homeowner rating
  • Verified reviews icon275
    Verified roofing services reviews

Top-Rated Roofers in West Chatham - Updated Nov 2026

Avatar for Bel Islands Roofing and Siding
Bel Islands Roofing and Siding
4.9(
127
)
Asphalt Shingle Roofing - Install or ReplaceMetal Roofing - Install or ReplaceAsphalt Shingle Roofing - Install or Replace - For Business+26 more

Serving West Chatham, MA and surrounding areas

Approved

In business since 2002

Free estimates

Emergency services offered

"We hired Bel Islands Home Improvement to strip off the existing roof and replace/recoat it. The roof had two distinct sections: a large section of conventional asphalt shingles and a smaller section of rolled asphalt roofing. The scope of the large section included stripping the old shingles and replacing with subroofing and new asphalt shingles. Andrie Yamalovitch brought in a crew and completed those tasks in one day. The rolled roof was deemed to be in decent condition and could accept a rubberized coating. Andrei returned a few months later to complete that task. Note that since it was a liquid product it was necessary to wait until the warmer months. Overall, Bel Islands Home Improvement proceeded with the project in a professional and courteous manner and was a pleasure to deal with, and all at a fair price. I would recommend Bel Islands Home Improvement for any roofing project."
New roof
New roof, new Velux skylights, new siding.
New roof, new siding
New deck, new siding.
New Anderson windows with PVC Azek trim!

+4

Response time2 days
Response rate100%
22 neighbors recently requested a quote
Avatar for Long Home
Long Home
4.3(
96
)
Asphalt Shingle Roofing - Install or ReplaceMetal Roofing - Install or Replace

Serving West Chatham, MA and surrounding areas

Approved

In business since 1945

Free estimates

Emergency services offered

"Long Roofing went above and beyond when installing our roof and gutter. The job turned out more difficult than we thought it would be but Long Roofing made me feel comfortable and reassured that they would fix everything. Everyone involved from the salesperson to customer service listened to our needs and treated me with respect. The roof looks amazing. I don't want to get into price, but even though you may get someone less expensive, using Log Roofing was well worth a little extra cost"
Roof Replacement
Roof Replacement
Roof Replacement
Roof Replacement
Response time10 mins
35 neighbors recently requested a quote
Recommended by84%of homeowners
Avatar for Willard Co
Willard Co
4.6(
164
)
Metal Roofing - Install or ReplaceAsphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - Repair+26 more

Serving West Chatham, MA and surrounding areas

Approved

In business since 1873

Free estimates

Emergency services offered

"I contacted Willard Co. on Wednesday and on Friday they were on my roof writing up my estimate. Once we came to an agreement they ordered my skylights. They came and installed my skylights in one day on a steep pitched front roof. They did an excellent job of matching up the tiles they had to replace on my roof. Excellent work ethic, professional attitudes and timely service equals another service call if I ever need any of the services they offer."
Additional Photos
Additional Photos
Additional Photos
Additional Photos
Additional Photos

+13

Response rate100%
19 neighbors recently requested a quote
Recommended by95%of homeowners
Avatar for East Coast Metal Roofing, LLC - Massachusetts
East Coast Metal Roofing, LLC - Massachusetts
4.6(
104
)
Metal Roofing - Install or Replace

Serving West Chatham, MA and surrounding areas

Approved

In business since 2015

Free estimates

Warranties offered

"The cost of metal roof is more than asphalt but this roof comes with 50 year guarantee. Since this is our third roof , I wish we had this option years ago. Roof looks great"
Halifax, MA - Dawn Gray Aluminum Shingle
Griswold, CT - Dawn Gray Aluminum Shingle
Southborough, MA - Black Aluminum Shingle
Rindge, NH - Classic Brown Aluminum Shingle
Webster, MA - Black Aluminum Shingle

+155

Response time2 days
75 neighbors recently requested a quote
Recommended by92%of homeowners
Avatar for JP Carroll Roofing - Foxborough
JP Carroll Roofing - Foxborough
4.8(
18
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - RepairInspection - Roofing

Serving West Chatham, MA and surrounding areas

Approved

In business since 1988

Free estimates

Credit card accepted

JP Carroll is the most trusted roofing company in MA and CT - serving our communities for almost 40 years with over 500 5-star reviews. \n \nWhile all roofs will eventually face problems and fail, homeowners can take many preventative measures to protect their roofs so they last as long as possible. The most important action is to find a professional roofer you can rely on when something goes wrong. Whether you need roof repair, inspection, ice damming prevention, you can count on our trained and certified roofers in Connecticut and Massachusetts for high-quality service every time. As full-service contractor, JP Carroll Roofing is the best choice for prompt and dependable residential and commercial roofing service. We also offer siding, gutter, gutter guard, and replacement window installation as well as gutter cleaning.

Recent Roofs
Recent Roofs
Recent Roofs
Recent Roofs
Recent Roofs

+14

160 neighbors recently requested a quote
Avatar for Anderson & Sons Home Solutions, Inc.
Anderson & Sons Home Solutions, Inc.
4.8(
167
)
Wood Shake or Composite Roofing - Install or ReplaceWood Shake or Composite Roofing - Install or Replace- For Business

Serving West Chatham, MA and surrounding areas

Approved

In business since 2012

Free estimates

Warranties offered

Anderson And Sons Home Solutions Inc is cape cod's premiere company for remodeling / roofing / siding / decks/ painting , interior and exterior services. We are locally owned and operated and we strive to keep our local community beautiful and colorful! Quality and friendly service is always guaranteed. Call today for your next project needs!

Response time10 hrs
Response rate88%
3 neighbors recently requested a quote
Avatar for Care Free Homes, Inc.
Care Free Homes, Inc.
4.4(
143
)
Asphalt Shingle Roofing - Install or Replace

Serving West Chatham, MA and surrounding areas

Approved

In business since 1978

Free estimates

Warranties offered

"Thanks to the Carefree Homes New Year New Roof Giveaway. My Brother was the 2022 recipient of a new roof. The care and detailed information we received was beyond what we could have ever expected. Stephanie’s constant communication from the start of the project to finish, is the perfect example of what a company should be. The crew went to work right away and in two days all that was left behind was a beautiful new roof. Thank you for the great work done by all at Carefree Homes and we look forward to working with you on any projects we may have in the future."
My jobs
My jobs
My jobs
My jobs
My jobs

+4

41 neighbors recently requested a quote
Recommended by90%of homeowners
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Roofing FAQs, answered by experts

You can use silicone caulk around the upper lip of your roof vent boot to seal it temporarily, or you can slide a repair sleeve over the roof vent and old vent boot to stop air and water leaks temporarily. However, these aren’t permanent solutions, so you should always hire a professional to come out and replace the roof vent boot for a long-lasting fix and peace of mind.

No, you can’t use your home’s square footage. You have to calculate your roof’s square footage, and then you may have to convert your square footage measurement to correspond with how the roofing material is measured. For instance, some roofing is sold in “squares,” which equals the total square footage of the roof divided by 100. Shingles are sold in bundles that may not correspond to the number of squares you need. Metal roofing is sold as sheets, so determine the amount of square feet each panel will cover and then divide the total square footage by the coverage area.

The easiest way to tell if your roof vent boot is leaking is to look in your attic for signs of water damage. You might see visible moisture, water spots, or mold on the roof decking around the roof vent or damaged or soggy insulation below it. If you don’t have access to your attic or aren’t sure if the vent boot is the issue, hire a professional to come inspect your roof and figure out the underlying issue.

Skipping the installation of a drip edge or gutter apron can lead to significant water damage. Without this component, water is more likely to seep under roofing materials or leak behind gutters, damaging the fascia, soffits, siding, and even the interior of your home, such as the attic. Over time, this moisture can cause rot, mold, and deterioration. In colder climates, a missing drip edge also increases the risk of ice dams, which can lead to expensive repairs. A drip edge is an essential part of a roof's drainage system, and some local building codes may even require its installation to protect the home from water damage.

In some cases, yes, you can put a second roof layer over architectural shingles, but it depends on your home’s structural stability and the local building codes where you live. Architectural shingles are thicker and heavier than standard asphalt shingles, so you may need structural reinforcement or a structural engineer’s inspection before proceeding. Additionally, some building departments don’t allow for two roof layers, regardless of the roof type. You should ask a professional if ripping the old roof off before installing the new one is the best option for you.

The West Chatham, MA homeowners’ guide to roofing services

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