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TRUSTED BY WEST TISBURY, MA HOMEOWNERS

  • Average homeowner rating star icon4.4
    Average homeowner rating
  • Verified reviews icon127
    Verified roofing services reviews

Top-Rated Roofers in West Tisbury - Updated Nov 2026

Avatar for Willard Co
Willard Co
4.6(
164
)
Asphalt Shingle Roofing - Install or ReplaceMetal Roofing - Install or ReplaceAsphalt Shingle Roofing - Repair+26 more

Serving West Tisbury, MA and surrounding areas

Approved

In business since 1873

Free estimates

Emergency services offered

"Everything was great except cleanup. There was a misunderstanding about which shingles we wanted, but Willard made good on it. They even removed a small area where they had installed the wrong shingles and replaced them with the right shingles, all at no extra charge. The new roof looks great. The only problem was cleanup. We found a large number of nails in our yard and on our driveway, and a lot of pieces of plastic lying around."
Additional Photos
Additional Photos
Additional Photos
Additional Photos
Additional Photos

+13

Response rate100%
21 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 Tisbury, MA and surrounding areas

Approved

In business since 2015

Free estimates

Warranties offered

"Clear communication through the whole process. Questions were answered promptly and the roof looks amazing. I was extremely impressed with the work ethics of the crew, as well as the care the project manager and quality control team gave us."
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
79 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 Tisbury, 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

140 neighbors recently requested a quote
Avatar for Express Home Restoration
Express Home Restoration
5.0(
10
)
Asphalt Shingle Roofing - RepairAsphalt Shingle Roofing - Install or Replace - For BusinessAsphalt Shingle Roofing - Repair - For Business

Serving West Tisbury, MA and surrounding areas

Approved

In business since 2024

Free estimates

Emergency services offered

We pride our company on reliability, great communication, integrity, and quality work. We are experts in our trade and will do our best to keep you as educated as we can on your particular task or project. We look forward to earning your business! Book with us online or feel free to give us a call today! \n

Roof Projects
Roof Projects
Roof Projects
Roof Projects
Roof Projects

+44

Response time4 hrs
Response rate93%
5 neighbors recently requested a quote
Avatar for Overstate Roofing Services Inc.
Overstate Roofing Services Inc.
4.2(
79
)
Asphalt Shingle Roofing - RepairFlat, Foam or Single Ply Roofing - RepairSealant for Roof - Apply+10 more

Serving West Tisbury, MA and surrounding areas

Approved

In business since 2025

Free estimates

Emergency services offered

"Yani is very personable he appears to be very honest he went above and beyond and actually went beyond and repaired an addition section of the roof at no additional charge.I sent him over to my neighbor and he's repairing his roof"
Roof replacement
Roof replacement
1817 neighbors recently requested a quote
Recommended by1%of homeowners
Avatar for Espinoza's Home Improvement
Espinoza's Home Improvement
5.0(
5
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - Install or Replace - For BusinessAsphalt Shingle Roofing - Repair+4 more

Serving West Tisbury, MA and surrounding areas

Approved

In business since 2020

Free estimates

Emergency services offered

Espinoza's Home Improvement 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.

ROOF REPLACEMENT
ROOF REPLACEMENT
ROOF REPLACEMENT
ROOF REPLACEMENT
ROOF REPLACEMENT

+94

Response time9 hrs
4 neighbors recently requested a quote
Recommended by25%of homeowners
Avatar for Kings Masonry & Construction, Corp.
Kings Masonry & Construction, Corp.
5.0(
5
)
Asphalt Shingle Roofing - Repair

Serving West Tisbury, MA and surrounding areas

Approved

In business since 2021

Free estimates

Offers commercial services

"Living on Cape Cod & the islands limits us with options. I tried to get quotes from local vendors but was told my chimney is to large for their capabilities. Kings Masknary can by for an estimate and was able to diagnose the issues and put a plan in to fix it immediately. I was impressed that they worked thru a weekend in the cold to fix my problem. They did exactly what they said they would do and guaranteed their work for 20 years. What more could you ask for. Was great working with them and would call them again but now . What a great feeling to know that if there is an issue, they will stand by their work."
Response time6 hrs
Response rate95%
Recommended by100%of homeowners
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Showing 1-10 of 163
Roofing FAQs, answered by experts

An improperly installed skylight could potentially impact your roof's warranty. This happens because roofing penetration is necessary during skylight installation. Check your warranty information to verify. In most cases, having skylights professionally installed with proof that flashing is being done to specifications can be enough to preserve your roof's warranty.

It’s always a good idea to have a lawyer review any legally binding contract before signing, including roofing contracts. Most contracts have straightforward language that’s easy to understand, but getting advice from an attorney before signing could save you from being locked into a contract you don’t want to move forward with. Having a lawyer review your contract can also help protect you if your roofing professional defaults on their side of the agreement.

Whether a metal or shingle roof is better for you depends on your preferences. Standing seam metal roofs require little to no maintenance, but if you install a screw-down metal roof where the fasteners are exposed, the gaskets on the fasteners will dry rot and need to be replaced. Generally, screw-down metal roofs need to be re-screwed every 15 to 20 years.

Metal roofs are energy-efficient and have extended warranties, while asphalt shingles are less durable than most. They tend to lose color and get damaged over time, and absorb heat from the sun.

Walking on an asbestos roof can pose a risk. Asbestos roofing materials can become brittle over time, increasing the chances of them breaking or releasing fibers when stepped on. Additionally, walking on an asbestos roof without proper precautions can cause further damage to the material. If possible, avoid touching an asbestos roof in any way and consult with a professional about removing and replacing the roof. 

Yes, impact-resistant roofs can lower your homeowners insurance. Some insurance companies offer discounts or reduced rates if you use Class 4 or Class 3 shingles.

The West Tisbury, MA homeowners’ guide to roofing services

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