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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
77 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

141 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
1832 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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Roofing FAQs, answered by experts

Some people prefer to use connectors consisting of galvanized metal to replace the birdsmouth cuts on the rafter board. Common names for these metal pieces include hurricane ties and variable-pitch connectors. Making birdsmouth cuts is more cost-effective than purchasing these connectors for each rafter. However, because making large birdsmouth cuts to accommodate extra-wide exterior walls can weaken the rafter, a connector may be the better option in some cases.

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.

As with any roofing material, there are benefits and drawbacks to consider before installing roll roofing. On the plus side, roll roofing is budget-friendly, lightweight, and comparatively easy to install. It is also ideal for low-sloped roofs and lasts around 10 years. The cons of roll roofing, however, include its low durability compared to roofing materials, restricted color choices, and low ROI.

Pros:

  • Low-cost

  • Lightweight

  • Cut to size

  • Easy and quick installation 

  • Designed for low-sloped roofs

  • Waterproofs your roof for an average of 10 years

  • Easy to purchase and transport

Cons:

  • Less durable than asphalt shingles

  • More prone to cracks and tears

  • Short life span

  • Not as many color or style choices

  • Not as aesthetically pleasing as shingles, wood, or clay tiles

  • Not preferred for a higher home resale value

Roofers can install roof vents. Updating, upgrading, or simply replacing your roof's existing vents is common when installing a new roof. If you're looking to upgrade your ventilation system with a powered version, a local HVAC professional can also help with the task. If adding roof vents to your home is necessary while installing an addition or during other renovation work, your contractor will handle or hire out the venting work.

Technically speaking, yes, verbal agreements and “handshake deals” can be legally binding contracts that will hold up in court, but the suing party will need to be able to prove that the parties entered into the contract. Even though verbal and handshake deals can be binding, it’s risky to rely on these types of agreements for anything, including roofing projects. Always aim to get your contract in writing, and make sure it includes all terms and that you don’t agree to additional terms that don’t appear in the contract.

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.