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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
)
Metal Roofing - Install or ReplaceAsphalt Shingle 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%
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 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

189 neighbors recently requested a quote
Avatar for Overstate Roofing Services Inc.
Overstate Roofing Services Inc.
4.2(
80
)
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
1731 neighbors recently requested a quote
Recommended by1%of homeowners
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 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
5 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 164
Roofing FAQs, answered by experts

Generally, roof flashing is installed under the shingles to create a watertight seal and prevent moisture from seeping in and causing damage. However, the exact placement can depend on the type of flashing. For instance, with step flashing, the shingles and flashing overlap each other, meaning the flashing is technically both over and under the shingles. Flashing also typically goes beneath the house siding and is often not visible from the ground.

Re-roofing is the process of placing a layer of shingles over top of existing shingles, rather than pulling out those shingles and replacing them. Compared to a full roof replacement, re-roofing typically costs less and requires less labor and time. It's not an option for everyone, though. You may need a full roof replacement if your roof already has more than one layer of shingles. A full replacement may also be necessary if your roof has extensive damage.

Properly installed chimney flashing can last anywhere from 15 to 50 years. However, flashing generally only needs to be replaced when it is damaged, corroded, or no longer creates a watertight seal. Several factors influence its longevity, including the material type, quality of installation, and local climate. For example, copper flashing tends to last longer than galvanized steel. Large storms and extreme weather can also damage flashing, potentially requiring earlier replacement. To ensure its longevity, it is recommended to have your chimney and roof inspected annually. A professional can assess the flashing's condition and recommend any necessary repairs.

Yes, you have to get on the roof to cut a hole for solar tubing. It's not possible to complete the job from inside your house by simply cutting through the ceiling. So if you want to go the DIY route, remember to use safe ladder practices. If you’re not comfortable climbing on your roof to install solar tubes, hire a pro who has the tools and expertise to do the job safely.

The ideal color for your roof depends entirely on your preference. If you’re looking for something classic, gray, brown, and black will rarely steer you wrong. A roof with a pop of color like green or red can be sophisticated and elegant when paired with the right colored siding. Decide what vibe you’re looking for and choose a color palette that suits you.

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.