Since 2001
MV Level Up Construction Inc — roofing company logo Call or text(857) 241-0816 Free Estimate

Free estimates island-wide

Roofing Services in Martha’s Vineyard, MA

One trusted, owner-led team for everything over your head — roof replacement, repairs, skylights and gutters — plus the siding, trim and decks that finish the job. Every project built to the current Massachusetts building code and the island’s wind zones.

Core services

What We Do Best

Click any service for full details, photos and FAQs.

Complete Roof Replacement

Full tear-off, inspection of the deck underneath, and a brand-new roof system — ice & water protection, underlayment, flashing and your choice of wind-rated architectural shingles or classic red and white cedar. If your roof is 15+ years old, this is the upgrade that protects your home and your insurance coverage.

Roof replacement details

Also from our team

Siding, Exterior Trim & Decks

The same crew that protects your roof can finish the rest of the exterior — ask about these when you book your estimate.

cedar shake siding

Siding

Weather-resistant siding installation and repair — including the cedar shingle siding the Vineyard is known for — for durability and curb appeal that lasts in salt air.

Ask about siding
exterior trim - Edgartown

Exterior Trim

Crisp fascia, soffits, corner boards and window trim — the details that frame your home and seal the edges of a proper roof and siding job.

Ask about trim
custom deck - West Tisbury

Decks

Custom decks built with quality materials and real craftsmanship — outdoor spaces made for Vineyard summers, from Oak Bluffs porches to West Tisbury backyards.

Ask about decks

How it works

A Simple, Transparent Process

The same four steps for every service — no surprises at any point.

01

Request Your Estimate

Call (857) 241-0816 or send the form. We’ll schedule a visit that works for you — anywhere on the island.

02

On-Site Roof Check

Fabiano inspects your roof, flashing, skylights and gutters in person, explains what he finds, and answers every question.

03

Written Quote in 48h

A clear written quote with scope, materials and timeline — no hidden extras, no pressure to sign.

04

We Build. You Relax.

Code-compliant installation, daily cleanup, and an owner-led final walkthrough. Most replacements take 1–3 days.

Questions & answers

Roofing FAQs

Do you charge for roofing estimates on Martha’s Vineyard?

No — estimates are free everywhere on Martha’s Vineyard, with no pressure and no obligation. We inspect your roof in person and put a clear written quote in your hands within 48 hours.

Which towns do you serve?

All of them. We’re based in Edgartown and work island-wide: Edgartown, Oak Bluffs, Vineyard Haven (Tisbury), West Tisbury, Chilmark, Aquinnah and Chappaquiddick — with no travel fees.

Are you licensed and insured?

Yes. MV Level Up Construction Inc is fully licensed and insured, and every roof we install is built to the current Massachusetts State Building Code (10th edition), including the island’s wind and coastal requirements.

How long does a roof replacement take?

Most Vineyard homes take 1–3 days from tear-off to final cleanup, depending on size, complexity and weather. We confirm the timeline in your written quote before work begins.

Do you repair and replace skylights?

Yes — skylights are a specialty. We install, replace and repair VELUX and other major brands, and we flash and seal every unit for coastal weather so it stays leak-free.

Should I choose asphalt shingles or cedar?

Architectural asphalt shingles are the best value — wind-rated, durable and available in many colors. Red and white cedar gives the classic island look and ages beautifully. We install both and will quote both options if you’re deciding.

Free estimate · Written quote in 48h

Not Sure What Your Roof Needs?

That’s exactly what the free roof check is for. We’ll tell you honestly whether it’s a small repair or time to replace — and put both options in writing.

Call NowFree Estimate