Free Estimate 📞 (877) 586-1316 24/7
โ˜…โ˜…โ˜…โ˜…โ˜… 4.7 Stars ยท 236+ Reviews

Roof Replacement in Cuttyhunk, MA

Same-Day Appointments Available  ยท  24/7 Emergency Service

16+ Years Protecting Cuttyhunk Homes โ€” Cuttyhunk Roofing & Maintenance. Manufacturer-Backed Warranties.

Call (877) 586-1316
📞 (877) 586-1316

Storm damage? We deploy tarps and temporary repairs within hours.

Same-Day Service Licensed & Insured Free Estimates
<60 Min
Response Time
16+
Years Experience
4.7
Star Rating
236+
Happy Reviews

Cuttyhunk Roofing & Maintenance has replaced 236+ roofs across Cuttyhunk and Chicopee, Edgartown, Hingham, Malden, Newton Center. Every replacement starts with a full tear-off and decking inspection. We find the damage the old roof was hiding, fix it, and build a new system designed for MA weather conditions.

A roof system is more than the shingle on top. We install ice and water shield at valleys and penetrations, synthetic underlayment across the full deck, aluminum drip edge, proper starter strip, and ridge vent for balanced attic ventilation. Every layer matters for longevity.

roof replacement services in Cuttyhunk

Our Roof Replacement Process

1

Comprehensive Evaluation

Before we quote anything, we inspect everything. A 30-45 minute walkthrough of your entire roofing system. If you only need a repair, we tell you. If replacement makes more sense, we explain why.

2

Your Detailed Proposal

You receive a written proposal with material specs, labor breakdown, timeline, and total cost. We price by the square and itemize everything. Compare apples to apples with any other quote.

3

Expert Installation

No subcontractors. Cuttyhunk Roofing & Maintenance crews, Cuttyhunk Roofing & Maintenance equipment, Cuttyhunk Roofing & Maintenance supervision. A project manager checks in throughout the day and does a quality inspection before cleanup begins.

4

Warranty Activation

Our project manager inspects the finished roof against the manufacturer checklist. You get a written workmanship warranty from Cuttyhunk Roofing & Maintenance plus the manufacturer warranty registered directly with GAF, Owens Corning, or CertainTeed.

What Cuttyhunk Customers Say

โ˜…โ˜…โ˜…โ˜…โ˜… 4.7/5 from 236+ reviews
โ˜…โ˜…โ˜…โ˜…โ˜…

"Responded fast and got the job done right the first time. Crew was polite, professional, and cleaned up everything. Would absolutely hire again."

M
Mark J., Cuttyhunk
โ˜…โ˜…โ˜…โ˜…โ˜…

"Our neighbors recommended them and now we understand why. Meticulous attention to detail and they treated our home like it was their own."

M
Michael H., Cuttyhunk
โ˜…โ˜…โ˜…โ˜…โ˜…

"Best experience we've ever had with a home service company. On time, on budget, and the results exceeded what we expected. Truly top-notch."

T
Thomas G., Cuttyhunk
Join 236+ Happy Customers โ€” Call (877) 586-1316

Why Choose Cuttyhunk Roofing & Maintenance for Roof Replacement?

Full System Install

Ice and water shield, synthetic underlayment, drip edge, starter strip, ridge vent, every layer installed to spec. Your roof is only as good as what's underneath the shingles.

Financing Available

12-month same-as-cash and low-interest options. A new roof is a big investment. We make it manageable without cutting corners on materials.

Manufacturer Certified

GAF Master Elite, Owens Corning Preferred, CertainTeed SELECT ShingleMaster. Triple-certified means factory-trained crews and the best warranties in the industry.

16+ Years in Cuttyhunk

We've been replacing roofs in Cuttyhunk for 16 years. That experience means we know the local codes, weather patterns, and materials that hold up here.

Roof Replacement FAQ

Yes. Our Cuttyhunk office pulls the building permit, coordinates the dumpster, and schedules the final inspection. You sign the contract and we manage every administrative detail.

Most residential replacements in Cuttyhunk run $8,500 to $24,000 depending on roof size, pitch, and material choice. We price by the square and give you an exact number in a written estimate. Call (877) 586-1316 for a free inspection and quote.

Roofs can be installed year-round in most conditions. Spring and fall are popular because of mild temperatures, but we work through summer heat and mild winter days too. Shingle adhesive needs temperatures above 40 degrees to seal properly.

Have More Questions? Call (877) 586-1316

SAME-DAY APPOINTMENTS AVAILABLE

Stop Leaks Before They Spread. Call Cuttyhunk Roofing & Maintenance.

24/7 emergency service. Most appointments available within 48 hours.

📞 Call (877) 586-1316

โ˜…โ˜…โ˜…โ˜…โ˜… 4.7/5 from 236+ Reviews  ยท  Licensed  ยท  Insured

โ† All Services Roof Replacement in Edgartown โ†’ Roof Replacement in Hingham โ†’ Roof Replacement in Malden โ†’