Roofing & Siding Contractor in

Walpole, MA

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Lifetime Labor Roofing Warranty 

Financing Available

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Why Walpole Homeowners Choose Cycle Carpentry

From precision roofing to James Hardie siding and seamless gutter installations, our craftsmanship speaks for itself. With decades of hands-on experience, Cycle Carpentry delivers lasting results you can count on. Every roof or siding project comes with lifetime workmanship warranties for ultimate peace of mind. See why Walpole homeowners trust our quality.

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Roofing, Siding & Gutter Services in Walpole, MA

Cycle Carpentry offers complete exterior solutions for Walpole homeowners - from durable roofing systems and JamesHardie siding to seamless gutter installations. Our team brings decades of hands-on experience, using high-quality materials and skilled craftsmanship to protect and enhance your home. Whether you're upgrading for curb appeal, energy efficiency, or long-term value, we’ve got you covered!

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Reliable Roofing Installations

A strong roof is your home’s first line of defense - and we take that seriously. At Cycle Carpentry, we install high-performance roofing systems built to last through New England’s toughest seasons. From asphalt shingle replacements to full roofing overhauls, our team ensures every project meets exacting standards for safety, longevity, and appearance.

Expert Siding Installation

Give your home a fresh look and better protection with professional siding installation. We specialize in JamesHardie fiber cement siding — a long-lasting, low-maintenance material perfect for Massachusetts homes. Our team also installs vinyl and wood siding options tailored to your style and budget. Not only does new siding improve curb appeal, it can help lower energy costs and prevent structural damage!

Gutter Installation & Repair You Can Count On

Clogged, broken, or missing gutters can lead to serious water damage over time. We install and repair custom-fit gutter systems that direct water safely away from your home. Whether you need seamless gutters, downspout extensions, or fascia board repair, Cycle Carpentry provides efficient solutions that protect your property and foundation.

Walpole’s Trusted Exterior Contractor

Cycle Carpentry is a local, family-owned business committed to delivering honest, high-quality service. We’ve built our reputation on reliability, clear communication, and excellent craftsmanship. Every project - big or small, is completed with care and pride. Fully licensed and insured, we stand behind our work and treat every home as if it were our own!

Roofing, Siding, and Gutters in Walpole, MA
Roofing, Siding, and Gutters in Walpole, MA
Roofing, Siding, and Gutters in Walpole, MA
Roofing, Siding, and Gutters in Walpole, MA
Roofing, Siding, and Gutters in Walpole, MA
Roofing, Siding, and Gutters in Walpole, MA
Roofing, Siding, and Gutters in Walpole, MA
Roofing, Siding, and Gutters in Walpole, MA
Roofing, Siding, and Gutters in Walpole, MA
Roofing, Siding, and Gutters in Walpole, MA
Roofing, Siding, and Gutters in Walpole, MA
Roofing, Siding, and Gutters in Walpole, MA
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Free Consultations!

We can return your quote within a few hours.

Call or Text

Cycle Carpentry did a great job on my house. From the estimate to small details finishing the job, this was a great experience. My home looks fantastic and I’ll be having them back to do my roof in the future. I recommend Cycle Carpentry to anyone looking for siding on their home.

- David Michalak via Google

My roof was recently replaced by Cycle Carpentry.
They exceeded my expectations. The project ended up being larger than expected, the plywood under the shingles was rotted and needed to be replaced. The crew still managed to replace the entire roof on my house and the shingles on my shed in one day.

The little things that caught my attention is they protected the plants around the house and they cleaned up the yard after the installation was completed. I plan to use Cycle Carpentry again when I replace the siding on my home

- Brian MacDonald via Google

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Residential Roofers

Got a leaky roof in Walpole, MA? We've got you covered! Our team of trusted roofers is here to help with repairs, replacements, and new installs. We'll work with you to get your roof fixed fast and done right. Give us a shout - we're here to help!

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Siding Installation

Want to give your Walpole home a fresh new look? Quality siding can make all the difference! At Cycle Carpentry, we're experts in vinyl, cedar, and JamesHardie cement fiber siding installations. We'll help you choose the perfect style to boost your home's curb appeal.

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Gutters and Gutter Guards

Don't let rainwater and melting snow wreak havoc on your home's foundation! Keep it flowing in the right direction with new gutters and gutter guards from us. We'll help protect your walls and foundation from water damage. Give us a call - it's a simple fix that'll save you headaches down the line!

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Did You Know?

Walpole, MA was once home to one of the first paper mills in America, built in 1724. The town’s rich industrial history helped shape early New England, while today it’s known for its strong community and classic charm.