Affordable Roofing Solutions in Middleborough, MA

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Lifetime Labor Roofing Warranty 

Financing Available

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View Our Interactive Job History Map

Our map proudly displays Cycle Carpentry's proven track record across Massachusetts: from roof replacements in Middleborough to seamless gutter installs in Carver. We're known for detail-focused craftsmanship, reliable timelines, and professional service. Plus, all roof or siding projects come with lifetime workmanship warranties!

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Qualified Roofer in Middleborough, MA

Middleborough, MA, established 1669, is a historic Plymouth County town known for its heritage and natural beauty, featuring the Middleborough Center Historic District and Oliver Mill Park. Recreational spots include Rocky Gutter Wildlife Management Area. Cycle Carpentry proudly serves Middleborough, offering expert roofing, vinyl siding, and gutter services tailored to Massachusetts' diverse weather, committed to enhancing and protecting homes with quality craftsmanship.

Middleborough's Reliable Roofers

Shortcuts in roofing cost more. Cycle Carpentry has delivered durable roof installs and replacements across Middleborough, MA for over 40 years. Our expert roofers use high-quality materials and time-tested techniques, building roofs that withstand New England weather, backed by a lifetime workmanship warranty. Whether for new roofs, storm damage, or preventative maintenance, we bring precision and professionalism to every job.

Expert Siding Installation & Repair

Siding should protect your biggest investment. Cycle Carpentry installs durable James Hardie fiber cement, composite, and premium vinyl siding, boosting curb appeal while shielding your home from harsh weather, mold, and moisture. Every job is tailored to your style, needs, and budget. If your siding is damaged, faded, or outdated, our experienced team provides seamless repairs, done right the first time.

A Name Middleborough Homeowners Trust

Cycle Carpentry earns loyalty in Middleborough, MA, with honest work, quality materials, and respect. We overdeliver, backing everything with a lifetime workmanship warranty. We're local, licensed, and insured pros for roofing, siding, gutters, or repairs. We build lasting relationships and homes with integrity, craftsmanship, and care.

Expert Roofing and Siding Installs in Middleborough, MA
Expert Roofing and Siding Installs in Middleborough, MA
Expert Roofing and Siding Installs in Middleborough, MA
Expert Roofing and Siding Installs in Middleborough, MA

Free Consultations!

We can return your quote within a few hours.

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We loved our experience with cycle carpentry! We are a military family, Our son was just deployed and Matt and Curtis were so patient with us! I loved their attention to detail! I highly recommend them to anyone needing roofing and siding!

- Rhonda Masterson via Google

Cycle is a joy to work with! They gave me an in depth walkaround of my house and told me exactly what my roof needed, and scheduling was a breeze. Their crew was professional and made sure everything was cleaned up after they were done!

- Aaron Maynard via Google

Residential Roofing

We're your Middleborough Massachusetts residential roofing specialists! Call us for repairs, replacements, and new installations.

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Siding Installation

You can count on Cycle Carpentry for vinyl, cedar, and cement fiber siding installations. Quality siding makes your home look great.

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Gutters and Gutter Guards

Make sure rainwater and melting snow run out into your yard and not up against your walls. Call us for new gutters and gutter guards.

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Did You Know?

Did you know Middleboro is considered the “Cranberry Capital of the World”? Cranberry farming has shaped Middleboro’s economy and landscape for generations. Homes near bogs and wetlands often face higher moisture exposure, making durable roofing, weatherproof siding, and proper drainage systems essential for long-term property protection.