Expert Roofing Contractor in

Whitman, MA

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Lifetime Labor Roofing Warranty 

Financing Available

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A Map That Shows Our Reputation

Our interactive map highlights where Cycle Carpentry has made an impact, from roof replacements in Whitman to siding installs in Duxbury. Each marker represents local homeowners who chose trusted craftsmanship and results that last. Explore the map to see the scope of our work and the neighborhoods we’ve proudly served throughout Southeastern Massachusetts.

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Trusted Roofer Serving Whitman, MA

Whitman, MA is a historic South Shore town known for its tight-knit community, classic New England homes, and family-friendly neighborhoods. Located near Brockton and East Bridgewater, Whitman homeowners value high-quality roofing, JamesHardie fiber cement siding, vinyl siding and gutter services that protect their homes from Massachusetts weather year-round.

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High-Quality Roof Installations

A weak roof isn’t just risky—it’s expensive. Your roof is your home's most important shield against New England’s unpredictable weather, and it deserves expert care. At Cycle Carpentry, I provide professional roofing services in Whitman, MA, tailored to protect your home from harsh winters, summer storms, and everything in between.


With over 40 years of hands-on experience as a trusted local roofer, I know exactly how to install, repair, and maintain roofs built for Massachusetts homes. Whether you're dealing with leaks, storm damage, or just time for a replacement, I’ll get the job done right. Every roofing project comes with a 10-year labor warranty—so you’re covered, long after the shingles go down.

Roof Materials Built to Last

Not all roofing contractors are created equal—and neither are the materials they use. At Cycle Carpentry, I believe great craftsmanship is only as strong as the products behind it. That’s why I use only top-rated roofing materials built to withstand the harsh New England climate. From Atlas Pinnacle Pristine architectural shingles—renowned for their durability and curb appeal—to Grace Select Ice and Water Shield underlayment for superior moisture protection, every component is chosen for long-lasting performance.


As a trusted roofer serving Whitman, MA, I stand by every installation with a 10-year labor warranty, and each product comes backed by manufacturer warranties for added peace of mind. Whether you need a full roof replacement or professional roof repairs, I’m committed to quality, honesty, and results that last. Let’s protect your home with a roof that’s built right from the start.

Roofing, Siding, Gutters and Carpentry


Neglecting your roof is one of the most expensive mistakes a homeowner can make.   At Cycle Carpentry, I’ve seen small roofing issues turn into major problems simply because they weren’t addressed early. That’s why I recommend having your roof professionally inspected at least twice a year by a professional roofer. These seasonal checkups help catch minor wear and tear before they snowball into costly repairs or full roof replacements.


If your roof is showing signs of aging, like missing shingles, sagging sections, or recurring leaks, it might be time to talk about replacement. In some cases, a new roof is actually more cost-effective than repeated patchwork. On the other hand, solid roofing systems can often be revived with expert repairs and ongoing maintenance, extending their life by several years. I’ll help you determine the best path forward with honesty and clarity.


As a full-service carpenter and licensed roofing contractor serving Whitman, MA and surrounding areas, I don’t just stop at the roof. If your siding, trim, or gutters are also affected—or part of the problem—I can handle those too. Whether it’s structural repairs, water diversion, or enhancing your home’s exterior, I take a holistic approach to protect your biggest investment from top to bottom.


If you’re searching for a trusted local roofing contractor in Whitman, give Cycle Carpentry a call today. I offer free consultations, honest advice, and roofing services backed by decades of experience. Let’s make sure your home stays safe, sound, and looking great year-round.

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Wow! That is one of the best ways to describe how Cycle Carpentry will transform your house. Our neighbors are constantly commenting on how beautiful the house. This is all because of the craftsmanship and hard work provided by Cycle Carpentry. For example we had a simple 4” by 4” post supporting the overhang to the walkway. After having the roof and siding replaced Cycle Carpentry simply boxed in the post with some extra PVC boards to completely change the appearance of the post. They fixed some rot we had the correct way so we will never have to deal with those issues again. I would highly recommend Cycle Carpentry and have passed out their number to friends and co-workers. You will not de disappointed and your home will have that Wow factor. Here are some before and after photos and check out the vinyl stone siding on the back of the house and under the front overhang. The storm doors were recently installed after waiting for them to come in and this was the final touch the house needed to look complete. I can’t thank Cycle Carpentry enough for the perfect transformation to our house.

- Ken Kocerha via Google

Residential Roofing


We're your Whitman 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?

The original Toll House cookie was invented in 1938 by Ruth Wakefield at the Toll House Inn, which once stood in Whitman, MA.



A sweet piece of history that’s recognized nationwide!