Family-Owned Since 1986 • Trusted by Homeowners 

MasterCraft Roofing, Siding & Windows is a family-owned specialty exterior remodeling company serving Eastern Massachusetts, New Hampshire, and Vermont since 1986.

For nearly 40 years, we’ve focused on one thing: protecting homes with expertly installed, no-maintenance exterior systems built for New England’s toughest conditions.

  • Licensed professionals, not salespeople
  • Clear scope. Clear pricing.
  • Factory-trained installation crews
  • Installed to manufacturer standards
  • Certified installation for warranty protection

We build trust, deliver quality, and earn our business through referrals and long-term customer relationships.

Complete Exterior Upgrades

We specialize in roofing, siding, windows, and exterior carpentry, we can coordinate with full exterior renovations for a seamless look.

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One contractor.

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One schedule.

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Clear accountability.

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John O’Brien III

Family Business Owner

John O’Brien III founded MasterCraft with a simple principle: Integrity first.

As a second-generation contractor, John believes homeowners deserve straightforward guidance, clear scopes of work, and craftsmanship that holds up for decades—without pressure or gimmicks.


What this means for you: your project is guided by a company built on accountability, not quotas.

John has been married for over 24 years, is the father of two children, and comes from a large extended family whose values remain central to the way MasterCraft serves its customers.

Outside of work, John has:

  • Completed both the NYC and Boston Marathons
  • Competed in the Pan-American 50-mile bike race (2024)
  • Served as a kidney donor

These qualities — resilience, commitment, and service — are part of what MasterCraft brings to every project.

What Makes MasterCraft Different

Licensed Professionals — Not Salespeople

Your estimate is prepared by licensed construction professionals — not commissioned sales reps.

Educated clients make better decisions. We take the time to explain the pros and cons of every system, including budget-friendly and premium options.

With honest guidance and no high-pressure sales tactics, we make the process simpler, clearer, and more comfortable for every customer.

House with damaged roof and dumpster in front, with debris and a worker on the roof

Specialized Craftsmanship. Proven Process.

We are a specialty contractor, not a jack-of-all-trades.

By focusing on specific exterior systems, we deliver a higher level of installation quality, product knowledge, and project efficiency.

  • Correct installation to factory specifications
  • Full warranty compliance
  • Faster, more efficient project timelines
  • First-rate workmanship

Most roofing projects are completed in just one day, and most siding projects are completed in about 10 days. Windows are installed efficiently with precision and care.

Specialization is your assurance the work will be first rate, on time, and within the agreed cost.

Elite-Level Installation Standards.

MasterCraft has been installing fiber-cement siding since 1999.

We have earned the highly respected James Hardie® ELITE status — one of the most coveted distinctions in the construction industry. This means:

  • Installation meets exact manufacturer specifications
  • All projects are registered in the James Hardie warranty portal
  • Your warranty is protected
  • Your installation is verified

We are the longest-tenured Hardie installer in Massachusetts, New Hampshire, and Vermont.

Our Exterior Specialties

We install specialized, low-maintenance exterior products designed to perform in New England’s demanding weather conditions.

  • Roofing

    • Asphalt shingles
    • Standing seam metal roofing
    • Metal shingles
    • Synthetic roof systems
    • Rubber roofing (flat & low-slope)

  • Siding

    • James Hardie® fiber cement siding
    • LP Wood grained stained siding 
    • Premium Vinyl Siding 
    • Premium no-maintenance siding systems

  • Windows & Doors

    • All major window brands
    • Energy-efficient upgrades
    • Professional installation

  • Shades & Awnings

    • Cellular warm shades
    • Retractable awnings
    • Energy-control systems

We handle both residential and light commercial exterior construction.

Row of beige townhouses with dark shingle roofs and dormer windows along a narrow walkway

We Don’t Rely on Heavy Advertising — And That Benefits You

That means lower overhead, more competitive pricing, and the kind of long-term customer relationships that can only be earned through trust and consistent workmanship.

Instead, we operate through:

  • An extensive referral network
  • Repeat customers
  • Word-of-mouth recommendations

This allows us to:

  • Reduce overhead
  • Offer more competitive pricing
  • Maintain long-term client relationships

Our longevity through four economic recessions speaks volumes about our stability and dedication.

When you hire MasterCraft, you’re hiring a company that plans to be here for decades to come.

What You Can Expect From MasterCraft

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Clear Communication & Reliable Appointments

We respect your time.
We show up when scheduled — or we call you.

  • Phone
  • Email
  • Text
  • Online appointment scheduling
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No Gimmicks. No Pressure.

We do not use high-pressure sales tactics or scripted presentations. We believe homeowners deserve straightforward information, honest guidance, and the time to make the right decision for their home.

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Accurate Start & End Dates

We work hard to keep projects on schedule with clear start and finish expectations.



No open-ended timelines.

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Safe, Professional Job Sites

  • Clean and organized work areas
  • Property protection
  • EPA Lead-Safe Certified
  • Fully licensed, insured & bonded

We earn trust — and referrals — by doing what we say we will do.

MasterCraft Credentials

  • Serving homeowners since 1986
  • MA Registration #154847
  • CSL Licensed
  • RRP Licensed
  • EPA Lead-Safe Certified
  • Fully insured contractor & installer
  • Certified by leading manufacturers
  • Longest running Certified Hardie installer in MA, NH & VT

Service Area

From our four locations, MasterCraft proudly serves homeowners across a wide regional service area throughout Massachusetts, New Hampshire, and Vermont.

Greater Boston Massachusetts

Cape and South Shore Massachusetts

New Hampshire

Selected Areas of Vermont

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A Company Built on Integrity

Through economic highs and lows, MasterCraft has remained steady because we focus on relationships — not transactions.

  • We treat every home as if it were our own.
  • We educate, not pressure.
  • We specialize, not generalize.