Locally Owned & Operated In Massachusetts

Complete Roof, Gutter & Drainage Services

We protect your entire home—from the peak of your roof to the base of your foundation. Experience seamless, expert water management from a family-owned team you can trust.

Get a Free Quote / Give us a call

Family Owned. Locally Trusted. Complete Exterior Protection.


Water damage can be a homeowner’s worst nightmare. Here at Up The Gutter, we understand that a well-functioning home exterior is an interconnected system. Patching one part of the problem isn’t enough. True water protection starts at the peak of your roof, flows seamlessly through your gutters, and ends safely away from your foundation.

For over 25 years, our local, family-owned business has been dedicated to providing top-down water management solutions. By trusting one expert, family-operated contractor with your roof, gutters, and drainage, you eliminate the hassle of managing multiple companies and ensure every component works perfectly together.

Our Services:
Everything You Need to Stay Dry


Our wide-ranging services encompass everything you need for a durable, weather-tight exterior. Whether you need a complete roof replacement or a custom French drain, we ensure optimal water flow and absolute protection for your home.

Services List:
  • Residential Roofing
  • Gutter Installation & Repair
  • Gutter Guards & Leaf Protection
  • Custom French Drains
  • Gutter Cleaning
  • Complete System Inspections

Don’t Risk Leaks: Call for Gutter & Drainage Experts


Safety is our priority. Our team is fully insured to work on ladders, ensuring peace of mind for you and adherence to all safety regulations. Additionally, our technicians undergo rigorous training, mastering the latest techniques and using the best tools for the job. This allows us to handle any gutter project effectively, from simple cleaning to complex installations.

At Up The Gutter, we don’t compromise on quality. We source only the premium materials from heavy-duty aluminum gutters to top-tier gutter guards. These components are built to weather any storm, ensuring your gutters function flawlessly for years to come. But quality goes beyond materials. Our thorough installation techniques and rigorous quality control guarantee a leak-proof, long-lasting system. We don’t settle for industry standards – we surpass them, giving you the peace of mind that your investment is protected.

Here at Up The Gutter, we understand that your time is valuable. That’s why we offer flexible scheduling options, even same-day appointments to minimize any inconvenience caused by a faulty gutter system.

Your Path to a Safe,
Dry Home


Complete Protection in 3 Easy Steps.
  • Step 1: Free Complete System Assessment
    • Schedule a convenient appointment for a free consultation. Our exterior experts will assess your home from the top down, evaluating your roof’s integrity, your gutter’s efficiency, and your property’s ground drainage.
  • Step 2: Customized Master Plan
    • We’ll develop a personalized plan considering your property’s specific architecture. This might include a partial or full roof replacement, installing new seamless gutters, and designing a French drain system to divert water safely away.
  • Step 3: Expert Installation & Lasting Protection
    • Our certified technicians will expertly execute the plan. Because we handle the roof, gutters, and drains, we ensure perfect transitions between each system—meaning no gaps, no leaks, and no water damage.

Don’t Risk Leaks: Call the Complete Exterior Experts


Safety and structural integrity are our top priorities. Our team is fully insured, ensuring absolute peace of mind. Our technicians undergo rigorous, cross-disciplinary training, mastering the latest techniques for both roofing and gutter systems to ensure they integrate flawlessly.

At Up The Gutter, we don’t compromise on quality. We source only premium materials—from high-performance architectural roofing shingles to heavy-duty aluminum gutters. But our service goes beyond the installation. We understand the importance of keeping your daily routine uninterrupted. Our skilled technicians work efficiently, and whether we are tearing off an old roof or installing a new drainage trench, we thoroughly clean up the worksite daily, leaving your home in pristine condition.