Licensed Roofer Serving Rutland, MA

"Emergency tarping after a windstorm ripped our ridge cap off. Wellesley Roofing & Maintenance had a crew out within three hours and tarped the exposed section before rain moved in. Saved us from interior water damage."

"We got three quotes for a full tear-off and Wellesley Roofing & Maintenance was the most thorough. They showed us the rotted decking in the photos before replacing it. New Timberline HDZ shingles look great."

"They replaced all our gutters along with the roof. Seamless aluminum, properly pitched. Water actually drains into the downspouts now instead of overflowing at every seam. Night and day difference."

GAF Master Elite Certified

Only 2% of roofing contractors in the country hold GAF Master Elite certification. That gives Rutland homeowners access to the Golden Pledge warranty: 25 years on workmanship, 50 years on materials. It's the strongest warranty in the industry.

Free Inspections & Honest Estimates

We don't charge for inspections and we don't pad estimates. If your Rutland roof needs a repair, we'll tell you. If it needs a replacement, we'll explain exactly why. No high-pressure sales, no scare tactics.

No Subcontractors

Every Rutland roof is installed by our own trained crews, not subcontractors pulled from a labor pool. That means consistent quality, accountability, and a crew that knows our standards from the first nail to the last drip edge.

18+ Years of Experience

We've been installing and repairing roofs for over 18 years. That experience shows in how we handle complex roof lines, unexpected deck damage, and insurance claim disputes. We've seen everything and know how to handle it.