Our Services
Full-service roofing contractor in Winter Harbor โ from asphalt shingle roof replacement and emergency hail damage repair to metal roofing, flat roof systems, and gutter installation. Every project is installed by manufacturer-certified crews with workmanship warranties.
Trusted by homeowners and businesses across Winter Harbor.
A new roof is a big expense. We offer 12-month same-as-cash and low-interest financing through GreenSky and Hearth. Get your roof done now, pay over time.
Fully licensed, bonded, and insured in Maine. We carry $2M in general liability. Workers' comp on every crew member. Your property is protected if anything goes sideways.
We've been roofing Winter Harbor homes since before half these companies had a website. 22 years means we know the local codes, the weather patterns, and the materials that hold up here.
333+ homeowners reviewed us. We don't pay for reviews or offer discounts for them. Those are real people who hired us and took the time to say we did a good job.
Simple Process
Call (877) 586-1316 and we'll schedule an inspection at your convenience. Our Winter Harbor inspector checks every detail. Shingles, flashing, vents, gutters, decking condition.
You get a written proposal with material specs, labor breakdown, timeline, and total cost. The number on the quote is the number you pay. No change orders, no hidden fees.
Dumpster arrives at 7 AM. Tarps on the landscaping. Tear-off starts immediately. New ice and water shield, underlayment, drip edge, shingles, ridge vent. All in sequence.
Before we leave: magnetic nail sweep across the entire yard, driveway, and walkways. Dump trailer hauled off. Gutters cleaned out. Your property looks better than when we arrived.
Verified Reviews
"Had a huge oak branch go through the roof during a storm. Winter Harbor Roofing & Maintenance tarped it the same night and had the repair done two days later. Insurance covered everything and they handled the whole claim."
"The crew showed up at 7:30 and was done by 4. Old roof off, new one on, yard cleaned up. I watched from the window. These guys don't mess around."
"Had them install a ridge vent to replace the old box vents. Attic runs about 15 degrees cooler now. Should've done it when we got the roof but better late than never."
Meet the Owner
Owner & Lead Contractor
Rebecca has been serving Winter Harbor for over 22 years, building a reputation on honest work, fair pricing, and crews that treat every home like their own. What started as a one-truck operation has grown into a full-service Roofing company โ but the values haven't changed.
"We don't cut corners. Every job gets the same attention to detail whether it's a small repair or a complete replacement. That's how you earn 333+ five-star reviews."