Midcoast, Lincoln County
Wiscasset's village is lined with homes built by sea captains and merchants on the Sheepscot River. Old homes like these need a roofer who takes the time to understand them before quoting.
Jeff or Aaron inspects every roof in person. We climb it, photograph the conditions, and, with your permission, check the attic to see the decking, the ventilation, and any signs of moisture from below. Then we explain what we found.
The village has Federal-era homes and capes with tall chimneys, ells, and attached barns, which create roof-to-wall transitions where leaks often start. Outside the village there are farmhouses and newer homes, and riverfront homes along the Sheepscot.
Up the river, snow load and ice dams matter more than open-ocean wind. Older homes often need decking repairs and better ventilation at tear-off, and we price that honestly in the written quote.
Replacing anyway? A roof built to the IBHS FORTIFIED standard may qualify for Maine's planned Fortify grants, expected to open in the 2027 construction season. See our Fortify Maine roof grant guide.
We serve homes in Wiscasset Village, along High Street and Federal Street, out on Birch Point, along Route 27, and on the Sheepscot River shore. We specialize in full roof replacement. Options include asphalt shingles, standing seam metal, Brava composite, and an honest repair-or-replace answer on leaks.
Recent work
A full reroof of this Yarmouth home and garage, start to finish in one day. Everything came off and everything is new: drip edge, ice and water shield, synthetic underlayment, IKO architectural shingles, and a new ridge vent. Before the roof went on, we took the time to clean up the chimney brick and renew the flashing, one of those small extras that gets skipped on a lot of jobs, and one of the first places an older roof shows its age.
See the full project
When a late-summer microburst tore through the greater Portland area, a tree came down on this Yarmouth home, straight through the roof and into the truss system. This wasn't a shingle patch: it meant working with the homeowner, their insurance company, the town, and an engineer to rebuild the damaged framing correctly. New structural members went in alongside the originals, fresh sheathing closed the deck, and the roof went back together over it. Storm repairs like this are part of what we do, and doing them right means getting the structure right first.
See the full projectLocal roofing conditions in Wiscasset
Housing age
Many 1700s–1800s homes in the village
Preferred system
Premium architectural, standing seam, or Brava slate
Common issue
Chimney and roof-to-wall flashing on old homes
Climate & exposure: Wiscasset sits up the Sheepscot, so snow load and ice dams matter more than open-ocean wind. Older homes often need decking and ventilation work at tear-off.
Neighborhoods we work in
We serve homes across these Wiscasset neighborhoods and streets:
New roofs
Full tear-off and replacement in asphalt, standing seam metal and Brava composite, most installed in a single day.
Distinctive
Synthetic slate and cedar shake weighed against asphalt, metal, and the real thing: cost, lifespan, and fit.
Authorized installer
Authorized Brava contractor: Cedar Shake, Old World Slate, and Spanish Barrel Tile with a 50-year limited warranty.
Coastal favorite
Concealed-fastener standing seam and coastal-rated metal systems with Kynar finishes and engineered snow retention.
Most popular
Architectural and dimensional asphalt shingles installed to manufacturer spec, built to weather a Maine winter.
Leaks & storm damage
Leaking, ice dams or storm damage on an older roof? We'll tell you honestly whether it's time for a new one.
Specialty
Too high or steep to walk safely, or access restricted? A licensed drone pilot flies it (paid add-on), alongside our in-person inspection.
Google reviews
"Jeff and Aaron were amazing right from the first phone contact with Jeff onto the first in person meeting with Jeff and Aaron all the way to the very end of the installation. Everything was explained thoroughly to me and I had a very good …"
"Aaron & Jeff are exceptional to work with. The roof was done on schedule, looks awesome and clean up was perfect. I would recommend them to everyone."
"The best!! I felt very comfortable and taken care of working with Pine & Gable. They were super honest and transparent during the whole process, and their level of craftsmanship is unmatched. My new roof looks so great and I could be happier with how smooth the entire process went"
Some village properties may be subject to review, especially if the roof's material or appearance changes. Check with the town before choosing a material; we can supply product details for any review.
Yes. Brava Old World slate gives the look of slate at a fraction of the weight, which suits older framing. We'll check the structure in person before recommending it.
Ready when you are
No pressure, no gimmicks. Just a free estimate, an exact written quote, and a roof built for Maine weather.
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