Penshorn Roofing Co Inc

Penshorn Roofing says it's been a family operation in Jamaica Plain since 1894, working roofing, siding, decks, gutters and carpentry across Boston, Newton, Brookline, Milton and Belmont by its own account. Reviews name cousins Don, Stu and Mark as the family still running it. The specifics that keep surfacing are copper work and honest quoting. In an April 2024 review, a Beacon Hill customer described years of using the company across several townhouses for copper gutters, downspouts and pigeon-wire guards, calling it a family-run crew that got a tricky four-story downspout install done. A January 2026 review describes a fair-quote, fast repair of a leaking slate roof, and an August 2026 review says the company quoted a job competitively while pointing out repairs other estimates had wrongly included. Google shows a 4.8-star average from 9 ratings, and the oldest account on file — a 2016 BuildZoom review — also praised a copper gutter installation. Massachusetts' registry confirms the company's current home improvement contractor license (#115862) is active. BuildZoom separately lists an older Penshorn license number, #173936, as inactive and cancelled alongside the active one — worth asking about if license history matters to you. A 2024 local news article also reported a developer proposing to convert the two Carolina Avenue buildings the company uses into residential property, which could affect where it's based down the line. For roofing, siding, gutter or carpentry work in the Boston area — especially copper gutter systems on older homes — this is a shop with a long, if thinly documented, track record. Worth confirming current licensing details and its Carolina Avenue address before booking.