Roofing & Siding in Chatham, MA
Best Deal Home Group is a roofing and siding contractor for homes in Chatham, MA, including Chatham Village, North Chatham, South Chatham and West Chatham. We do roof and siding replacement planned as one project, with a dedicated crew for each trade, and homeowners rate us 5.0 stars from 46 Google reviews. We serve Chatham and the rest of the Lower Cape from our office in Centerville.
5.0 stars from 46 Google reviews · Licensed and fully insured · Office in Centerville, MA · Free written estimates · A dedicated crew for each trade
Roofing & Siding for Chatham homes
Chatham sits at the elbow of the Cape and takes the brunt of nor'easters coming off the Atlantic. Wind-rated roofing, well-flashed windows and durable trim make a real difference here, and the town has its own historic business district review.
Few Cape towns take weather like Chatham. Nor'easters come straight off the Atlantic, and homes on Pleasant Bay, Stage Harbor and Oyster Pond get salt spray most of the year. On these houses the roof system underneath the shingles, the flashing and the fasteners decide how a roof holds up.
More than half of Chatham's homes are seasonal, and most were built between 1950 and 1999, according to the town's 2025 housing profile. Many are now at the age where roofs, windows and decks come due at the same time, which makes a single, well-planned exterior project worth considering.
Chatham's conservation rules are among the strictest on the Cape. The Chatham Wetland Protection Bylaw covers land within 100 feet of wetlands, banks, beaches, dunes and flats, and the Conservation Commission's floodplain rules restrict new structures and footprint expansions in V and Coastal A flood zones. We check the flood zone and resource areas before design starts.
Approvals that can apply in Chatham
Historic Business District Commission
Reviews exterior changes in Chatham's commercially zoned districts, mostly along Main Street and Route 28. Re-roofing, siding replacement, gutters and shutters can be approved administratively; additions, new construction and demolition get full review. Chatham is not in the Old King's Highway district.
Chatham Historical Commission
Runs an eighteen month demolition delay for older buildings it finds historically significant.
Conservation Commission
Applies the state Wetlands Protection Act and Chatham's Wetland Protection Bylaw, with resource areas extending 100 feet from wetlands, banks, beaches, dunes and flats and 200 feet from perennial streams.
What homeowners say on Google
“The roof project was completed on time and on budget, with outstanding quality. The crew worked hard, was efficient, and left everything clean.”
How we handle roofing & siding
Replacing the roof and the siding together means one estimate, one plan and one schedule, and the flashing where the roof meets the walls gets done once, by people who know both sides of it. It also keeps the trim, gutters and drip edge consistent around the whole house.
What's Included
- Roof & siding in one project
- A dedicated crew for each trade
- GAF, CertainTeed & Owens Corning roofs
- Cedar, James Hardie & vinyl siding
- Flashing where roof meets wall
- Gutters & drip edge
- One estimate, one schedule
- Free estimates, no obligation
Chatham Building Division
261 George Ryder Road, Chatham, MA 02633
508-945-5168
Atlantic Ocean, Nantucket Sound, Pleasant Bay, Stage Harbor, Oyster Pond
ZIP codes 02633, 02650, 02659, 02669
FAQ
Roofing & Siding in Chatham, MA: common questions
Do I need a permit for roofing & siding in Chatham?
A roof replacement and a siding replacement each need a building permit in Massachusetts, normally pulled by the contractor. In Chatham, permits go through the Chatham Building Division at 261 George Ryder Road, Chatham, MA 02633, 508-945-5168. Exterior changes in Chatham can also need review by the Historic Business District Commission, the Chatham Historical Commission and the Conservation Commission, depending on where the house sits, so it is worth checking before work is scheduled.
What roof holds up best in Chatham's wind?
The installation matters more than the brand. We use high-wind nailing patterns, ice and water shield at the eaves and valleys, new flashing at every wall and chimney, and stainless or hot-dipped fasteners near the water. Cedar and architectural asphalt both perform well when installed this way.
Why replace the roof and siding at the same time?
The flashing where the roof meets the walls, the drip edge and the trim tie the two together. Doing both at once means that detail is done right one time, the trim and colors match all the way around, and you deal with one estimate and one schedule.
Service Area
Roofing & Siding in other Cape Cod towns
Free Estimates
Get a Free Quote for Roofing & Siding in Chatham, MA
We visit the house, walk the project with you and follow up with a detailed written estimate, free of charge.