Roofing, Siding & Remodeling in Chatham, MA
Best Deal Home Group does roofing, cedar siding, windows and remodeling for homes in Chatham, North Chatham, South Chatham and West Chatham. Chatham sits at the elbow of the Cape between the Atlantic, Nantucket Sound and Pleasant Bay, so we plan every exterior for wind and salt, and we handle the town's historic and conservation reviews when they apply.
Villages
Chatham Village, North Chatham, South Chatham, West Chatham
On the water
Atlantic Ocean, Nantucket Sound, Pleasant Bay, Stage Harbor, Oyster Pond
Building permits
Chatham Building DivisionZIP codes
02633, 02650, 02659, 02669
Working in Chatham
What Chatham homes need from a contractor
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.
Services in Chatham
The work we do most in Chatham
Roofing in Chatham
Roofs built for Atlantic wind: high-wind shingle installation, ice and water shield at eaves and valleys, new metal flashing and corrosion-resistant fasteners.
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Windows & Doors in Chatham
Replacement windows and doors with the performance a waterfront house needs, flashed and sealed so wind-driven rain stays out.
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Siding & Trim in Chatham
White cedar shingles, AZEK trim and detailing at corners and rakes that keeps the classic Chatham look with far less upkeep.
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Our Work
Recent projects on Cape Cod
FAQ
Questions from Chatham homeowners
Does Chatham have a historic district for houses?
Chatham's design review is the Historic Business District Commission, which covers the commercially zoned districts, mostly along Main Street and Route 28. Most residential neighborhoods are outside it, but the Chatham Historical Commission still reviews demolition of significant older buildings townwide. Chatham is not part of the Old King's Highway district.
Can I expand my house in a Chatham flood zone?
Chatham's Conservation Commission floodplain rules restrict new structures and footprint expansions in V and Coastal A flood zones, so additions on low-lying waterfront lots are limited. Work within an existing footprint, such as a roof, windows or siding, is usually still possible with the right filings. We check the flood map for your lot first.
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.
How do I get a building permit in Chatham?
Permits are issued by the Chatham Building Division on George Ryder Road and filed through the town's online OpenGov portal. We file every permit and schedule the inspections for our projects.
Local Guides
Read before you start
October 19, 2026
Building Near the Water on Cape Cod: Wetlands, Buffers and Flood Zones
October 19, 2026
Replacing the Roof on a Waterfront Cape Cod Home: Before, During and After
October 1, 2026
How to Prepare a Cape Cod Home for Nor'easters and Hurricane Season
October 1, 2026
How Much Does a Roof Replacement Cost on Cape Cod?
Free Estimates
Get a Free Quote in Chatham
Tell us about your Chatham project in three quick steps. Djonatan will get back to you to set up a visit and walk the house with you.
- Free on-site estimate, no obligation
- A detailed written quote before any work starts
- We reply within one business day