Roofing, Siding & Remodeling in Brewster, MA
Best Deal Home Group does roofing, siding, decks and remodeling for homes across Brewster, from the antique houses along Route 6A to wooded lots near Long Pond and Nickerson State Park. Most of Brewster lies inside the Old King's Highway district, and we prepare those applications as part of the job.
Villages
Brewster Village, East Brewster, West Brewster
On the water
Cape Cod Bay, Brewster Flats, Long Pond, Cliff Pond
Building permits
Brewster Building DepartmentZIP codes
02631, 02640
Working in Brewster
What Brewster homes need from a contractor
Brewster is known as the sea captains' town, and a town-wide inventory surveyed more than 300 houses that are a century old or more. Work on these homes is about restraint: matching shingle exposure and trim profiles, keeping original details where they can be saved and making new work hard to tell from old.
Away from Route 6A, many Brewster homes sit in deep shade on wooded lots around the ponds. Shade and moisture shorten the life of roofs and decks, so we pay close attention to ventilation, flashing at every wall and chimney, and decking materials that dry out well.
About 42 percent of Brewster homes were used seasonally in 2020, higher than the Cape average. We plan projects around when you are here, keep you updated while you are not, and close the house up at the end of every day.
Services in Brewster
The work we do most in Brewster
Roofing in Brewster
Cedar and architectural asphalt roofs in the colors and exposures the OKH exemption allows, so a re-roof on an antique house can often move quickly.
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Siding & Trim in Brewster
Natural cedar shingles and wood or AZEK trim installed to match the original reveal and profile, the details Brewster's committee looks at most closely.
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Decks in Brewster
Decks and porches for wooded lots, built in composite, PVC or hardwoods that handle shade and damp better than standard lumber.
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Our Work
Recent projects on Cape Cod
FAQ
Questions from Brewster homeowners
Is my Brewster house in the Old King's Highway district?
Most likely. The district covers all of Brewster north of the center line of Route 6, which is most of the town. The town keeps an online map where you can check a specific parcel, and we confirm it before any design work.
Which roofs qualify for a faster OKH approval in Brewster?
Brewster offers exemption certificates for architectural asphalt shingles in black, gray or weatherwood, and for natural cedar shingles laid at 5 inches or less to the weather. Other materials or colors go through the regular certificate review.
How long does a roof last on a shaded Brewster lot?
Shade keeps roofs damp, which encourages moss and shortens shingle life. Good attic ventilation, trimming back overhanging branches and a well-detailed roof system do more for lifespan than the shingle brand. We look at all of it during the estimate.
Do you pull permits in Brewster?
Yes. We file building permits through Brewster's OpenGov portal, prepare the OKH application when it applies and book the inspections with the Building Department.
Local Guides
Read before you start
October 19, 2026
Historic District Rules on Cape Cod, Town by Town
October 19, 2026
Building Permits on Cape Cod: A Town-by-Town Guide
October 1, 2026
Old King's Highway Historic District: What to Know Before Changing Your Exterior
October 1, 2026
Cedar Shingle Siding on Cape Cod: Lifespan, Upkeep and Alternatives
Free Estimates
Get a Free Quote in Brewster
Tell us about your Brewster 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