3844 Main St, Brewster, MA 02631
Roofing in Brewster, Massachusetts
Compare contractors serving Brewster, Barnstable County — call them directly, or send one request and let qualified pros come to you.
50 contractors serving Brewster — including 1 based in town.
Contractors serving Brewster
- Outside Cleaners LLCBased in Brewster★★★★★5.0 rating
- Gulfeagle SupplyServes Brewster · 3.8 mi★★★★☆3.7 rating
181 Queen Anne Rd, Harwich, MA 02645
- Imagine ConstructionServes Brewster · 3.9 mi★★★★★5.0 rating
4 Ruth St, Harwich, MA 02645
- Junior's Odd JobsServes Brewster · 4.5 mi★★★★☆4.3 rating
178 Main St, Harwich, MA 02645
- MAZZEO Construction LLCServes Brewster · 4.8 mi★★★★★4.6 rating
56 Main St Unit F, Orleans, MA 02653
- Perullo ConstructionServes Brewster · 4.9 mi★★★★★5.0 rating
90 Commerce Park, South Chatham, MA 02659
- O.T.R. Siding & Trim CorpServes Brewster · 5.4 mi★★★★☆3.9 rating
1 Pheasant Ln, South Dennis, MA 02660
- Coastline ConstructionServes Brewster · 6.3 mi★★★★★5.0 rating
494 Upper County Rd, South Dennis, MA 02660
- Meyer and Sons Builders, IncServes Brewster · 6.4 mi★★★★★4.8 rating
852 Main St, West Dennis, MA 02670
- Betterwood Homes Inc.Serves Brewster · 6.5 mi★★★★★5.0 rating
744 Main St, Dennis, MA 02638
- Paul Johnson Home ImprovementServes Brewster · 6.6 mi★★★★★5.0 rating
15 Mallard Ln, Eastham, MA 02642
- Custom Crafted HomesServes Brewster · 6.6 mi★★★★★5.0 rating
667 Main St Building 3-30, Dennis, MA 02638
- CPP Home Builders and Remodeling on Cape CodServes Brewster · 6.8 mi★★★★★5.0 rating
394 Main St Unit 1, West Dennis, MA 02670
- G.I.P. Construction & Remodeling Inc.Serves Brewster · 6.9 mi★★★★★5.0 rating
45 Lockwood Dr, South Dennis, MA 02660
- Philbrook Construction Services Group, Inc.Serves Brewster · 7.3 mi★★★★★5.0 rating
107 Beach St, Dennis, MA 02638
- HyTech Roofing SolutionsServes Brewster · 8.0 mi★★★★★5.0 rating
714A MA-6A, Yarmouth Port, MA 02675
- Cape Associates, Inc.Serves Brewster · 8.3 mi★★★★☆4.4 rating
345 Massasoit Rd, Eastham, MA 02642
- Cape SoftwashServes Brewster · 8.4 mi★★★★★5.0 rating
3150 Herring Brook Rd, Eastham, MA 02642
- All Roofing & Contracting Co.Serves Brewster · 8.5 mi★★★★★5.0 rating
160 Holmes Rd Building C, Eastham, MA 02642
- Lindera ConstructionServes Brewster · 8.5 mi★★★★★5.0 rating
130 Holmes Rd, Eastham, MA 02642
- PLJ Carpentry Inc.Serves Brewster · 8.8 mi★★★★★4.9 rating
15 Fruean Ave, South Yarmouth, MA 02664
- Cape Cod Home ImprovementServes Brewster · 11.7 mi★★★★★5.0 rating
27 Mill Pond Rd, West Yarmouth, MA 02673
- Sullivan Home ImprovementServes Brewster · 11.7 mi★★★★★5.0 rating
620 Yarmouth Rd, Hyannis, MA 02601
- Mr. Painting and More INCServes Brewster · 12.0 mi★★★★★4.9 rating
105 Ferndoc St c3, Hyannis, MA 02601
- Thor ConstructionServes Brewster · 12.3 mi★★★★★5.0 rating
1532 US-6, Wellfleet, MA 02667
- Belport Building & Remodeling, LLCServes Brewster · 12.6 mi★★★★★4.8 rating
270 Communication Wy #2H, Hyannis, MA 02601
- Duomo Group IncServes Brewster · 12.6 mi★★★★★5.0 rating
270 Communication Wy #4g, Hyannis, MA 02601
- Shepley Wood ProductsServes Brewster · 12.6 mi★★★★☆4.3 rating
2238 US-6, Wellfleet, MA 02667
- Shepley Wood ProductsServes Brewster · 12.7 mi★★★★★4.6 rating
60 Benjamin Franklin Way, Hyannis, MA 02601
- Keen Mind Home ImprovementServes Brewster · 12.8 mi★★★★★5.0 rating
42 Kings Way, Hyannis, MA 02601
- Wisdom Home GroupServes Brewster · 12.8 mi★★★★★4.8 rating
178 Thornton Dr Unit 1-D, Hyannis, MA 02601
- Starbuck Construction ServicesServes Brewster · 12.8 mi★★★★★5.0 rating
67 Willow Ave, Hyannis, MA 02601
- George W Blakely BuildersServes Brewster · 12.8 mi★★★★★5.0 rating
11 Cit Ave, Hyannis, MA 02601
- United constructors incServes Brewster · 13.0 mi★★★☆☆3.0 rating
150 Hinckley Rd, Hyannis, MA 02601
- Gutter Pro EnterprisesServes Brewster · 13.1 mi★★★★★5.0 rating
100 Independence Dr Suite 7-811, Hyannis, MA 02601
- Flawless Facilities MaintenanceServes Brewster · 13.2 mi★★★★★5.0 rating
94 Quaker Rd, Hyannis, MA 02601
- Compass Home GroupServes Brewster · 13.3 mi★★★★★5.0 rating
47-4 Warehouse Rd, Hyannis, MA 02601
- Schmidt PaintingServes Brewster · 13.3 mi★★★★★4.9 rating
14 Pepper Ln, Hyannis, MA 02601
- Barnstable Home ImprovementServes Brewster · 13.4 mi★★★★★5.0 rating
1070 Iyannough Rd suite 356, Hyannis, MA 02601
- Hickory Harbor HomesServes Brewster · 13.4 mi★★★★★5.0 rating
1070 Iyannough Rd #323, Hyannis, MA 02601
- Total Care PaintingServes Brewster · 13.4 mi★★★★★5.0 rating
576 Main St Unit 3, Hyannis, MA 02601
- Best Quality Painting CompanyServes Brewster · 13.4 mi★★★★★5.0 rating
9 Kelley Rd, Hyannis, MA 02601
- Byam ConstructionServes Brewster · 13.6 mi★★★★★4.9 rating
124 Sea St, Hyannis, MA 02601
- LEO'S PAINTING & HOME SOLUTIONSServes Brewster · 13.7 mi★★★★★4.9 rating
205 Beth Ln, Hyannis, MA 02601
- Falcon Homes General ContractorServes Brewster · 13.9 mi★★★★★4.9 rating
10 Pine Grove Ave STE 2, Hyannis, MA 02601
- Best Deal Home GroupServes Brewster · 14.1 mi★★★★★5.0 rating
52 Goose Point Rd, Centerville, MA 02632
- Serves Brewster · 14.2 mi
28 Marks Path, Hyannis, MA 02601
- Built Different Construction, Inc.Serves Brewster · 14.2 mi★★★★★5.0 rating
745 Falmouth Rd, Hyannis, MA 02601
- Peter E Comeau Builders IncServes Brewster · 14.3 mi★★★★★4.8 rating
42 Wolley Rd #2410, Hyannis, MA 02601
- Coastal Roofing & SidingServes Brewster · 14.4 mi★★★★★4.9 rating
850 Falmouth Rd, Hyannis, MA 02601
Roofing in Brewster — what to know
Insurance & rebates
Mass Save doesn't rebate roofing — it covers insulation, air sealing, and heat pumps. Brewster is in Eversource territory, so homeowners qualify for the full weatherization program. A re-roof is a good time to add Mass Save-subsidized attic insulation and air sealing, particularly on older cottages that were never insulated for year-round use.
For roofing cost, insurance is the central factor on the Cape. Coastal storm and hurricane wind make wind damage a frequent claim, and many Cape policies carry separate, higher wind/hurricane deductibles — worth checking before a storm. Salt air also shortens flashing life. Sudden storm damage is often covered while gradual wear isn't, so document promptly.
Permits in Brewster
Massachusetts requires a building permit for a roof replacement, issued by the Brewster Building Department. State code requires an ice-and-water shield at the eaves and valleys plus proper underlayment and drip edge; on the Cape, high-wind nailing patterns, sealed starter strips, and corrosion-resistant flashing are the priority for storm and salt resistance. Properties near the shore or wetlands may involve Conservation Commission review, and the Cape's wind-zone requirements can call for enhanced fastening. A licensed roofer handles permitting and the required inspection.
Typical project cost
A typical asphalt re-roof in Brewster runs roughly $11,000–$23,000 depending on size, pitch, and access, with cedar-shingle and shake roofs — common for the Cape aesthetic — costing substantially more. Cape Cod labor rates run above the state average due to seasonality and material logistics. High-wind shingles, corrosion-resistant flashing, and enhanced fastening for the wind zone add cost but are essential here. The main budget variables are material choice, wind-zone fastening, deck or flashing repair at tear-off, and full ice-and-water coverage.
About Brewster homes
Brewster is a Cape Cod town in Barnstable County with about 10,341 year-round residents but roughly 8,189 housing units — a striking ratio that reflects heavy seasonal and second-home ownership, with many cottages and homes occupied only part of the year. The median home age is near 44 years, with stock ranging from classic Cape cottages and shingle-style homes to newer coastal builds.
That seasonal, coastal character drives roofing here: salt air, blowing sand, and the wind off Cape Cod Bay accelerate wear, cedar and weathered-shingle aesthetics are common, and part-time occupancy means leaks can go unnoticed for months. Storm wind, not heavy snow, is the dominant force on Brewster roofs.
Common questions — Roofing in Brewster
- Do Brewster roofs need special wind protection?
- Yes. Cape Cod's exposure to storm and hurricane wind off the bay means high-wind shingles, sealed starter strips, and enhanced nailing patterns are essential. The Cape's wind-zone requirements often call for stronger fastening than inland towns.
- Does Mass Save help with roofing in Brewster?
- No — Mass Save covers insulation and air sealing, not roofing. Brewster is in Eversource territory, so add subsidized attic insulation while the roof is open, especially on older seasonal cottages.
- Do I need a permit to re-roof in Brewster?
- Yes. The Brewster Building Department requires a permit, and code requires an ice-and-water shield at the eaves plus wind-zone fastening. Shoreline lots may involve Conservation Commission review. Your roofer handles permitting.
- My Brewster home is a seasonal property — any roofing concerns?
- Yes. Part-time occupancy means leaks can go undetected for months and worsen. A pre-season inspection and prompt repairs are wise, and salt air shortens flashing life, so corrosion-resistant materials pay off.
- Will my insurance cover Cape storm roof damage?
- Sudden storm wind damage is usually covered, but many Cape policies carry separate, higher wind or hurricane deductibles. Check your policy before storm season, document any damage with photos, and file promptly.
