90 Commerce Park, South Chatham, MA 02659
Roofing in Chatham, Massachusetts
Compare contractors serving Chatham, Barnstable County — call them directly, or send one request and let qualified pros come to you.
50 contractors serving Chatham — including 1 based in town.
Contractors serving Chatham
- Perullo ConstructionBased in Chatham★★★★★5.0 rating
- Gulfeagle SupplyServes Chatham · 8.0 mi★★★★☆3.7 rating
181 Queen Anne Rd, Harwich, MA 02645
- Junior's Odd JobsServes Chatham · 8.7 mi★★★★☆4.3 rating
178 Main St, Harwich, MA 02645
- Coastline ConstructionServes Chatham · 9.1 mi★★★★★5.0 rating
494 Upper County Rd, South Dennis, MA 02660
- Imagine ConstructionServes Chatham · 9.3 mi★★★★★5.0 rating
4 Ruth St, Harwich, MA 02645
- G.I.P. Construction & Remodeling Inc.Serves Chatham · 9.6 mi★★★★★5.0 rating
45 Lockwood Dr, South Dennis, MA 02660
- O.T.R. Siding & Trim CorpServes Chatham · 10.6 mi★★★★☆3.9 rating
1 Pheasant Ln, South Dennis, MA 02660
- Outside Cleaners LLCServes Chatham · 10.8 mi★★★★★5.0 rating
3844 Main St, Brewster, MA 02631
- MAZZEO Construction LLCServes Chatham · 11.4 mi★★★★★4.6 rating
56 Main St Unit F, Orleans, MA 02653
- PLJ Carpentry Inc.Serves Chatham · 12.8 mi★★★★★4.9 rating
15 Fruean Ave, South Yarmouth, MA 02664
- CPP Home Builders and Remodeling on Cape CodServes Chatham · 13.2 mi★★★★★5.0 rating
394 Main St Unit 1, West Dennis, MA 02670
- HyTech Roofing SolutionsServes Chatham · 13.3 mi★★★★★5.0 rating
714A MA-6A, Yarmouth Port, MA 02675
- Betterwood Homes Inc.Serves Chatham · 13.5 mi★★★★★5.0 rating
744 Main St, Dennis, MA 02638
- Custom Crafted HomesServes Chatham · 13.5 mi★★★★★5.0 rating
667 Main St Building 3-30, Dennis, MA 02638
- Meyer and Sons Builders, IncServes Chatham · 13.5 mi★★★★★4.8 rating
852 Main St, West Dennis, MA 02670
- Philbrook Construction Services Group, Inc.Serves Chatham · 14.1 mi★★★★★5.0 rating
107 Beach St, Dennis, MA 02638
- Paul Johnson Home ImprovementServes Chatham · 14.2 mi★★★★★5.0 rating
15 Mallard Ln, Eastham, MA 02642
- Cape Cod Home ImprovementServes Chatham · 14.6 mi★★★★★5.0 rating
27 Mill Pond Rd, West Yarmouth, MA 02673
- Mr. Painting and More INCServes Chatham · 15.2 mi★★★★★4.9 rating
105 Ferndoc St c3, Hyannis, MA 02601
- Sullivan Home ImprovementServes Chatham · 15.2 mi★★★★★5.0 rating
620 Yarmouth Rd, Hyannis, MA 02601
- Starbuck Construction ServicesServes Chatham · 15.7 mi★★★★★5.0 rating
67 Willow Ave, Hyannis, MA 02601
- Keen Mind Home ImprovementServes Chatham · 15.9 mi★★★★★5.0 rating
42 Kings Way, Hyannis, MA 02601
- Cape Associates, Inc.Serves Chatham · 16.0 mi★★★★☆4.4 rating
345 Massasoit Rd, Eastham, MA 02642
- Total Care PaintingServes Chatham · 16.1 mi★★★★★5.0 rating
576 Main St Unit 3, Hyannis, MA 02601
- Byam ConstructionServes Chatham · 16.1 mi★★★★★4.9 rating
124 Sea St, Hyannis, MA 02601
- All Roofing & Contracting Co.Serves Chatham · 16.0 mi★★★★★5.0 rating
160 Holmes Rd Building C, Eastham, MA 02642
- Lindera ConstructionServes Chatham · 16.0 mi★★★★★5.0 rating
130 Holmes Rd, Eastham, MA 02642
- United constructors incServes Chatham · 16.2 mi★★★☆☆3.0 rating
150 Hinckley Rd, Hyannis, MA 02601
- Cape SoftwashServes Chatham · 16.2 mi★★★★★5.0 rating
3150 Herring Brook Rd, Eastham, MA 02642
- Flawless Facilities MaintenanceServes Chatham · 16.4 mi★★★★★5.0 rating
94 Quaker Rd, Hyannis, MA 02601
- George W Blakely BuildersServes Chatham · 16.5 mi★★★★★5.0 rating
11 Cit Ave, Hyannis, MA 02601
- Falcon Homes General ContractorServes Chatham · 16.6 mi★★★★★4.9 rating
10 Pine Grove Ave STE 2, Hyannis, MA 02601
- Best Quality Painting CompanyServes Chatham · 16.6 mi★★★★★5.0 rating
9 Kelley Rd, Hyannis, MA 02601
- Compass Home GroupServes Chatham · 16.6 mi★★★★★5.0 rating
47-4 Warehouse Rd, Hyannis, MA 02601
- Belport Building & Remodeling, LLCServes Chatham · 16.7 mi★★★★★4.8 rating
270 Communication Wy #2H, Hyannis, MA 02601
- Duomo Group IncServes Chatham · 16.7 mi★★★★★5.0 rating
270 Communication Wy #4g, Hyannis, MA 02601
- Gutter Pro EnterprisesServes Chatham · 16.8 mi★★★★★5.0 rating
100 Independence Dr Suite 7-811, Hyannis, MA 02601
- Wisdom Home GroupServes Chatham · 16.9 mi★★★★★4.8 rating
178 Thornton Dr Unit 1-D, Hyannis, MA 02601
- Shepley Wood ProductsServes Chatham · 16.9 mi★★★★★4.6 rating
60 Benjamin Franklin Way, Hyannis, MA 02601
- Schmidt PaintingServes Chatham · 16.9 mi★★★★★4.9 rating
14 Pepper Ln, Hyannis, MA 02601
- Hickory Harbor HomesServes Chatham · 17.1 mi★★★★★5.0 rating
1070 Iyannough Rd #323, Hyannis, MA 02601
- Barnstable Home ImprovementServes Chatham · 17.1 mi★★★★★5.0 rating
1070 Iyannough Rd suite 356, Hyannis, MA 02601
- LEO'S PAINTING & HOME SOLUTIONSServes Chatham · 17.2 mi★★★★★4.9 rating
205 Beth Ln, Hyannis, MA 02601
- Peter E Comeau Builders IncServes Chatham · 17.2 mi★★★★★4.8 rating
42 Wolley Rd #2410, Hyannis, MA 02601
- Serves Chatham · 17.4 mi
28 Marks Path, Hyannis, MA 02601
- Built Different Construction, Inc.Serves Chatham · 17.5 mi★★★★★5.0 rating
745 Falmouth Rd, Hyannis, MA 02601
- Coastal Roofing & SidingServes Chatham · 17.7 mi★★★★★4.9 rating
850 Falmouth Rd, Hyannis, MA 02601
- Best Deal Home GroupServes Chatham · 17.9 mi★★★★★5.0 rating
52 Goose Point Rd, Centerville, MA 02632
- Cape Cod RenovationServes Chatham · 19.0 mi★★★★★4.9 rating
1645 Falmouth Rd, Centerville, MA 02632
- Stuart ConstructionServes Chatham · 19.4 mi★★★★★5.0 rating
1851 Falmouth Rd, Centerville, MA 02632
Roofing in Chatham — what to know
Insurance & rebates
On a Chatham roof, coastal exposure and insurance are the controlling factors. The Cape's elbow takes direct nor'easter and hurricane-season wind, so wind-uplift and wind-driven-rain damage are the most common claims, and salt air corrodes fasteners and flashing faster than inland. Wind coverage is a real concern on the Cape — many homeowners carry it through the FAIR Plan — and carriers often won't renew on a roof past roughly 20 years without an inspection. Photograph storm damage with the date and get a roofer's written assessment before filing.
Chatham is served by Eversource, an investor-owned utility, so the household qualifies for Mass Save. Mass Save never pays for roofing, but it subsidizes attic insulation and air-sealing — typically 75% or more off after a free home energy assessment. In Chatham's older cottages and seasonal homes that work cuts heating and cooling costs, and it's worth scheduling alongside a re-roof.
Permits in Chatham
Chatham requires a building permit for roof replacement through the town Building Department, and Massachusetts code requires an ice-and-water shield at the eaves and valleys. On the exposed Cape coast, roofers commonly spec wind-rated shingles, stainless fasteners, and extended membrane coverage. Chatham has active historic districts and a conscious Cape aesthetic, so changing roof material, profile, or color — for example replacing cedar with asphalt — may require historic district commission review, and waterfront work can touch the Wetlands Protection Act. A Chatham-experienced roofer flags these and handles the permit and inspections.
Typical project cost
Roofing costs in Chatham run well above the statewide average — Cape Cod pricing reflects island-like logistics, seasonal labor demand, wind-rated materials, and a strong preference for cedar. A full asphalt-shingle tear-off and replacement generally runs $11,000–$28,000 depending on size, pitch, and layers; a flat or low-slope EPDM rubber section runs about $8,000–$18,000. Cedar shingle or shake roofs, common here, run well above asphalt, and standing-seam metal runs roughly $24,000–$52,000. Waterfront access and steep gambrel roofs add to labor.
About Chatham homes
Chatham sits at the elbow of Cape Cod in Barnstable County, a town of about 6,600 year-round residents but roughly 7,500 housing units — a clear sign that seasonal and second homes outnumber permanent ones. The median home age is near 50 years, but the look is distinctly Cape: weathered cedar-shingle cottages, gambrel and saltbox forms, and waterfront homes hard against the Atlantic and Nantucket Sound.
That coastal, resort character drives the roofing work. Many homes wear cedar shakes or shingles that silver in the salt air, alongside asphalt on newer construction. With full ocean exposure on multiple sides, Chatham roofs take constant wind, salt, and wind-driven rain, so flashing, fastener corrosion, and storm damage are recurring concerns.
Common questions — Roofing in Chatham
- Are cedar roofs worth it on a Chatham home?
- On the Cape they're a strong fit — cedar weathers gracefully in salt air and suits Chatham's historic look, and the town's aesthetic and some historic districts favor it. It costs well above asphalt and needs periodic maintenance, but it lasts decades when properly installed and ventilated.
- Does salt air wear out Chatham roofs faster?
- Yes. Constant ocean salt air corrodes nails, flashing, and metal accessories faster than inland, and wind-driven rain stresses seams. Roofers here use stainless or coated fasteners and wind-rated materials to extend roof life on the exposed Cape coast.
- Do I need historic approval to re-roof in Chatham?
- Possibly. Chatham's historic districts and Cape aesthetic mean changing roof material, profile, or color — like replacing cedar with asphalt — may need historic district commission review. A Chatham-experienced roofer will flag this before quoting.
- How do nor'easters and hurricanes affect my Chatham roof?
- Chatham's elbow takes direct coastal wind, so wind-uplift is the most common claim. Document storm damage with dated photos and get a roofer's written assessment; many Cape owners carry wind coverage through the FAIR Plan.
- Does Mass Save help with roofing in Chatham?
- No — Mass Save never funds roofing. But Chatham is Eversource territory, so attic insulation and air-sealing is subsidized at 75% or more after a free Mass Save assessment, which is worth doing in these older Cape homes during a re-roof.
