56 Main St Unit F, Orleans, MA 02653
Roofing in Orleans, Massachusetts
Compare contractors serving Orleans, Barnstable County — call them directly, or send one request and let qualified pros come to you.
50 contractors serving Orleans — including 1 based in town.
Contractors serving Orleans
- MAZZEO Construction LLCBased in Orleans★★★★★4.6 rating
- Outside Cleaners LLCServes Orleans · 2.8 mi★★★★★5.0 rating
3844 Main St, Brewster, MA 02631
- Paul Johnson Home ImprovementServes Orleans · 4.6 mi★★★★★5.0 rating
15 Mallard Ln, Eastham, MA 02642
- Perullo ConstructionServes Orleans · 6.1 mi★★★★★5.0 rating
90 Commerce Park, South Chatham, MA 02659
- All Roofing & Contracting Co.Serves Orleans · 6.1 mi★★★★★5.0 rating
160 Holmes Rd Building C, Eastham, MA 02642
- Lindera ConstructionServes Orleans · 6.1 mi★★★★★5.0 rating
130 Holmes Rd, Eastham, MA 02642
- Cape Associates, Inc.Serves Orleans · 6.2 mi★★★★☆4.4 rating
345 Massasoit Rd, Eastham, MA 02642
- Cape SoftwashServes Orleans · 6.3 mi★★★★★5.0 rating
3150 Herring Brook Rd, Eastham, MA 02642
- Gulfeagle SupplyServes Orleans · 8.3 mi★★★★☆3.7 rating
181 Queen Anne Rd, Harwich, MA 02645
- Imagine ConstructionServes Orleans · 8.9 mi★★★★★5.0 rating
4 Ruth St, Harwich, MA 02645
- Junior's Odd JobsServes Orleans · 9.2 mi★★★★☆4.3 rating
178 Main St, Harwich, MA 02645
- O.T.R. Siding & Trim CorpServes Orleans · 10.5 mi★★★★☆3.9 rating
1 Pheasant Ln, South Dennis, MA 02660
- Thor ConstructionServes Orleans · 10.5 mi★★★★★5.0 rating
1532 US-6, Wellfleet, MA 02667
- Coastline ConstructionServes Orleans · 11.0 mi★★★★★5.0 rating
494 Upper County Rd, South Dennis, MA 02660
- Shepley Wood ProductsServes Orleans · 11.3 mi★★★★☆4.3 rating
2238 US-6, Wellfleet, MA 02667
- Meyer and Sons Builders, IncServes Orleans · 11.7 mi★★★★★4.8 rating
852 Main St, West Dennis, MA 02670
- G.I.P. Construction & Remodeling Inc.Serves Orleans · 11.7 mi★★★★★5.0 rating
45 Lockwood Dr, South Dennis, MA 02660
- Betterwood Homes Inc.Serves Orleans · 11.8 mi★★★★★5.0 rating
744 Main St, Dennis, MA 02638
- Custom Crafted HomesServes Orleans · 11.9 mi★★★★★5.0 rating
667 Main St Building 3-30, Dennis, MA 02638
- CPP Home Builders and Remodeling on Cape CodServes Orleans · 12.1 mi★★★★★5.0 rating
394 Main St Unit 1, West Dennis, MA 02670
- Philbrook Construction Services Group, Inc.Serves Orleans · 12.6 mi★★★★★5.0 rating
107 Beach St, Dennis, MA 02638
- HyTech Roofing SolutionsServes Orleans · 13.3 mi★★★★★5.0 rating
714A MA-6A, Yarmouth Port, MA 02675
- PLJ Carpentry Inc.Serves Orleans · 14.0 mi★★★★★4.9 rating
15 Fruean Ave, South Yarmouth, MA 02664
- Cape Cod Home ImprovementServes Orleans · 16.8 mi★★★★★5.0 rating
27 Mill Pond Rd, West Yarmouth, MA 02673
- Sullivan Home ImprovementServes Orleans · 16.9 mi★★★★★5.0 rating
620 Yarmouth Rd, Hyannis, MA 02601
- Colburn & Son ConstructionServes Orleans · 17.1 mi★★★★★5.0 rating
11 Gospel Path, Truro, MA 02666
- Mr. Painting and More INCServes Orleans · 17.2 mi★★★★★4.9 rating
105 Ferndoc St c3, Hyannis, MA 02601
- Duomo Group IncServes Orleans · 17.9 mi★★★★★5.0 rating
270 Communication Wy #4g, Hyannis, MA 02601
- Belport Building & Remodeling, LLCServes Orleans · 17.9 mi★★★★★4.8 rating
270 Communication Wy #2H, Hyannis, MA 02601
- Keen Mind Home ImprovementServes Orleans · 18.0 mi★★★★★5.0 rating
42 Kings Way, Hyannis, MA 02601
- Shepley Wood ProductsServes Orleans · 18.0 mi★★★★★4.6 rating
60 Benjamin Franklin Way, Hyannis, MA 02601
- Starbuck Construction ServicesServes Orleans · 18.0 mi★★★★★5.0 rating
67 Willow Ave, Hyannis, MA 02601
- Wisdom Home GroupServes Orleans · 18.1 mi★★★★★4.8 rating
178 Thornton Dr Unit 1-D, Hyannis, MA 02601
- George W Blakely BuildersServes Orleans · 18.1 mi★★★★★5.0 rating
11 Cit Ave, Hyannis, MA 02601
- Serves Orleans · 18.1 mi
314 US-6, Truro, MA 02666
- United constructors incServes Orleans · 18.2 mi★★★☆☆3.0 rating
150 Hinckley Rd, Hyannis, MA 02601
- Gutter Pro EnterprisesServes Orleans · 18.4 mi★★★★★5.0 rating
100 Independence Dr Suite 7-811, Hyannis, MA 02601
- Flawless Facilities MaintenanceServes Orleans · 18.5 mi★★★★★5.0 rating
94 Quaker Rd, Hyannis, MA 02601
- Compass Home GroupServes Orleans · 18.5 mi★★★★★5.0 rating
47-4 Warehouse Rd, Hyannis, MA 02601
- Total Care PaintingServes Orleans · 18.5 mi★★★★★5.0 rating
576 Main St Unit 3, Hyannis, MA 02601
- Schmidt PaintingServes Orleans · 18.6 mi★★★★★4.9 rating
14 Pepper Ln, Hyannis, MA 02601
- Hickory Harbor HomesServes Orleans · 18.6 mi★★★★★5.0 rating
1070 Iyannough Rd #323, Hyannis, MA 02601
- Barnstable Home ImprovementServes Orleans · 18.6 mi★★★★★5.0 rating
1070 Iyannough Rd suite 356, Hyannis, MA 02601
- Best Quality Painting CompanyServes Orleans · 18.7 mi★★★★★5.0 rating
9 Kelley Rd, Hyannis, MA 02601
- Byam ConstructionServes Orleans · 18.7 mi★★★★★4.9 rating
124 Sea St, Hyannis, MA 02601
- LEO'S PAINTING & HOME SOLUTIONSServes Orleans · 19.0 mi★★★★★4.9 rating
205 Beth Ln, Hyannis, MA 02601
- Falcon Homes General ContractorServes Orleans · 19.1 mi★★★★★4.9 rating
10 Pine Grove Ave STE 2, Hyannis, MA 02601
- Serves Orleans · 19.4 mi
28 Marks Path, Hyannis, MA 02601
- Best Deal Home GroupServes Orleans · 19.4 mi★★★★★5.0 rating
52 Goose Point Rd, Centerville, MA 02632
- Built Different Construction, Inc.Serves Orleans · 19.5 mi★★★★★5.0 rating
745 Falmouth Rd, Hyannis, MA 02601
Roofing in Orleans — what to know
Insurance & rebates
On an Orleans roof, coastal exposure and insurance are the controlling factors. The outer Cape takes the full force of nor'easters and hurricane-season wind from both sides, 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 owners 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.
Orleans 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 Orleans' older cottages and seasonal homes that work cuts heating and cooling costs, and it's worth scheduling alongside a re-roof.
Permits in Orleans
Orleans 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 outer Cape, roofers commonly spec wind-rated shingles, stainless fasteners, and extended membrane coverage. Changing roof material, profile, or color — for example replacing cedar with asphalt — may draw local review given the Cape aesthetic, and waterfront or marsh-adjacent work can touch the Wetlands Protection Act through the Conservation Commission. An Orleans-experienced roofer flags these and handles the permit and inspections.
Typical project cost
Roofing costs in Orleans run well above the statewide average — outer-Cape pricing reflects long supply logistics, seasonal labor demand, wind-rated materials, and a strong cedar preference. 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 Orleans homes
Orleans sits on the outer Cape in Barnstable County, a town of about 6,300 year-round residents but roughly 5,900 housing units — the seasonal-home pattern typical of the Cape. The median home age is near 52 years, and the building style is classic Cape Cod: weathered cedar-shingle cottages, gambrel and saltbox forms, and homes facing both Cape Cod Bay and the Atlantic across a narrow stretch of land.
That exposed, 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 water on both sides and the open Atlantic at Nauset Beach, Orleans roofs take constant wind, salt, and wind-driven rain, so flashing, fastener corrosion, and storm damage recur season after season.
Common questions — Roofing in Orleans
- Are cedar roofs a good choice in Orleans?
- On the outer Cape they're a strong fit — cedar weathers gracefully in salt air and suits the local look. It costs well above asphalt and needs periodic maintenance, but it lasts decades when properly installed and ventilated against the constant moisture.
- Does salt air wear out Orleans roofs faster?
- Yes. Ocean salt air from both Cape Cod Bay and the Atlantic 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.
- How do nor'easters affect my Orleans roof and insurance?
- The outer Cape takes direct storm wind from both sides, 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 Orleans?
- No — Mass Save never funds roofing. But Orleans is Eversource territory, so attic insulation and air-sealing is subsidized at 75% or more after a free Mass Save assessment, worth doing in these older Cape homes during a re-roof.
- Do I need a permit to replace my roof in Orleans?
- Yes. The Orleans Building Department requires a permit, and the work must include ice-and-water shield at the eaves and valleys. Material changes may draw local review, and waterfront projects may touch the Wetlands Protection Act.
