2 Windy Way, Nantucket, MA 02554
Roofing in Nantucket, Massachusetts
Compare contractors serving Nantucket, Nantucket County — call them directly, or send one request and let qualified pros come to you.
50 contractors serving Nantucket — including 5 based in town.
Contractors serving Nantucket
- Based in Nantucket
- Bambino construction llcBased in Nantucket★★★★★5.0 rating
6 Equator Dr, Nantucket, MA 02554
- Ronan Bradley BuildersBased in Nantucket★★★★★5.0 rating
54 Old South Rd, Nantucket, MA 02554
- Maury AssociatesBased in Nantucket★★★★★4.8 rating
54 Old South Rd, Nantucket, MA 02554
- Island ConstructionBased in Nantucket★★★★★5.0 rating
24 S Shore Rd, Nantucket, MA 02554
- Cristiano’s ConstructionServes Nantucket · 24.1 mi★★★★★5.0 rating
8 Hye Rd, Edgartown, MA 02539
- JR Construction & Sons Inc.Serves Nantucket · 24.4 mi★★★★☆4.0 rating
471 Edgartown-Vineyard Haven Rd, Edgartown, MA 02539
- MV Level Up Construction INCServes Nantucket · 25.0 mi★★★★★5.0 rating
1 18th St S, Edgartown, MA 02539
- Byam ConstructionServes Nantucket · 26.2 mi★★★★★4.9 rating
124 Sea St, Hyannis, MA 02601
- G.I.P. Construction & Remodeling Inc.Serves Nantucket · 26.3 mi★★★★★5.0 rating
45 Lockwood Dr, South Dennis, MA 02660
- Total Care PaintingServes Nantucket · 26.5 mi★★★★★5.0 rating
576 Main St Unit 3, Hyannis, MA 02601
- Coastline ConstructionServes Nantucket · 26.5 mi★★★★★5.0 rating
494 Upper County Rd, South Dennis, MA 02660
- Cape Cod Home ImprovementServes Nantucket · 26.5 mi★★★★★5.0 rating
27 Mill Pond Rd, West Yarmouth, MA 02673
- Falcon Homes General ContractorServes Nantucket · 26.5 mi★★★★★4.9 rating
10 Pine Grove Ave STE 2, Hyannis, MA 02601
- Starbuck Construction ServicesServes Nantucket · 26.6 mi★★★★★5.0 rating
67 Willow Ave, Hyannis, MA 02601
- 4 WINDS CONSTRUCTIONServes Nantucket · 26.9 mi★★★★★5.0 rating
14 A St, Edgartown, MA 02539
- Martha's Vineyard Construction CompanyServes Nantucket · 26.9 mi★★★★★5.0 rating
22 A St, Edgartown, MA 02539
- Rosbeck Builders CorporationServes Nantucket · 27.0 mi★★★★★4.7 rating
20 E Line Rd, Edgartown, MA 02539
- Millers Pro BuildersServes Nantucket · 27.0 mi★★★★★5.0 rating
28 Leslie Ln, Oak Bluffs, MA 02557
- Mr. Painting and More INCServes Nantucket · 27.0 mi★★★★★4.9 rating
105 Ferndoc St c3, Hyannis, MA 02601
- Keen Mind Home ImprovementServes Nantucket · 27.1 mi★★★★★5.0 rating
42 Kings Way, Hyannis, MA 02601
- Peter E Comeau Builders IncServes Nantucket · 27.1 mi★★★★★4.8 rating
42 Wolley Rd #2410, Hyannis, MA 02601
- Landers Construction CompanyServes Nantucket · 27.2 mi★★★★★5.0 rating
75 Manchester Ave, Oak Bluffs, MA 02557
- Mullen BuildingServes Nantucket · 27.3 mi★★★★★5.0 rating
23 W Bay Rd A, Osterville, MA 02655
- Flawless Facilities MaintenanceServes Nantucket · 27.3 mi★★★★★5.0 rating
94 Quaker Rd, Hyannis, MA 02601
- United constructors incServes Nantucket · 27.3 mi★★★☆☆3.0 rating
150 Hinckley Rd, Hyannis, MA 02601
- Best Quality Painting CompanyServes Nantucket · 27.3 mi★★★★★5.0 rating
9 Kelley Rd, Hyannis, MA 02601
- Sullivan Home ImprovementServes Nantucket · 27.4 mi★★★★★5.0 rating
620 Yarmouth Rd, Hyannis, MA 02601
- Tuleika Building Company IncServes Nantucket · 27.5 mi★★★★★5.0 rating
7 Parker Rd UNIT 301, Osterville, MA 02655
- Corey & Corey The Roofers Cape Cod, LLCServes Nantucket · 27.5 mi★★★★★4.9 rating
27 Finway, Mashpee, MA 02649
- Perullo ConstructionServes Nantucket · 27.5 mi★★★★★5.0 rating
90 Commerce Park, South Chatham, MA 02659
- Compass Home GroupServes Nantucket · 27.6 mi★★★★★5.0 rating
47-4 Warehouse Rd, Hyannis, MA 02601
- Serves Nantucket · 27.6 mi
28 Marks Path, Hyannis, MA 02601
- PLJ Carpentry Inc.Serves Nantucket · 27.7 mi★★★★★4.9 rating
15 Fruean Ave, South Yarmouth, MA 02664
- Built Different Construction, Inc.Serves Nantucket · 27.7 mi★★★★★5.0 rating
745 Falmouth Rd, Hyannis, MA 02601
- Coastal Roofing & SidingServes Nantucket · 27.7 mi★★★★★4.9 rating
850 Falmouth Rd, Hyannis, MA 02601
- Junior's Odd JobsServes Nantucket · 27.7 mi★★★★☆4.3 rating
178 Main St, Harwich, MA 02645
- LEO'S PAINTING & HOME SOLUTIONSServes Nantucket · 27.8 mi★★★★★4.9 rating
205 Beth Ln, Hyannis, MA 02601
- Gulfeagle SupplyServes Nantucket · 27.9 mi★★★★☆3.7 rating
181 Queen Anne Rd, Harwich, MA 02645
- George W Blakely BuildersServes Nantucket · 28.0 mi★★★★★5.0 rating
11 Cit Ave, Hyannis, MA 02601
- Schmidt PaintingServes Nantucket · 28.0 mi★★★★★4.9 rating
14 Pepper Ln, Hyannis, MA 02601
- Cape Cod RenovationServes Nantucket · 28.1 mi★★★★★4.9 rating
1645 Falmouth Rd, Centerville, MA 02632
- Gutter Pro EnterprisesServes Nantucket · 28.2 mi★★★★★5.0 rating
100 Independence Dr Suite 7-811, Hyannis, MA 02601
- Hickory Harbor HomesServes Nantucket · 28.2 mi★★★★★5.0 rating
1070 Iyannough Rd #323, Hyannis, MA 02601
- Barnstable Home ImprovementServes Nantucket · 28.2 mi★★★★★5.0 rating
1070 Iyannough Rd suite 356, Hyannis, MA 02601
- Stuart ConstructionServes Nantucket · 28.3 mi★★★★★5.0 rating
1851 Falmouth Rd, Centerville, MA 02632
- Tony's PaintingServes Nantucket · 28.4 mi★★★★★4.9 rating
11 Cook Rd, Vineyard Haven, MA 02568
- D3 Builders Inc.Serves Nantucket · 28.4 mi★★★★★5.0 rating
65 Treasure Ln, Mashpee, MA 02649
- Best Deal Home GroupServes Nantucket · 28.5 mi★★★★★5.0 rating
52 Goose Point Rd, Centerville, MA 02632
- O.T.R. Siding & Trim CorpServes Nantucket · 28.6 mi★★★★☆3.9 rating
1 Pheasant Ln, South Dennis, MA 02660
Roofing in Nantucket — what to know
Insurance & rebates
Roofing isn't a Mass Save rebate item, but two financial threads shape a Nantucket re-roof. The first is insurance: as exposed island high-wind territory, carriers scrutinize roof age and wind resistance intensely, and many surcharge or non-renew asphalt past 15 years — and even cedar roofs face close review. Wind and storm-damage claims after named storms are common; document thoroughly before filing. Salt corrosion of fasteners and flashing is severe near the water, which is most of the island.
Nantucket is in Eversource territory, so the home qualifies for Mass Save weatherization, with Cape Light Compact offers sometimes layered on. The roof isn't subsidized, but a tear-off is the cheapest moment to add attic insulation and air-sealing — Mass Save covers that at 75% or more for Eversource customers.
Permits in Nantucket
Nantucket requires a building permit for roof replacement, filed through the Building Department. The island's defining wrinkle is historic review: nearly the entire island is a designated historic district, and the Historic District Commission (HDC) must approve essentially any visible exterior change, including roof material and color. Cedar is the expected material in most of the core. Massachusetts code requires ice-and-water shield at the eaves and around penetrations, and severe-wind provisions drive enhanced fastening and reinforced edge metal. Licensed contractors familiar with HDC review handle the filings — this step is non-negotiable and can add lead time.
Typical project cost
Nantucket is the most expensive place to roof in Massachusetts. Ferrying materials and crews, severe-wind detailing, corrosion-resistant fasteners and copper flashing, and the near-universal use of cedar all push costs well above the mainland. A cedar shingle re-roof on a typical island home commonly runs $30,000-$70,000 or more, depending on size and complexity. Architectural asphalt, where the HDC permits it, is cheaper but still elevated by freight and labor. Copper flashing and standing-seam metal on custom homes run higher still. Waterfront and large historic homes reach the top of the range.
About Nantucket homes
Nantucket is a Barnstable-adjacent island county of its own — about 14,000 year-round residents but roughly 12,300 housing units, with a large share seasonal. The median home age is around 42 years, but that figure masks a deep stock of antique homes in the historic core alongside extensive 1980s-2000s development across the island. Cedar shingle is the defining material here: the town's signature gray weathered shingle covers walls and roofs almost universally, with architectural asphalt on some newer or budget-conscious builds.
Nantucket's exposure is the most severe in the state. Open Atlantic wind drives shingle uplift, salt air corrodes any standard fastener or flashing, and ferrying materials and crews to the island adds cost and scheduling complexity to every job.
Common questions — Roofing in Nantucket
- Do I need historic approval to re-roof on Nantucket?
- Almost certainly. Nearly the whole island is a historic district, and the Historic District Commission must approve visible exterior changes including roof material and color. Build HDC review time into your schedule; experienced island roofers handle the filing.
- Why is roofing so expensive on Nantucket?
- Everything ships by ferry — materials, crews, and dumpsters — and the island demands severe-wind detailing, corrosion-resistant fasteners, and usually cedar shingle. Together those push costs well above the mainland.
- Can I use asphalt instead of cedar?
- Sometimes, but the HDC may require cedar in much of the historic core. Architectural asphalt is allowed in some areas and is cheaper, though still elevated by freight. Check with the commission before committing to a material.
- How does island exposure affect my roof and insurance?
- Open Atlantic wind and salt air are the harshest in the state. Carriers scrutinize roof age and wind resistance intensely and may surcharge or non-renew older roofs. Severe-wind fastening and corrosion-resistant flashing are essential, not optional.
- I have a seasonal home — does that matter for roofing?
- Yes. Much of Nantucket is seasonal, and an unoccupied home can develop wind or leak damage that goes unnoticed for months. A well-fastened roof and regular off-season inspections protect a property you're not there to watch.
