22 Basin Rd, Chilmark, MA 02535
Roofing in Aquinnah, Massachusetts
Compare contractors serving Aquinnah, Dukes County — call them directly, or send one request and let qualified pros come to you.
50 contractors serving Aquinnah.
Contractors serving Aquinnah
- SUPERIOR PAINTINGServes Aquinnah · 3.3 mi★★★★★5.0 rating
- Martha's Vineyard Construction CompanyServes Aquinnah · 12.1 mi★★★★★5.0 rating
22 A St, Edgartown, MA 02539
- 4 WINDS CONSTRUCTIONServes Aquinnah · 12.1 mi★★★★★5.0 rating
14 A St, Edgartown, MA 02539
- Rosbeck Builders CorporationServes Aquinnah · 12.1 mi★★★★★4.7 rating
20 E Line Rd, Edgartown, MA 02539
- Tony's PaintingServes Aquinnah · 13.7 mi★★★★★4.9 rating
11 Cook Rd, Vineyard Haven, MA 02568
- Landers Construction CompanyServes Aquinnah · 14.4 mi★★★★★5.0 rating
75 Manchester Ave, Oak Bluffs, MA 02557
- MV Level Up Construction INCServes Aquinnah · 14.6 mi★★★★★5.0 rating
1 18th St S, Edgartown, MA 02539
- Cristiano’s ConstructionServes Aquinnah · 14.7 mi★★★★★5.0 rating
8 Hye Rd, Edgartown, MA 02539
- JR Construction & Sons Inc.Serves Aquinnah · 15.0 mi★★★★☆4.0 rating
471 Edgartown-Vineyard Haven Rd, Edgartown, MA 02539
- Millers Pro BuildersServes Aquinnah · 15.5 mi★★★★★5.0 rating
28 Leslie Ln, Oak Bluffs, MA 02557
- Millers Pro Roofing & SidingServes Aquinnah · 18.6 mi★★★★★4.9 rating
359 Main St, Falmouth, MA 02540
- M Duffany BuildersServes Aquinnah · 18.7 mi★★★★★4.6 rating
200 Palmer Ave, Falmouth, MA 02540
- Vineyard HomeServes Aquinnah · 18.8 mi★★★★★4.9 rating
587 Main St Unit 101 Unit 101, Falmouth, MA 02540
- Souza Brother Roofing and ConstructionServes Aquinnah · 19.1 mi★★★★★5.0 rating
14 Amvets Ave, Falmouth, MA 02540
- Longfellow Design BuildServes Aquinnah · 19.1 mi★★★★★4.5 rating
850 Main St, Falmouth, MA 02540
- Serves Aquinnah · 19.2 mi
7 Davis Straits #1037, Falmouth, MA 02540
- Great Harbors Home ServicesServes Aquinnah · 19.3 mi★★★★★5.0 rating
354 Gifford St # 3, Falmouth, MA 02540
- Atlax Construction LLCServes Aquinnah · 19.6 mi★★★★★5.0 rating
32 Frederick St, New Bedford, MA 02744
- nexgen contracting llcServes Aquinnah · 19.7 mi★★★★★5.0 rating
127 W Rodney French Blvd, New Bedford, MA 02744
- Macaroco ConstructionServes Aquinnah · 19.7 mi★★★★★4.8 rating
52 Mott St, New Bedford, MA 02744
- Blue Wave House WashServes Aquinnah · 20.6 mi★★★★★5.0 rating
10 Shaker Ln, East Falmouth, MA 02536
- Aldes PaintingServes Aquinnah · 21.3 mi★★★★★5.0 rating
58 Trumbull Rd, East Falmouth, MA 02536
- JAG Painting Contractors - Business & Home Painting, Interior/Exterior, Epoxy Floor & Roofs - New Bedford MA OfficeServes Aquinnah · 21.3 mi★★★★★5.0 rating
51 Chancery St, New Bedford, MA 02740
- Falmouth Chimney Sweep – Chimney Cleaning & RepairsServes Aquinnah · 21.4 mi★★★★★4.9 rating
70 E Falmouth Hwy STE 6C, East Falmouth, MA 02536
- Serves Aquinnah · 21.7 mi
1115 Tucker Rd, Dartmouth, MA 02747
- O'Connor Development LLCServes Aquinnah · 21.8 mi★★★★★5.0 rating
44 Crooked Meadow Rd, East Falmouth, MA 02536
- JR'S Home Improvement - General ContractorServes Aquinnah · 22.2 mi★★★★☆4.3 rating
85A Shawmut Ave, New Bedford, MA 02740
- Cape Cod Cupola LTDServes Aquinnah · 22.3 mi★★★★★5.0 rating
78 State Rd, North Dartmouth, MA 02747
- New Look RoofersServes Aquinnah · 22.5 mi★★★★★5.0 rating
1466 Pleasant St, New Bedford, MA 02740
- Broderick Building & RemodelingServes Aquinnah · 22.6 mi★★★★★5.0 rating
494 Thomas B Landers Rd D, East Falmouth, MA 02536
- Fisher & Rocha, Inc.Serves Aquinnah · 22.6 mi★★★★☆3.7 rating
17 Fairhaven Rd, Mattapoisett, MA 02739
- Precision Window & KitchenServes Aquinnah · 22.9 mi★★★★☆4.0 rating
1111 Acushnet Ave, New Bedford, MA 02746
- Citywide GlassServes Aquinnah · 23.0 mi★★★★★4.8 rating
425 State Rd North, Dartmouth, MA 02747
- American Pride ConstructionServes Aquinnah · 23.4 mi★★★★★4.9 rating
88 Faunce Corner Rd UNIT 245, Dartmouth, MA 02747
- Alpha Seamless GutterServes Aquinnah · 23.5 mi★★★★★5.0 rating
35 Hathaway St, New Bedford, MA 02746
- Serves Aquinnah · 23.5 mi
84 Faunce Corner Rd, Dartmouth, MA 02747
- Corey & Corey The Roofers Cape Cod, LLCServes Aquinnah · 24.0 mi★★★★★4.9 rating
27 Finway, Mashpee, MA 02649
- Vaz Construction Inc.Serves Aquinnah · 24.2 mi★★★★☆4.2 rating
89 Howard Ave, New Bedford, MA 02745
- C2S EnergyServes Aquinnah · 24.5 mi★★★★★4.9 rating
513 Church St, New Bedford, MA 02745
- Devaney Building CorpServes Aquinnah · 25.3 mi★★★★★4.8 rating
1248 MA-28A #5, Cataumet, MA 02534
- Time To Shine Power Washing & Window CleaningServes Aquinnah · 25.4 mi★★★★★5.0 rating
1040 Reed Rd, Dartmouth, MA 02747
- Serves Aquinnah · 25.5 mi
382 Main St 382 Rear, Acushnet, MA 02743
- D3 Builders Inc.Serves Aquinnah · 25.9 mi★★★★★5.0 rating
65 Treasure Ln, Mashpee, MA 02649
- Capeway Roofing Systems, IncServes Aquinnah · 25.9 mi★★★★☆4.3 rating
664 Sanford Rd, Westport, MA 02790
- Crafted Design BuildServes Aquinnah · 26.0 mi★★★★★5.0 rating
18 Steeple St, Mashpee, MA 02649
- Cotuit Solar LLCServes Aquinnah · 27.8 mi★★★★★5.0 rating
29 Trinity Pl, Mashpee, MA 02649
- Dennis D CrowleyServes Aquinnah · 28.0 mi★★★★★4.5 rating
181 Cromesett Road, Wareham, MA 02571
- First Class Roofing IncServes Aquinnah · 28.1 mi★★★★★5.0 rating
12 Knoll Top Rd, Forestdale, MA 02644
- Bristol PacificServes Aquinnah · 28.7 mi★★★★☆3.5 rating
275 Martine St # 110, Fall River, MA 02723
- Rt CarpentryServes Aquinnah · 28.8 mi★★★★★5.0 rating
319 Cotuit Rd, Mashpee, MA 02649
Roofing in Aquinnah — what to know
Insurance & rebates
Coastal wind and salt-air exposure define Aquinnah's roofing risk, not snow load — the Vineyard sits in a high-wind zone and nor'easters drive both wind uplift and storm-claim frequency. Aged asphalt roofs are vulnerable to ridge and edge lift in named storms, and insurance carriers watch roof condition aggressively here; many homeowners on the Vineyard also carry FAIR Plan or surplus-lines coverage rather than standard policies, and roof age is one of the underwriting drivers. Document any storm damage with dated photos before filing.
Aquinnah is served by Eversource, an investor-owned utility, so Mass Save applies. Mass Save never funds roofing, but attic insulation and air-sealing are typically subsidized at 75% or more after a free Home Energy Assessment. On a Vineyard second home the ROI is mostly comfort and shoulder-season energy cost rather than ice-dam prevention, but the program is real.
Permits in Aquinnah
Aquinnah requires a building permit for any roof replacement through the town Building Department, with Vineyard-specific wind-zone fastening requirements under Massachusetts code — fastener counts and spacing are tighter than in inland towns. State code allows only one shingle overlay, so tear-off to the deck is standard. The Martha's Vineyard Commission may review larger projects as Developments of Regional Impact. Properties near the Aquinnah Cliffs, Lobsterville Beach, or mapped wetlands almost always trigger Conservation Commission review under the Wetlands Protection Act and may need additional setback approvals.
Typical project cost
Aquinnah roofing prices are the highest of any town on this page, reflecting Vineyard ferry logistics, labor, and material premiums. A standard asphalt tear-off on a Vineyard home typically runs $14,000–$30,000 depending on size and access. Cedar shingle or shake roofing is the regional norm and runs roughly $28,000–$60,000 or more on a sizable cottage given material and skilled labor. Standing-seam metal runs $28,000–$55,000 and resists wind uplift well. Tear-off disposal off-island and ferry-related material costs are the persistent cost drivers.
About Aquinnah homes
Aquinnah sits at the western tip of Martha's Vineyard with about 708 year-round residents but 563 housing units — a housing-to-population gap that tells you almost everything. Most of the town is seasonal: second homes, summer rentals, and the famous shingle-clad cottages above the Aquinnah Cliffs. Median home age is around 46 years, with the stock weighted toward 1970s and 1980s shingle-style and contemporary construction on top of an older village core and the Wampanoag Tribal community.
The roofing reality here looks nothing like the western hilltowns. Wind, salt air, and UV are the dominant exposures rather than snow and ice. Cedar shingle and shake roofs are a regional vernacular and a common choice, mixed with architectural asphalt and standing-seam metal on contemporaries. Salt-saturated air weathers fasteners and flashing faster than mainland exposure, and ridge uplift in nor'easters is a real and recurring concern along the cliffs.
Common questions — Roofing in Aquinnah
- Should I choose cedar, asphalt, or metal for an Aquinnah roof?
- Cedar is the regional vernacular and ages beautifully in the salt air but costs more and needs periodic maintenance. Architectural asphalt is cheaper and faster. Standing-seam metal resists wind uplift best and lasts longest. The cliff-exposed homes often go metal or heavy cedar.
- Does Mass Save help with an Aquinnah roof?
- Not directly — Mass Save never funds roofing. Aquinnah is Eversource territory, so attic insulation and air-sealing typically get subsidized at 75% or more after a free assessment, which is worth doing on any year-round or shoulder-season-used home.
- Do I need a permit to replace my roof in Aquinnah?
- Yes. The Aquinnah Building Department requires a permit, with Vineyard wind-zone fastening requirements. Properties near the Cliffs, Lobsterville Beach, or wetlands typically need Conservation Commission sign-off, and larger projects may go to the Martha's Vineyard Commission.
- Why is roofing on the Vineyard so much more expensive?
- Ferry logistics, labor scarcity, material premiums, off-island tear-off disposal, and tighter wind-zone fastening requirements all stack. A roof that costs $12,000 on the mainland routinely costs $20,000-plus in Aquinnah for the same scope of work.
- How does salt air affect roof longevity in Aquinnah?
- Salt-saturated air corrodes fasteners and flashing faster than inland exposure. Stainless or hot-dipped galvanized nails and quality flashing materials are not optional — they're what separates a 20-year roof from a 10-year roof on the cliff-exposed side of town.
