Asphalt Shingle Roofing in Chebeague Island, Maine

Census estimates count about 554 housing units in the town, and the median year built is 1938, which makes Chebeague one of the oldest housing stocks in Cumberland County. Roughly 51 percent of units predate 1940 and about 57 percent predate 1960. Building slowed sharply after that: only around 9 percent went up between 1960 and 1979, while about 20 percent date from 2000 or later. Nearly 97 percent of units are single-family detached houses, and about 71 percent of year-round households own their home. The defining number is seasonal use: about 263 units, close to half the total, are held for seasonal or occasional occupancy. Expect wood-frame capes and farmhouses from the fishing and stone-sloop era, cottages and former boarding houses from the summer-hotel years, and a newer layer of homes built since 2000.

Great Chebeague sits in the middle of Casco Bay, about 10 miles northeast of Portland, with open water on every side and no mainland ridge to break the wind. Nor'easters push rain and spray straight into east- and north-facing walls, and salt settles on siding, flashing and fasteners well back from the shore. The nearest long-term weather record is Portland International Jetport, where 1991 to 2020 normals put average snowfall at about 69 inches a year. Winters here swing across freezing again and again, so water that gets behind trim or under shingle tabs freezes, expands and opens the gap further. The town's own site keeps a disaster-relief page for the December 2023 and January 2024 storms, a reminder of how hard winter storms hit.

Building permits come from the Town of Chebeague Island Code Enforcement office, which posts its monthly permit reports online. The town's zoning ordinance says no building may be erected, structurally altered, enlarged or moved without a permit from the Code Enforcement Officer, and a new or enlarged structure needs a site plan showing the lot, buildings and yards. The town fee schedule has a separate category for decks and sheds, and fines for building without a permit start at double the fee. Shoreland overlay districts cover the waterfront, with setbacks set by the town's Shoreland Zoning Ordinance, and a dozen small islands in the town are entirely Resource Protection.

Architectural (dimensional) asphalt shingles are the most common roof in Maine for good reason: they are affordable, they come in many colors and textures, and a good system handles snow, ice and wind well. Several projects on this site used CertainTeed Landmark shingles. What separates a long-lived shingle roof from a short-lived one is mostly underneath: ice and water protection at the eaves, correct nailing, and balanced ventilation.

• Tear-off to the deck and sheathing repair where needed.
• Ice and water shield at eaves, valleys and around penetrations; underlayment over the rest.
• Starter strip and drip edge at the edges, then shingles nailed in the manufacturer's nail zone.
• Step flashing at walls, new pipe boots, and chimney flashing as needed.
• Hip and ridge caps over a ridge vent, balanced with intake at the soffits.

• Granules washing into the gutters and bald patches on the shingles
• Shingles that curl, cup, or lift in wind
• Leaks around chimneys, vents or skylights
• Moss or dark streaking on shaded slopes

• Roof area and pitch
• Shingle line and color
• Layers to tear off and deck repairs
• Flashing and ventilation work
• Number of valleys, dormers and penetrations

Every job is priced from a free on-site visit. Typical ranges for the trade are on our roofing page, and the details of this service are on the architectural asphalt shingle roofing overview.

For a deeper walkthrough of materials, code details and photos, see our full Asphalt Shingle Roofing: Underlayment, Shingle Types, and What Voids a Warranty guide.

Back to the Chebeague Island exterior services overview, or see every town on our service areas page.