Roof Replacement in Naples, Maine

Census estimates count about 3,360 housing units in Naples, with a median year built of 1988, which makes the stock younger than much of Cumberland County. Only about 4 percent predate 1940 and roughly 15 percent predate 1960. About 20 percent went up between 1960 and 1979, about a third between 1980 and 1999, and about 32 percent in 2000 or later. That matches the town's own history: population grew 91 percent between 1970 and 1980 as Naples became a bedroom community for Greater Portland, and new home approvals climbed again from 2021 to 2023. Roughly 81 percent of units are single-family detached, and about 88 percent of occupied homes are owner-occupied. Around 1,280 units are held for seasonal use, many of them along Long Lake, Brandy Pond and the Sebago shore. A few Federal-period farmhouses, such as the 1796 Manor House on Route 302, survive among them.

Naples is lake country about 30 miles inland, so the weather that wears on houses is snow, cold and wind off open water rather than salt. The National Weather Service station in nearby Gray records about 84 inches of snow in a normal year, with roughly 20 inches in each of January and February, and January nights there average about 14 degrees. Snow that sits on roofs through repeated thaws is what feeds ice dams. Houses facing Long Lake, Brandy Pond or the north end of Sebago take wind that builds across the water, and Sebago itself freezes over completely only every few winters, so that exposure stays open late. Wooded lots back from the shore stay shaded and damp, which slows drying on north walls and deck boards.

Permits go through the Naples Planning, Code Enforcement and Building Inspections office at 15 Village Green Lane, open Monday through Thursday, with a minimum fee of $50 per permit. The town requires permits for new buildings and structural alterations, and says its list is not exhaustive, so plan on a permit for any new or replacement deck and check with the office before re-siding or re-roofing. Land within 250 feet of a great pond or river falls under Maine shoreland zoning, and Naples uses a separate Shoreland Zoning building permit application. There is no local historic district; the 2026 comprehensive plan recommends drafting design guidelines for the Village District.

A roof replacement strips the old roofing down to the deck, repairs what is underneath, and rebuilds the whole system: underlayment, ice and water protection at the eaves and valleys, flashing at chimneys and walls, ventilation, and the new roofing itself. Maine roofs carry snow for months and see ice dams at the eaves, so the parts you never see do most of the work. The site covers architectural asphalt shingles, metal, cedar shake and flat or low-slope roofing.

• Old roofing is torn off to the deck and hauled away, with the yard and plantings protected.
• Soft or delaminated sheathing is replaced before anything new goes down.
• Ice and water shield goes at the eaves, valleys and penetrations; synthetic underlayment covers the rest.
• Drip edge, step and counter flashing, and pipe boots are installed new.
• Ridge and soffit venting are balanced, then the new roofing is installed and the site cleaned with magnets.

• Curling, cracked, or missing shingles and granules in the gutters
• Ice dams along the eaves or water stains on ceilings after thaws
• Daylight or damp sheathing visible in the attic
• Sagging roof lines or spongy spots underfoot
• A roof at or past the age its material was made for

• Roof area, pitch and complexity: valleys, dormers, skylights, chimneys
• Number of existing layers to remove
• Sheathing repair found after tear-off
• Material: asphalt, metal, cedar or low-slope membrane
• Ventilation and flashing upgrades

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 roof replacement overview.

For a deeper walkthrough of materials, code details and photos, see our full Roof Replacement in Maine: Ice Dams, Ventilation, and What's Under the Shingles guide.

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