Siding, Roofing, Windows & Decks 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.

The Naples Causeway on Route 302, between Long Lake and Brandy Pond, is the center of town life, with marinas, seaplane rides and the Songo River Queen paddleboat. The Songo River links Brandy Pond to Sebago Lake through Songo Lock, the last surviving lock of the Cumberland and Oxford Canal and a National Register site. Also listed are the 1857 Union Church, Greek Revival with Gothic touches, the 1796 Manor House and the 1809 Sam Perley Farm, both Federal-period. The Bay of Naples Inn, designed by John Calvin Stevens and facing the White Mountains, stood at the south end of Long Lake until it was razed in 1964.

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.

Each page below covers one job in Naples: what the town's houses and weather mean for it, what the work involves, and what moves the price. For the full picture of a trade, see our siding, window replacement, roofing and deck building pages.