On one of the first cool days of autumn, host Kevin O'Connor arrives to find landscape contractor Roger Cook excavating the jobsite in preparation for the hardscape install. Roofing contractor Alex Alpert shows Kevin how his crew is installing a standing seam copper roof on the new addition. General contractor Tom Silva gives Kevin a progress tour of the interior spaces, showing how the first floor can be transformed to accommodate one-floor living, should it become necessary for the homeowners, Jackie and Len Buckley. On the second floor, plumbing and heating expert Richard Trethewey shows Kevin the new 5-foot cast iron whirlpool tub, a European towel warmer that will also serve as the room's main source of heat, and a split-type air conditioner that will keep the entire second floor cool during the summer. With the new window already set in the center of the old hayloft door, master carpenter Norm Abram shows Kevin how he's making a false exterior door out of medium density overlay. On the island of Martha's Vineyard, Massachusetts, Kevin visits another small cottage, designed by architect Jeremiah Eck, for an active couple in their 70's.