In the seaside town of Wendover, Massachusetts, Hildy Good (SIGOURNEY WEAVER), is the local veteran real estate agent, divorced from Scott (DAVID RASCHE) -- who left her for a man -- and mom to adults Tess (REBECCA HENDERSON) and Emily (MOLLY BROWN).

She often uses the contractor services of a past lover, Frank Getchell (KEVIN KLINE), to help spruce up clients' homes for sale, such as Cassie and Patch Dwight (GEORGIA LYMAN and JAMES LeBLANC) who have their hands full caring for their autistic son, Jake (SILAS PEREIRA-OLSON).

Hildy's alcoholic ways, though, have cut into her business, including by having her former protege, Wendy Heatherton (KATHRYN ERBE), become her rival. But she has a new friend in newcomer Rebecca McAllister (MORENA BACCARIN), a married artist who's secretly having a fling with psychiatrist Peter Newbold (ROB DELANEY). While trying to stay out of their business, Hildy hopes to resurrect her real estate business, all while her drinking threatens that.