After a young couple is found brutally murdered within a locked house, the brothers investigate, and learn from their father's journal that similar deaths have occurred in the area over the past few decades. All of the couple's belongings were taken to an auction house, so they check to see if a spirit may have attached itself to an object. After asking Sarah (Taylor Cole)—the daughter of the auction house's owner—out on a date, Sam is able to get copies of the provenances of the items. Dean discovers that a painted portrait from 1910 of Isaiah Merchant’s family—Merchant later killing his family and then himself—belonged to all of the other murder victims. Realizing that the painting is haunted, the brothers burn it, but it later repairs itself. Dean tracks down Merchant's body and cremate it, but when Sam and Sarah then attempt to destroy the painting again, Merchant's daughter emerges from it, having been the killer all along. Dean finds an antique doll with the girl's hair in the mausoleum, and the spirit disappears after he burns it. After the painting is finally destroyed, the brothers leave town, but not before Sam kisses Sarah goodbye.
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