Winnie Ivy is a local business owner in Mitford. Winnie is the owner and baker at Sweet Stuff Bakery. At the beginning of the novel, Winnie's brother, Joe, moves to Tennessee to be closer to another brother and sister. Winnie wants to go with Joe, but hesitates about selling her business. Winnie does put the shop up for sale, but questions her decision repeatedly. When Winnie gets an offer from a real estate outfit called H. Tide, Father Tim encourages her to put off a decision until she returns from a free cruise she has won. Winnie then gets an offer to continue working in the bakery, but to sell it to the same business. Winnie agrees and signs the contract. However, after she does, Father Tim learns that the business buying her bakery is owned by an unkind local woman. Father Tim helps Winnie get out of the contract.