After Martha Stewart and Andrew Stewart divorced, he went on to strike up a relationship with Robyn Fairclough, a woman 21 years his junior. Interestingly, she used to work as Martha's assistant, and according to Martha's close friend Clare McClully, the media personality thought that her ex-husband and Fairclough were a perfect match. "What Robyn found sort of weird was that Martha would always say, 'You and Andy would be perfect together,'" she told writer Jerry Oppenheimer. "Martha used to push them together, laughing about it in her way, which was more of a put-down of the two of them. It was sadistic." They reportedly married in 1993 but ended up divorcing, per People.

Andrew married again in 2015, and this time it was to Shyla Nelson Stewart, the president and CEO of Fieldstone Publishing, where he also works as publisher emeritus. According to his bio on the company website, he alternates living between Pasadena, California, and Lake Champlain in Vermont with Shyla. They also have five children and two grandchildren together.

Not much is known about their marriage save for occasional posts on Shyla's Facebook page, but in 2020, she wrote him a sweet, lengthy message on their wedding anniversary, which just goes to show that they are going strong. "Happy Anniversary to Dear One, who has brought all of those gifts and so many more into my life," she penned. "My quaranteammate, publishing buddy, and partner in healing the Earth in whatever ways we can...I love you from the depths of my heart, always and in all ways."

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