If you’ve spent any time watching Million Dollar Listing Los Angeles, you know Josh Flagg isn't exactly a guy who does things halfway. Whether it’s a $20 million estate in the Flats or a whirlwind romance, he’s all in. But the question of whether is josh flagg married right now has a lot of fans scratching their heads because, frankly, his relationship status has moved faster than a short-sale closing in a hot market.
He isn't married. Not anymore, at least.
Technically, Josh is a single man in the eyes of the law, having finalized his high-profile divorce from Bobby Boyd. But if you think that means he’s sitting home alone in his monogrammed slippers, you haven't been paying attention. Josh hasn't been single for more than a few minutes at a time since 2011. It’s kinda his thing. He loves being in love.
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The Bobby Boyd Chapter: Why the Marriage Ended
For years, Josh and Bobby were the "it" couple of Bravo real estate. They had the 2017 Beverly Hills Hotel wedding with the flash mob and the white roses. It looked like a fairytale. But by March 2022, the dream was over. They announced their split, and honestly, it felt like the end of an era for MDLLA fans.
What went wrong? It wasn't a lack of love. They just grew apart. Bobby wanted kids. Josh, at the time, wasn't exactly rushing to change diapers between showings. They also had very different ideas of what a "quiet life" looked like. You’ve probably seen the episodes where the tension was thick enough to cut with a silver cake knife.
They officially divorced in 2023. It wasn't always pretty—there were some sharp words exchanged on camera about who got to keep which friends—but they’ve settled into a respectful distance.
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The Andrew Beyer Whirlwind
Almost immediately after the split from Bobby, Josh went public with Andrew Beyer. And when I say immediately, I mean like two weeks later. This sparked a ton of "wait, is josh flagg married again?" rumors because they were already looking at wedding venues within months.
Andrew was also in real estate. They’d known each other for years as friends. But by late 2023, that flame had flickered out too. Josh admitted later that he probably jumped in too fast. It’s a pattern his friends, like Tracy Tutor, have pointed out more than once.
Who Is Josh Flagg Dating Now?
Fast forward to late 2024 and into 2026. Josh has a new man, and this time, he’s keeping things a bit more under wraps. He’s been dating a "mystery man" from New York.
Here is what we know about the current situation:
- He’s a private guy, not a reality star.
- The relationship is "very serious."
- They split their time between a luxury apartment in New York and Josh’s ever-changing L.A. portfolio.
- Josh has hinted that he is "considering marriage" again, but there’s no ring yet.
He’s 40 now. You can see a shift in how he talks about his personal life. He’s still the same witty, slightly arrogant guy we love, but the divorce from Bobby clearly left a mark. He’s less interested in the "performance" of a relationship and more into finding someone who actually fits his lifestyle.
What Most People Get Wrong
People assume because Josh is always in a relationship, he must be married. He’s just a serial monogamist. He goes from zero to sixty in about three seconds. If he likes you, he’s moving you into the mansion by the third date. It makes for great TV, but it also creates a lot of confusion about his actual legal status.
Real Estate vs. Romance: The Josh Flagg Method
Basically, Josh treats his dating life a lot like his listings. He finds a property he loves, he renovates the image, he goes "all cash, no contingencies," and he closes the deal. But sometimes, even the most beautiful house has foundation issues you don't see until after you move in.
If you’re looking for a wedding invitation, don't hold your breath just yet. He’s enjoying the "dating" phase—well, his version of it, which involves private jets and five-star hotels.
Actionable Insights for Fans
If you want to keep up with the latest on his "is he or isn't he" status, there are a few places to look that are more reliable than the tabloid headlines.
- Watch the background of his Instagram Stories: He rarely posts the New York boyfriend's face, but you'll see a second glass of wine or a pair of shoes that definitely don't belong to Josh.
- Check the MDLLA credits: If a guy isn't signing a talent release, he’s probably the one Josh is actually serious about. The "on-camera" boyfriends rarely last.
- Look at his property moves: When Josh buys a house with a "family wing" or more than two bedrooms, it’s a sign he’s thinking about a more permanent future with someone.
The bottom line? Josh Flagg is currently single but very much taken. He’s not married, but knowing him, that could change with one trip to Paris and a well-timed flash mob. Keep an eye on his New York trips; that’s where the real story is happening these days.