What is Harry Dubin's net worth?
Harry Dubin is a New York City-based real estate investor who has a net worth of $10 million. Harry Dubin is best known for his colorful presence on Bravo's "The Real Housewives of New York City." Though never a full-time cast member, Dubin's name has become synonymous with the show's social universe, thanks to his romantic entanglements with multiple Housewives and his effortless navigation of Manhattan's upper-crust party scene. A charismatic and mischievous fixture in New York society, Dubin built a modest career in real estate but became far better known for his playboy reputation, lighthearted demeanor, and memorable cameos on reality TV. With a combination of inherited wealth, social savvy, and a flair for mischief, he has remained a quintessential Real Housewives character—without ever holding an apple himself.
Early Life
Harry Dubin was born on February 3, 1965, in New York City. He comes from a well-established real estate family with deep ties to both New York and Washington, D.C. His parents, Richard "Dick" Dubin and Elizabeth Dubin, co-founded Dubin Development, a company that built thousands of residential and commercial units across the D.C., Maryland, and Virginia region. His mother's family was also part of a D.C.-area real estate dynasty, ensuring that Harry grew up surrounded by affluence and property investments. He has two siblings, including brother Louis Dubin, a developer behind billion-dollar projects.
Harry attended Walt Whitman High School in Bethesda, Maryland, before earning a degree from Syracuse University. Surrounded by the family's business success, he developed an early interest in real estate and decided to follow in his parents' footsteps after graduation.
Real Estate and Business Ventures
After college, Dubin entered the Manhattan property scene, investing in various real estate projects and managing family holdings. While often described as a developer and investor, much of his wealth stems from inheritance. Even his Bravo acquaintances have acknowledged that he benefits from a comfortable trust fund—a fact that RHONY's Sonja Morgan once joked gives him "too much time and too much money."
Outside of real estate, Dubin pursued a few entrepreneurial side projects, most notably an animated mobile app called "Poopy the Pig," which featured a dancing cartoon character. He promoted the app during a "Housewives" storyline, treating it as a humorous foray into tech rather than a serious business pursuit. In more recent years, Dubin's professional activity has centered on managing investments and assisting with occasional family projects, while his social life continues to occupy the public spotlight.

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Personal Life
Harry Dubin's personal life has long been tabloid fodder, especially due to his relationships with several RHONY stars. In the late 1980s, he dated Sonja Morgan, beginning a decades-long, on-again-off-again dynamic that became central to his Bravo persona. Their early romance ended after allegations of infidelity, but the two rekindled their friendship—and occasional flirtation—many years later.
In the early 2000s, Dubin married Aviva Drescher, another future RHONY cast member. The couple had one son, Harrison, born in 2002, before divorcing in 2005. Their relationship was contentious for years, culminating in a 2012 child support dispute in which Aviva accused Harry of owing nearly $300,000 in unpaid support. Dubin denied the claims, saying the situation had been exaggerated, and the matter was eventually resolved. Over time, the pair rebuilt a civil relationship and now co-parent amicably, occasionally appearing together at family events.
Dubin's romantic escapades after his divorce became central to his "Housewives" mythology. In 2014, he reappeared on RHONY Season 6, rekindling his relationship with Sonja Morgan and even presenting her with a "promise ring." But in typical Bravo fashion, the reunion ended in scandal when Harry was spotted leaving the same party with Countess Luann de Lesseps later that night. The incident became one of the show's most talked-about moments, cementing his reputation as the ultimate RHONY playboy.
In 2018, Harry made headlines again when he was photographed passionately kissing Ramona Singer at a Manhattan restaurant. The sight of Dubin locking lips with Sonja's close friend instantly set off a media storm. Both parties later downplayed the moment—Harry calling it "a hello kiss" and Ramona insisting they were "just friends"—but the image became one of the most iconic off-screen Bravo tabloid moments. Over the years, Dubin has also been linked, at least in rumor, to Kelly Bensimon and Tinsley Mortimer, though both women have dismissed any serious involvement. Despite the gossip, Dubin maintains friendly relations with nearly all his exes and their Bravo peers, often appearing at the same social events.
Reality TV and Public Image
Harry Dubin's notoriety exploded through "The Real Housewives of New York City." He first appeared during Aviva Drescher's tenure on Seasons 5 and 6, and later resurfaced as a romantic subplot with Sonja Morgan. His combination of charm, humor, and unpredictable behavior made him an instant fan favorite. Even when not physically on screen, his name routinely came up in cast conversations, with the Housewives joking about "who's next on the Harry train."
By Season 11, his December 2018 encounter with Ramona Singer reignited the chatter, and Dubin found himself once again at the center of Housewives drama. Bravo cheekily dubbed him "the RHONY bachelor who has been around the block," and he's since leaned into the joke. In 2023, he made a surprise cameo on "The Real Housewives Ultimate Girls Trip" (Season 4), phoning in as a mystery guest during a scavenger hunt challenge—a wink from producers to his cult status among Bravo fans.
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