If you have watched the 2008 American reality television series “The Real Housewives of New York City” then you must have heard the name of Harry Dubin. He is a wealthy businessman famous in the media as the womanizer of the series.
Dubin has become his own storyline in the series and has turned into a magical mystique on the ROHNY over the years. He has also written a romantic saga with half of The Real Housewives of New York City series.
He has the most appearances on the show than any other man in the past 13 seasons of the long-running Bravo series. Similarly, he has topped the list among the men who have hooked up with so many Housewives.
After his split with “housewife” Avia Drescher back in 2005, fans have wondered what he is up to now. If you are interested to know more about his dating history and his personal life then you are in the right place as we will tell you everything you need to know about him. Let’s get started.
Who is Harry Dubin?
Harry Dubin was born in the year 1970 in Washington, D.C., US. Even though he has lived and worked most of his life in the upper state, he originally is the southern guy.
He is from a very rich family and has spent a lot of time in Washington, D.C., according to Page Six. His family mainly operated from Washington, D.C., and had been in the real estate business for ages. He has two siblings: one brother namely Louis Dubin and one sister namely Robin Avram.
His mother’s name is Elizabeth and her family was the head of a well-established real estate business when she married his father namely, Richard Dubin. Richard used to work as a door-to-door Bible salesman in Boston.
Harry’s parents founded the Dubin Development in Bethesda, Maryland. After that, the company has built thousands of residential and commercial units in the D.C./ Maryland/ Virginia area. His parents were together for over 54 years but they had a different political opinions. His mother was a Republican whereas his father was a proud liberal.
Unfortunately, his father has already passed away on Christmas Day in 2015. Harry is referred to as charming, a good conversationalist, and a man with great wit by the people who are close to him.
Education & Career
Harry Dubin is well educated as he graduated from the Walt Whitman High School. Later, he also joined the college at Syracuse University before starting a successful real estate business in Manhattan.
Talking about his career, not much is known about his career as he only earned fame and popularity after participating in the reality show “The Real Housewives of New York City” as a partner of Aviva Drescher.
Besides that, he has also appeared in the “Southern Charm” television series in 2015. It has also been reported that he’s been a real estate investor since a young age.
Previously, his ex-partner Sonja had revealed that he lives off some kind of family trust that he uses to go out and look for a good time. It has also been revealed that he has got a big, fat trust fund. So, one of the leading ladies of RHONY said that Dubin is among the people who have “Too much time, and too much money.”
Currently, he resides in East Hampton, New York. He must be living quite a lavish and comfortable lifestyle.
His dating history
Harry Dubin is quite popular for dating half the cast of The Real Housewives of New York City after divorcing his ex-wife Aviva back in 2005.
He has dated Sonja Morgan, Luanna de Lesseps, Ramona Singer, Kelly Bensimon, Aviva Drescher, and Pamela Mitchell in the past. Are you interested in his dating life? If yes then let’s look into detail about his dating history.
Harry’s first date
Sonja Morgan was the first woman that Harry had dated. Their relationship was pretty serious during the late ’80s to early’ 90s. They had met each other in their 20s at the time before the days of cell phones.
Harry has said that he had approached her while she was dancing, but he only got to know her first name. At that time Morgan was staying at the Park Hyatt hotel in Washington DC.
However, they started seeing each other and had a long-distance relationship in the beginning. At that time Dubin was living in Washington D.C. and Morgan resided in New York City.
But unfortunately, their relationship couldn’t last long as they decided to end their relationship. Monja stated that Dubin had cheated on her when he was in D.C. while she was in New York.
Once again they got a chance to meet each other and briefly got back together in Season 6 of RHONY. Dubin had even given her an engagement ring. But later it has been reported that it was all for the show. But, Morgan has denied all the rumors.
Sadly, their relationship once again ended as he ended up ditching Morgan after giving her a promised ring to hang out with another girlfriend namely Luann de Lesseps. The real estate investor had tried to go for Luann de Lesseps which caused their relationship to end.
Meeting Luann de Lesseps at the cocktail parties
Harry Dubin has revealed that he had met Luann at one of Sonja’s cocktail parties at her townhouse, about a year before she became a cast member.
He also revealed that she had suggested she and Dubin go out on their own instead of going to dinner with the rest of the guests.
They had a very nice evening and he added, “That’s the way Luann is. She goes after what she wants and she gets it. You can’t really deny that.”
But unfortunately, their relationship also couldn’t last long as they are no longer together.
His first wife
Another woman that Hary dated was Aviva Drescher. They had developed a solid bond. After she appeared in the Brave series in Season 5 and 6, she swiftly started dating Sonja’s former partner.
After dating for some time they decided to get married. She became his first wife though the date of their wedding remains a mystery to this day. Together, they welcomed a son named Harrison.
Unfortunately, they decided to walk on different paths in life as they got divorced in 2005. In 2012, Aviva alleged her former partner, Dubin failed to pay over USD 340 thousand in child support, seven years after their separation.
However, Harry has denied all the allegations and it still remains unclear whether the pair settled the issue privately or in court. Later, Aviva got married to Reid Drescher.
Harry made headlines back in December 2018 after he was caught kissing another RHONY star namely Ramona Singer at a Manhattan restaurant. After that, they were once again spotted on PDA at Pomona restaurant in Midtown.
Additionally, she had shared some pictures of her hanging out with Dubin which she has deleted at the present. Similarly, their relationship also couldn’t last long and many people also believed that it was a one-time ride anyway.
Dating off the camera
The last ROHNY cast member that he dated was a former model and a real estate agent, namely Kelly Bensimon. Harry’s ex-wife said that Dubin and Bensimon had dated off the camera.
Later, it was reported that Harry had gone vacationing with Kelly Bensimon in Miami. She was starred on RHONY from season 2 to 4. But, Dubin denied that their relationship was anything other than platonic. Additionally, the Washington DC native had also dated a woman named Pamela Mitchell back in 2017.
Current relationship status
At the present, Harry’s relationship status is not known. It is rumored that Dubin is looking for a relationship with former Tiger Woods’ mistress, namely Rachel Uchitel.
Later, they were caught by the tabloids together in Palm Beach in January 2021. They were also spotted multiple times in the public back in the summer of 2021. At that time Uchitel was with her daughter and Dubin was with his son at Rocco’s Tacos.
Rachel said that they have been super close friends for years and he is like family to her. Dubin has also hinted at the possibility of a future relationship. He told Page Six in the summer of 2021 that he likes her very much and they were great friends.
Furthermore, he added, “Who knows where the future is gonna go?”
It is reported that he has a net worth of USD 15 million. It’s not so surprising as he was born into a rich family. He had success in real estate and has also affirmed that he was a privileged child.
His undisclosed array of properties in New York and in several other states along with his lavish lifestyle, luxury getaways, and fancy dinners should be enough for getting some perspective on the extent of his richness.