By digging into her interests, finding a niche and working her sphere, Megan Sullivan became one of Greenwich’s top-earning agents, highly regarded for her off-market deals.
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Megan Sullivan, one of the highest earning agents in Connecticut, joined Douglas Elliman last week.
The luxury pro was most recently responsible for co-leading the top team at Sotheby’s International Realty Greenwich, which was also the No. 1 small team in the state of Connecticut, according to the latest RealTrends rankings. And in 2025, she earned just over $100 million in individual sales volume, according to MLS data and off-market sales stats, which represented about 80 percent of her team’s sales volume.
But Sullivan is more than just a bunch of statistics. She’s also a dedicated member of her community and a mom to four kids and one dog. And before launching her real estate career, Sullivan learned the ins and outs of financial markets by raising capital for hedge funds.
How did she become one of the top agents in the posh, luxury market of Greenwich over the past 10 years? Sullivan sat down with Inman recently to share her secrets and tricks of the trade with other agents who are hoping to make their big break in luxury.
Dig into your interests
Megan Sullivan | Credit: Kathryn Butler
When Sullivan was working in finance, she lived in New York City, where she was immersed in the world of Wall Street and the stock market. After she and her husband started having kids, they decided to relocate to Greenwich, Connecticut, where her husband grew up and still had lots of family.
At that point, Sullivan decided to reset her career, earning her real estate license in 2017. While she was learning how to navigate Greenwich as a mom, Sullivan realized there was a lack of resources easily accessible in one place for local moms. That’s how Sullivan and a friend initially conceived Greenwichmoms.com, which ultimately evolved into The Local Moms Network, an online resource that spans across dozens of cities throughout the U.S.
“I need to find a baby class, I need a doctor, I need a dentist, I need baby yoga, I want to build a house — whatever it is, there were no resources or any calendar of events per month,” Sullivan said. “So a friend of mine and I, we put together Greenwichmoms.com and it evolved into a business called The Local Moms Network. And that really gave me a lot of connectivity to the community.”
When the COVID-19 pandemic hit, because people in the community had heard for years about Sullivan through her real estate business, family and connection to Greenwich Moms, they really began flocking to her as a resource when it came to finding a home in which to shelter and other resources for their kids during lockdown.
Find your niche
Leaning into her hobby of helping other moms navigate motherhood in a new place has helped Sullivan develop a client base in and around Greenwich.
“I have a great following with the young families [here], whether it’s moving from Miami or the Hamptons or the city or California,” Sullivan said. “They seek to find me, which is great.”
Those families also trust Sullivan because they know she has four kids between the ages of five and 12, so when they have questions about schools, summer camps or doctors, they know she isn’t just giving off-hand responses.
Sullivan’s old ties to the finance world have also helped her become an expert in relocations when working with executives or analysts looking to relocate from finance hubs to Greenwich.
Low-inventory conditions in Connecticut have likewise prompted Sullivan to explore more off-market opportunities for her clients.
Last year, 41 percent of Sullivan’s transactions were conducted off-market, she told Inman. She has developed a reputation among agents and in the wider community for getting deals at higher price points done quietly when clients ask for privacy, whatever the reason.
Her reputation in the off-market space has grown such that comedian Johnny Hilbrant, who is known for his caricature “PE Guy,” did a sketch on TikTok in which his character claimed to buy a Greenwich mansion off-market with Sullivan’s help, even though the two have never worked together, Sullivan said. The luxury pro said after the TikTok dropped, Sullivan actually got some new clients who caught on to her name drop.
Become a local expert, and work your sphere
Sullivan’s connection to her community through her kids, as well as her own interest in fitness — she’s a former Division I soccer player and currently a member of the Riverside Yacht Club Tennis Team — helps her stay in touch with her sphere, and perpetuates a business that is about 90 percent based on referrals.
Staying on top of things like recent sales in the area, inventory levels, price trends and neighborhood-specific amenities has also helped position herself as a local expert, which is crucial when building a referral-based business, Sullivan told Inman.
“Your business is not going to thrive by paying for leads on Zillow or Realtor.com,” Sullivan said. ”It comes from the people that know you and surround you, and when you do well with them, they recommend you to their friends and their colleagues, and then that just spirals.”
Every time she receives a new referral, Sullivan said she makes sure to send that person flowers and let them know how appreciative she is that they recommended her.
For new agents trying to break into Connecticut’s luxury market, Sullivan advised finding a good mentor or experienced friend to shadow at first, and to “just keep at it.”
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Email Lillian Dickerson
Topics: Douglas Elliman | Sotheby's International Realty | referrals Show Comments Hide Comments Sign up for Inman’s Morning Headlines What you need to know to start your day with all the latest industry developments Sign me up By submitting your email address, you agree to receive marketing emails from Inman. Success! Thank you for subscribing to Morning Headlines. Read Next
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