By digging into her interests, finding her niche, and working in her own area, Megan Sullivan became one of Greenwich’s highest-paid agents and highly regarded in off-market transactions.
Megan Sullivan, one of Connecticut’s highest-paid agents, joined Douglas Elliman last week.
The high-end professional most recently co-directed the top team at Sotheby’s International Realty Greenwich, which was also the No. 1 small team in Connecticut, according to the latest RealTrends rankings. And in 2025, she earned just over $100 million in individual sales, which accounted for about 80 percent of the team’s sales, according to MLS data and off-market sales statistics.
But Sullivan is more than just a collection of statistics. She is also an avid member of the community and mother of four children and a dog. And before starting his career in real estate, Sullivan learned the ins and outs of the financial markets through hedge fund financing.
How did she become one of the top agents in Greenwich’s high-end luxury market over the past decade? Ms. Sullivan recently sat down with Ms. Inman to share the secrets and tips of her work to other agents looking to make it big in the luxury industry.
Explore your interests
Megan Sullivan |Credit: Katherine Butler
While working in the financial industry, Sullivan lived in New York City, where he was immersed in the world of Wall Street and the stock market. After she and her husband started having children, she decided to move to Greenwich, CT, where her husband grew up and still had a large family.
At that point, Sullivan decided to reset her career and earned her real estate license in 2017. As Sullivan was learning how to get around as a mom in Greenwich, she noticed a lack of resources that local moms could easily access in one place. This is how Sullivan and friends originally conceived Greenwichmoms.com, which eventually evolved into The Local Moms Network, an online resource spanning dozens of cities across the United States.
“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, and I didn’t have the resources, I didn’t have a monthly calendar of events,” Sullivan said. “So a friend and I founded Greenwichmoms.com, which evolved into a business called The Local Moms Network, and it really deepened our connection to the community.”
When the COVID-19 pandemic hit, people in the community really started flocking to Sullivan as a resource when looking for shelter and other resources for their children during the lockdown, because they had known Ms. Sullivan for years through her real estate business, family and connections with Greenwich moms.
find your niche
By focusing on her hobby of helping other mothers navigate motherhood in new places, Sullivan was able to build a customer base in and around Greenwich.
“We have received overwhelming support from young families. [here]”Whether it’s from Miami, the Hamptons, the city, California, they’re trying to find me, and that’s great,” Sullivan said.
These families also trust Ms. Sullivan because they know she has four children between the ages of 5 and 12. So when she asks questions about school, summer camp, and doctors, she knows Sullivan isn’t just giving random answers.
Mr. Sullivan’s old ties to the financial world also allowed him to become a relocation expert when working with executives and analysts considering relocating from the financial center to Greenwich.
Connecticut’s low inventory situation similarly prompted Sullivan to explore more off-market opportunities for his clients.
Last year, 41 percent of Sullivan’s trades were done off-market, she told Inman. She has built a reputation not only among agents, but also in the broader community, for quietly cutting deals at higher prices when, for whatever reason, a client requests privacy.
Sullivan said the two have never worked together, although her reputation in the off-market field has grown to such an extent that comedian Johnny Hillebrandt, known for his caricature “PE Guy,” performed a skit on TikTok in which he claimed to buy a house in Greenwich off-market with Sullivan’s help. The high-end pro said that after TikTok went down, Sullivan actually got some new clients who noticed her name drop.
Become a local expert in your field
Sullivan’s connection to the community is through her children. Her own interest in fitness (she is a former Division 1 soccer player and current member of the Riverside Yacht Club tennis team) also allows her to stay connected to her area and perpetuate a business that is approximately 90% based on referrals.
Sullivan told Inman that staying up to date on recent sales, inventory levels, pricing trends and neighborhood-specific amenities in the area also helps establish yourself as a local expert, which is critical when building a referral-based business.
“You’re not going to grow your business by paying for leads on Zillow or Realtor.com,” Sullivan says. “It comes from the people who know you and are around you, and if you get along well with them, they recommend you to their friends and colleagues, and it spirals out.”
Whenever she receives a new referral, Sullivan said she makes sure to send the person flowers and let them know how much she appreciates the referral.
For new agents looking to break into Connecticut’s luxury market, Sullivan advised them to find mentors and experienced friends who will follow them in the beginning and “just keep going.”
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Email Lillian Dickerson
