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Brian Cleary

Lic. R.E. Salesperson
Office:(203) 966-7772
Mobile:(203) 216-4551


Brian Cleary is the Director of Sales of Halstead Property at the 6 South Avenue, New Canaan, office. Prior to this, he was the Business Manager of Barbara Cleary's Realty Guild where he oversaw the company's marketing, internet, sales, and operations. In that time, he helped the company achieve many distinctions. In 2014, the Realty Guild had the highest year-over-year increase in market share in New Canaan and its listings and agents were featured in more than 50 media outlets.

With a brokerage background, Brian offers a number of unique qualities. He has a vast knowledge of the market and a unique ability to communicate meaningful market analysis. Since 2008, he has created the well regarded New Canaan Market Report, distributed monthly to more than 3,000 customers and clients. He has enjoyed working as a team with his mother, Barbara Cleary, one of the area's most successful brokers. He is a member of the New Canaan Board of Realtors and the New Canaan MLS and Greater Fairfield County MLS.

Brian is also a journalist and was an editor at Tennis magazine for 9 years, where he traveled the world covering professional tennis, including Wimbledon and The French Open. He still covers the US Open tournament as a reporter for the United States Tennis Association's web site,, writing feature stories and match reports. He played tennis in college and in his spare time, he still enjoys playing recreationally, as well as biking and paddle boarding. He and his wife, Stephanie, are the proud parents of two wonderful daughters.

Halstead Connecticut, LLC