Tom Brennan

Tom Brennan | Boston Commercial Real Estate Expert | Newbury Street Specialist

Tom Brennan is a highly experienced Boston commercial real estate broker with more than 40 years of expertise in retail leasing, investment property sales, and mixed-use real estate throughout Newbury Street, Back Bay, and the Greater Boston area.

Tom’s passion for real estate began in high school when he interned with a local Realtor®. He continued building his industry knowledge while attending Curry College in Milton. After gaining early experience with a New Jersey real estate firm, Tom returned to Boston and joined a boutique firm on Newbury Street, where he refined his expertise in high-profile retail and mixed-use properties.

Over the past three decades, Tom has become the leading Newbury Street commercial real estate specialist, selling more individual buildings on Newbury Street than any other broker. He has worked extensively with property owners, investors, and national retail brands, developing innovative marketing programs that positioned Newbury Street as the “Fifth Avenue of Boston,” increasing visibility and long-term asset value for landlords and businesses alike.

Tom founded Fashion Night Out on Newbury Street, collaborating with Herb Chambers to introduce exotic car showcases—marking the first time the street was closed to traffic for a large-scale promotional event. As Vice President of the Newbury Street League for eight years, he played a key role in shaping the district’s retail growth and brand identity.

A trusted voice in the industry, Tom has been quoted in The Wall Street Journal, The Boston Globe, and other major media outlets. He has served on mayoral committees and appeared on local television programs discussing Boston’s evolving commercial real estate market.

Throughout his career, Tom has:

• Sold over 45 commercial and mixed-use buildings in Boston

• Sold more individual buildings on Newbury Street than any other broker

• Successfully resold several Newbury Street properties multiple times

• Leased nearly 100 retail and commercial spaces, many repeatedly

Known for his integrity, market knowledge, and strategic negotiation skills, Tom is dedicated to helping clients achieve maximum property value, strong investment returns, and successful lease negotiations in Boston’s competitive real estate market.

If you are buying, selling, leasing, or investing in Boston commercial real estate, Tom Brennan delivers unmatched experience, local insight, and proven results.