Jack Flood, Greater Boston Realtor

Jack Flood, Greater Boston Realtor Jack’s transition from education into the residential real estate industry was a natural progression.

Gibson Sotheby’s International Realty is Eastern Massachusetts’ premier real estate brokerage firm—and an affiliate in the Sotheby’s International Realty network, the leading real estate brand spanning key markets all over the world. A resident of Arlington with a history in the town extending over three decades, Jack Flood is steadfast in his belief that every buyer and seller deserves a real est

ate advisor who is as invested in their future as they are. He dedicated twenty years to helping children, families and communities in public school districts throughout Massachusetts, notably Arlington, where he was an administrator at the middle-school. Interacting with diverse audiences and finding resolutions to complex matters, he played a pivotal role in various district-wide initiatives, including the creation of two new schools. This required vast strategic planning, stakeholder engagement, and most importantly, the ability to build trust with those affected by the change. His background has afforded him a sensitivity towards his clients’ journeys and a deep appreciation of the emotional experience of buying and selling. Through a balance of intuition, empathy and leadership, he can expertly guide a client through one of the largest transactions of their life. Jack is a proud and engaged member of the town of Arlington, where he is an Incorporator and alumnus of the Arlington Boys & Girls Club. Given his passion for education, he remains engaged in efforts to create alignment between higher education, k-12 education, and work-force demands. Having lived in South Florida, Jack places a special importance on building relationships with real estate advisors in the Sunshine State, making him a knowledgeable resource for those looking to relocate. He holds degrees from the University of Massachusetts Boston, Suffolk University and Endicott College, and earned his Doctor of Education from Northeastern University. Holding an interest in commercial district revitalization, Jack can often be found exploring new destinations throughout Greater Boston and reading up on nearby revitalization efforts. In his spare time, Jack enjoys working on his boat and spending time with his wife and kids.

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I’m growing my real estate business here in Greater Boston. If someone comes to mind who’s thinking about buying, sellin...
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I’m growing my real estate business here in Greater Boston. If someone comes to mind who’s thinking about buying, selling, or renting, feel free to share this or connect us via email at [email protected] or by cellphone at (617) 921-5293. I’d appreciate it.

As an agent with Gibson Sotheby's International Realty, I help buyers and renters find the right home and lifestyle—bala...
04/24/2026

As an agent with Gibson Sotheby's International Realty, I help buyers and renters find the right home and lifestyle—balancing commute, convenience, schools, and neighborhood fit. With lifelong Greater Boston roots and 25 years in public education, I offer deep local and school system insight. If you or someone you know is relocating to the Boston area I'd love to help.

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Proud to be part of a Massachusetts-based firm with a global reach.Helping individuals and families in or moving to the ...
04/20/2026

Proud to be part of a Massachusetts-based firm with a global reach.

Helping individuals and families in or moving to the Boston area navigate rentals, buying, and selling.

If you or someone you know is thinking about making a move, feel free to message me or email [email protected]

Address

Arlington, MA
02476

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