About Jack | New In Town: Boston

ABOUT JACK

Having spent a lifetime in Greater Boston, Jack Flood is deeply committed as a real estate advisor who is invested in each client’s future. Born and raised in the area, Jack is highly knowledgeable and specializes in the Boston market, including the surrounding communities of Arlington, Belmont, Lexington, Winchester, Brookline, Cambridge, Medford, and Somerville. As an agent with Gibson Sotheby's International Realty, Jack is part of Sotheby's International Realty network with offices throughout the world.

Jack has spent much of his career in public education and he is very much committed to building strong and welcoming communities for all. He's dedicated over twenty years to working with children, families and communities in public school districts throughout Massachusetts, notably Arlington, where he was an administrator at the middle-school.

Jack is particularly sensitive with his clients’ specific journeys, as he especially understands the experience of relocating and living in the Boston area. Through a balance of kindness, empathy, and trust, Jack brings comfort and confidence to the apartment search and home purchasing process.

Jack obtained degrees from the University of Massachusetts Boston (BS), Suffolk University (MPA) and Endicott College (M.Ed), and a Doctor of Education from Northeastern University (Ed.D).

Testimonials

"We’ve had the distinct pleasure of working with Jack on two separate occasions; renting an apartment and buying a house. In both instances, Jack went above and beyond to listen to our needs and work tirelessly to find us the right match. In one of the toughest real estate markets in the United States, Jack steered us through the process and into our dream home. If it hadn’t been for Jack’s patience, willingness to answer questions, and unmatched knowledge of Arlington and the surrounding areas, we never would have had the courage to start searching for a home. From the first phone call to the last signing of the papers (and beyond), Jack was there with us every step of the way. You could not possibly hope to be in better hands." -Arlington, MA

“Jack goes above and beyond when it comes to placement. He listened to our concerns and desires he was able to find us the perfect spot for us. Jack helped get us on our feet while we were completely unfamiliar with a new area and in a high demand real estate market. For work I was given 45 days to find a place to live as my work had gone from a full time virtual position, to a hybrid role having to be in the office 3 days a week. This process was stressful in itself to move to a new area, and having the time deadline as well as the demand of others moving out to the Greater Boston area in a post COVID timeline. We had a weekend planned full of house tours and he was able to find us a place, meeting with the landlord to sign off on a lease by Monday. We ended up landing in Arlington which was the perfect area for young professionals looking for a balance. Just close enough to Boston, and also close enough to the office. This was a rental. I feel this is important to mention because as young professionals wanting to take the next step in owning something of our own, when the time is right Jack to be our real estate agent in buying our first home." -Arlington, MA

"Jack was wonderful to work with and easy to communicate with. He helped us get the apartment ready and took beautiful photos for the listing. He ran two open houses and we had a wonderful tenant just a few days later. Thank you so much for making the process as smooth as it could be." -Lexington, MA

"When we moved from upstate New York to Boston, we worked with Jack in the summer of 2022 to secure an apartment in a very competitive rental market. Jack went above and beyond to help us find a place that matched our needs. Not only did he conduct virtual visits for us while we were away, but he also shared a wealth of information and advice about the various neighborhoods we considered. He was always friendly and responsive. We recommend his services without hesitation." -Arlington MA