Annalei M. Babson, Esq.

Annalei M. Babson, Esq.

  • BAR ADMISSION: Massachusetts
  • EDUCATION: University of Vermont, B.A. and New England Law | Boston, J.D.
  • MEMBERSHIPS: American Bar Association, Massachusetts Bar Association, Boston Bar Association, Essex County Bar Association, Cape Ann Chamber of Commerce, WealthCounsel, Massachusetts Chapter of the National Academy of Elder Law Attorneys 

Annalei Babson is the founder and principal attorney at Babson Law Office in Gloucester, where she helps families protect their legacies through thoughtful estate planning and trust administration. Recognized by her peers as one of Greater Boston’s Top Lawyers in Trusts and Estates by Boston Magazine, she has established herself as a leading voice in her field.

As President of the Board of Directors for the Massachusetts Forum of Estate Planning Attorneys, Annalei leads a distinguished group of New England lawyers practicing in trust and estate planning and administration, elder law, asset protection planning, taxation, and business planning. Her commitment to the legal community reflects the same dedication she brings to every client relationship.

With five years of legal experience and a background as a successful marketing firm owner, Annalei brings both legal precision and genuine understanding to her practice. Before law school, she spent years building brands for local businesses as a graphic designer and marketing strategist. That experience taught her to listen carefully, ask the right questions, and translate complex ideas into clear solutions. These are skills that shape how she approaches estate planning. She knows that behind every legal document is a family with unique goals, concerns, and stories worth protecting.

Annalei sees her role as more than drafting documents. In estate planning, she’s a trusted advisor who takes time to understand what matters most to each family, then creates comprehensive plans that reflect their values and priorities. In probate and estate administration, she serves as a compassionate caregiver, guiding families through difficult transitions with patience and understanding during times of loss. Her clients appreciate her warmth, attention to detail, and commitment to making both the planning process and the administration of estates feel approachable rather than overwhelming.

When families work with Annalei, they’re not just getting an attorney—they’re gaining a dedicated partner in planning for their future and a steady presence during life’s most challenging transitions.

Boston Magazine Top Lawyer 2025 Trusts and Estates
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Ellen Szabo profile picture
Ellen Szabo
January 27, 2026
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Annalei Babson is exceptionally kind, intelligent, knowledgeable and insightful. I was extremely impressed with her efficiency, grace and competence as we navigated some complex issues related to my will and trust. I would recommend her without reservation. What a truly good person she is.
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Pam Banks
November 22, 2025
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Annalei is a delightful person to work with; very knowledgeable, proficient and efficient as well as a patient and caring communicator.
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William Lacroix
November 1, 2025
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It is with sincere pleasure that I highly recommend Babson Law Office . They are excellent communicators and very responsive to any questions during the process of meeting your legal needs. It is a friendly office where you feel comfortable immediately upon meeting Annalei and her staff !! She is informal yet very professional. Her expertise is obvious !!
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Brian Lanigan
October 27, 2025
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Annalei Babson and Kaley were friendly, inviting and very professional in answering everything I could think of explaining my needs and what I needed to accomplish. True thoughtful and thought provoking professionals that guided me thru my estate planning. Recommend without hesitation.
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Chai Pocknett
October 17, 2025
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There are not enough words to describe how great it has been to work with Attorney Babson and Kaly. They are knowledgeable, efficient, and so caring. They truly are the best.
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Sebastian Noto
October 7, 2025
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My experience was fantastic! My needs were dealt with professionally and options and recommendations were given. The process was explained clearly and the services were completed in a timely manner. Thanks!
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Lisa Marie DiTullio
September 29, 2025
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Hello! I just happened to see reviews written about Annaléi Babson. I would have written sooner if I had known there was platform available. The reason I am writing now is because I want to use her services again. I don’t even know if she can help me, because the subject matter is completely different from the first time I needed her. But I will go ahead and write about my experience even if she can’t help me, the second time around. I was a cold call. I was given her name from another attorney (who didn’t even know her,) and took a chance. I had tried on-line help, made cold calls and (God love him,) this attorney suggested her. Annaléi Babson is absolutely wonderful. She will be a (professionally speaking) a friend for life. I don’t think I have enough room to truly express the depths she went for me. I truly love her.
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Kyle Clark
September 24, 2025
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Annalei was incredibly helpful, knowledgeable and sweet throughout our work together. She was easy to schedule time with, gave us a lot of cost-saving options and was also quite tender around a sensitive topic.
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GumbyKrieger
September 18, 2025
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I would like to take this opportunity to give my personal recommendation of the Babson Law Office - Annalei M. Babson, Esq. to all, for promptly and successfully handling my legal needs in a very compressed timeframe. It was done professionally, timely and economically and all my legal needs were fulfilled on such short notice. I am grateful for her legal insight through a difficult time and delicate subject. Her legal expertise was of great value and her expedience helped me solve a pressing problem. Thank you Annalei for all your help....Loyally, Geoffrey
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