Sheryl J. Dennis

Attorney Profile

Top Rated Estate Planning & Probate Attorney in Wellesley, MA

Fields and Dennis LLP
 | 80 William Street, Suite 210
Wellesley, MA 02481
Phone: 781-489-6776
Fax: 781-489-6233
Selected To Super Lawyers: 2015 - 2019
Licensed Since: 1990
Practice Areas:
  • Estate Planning & Probate (50%),
  • Family Law (30%),
  • Estate & Trust Litigation (20%)
Attorney Profile

Sheryl J. Dennis is a highly experienced Wellesley, Massachusetts, attorney who practices family law, estate planning and probate law. A founding partner at the law firm Fields and Dennis, LLP, she serves clients in Wellesley, Boston and the surrounding areas.

An experienced litigator, Ms. Dennis is highly skilled at courtroom argument, cross-examination techniques and closing statements. She is also experienced with out-of-court negotiation and alternative dispute resolution methods such as mediation and arbitration. She is equally skilled when representing clients in legal matters that do not involve disputes, such as estate plans for families and succession plans for small businesses.

Ms. Dennis earned her bachelor's degree from Methodist University in North Carolina and  her law degree from the New England School of Law, where she graduated with honors. She also holds a Master of Laws degree in estate planning and elder law from Western New England University School of Law. She is admitted to practice in all Massachusetts state courts, the United States District Court for the District of Massachusetts and the U.S. Court of Appeals for Veterans Claims.

Recognized for her experience and knowledge, Ms. Dennis has been called upon to speak at conferences hosted by the Massachusetts Council on Family Mediation, Boston Bar Association and other organizations. She has also appeared as a guest on a highly rated radio program in the Boston area and has been featured in publications such as Mass Realty and Massachusetts Lawyers Weekly. She enjoys sharing her legal knowledge through blogging and social media platforms.

Active in professional organizations, Ms. Dennis is a member of professional organizations including the Academy of Special Needs Planners, ElderCounsel and WealthCounsel, L.L.C.

Practice Areas
  • 50%Estate Planning & Probate
  • 30%Family Law
  • 20%Estate & Trust Litigation
Focus Areas

Estate Planning, Guardianships & Conservatorships, Living Wills, Power of Attorney, Probate & Estate Administration, Trusts, Wills, Alimony & Spousal Support, Child Support, Custody & Visitation, Dissolution, Divorce, Domestic Violence, Name Change, Paternity, Prenuptial Agreements, Marital Property, Mediation & Collaborative Law, Will Contests


Selected to Super Lawyers for 5 yearsbottom-image

Super Lawyers: 2015 - 2019

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About Sheryl Dennis

Admitted: 1990, Massachusetts

Professional Webpage:


  • Quoted in the March 12th issue of Massachusetts Lawyers Weekly, 2015

Bar/Professional Activity:

  • American Bar Association, 2017
  • Massachusetts Bar Association, 1990
  • United States Court of Appeals for Veteran’s Claims

Pro bono/Community Service:

  • The Massachusetts Council on Family Mediation
  • Principal in the Center for Problem Resolution, Inc.
  • The National Association of Parent Coordinators
  • Academy of Special Needs Planners, Member

Scholarly Lectures/Writings:

  • Guest Speaker, Gray Divorce, Boston Bar Association, 2017
  • Featured speaker at the annual 2007 Fall Conference of the Massachusetts Council for Family Mediation on the subject of prenuptial agreements along with partner Jonathan Fields

Other Outstanding Achievements:

  • Appeared on Boston’s highest rated radio morning show, “Matty in the Morning,” on KISS-108 FM, to discuss prenuptial agreements


  • Attorney Dennis speaks on the importance of estate planning in this short video. She touches upon multiple facets of estate planning basics, including Special Needs Trusts., Sheryl Dennis on Estate Planning, 2013

Educational Background:

  • Western New England College School of Law, LL.M., Estate Planning and Elder Law, 2009
  • Methodist College, B.A., Political Science and Chemistry, 1976
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Office Location for Sheryl J. Dennis

80 William Street
Suite 210
Wellesley, MA 02481

Phone: 781-489-6776

Fax: 781-489-6233

Sheryl J. Dennis:

Last Updated: 7/22/2019

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