Estate Planning · Elder Law · Probate
Plan with purpose.
Protect what matters.
Thoughtful legal guidance for individuals and families who want to protect the people, assets, and legacy that matter most.
- Counselor-at-LawJennifer A. Deland
- Holliston PracticeServing MetroWest Massachusetts
- Estate Planning FocusWills · Trusts · Elder Law · Probate
- NAELA MemberNational Academy of Elder Law Attorneys
Your plan should be as thoughtful as your life.
Estate planning is more than paperwork. It's how you protect the people you love, organize what you've built, and prepare for the moments that matter most — from raising children to caring for an aging parent to leaving a legacy behind.
Learn About Our ApproachWhat We Help With
Guidance for every stage of planning.
Business Planning
Protect the business you've built with thoughtful succession and continuity planning.
Estate Planning
Integrated trusts, wills, healthcare documents, powers of attorney, and beneficiary planning built around your family.
Elder Law
Guidance on long-term care, MassHealth planning, asset protection, and guardianship as you or a loved one ages.
Wills
A clear last will and testament that names your personal representative and directs your wishes.
Pet Trusts
Provide for the care and financial support of your pets if you become incapacitated or pass away.
Planning for Children
Guardianship nominations, trusts for minors, and special-needs planning that protects your children's future.
Probate
Clear guidance through Massachusetts probate and estate administration for personal representatives.
Why Deland Law
Guidance built around your life — not just your documents.
Thoughtful Counsel
Plans are built around your goals and circumstances, not a one-size template — so the documents actually fit your life.
Integrated Planning
Estate, elder law, and business planning are coordinated together, rather than handled as separate, disconnected pieces.
Personal Attention
You work directly with Jennifer throughout the process.
MetroWest Experience
Rooted in the Holliston community and familiar with the region.
The Attorney
Meet Jennifer A. Deland
Counselor-at-Law
Jennifer graduated from Yale University and earned her law degree magna cum laude from Boston University School of Law in 1986. She began her career practicing securities law in New York City before returning to the Boston area, where she established her own practice and developed a focus on estate planning. She is a member of the National Academy of Elder Law Attorneys and is active in the Holliston business community.
Learn More About Jennifer →Our Approach
A clear process, from first conversation to protection in place.
Understand
We start by understanding your family, goals, assets, and concerns.
Plan
Together we build a legal strategy tailored to your situation.
Protect
We put the right documents in place and make sure you understand how to use them.
Start With a Conversation
Ready when you are.
Service Area
Estate planning counsel across MetroWest Massachusetts.
Based in Holliston, the firm works with individuals, families, seniors, and business owners throughout MetroWest — including Hopkinton, Milford, Medway, Medfield, Ashland, Framingham, Natick, Sherborn, Dover, Southborough, Sudbury, and Westborough — on wills, trusts, elder law, and probate matters.
- Holliston
- Hopkinton
- Milford
- Medway
- Medfield
- Ashland
- Framingham
- Natick
- Sherborn
- Dover
- Southborough
- Sudbury
- Westborough
Common Questions
Answers to what families ask first.
How can I avoid probate?
Probate can often be reduced or avoided through tools such as revocable trusts, joint ownership, and beneficiary designations, depending on your assets and goals.
What life events call for an update to my estate plan?
Marriage, divorce, the birth of a child, the death of a beneficiary, a significant change in assets, or a move to a new state are common reasons to review an existing plan.
When should I start estate planning?
Most people benefit from having a basic plan — a will, healthcare documents, and powers of attorney — as soon as they have dependents, property, or specific wishes for their care.
What is the difference between a will and a trust?
A will directs how assets are distributed and typically goes through probate, while a properly funded trust can pass assets to beneficiaries without court involvement.
How do I plan for a family member with special needs?
A special-needs trust can provide for a loved one's care while preserving their eligibility for government benefits.
A thoughtful plan starts with a conversation.
Consultations are available in-office or via Zoom, and typically carry a fee of approximately $400. Take the next step toward protecting the people, property, and plans that matter most.