Atty. Robert W. Cunningham

Atty. Robert W. Cunningham

Robert W. Cunningham is a lawyer practicing trusts and estates, probate, estate planning and 2 other areas of law.

Gloucester Gloucester 48 yrs experience 48 year
Call (857) 639-4089 Book Appointment

Estate Planning & More Attorney · Serving Gloucester, MA · 48+ Years Experience

Profile Summary

About Robert W. Cunningham at a Glance

Robert W. Cunningham is a Member based in Gloucester, Massachusetts, practicing at Cunningham & Cunningham. They have 48+ years of legal experience, licensed to practice since 1978. Their practice focuses on trusts, probate, estate planning, business, and real estate. Admitted to practice in Massachusetts (1978) and U.S. District Court, District of Massachusetts (1980). Educated at Boston University (J.D., 1978) and Williams College (B.A., 1973). Recognitions include BV Distinguished. Active member of Gloucester, Boston and Massachusetts (Member, Probate Section) Bar Associations National Academy of Elder Law Attorneys Massachusetts Real Estate Bar Association. Serves clients in Gloucester, MA and the surrounding metropolitan area.

Verified attorney profile · Updated October 2026

About Robert W. Cunningham

  • Robert W. Cunningham is a lawyer practicing trusts and estates, probate, estate planning and 2 other areas of law
  • Robert received a B.A. degree from Williams College in 1973, and has been licensed for 48 years
  • Robert practices at Cunningham & Cunningham in Gloucester, MA

Practice Areas Explained

Robert W. Cunningham's Areas of Legal Practice

Each practice area below reflects the types of cases Robert W. Cunningham handles, with a practical overview of what that area of law involves and how it may apply to your situation in Gloucester.

Trusts in Gloucester

Robert W. Cunningham is one of 103,428 trusts attorneys indexed nationally. Browse trusts attorneys in Massachusetts →

Probate in Gloucester

Robert W. Cunningham is one of 127,041 probate attorneys indexed nationally. Browse probate attorneys in Massachusetts →

Estate Planning & Probate in Gloucester

An estate planning attorney prepares wills, trusts, powers of attorney, and healthcare directives to protect your family and pass on your assets.

Robert W. Cunningham is one of 224,789 estate planning attorneys indexed nationally. Browse estate planning attorneys in Massachusetts →

Business & Corporate Law in Gloucester

Business attorneys advise founders and growing companies on entity formation, contracts, financing, M&A, and dispute resolution.

Robert W. Cunningham is one of 497,491 business attorneys indexed nationally. Browse business attorneys in Massachusetts →

Real Estate Law in Gloucester

Real estate attorneys handle home purchases, sales, commercial transactions, title disputes, and landlord-tenant matters.

Robert W. Cunningham is one of 313,729 real estate attorneys indexed nationally. Browse real estate attorneys in Massachusetts →

Jurisdictional Context

Why Local Counsel Matters in Gloucester

Practicing law in Massachusetts. Legal matters in Massachusetts are governed by state-specific rules of civil and criminal procedure, statutes of limitations, and substantive law. Cases originating in Gloucester are typically filed in the local municipal court or the appropriate Massachusetts state district court, depending on subject matter and amount in controversy. An attorney licensed in Massachusetts brings working knowledge of local procedural deadlines, judicial practices in this venue, and the substantive law that applies to cases brought here. Out-of-state attorneys generally cannot represent clients in Massachusetts courts without local counsel or pro hac vice admission.

Gloucester Courts and Legal Process

Choosing a Gloucester-based attorney means your counsel already knows the local docketing timelines, preferred filing formats, and how individual judges typically rule on procedural motions — details that only come from practicing in this jurisdiction day after day. That local familiarity can translate to better strategy, faster filings, and fewer costly surprises.

Looking for additional Massachusetts attorneys? Browse all attorneys in Gloucester or all attorneys in Massachusetts.

Frequently Asked

Common Questions About Robert W. Cunningham

Where is Robert W. Cunningham's law office located?
Robert W. Cunningham's law practice is located in Gloucester, Massachusetts. The firm is Cunningham & Cunningham. You can contact the office directly through this profile page.
What practice areas does Robert W. Cunningham handle?
Robert W. Cunningham focuses on trusts, probate, estate planning, business, real estate. Each practice area listed reflects experience handling cases of that type in Massachusetts.
How long has Robert W. Cunningham practiced law?
Robert W. Cunningham has 48+ years of legal experience and has been licensed since 1978.
Where did Robert W. Cunningham go to law school?
Robert W. Cunningham earned their education at (J.D., 1978); (B.A., 1973).
How can I contact Robert W. Cunningham for a consultation?
You can contact Robert W. Cunningham directly through this profile page. Click "Ask the Attorney" to submit a question, or "Schedule a Consultation" to book a meeting. Most claimed-profile attorneys respond within one business day.
What awards or recognition has Robert W. Cunningham received?
Robert W. Cunningham's notable recognition includes: BV Distinguished.

Professional Profile

Why Clients in Gloucester Choose Robert W. Cunningham

Selecting an attorney is one of the most consequential decisions you can make when a legal matter arises. Below are the core qualities that distinguish Robert W. Cunningham's practice in the field of trusts, probate, estate planning, business, and real estate.

Decade-Tested Legal Experience

Robert W. Cunningham brings 48+ years of hands-on legal practice — enough to have navigated the recurring fact patterns, procedural traps, and negotiation dynamics that shape case outcomes.

Multi-State Bar Admission

Licensed in Massachusetts and U.S. District Court, District of Massachusetts, Robert W. Cunningham can represent clients in cases that span state lines or require counsel in multiple jurisdictions.

Broad Practice Area Coverage

Covering trusts, probate, and estate planning, Robert W. Cunningham can address the full spectrum of a client's legal needs without requiring referrals to separate specialists for each issue.

Local Presence in Gloucester

A Gloucester-based practice means Robert W. Cunningham attends hearings in the same courthouses, knows the local clerks, and understands the unwritten scheduling norms that affect every case filed here.

Case Types

Common Legal Issues Robert W. Cunningham Handles in Gloucester

Below is a representative sample of the types of matters Robert W. Cunningham has experience with under Massachusetts law. If your situation involves one of these case categories, this attorney may be well positioned to help you understand your options.

Last wills and testaments
Estate Planning
Revocable living trusts
Estate Planning
Powers of attorney
Estate Planning
Probate proceedings
Estate Planning
Business formation and structure
Business
Contract drafting and review
Business
Partnership disputes
Business
Merger and acquisition support
Business
Residential property transactions
Real Estate
Commercial lease disputes
Real Estate
Title and deed issues
Real Estate
Landlord-tenant conflicts
Real Estate

This list is illustrative, not exhaustive. Contact Robert W. Cunningham directly to discuss the specifics of your situation.

Search Reference

How People Find Robert W. Cunningham Online

Prospective clients searching for legal help in Gloucester commonly use a combination of the attorney's name and their specific legal need. The following search terms frequently lead people to this profile and to attorneys like Robert W. Cunningham.

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If any of the above matches what you searched for, you've found the right profile. Use the contact options at the top of this page to get in touch with Robert W. Cunningham directly.

Robert W. Cunningham's Practice Areas & Specializations

Education & Law School Background

J.D.
Boston University
- 1978
B.A.
Williams College
- 1973

Awards & Professional Honors

BV Distinguished

Bar Admissions & Licensed Jurisdictions

Massachusetts
Admitted: 1978
U.S. District Court, District of Massachusetts
Admitted: 1980

Client Reviews & Ratings — Robert W. Cunningham

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