Massachusetts Prenup Guide

Massachusetts Prenup Laws: Requirements & Enforceability

Everything engaged couples need to know about making a prenuptial agreement valid and enforceable in Massachusetts — in plain English, reviewed by attorney James Sexton, Esq.

Start Your Massachusetts Prenup →Last reviewed: July 2026

Key takeaways

  • Prenups are legal and enforceable in Massachusetts under G.L. c. 209 § 25 and the framework set by DeMatteo v. DeMatteo, 436 Mass. 18 (2002).
  • Massachusetts is not a UPAA state — enforceability turns on the two-part test from DeMatteo case law.
  • A Massachusetts prenup must be fair and reasonable when signed (the "first look") AND conscionable when enforced (the famous "second look").
  • The second look means a judge re-examines the agreement at divorce — it fails only if enforcement would leave a spouse without sufficient property, maintenance, or employment to support themselves.
  • Full financial disclosure and the opportunity to consult independent counsel are the pillars of passing the first look.

Are prenups legal in Massachusetts?

Yes — prenuptial agreements are legal and enforceable in Massachusetts, subject to the state's distinctive two-look fairness review.

Massachusetts authorizes antenuptial agreements by statute at G.L. c. 209 § 25, but the real rulebook is case law: DeMatteo v. DeMatteo, 436 Mass. 18 (2002), the Supreme Judicial Court's landmark decision. Massachusetts has not adopted the UPAA. Under DeMatteo, a prenup is enforced if it was fair and reasonable at execution and remains conscionable at the time of divorce — the celebrated "second look." The first-look bar is deliberately demanding for challengers: an agreement fails it only if its terms essentially vitiate the very status of marriage. The second look is the state's safety net against enforcement that would strip a spouse of any means of support.

What makes a prenup enforceable in Massachusetts?

A Massachusetts prenup is enforceable when it was fair and reasonable at signing and is still conscionable at divorce — the second look is the hurdle unique to Massachusetts planning.

In writing and signed

The agreement must be a written contract signed by both parties before the marriage, per G.L. c. 209 § 25.

Fair and reasonable when signed (first look)

Courts weigh full financial disclosure, each party's opportunity to consult independent counsel, and whether the terms were understood. An agreement fails only if it essentially vitiates the status of marriage — but skipping disclosure is how people fail it.

Conscionable when enforced (second look)

At divorce, the judge takes a second look. The agreement is set aside only if, due to circumstances occurring during the marriage, enforcing it would leave the contesting spouse without sufficient property, maintenance, or appropriate employment to support themselves.

Voluntary, with disclosure and time to review

Both parties must sign free of duress, with honest disclosure of assets and a genuine chance to have their own lawyer review the deal before the wedding.

What you can & can't include

You can include

  • Which assets remain separate property at divorce or death
  • How marital property is divided (instead of a judge deciding)
  • Alimony terms or waivers (subject to the second look)
  • Responsibility for premarital and marital debt
  • Protecting a business, inheritance, or trust interests
  • Estate rights between spouses

You can't include

  • Child custody or parenting time
  • Child support obligations
  • Terms that essentially vitiate the marriage itself
  • Anything unconscionable at enforcement or against public policy

Massachusetts prenup quick facts

Governing statuteG.L. c. 209 § 25 + DeMatteo v. DeMatteo, 436 Mass. 18 (2002) (no UPAA)
Property divisionEquitable distribution
NotarizationRecommended (not required by statute)
Waiting periodNone required — but sign well before the wedding
Spousal supportAlimony can be waived, but the waiver must survive the second look at divorce

See how Massachusetts's signing formalities compare in our prenup notarization requirements by state guide.

How Massachusetts courts evaluate enforcement

Massachusetts courts invalidate prenups that were unfair at signing — usually for hidden assets or no chance to consult counsel — or that fail the second look because enforcement would leave a spouse unable to support themselves.

The DeMatteo framework gives judges two checkpoints. At the first, they ask whether disclosure was honest and the signing informed and voluntary; agreements sprung on a fiancé without disclosure are the classic first-look failure. At the second, taken at divorce, the question is narrow: would enforcement leave the contesting spouse without sufficient property, maintenance, or appropriate employment? A one-sided deal can still pass if the disadvantaged spouse can support themselves. Disclose fully, give both sides time and access to counsel, and keep the terms livable — that's a prenup that survives both looks.

How to get a valid Massachusetts prenup for $599

Trusted Prenup creates a state-specific Massachusetts prenuptial agreement online — built to meet the requirements above and designed by James Sexton, Esq. A traditional attorney typically costs $2,500–$10,000; this is a flat $599.

1

Answer a few questions

A guided questionnaire captures your assets, debts, and wishes — most couples finish in under 90 minutes.

2

Generate your agreement

We assemble a complete prenup built to meet your state's exact legal requirements.

3

Review, sign & notarize

Review with your partner, then sign online with notarization handled for you.

Massachusetts note: Sign well before the wedding so no one can claim last-minute pressure.
Start Your Massachusetts Prenup →

Massachusetts prenup FAQ

How much does a prenup cost in Massachusetts?

A Massachusetts attorney-drafted prenup often costs $2,500–$10,000 or more. Trusted Prenup creates a state-specific Massachusetts prenup online for a flat $599, with optional notarization and attorney-review add-ons.

Does a Massachusetts prenup need to be notarized?

No — G.L. c. 209 § 25 does not require notarization for a prenup to be valid. Notarizing is still strongly recommended to prove authenticity, and it's available as an add-on.

Can a prenup be challenged in Massachusetts?

Yes — at two points. A spouse can argue it wasn't fair and reasonable when signed (no disclosure, no chance for counsel, duress), or invoke the second look and argue enforcement at divorce would leave them unable to support themselves.

What is the "second look" doctrine in Massachusetts?

From DeMatteo v. DeMatteo, it means a judge reviews a valid prenup again at the time of divorce. The agreement is set aside only if changed circumstances mean enforcing it would leave the contesting spouse without sufficient property, maintenance, or appropriate employment to support themselves.

Can alimony be waived in a Massachusetts prenup?

Yes, alimony can be limited or waived — but the waiver gets the second look too. If enforcing it at divorce would leave a spouse with no means of support, a court can decline to enforce it.

Do both people need a lawyer for a Massachusetts prenup?

It isn't strictly required, but the opportunity to consult independent counsel is a factor courts weigh at the first look, so each side should at least have the chance. Trusted Prenup's optional attorney-review add-on covers this.

Is an online prenup valid in Massachusetts?

Yes — Massachusetts enforces properly executed prenuptial agreements regardless of how they were drafted. What matters is execution: a written agreement, voluntary signatures, full financial disclosure, and Massachusetts's signing formalities. The full picture is in are online prenups legally binding.

More state prenup guides

Trusted Prenup is not a law firm and does not provide legal advice. This guide is general information about Massachusetts law and not a substitute for advice from a licensed attorney about your situation.