For Accredited Investors · State Guide

1031 Exchange in Massachusetts: A Guide for Investors.

A 1031 exchange in Massachusetts follows the federal Section 1031 framework. The IRS gives you 45 days to identify a replacement property and 180 days to close, and all sale proceeds must be routed through a Qualified Intermediary. Massachusetts conforms to federal 1031 and imposes a flat 5% income tax rate, with an additional 4% surtax (the “Fair Share Amendment,” often called the millionaire’s tax) on income over $1 million in a given year. For high-net-worth Massachusetts sellers, that surtax makes deferral particularly valuable.

Last updated: June 2026 · For Massachusetts-resident accredited investors

The Basics

The federal rules in 60 seconds.

A 1031 exchange lets you sell investment real estate and reinvest the proceeds into like-kind replacement property while deferring federal capital gains tax. Two firm deadlines apply: Day 45 to identify replacement property in writing to your Qualified Intermediary, and Day 180 to close on it.

Your sale proceeds must go to the QI, not to you. Taking constructive receipt blows up the exchange. For the complete federal framework, see our 1031 Exchange Guide.

Massachusetts Tax

Massachusetts’s tax interaction with Federal 1031.

Massachusetts imposes a flat 5% state personal income tax on most income, including long-term capital gains from real estate. The state conforms to federal Section 1031, so a properly structured 1031 exchange defers both federal and Massachusetts state income tax on the gain.

The 4% surtax on income above $1 million per year, approved by voters in 2022 and effective beginning tax year 2023, is the bigger story for high-net-worth Massachusetts investors. A large appreciated property sold without 1031 deferral can push a Massachusetts taxpayer’s total Massachusetts taxable income above the $1 million threshold and trigger the surtax on the excess. A 1031 exchange that defers the gain also defers the surtax exposure. For sellers of properties with gains in the seven figures, this is a material planning consideration.

Massachusetts has its own “safe harbor” guidance for like-kind exchanges that largely mirrors the federal framework. There is no Massachusetts-specific clawback or annual reporting requirement comparable to California’s FTB 3840. Once the federal 1031 is properly executed, Massachusetts respects the deferral without additional state filings.

Practical implication. Massachusetts also imposes a deeds excise tax (transfer tax) of $4.56 per $1,000 of consideration on most real estate transfers, with slightly higher rates in Barnstable, Dukes, and Nantucket counties due to community preservation surcharges. The deeds excise is a transfer tax, not an income tax, and applies regardless of 1031 treatment.

Qualified Intermediary

Qualified Intermediary notes for Massachusetts investors.

Massachusetts does not impose a state-specific QI licensing regime. National QIs serving the broader market are available to Massachusetts investors. The standard diligence questions apply:

  1. Where are my funds held: a segregated escrow account, or commingled with other client funds?
  2. What is your bonding and insurance coverage, and what is your audit history?
  3. Do you have experience with Massachusetts closing attorneys and, where relevant, the Land Court (Registered Land) process?

Massachusetts closings are typically handled by attorneys. Use a QI with established Massachusetts closing-attorney relationships, particularly for Boston-metro transactions where condo trusts, registered land, and complex title issues are common.

Common Questions

Common questions from Massachusetts investors.

I sold a Boston rental. Can I 1031 into a DST holding North Carolina industrial property?
Yes, federally. Massachusetts respects the federal deferral and you owe no Massachusetts income tax on the deferred gain. If the deferred gain plus other income would have exceeded $1 million for the year, you also defer the 4% millionaire’s surtax exposure on that portion.
Does the Massachusetts deeds excise tax apply to a 1031?
Yes, on each closing. The deeds excise is a transfer tax, not an income tax. A 1031 defers income tax on the gain; the deeds excise applies at closing of the relinquished and replacement properties as usual.
I am a Massachusetts resident considering a 1031 into a DST. Does the millionaire’s surtax apply?
It depends on your total Massachusetts taxable income for the year. If the gain would have pushed total income over $1 million, deferring through 1031 also defers the surtax on the excess. Coordinate with your CPA on the math for your specific situation.
Are DSTs available to Massachusetts investors?
Yes. DST availability is governed by federal Regulation D and the accredited investor definition; Massachusetts residency does not impose additional requirements.
What if my Massachusetts replacement property is in Registered Land (Land Court)?
Registered Land closings require coordination with the Massachusetts Land Court. Use a QI and closing attorney experienced with Land Court process. Timing can be more involved than recorded land. Plan additional time within the 180-day window.
Replacement Property

Where Massachusetts investors find replacement property.

Massachusetts investors often look to New Hampshire (no state income tax on capital gains, geographically adjacent), Florida, North Carolina, South Carolina, and Texas. The Sunbelt destinations carry lower property tax burdens and stronger demographic tailwinds than Greater Boston.

DSTs holding institutional-grade Sunbelt and Mid-Atlantic property are common replacement vehicles for Massachusetts investors who want passive ownership and diversification, particularly for sellers whose gain would otherwise expose them to the 4% millionaire’s surtax.

For more on how DSTs work as 1031 replacement property, see our DSTs Explained guide. For evaluating the sponsor of any DST you consider, including the framework we apply to our own offerings, see our Sponsor Evaluation Framework.

Ready When You Are

Talk to a specialist.

If you have sold Massachusetts investment property in the past 45 days, or you are planning a sale in the next 12 months, the 4% millionaire’s surtax makes deferral planning especially valuable for high-net-worth sellers. Talk to a registered representative who understands the math.

Important Disclosures

This page is educational and is not tax, legal, or investment advice. Always consult your own CPA, tax attorney, and qualified financial professional before pursuing a 1031 exchange. My 1031 Options is an educational resource published by Medalist Diversified, Inc. (NASDAQ: MDRR). This site is not an offer to sell or a solicitation of an offer to buy any security. Securities are offered only by means of a Private Placement Memorandum to accredited investors as defined in Rule 501 of Regulation D. All investments involve risk, including the possible loss of principal. Real estate investments are subject to market risk, illiquidity risk, interest rate risk, and other risks specific to real estate.