LandlordDates
Not legal advice. This is a free reference compiled from official government sources. Laws change and local details matter. Confirm every deadline with the official source or a licensed attorney before you rely on it.

Last verified: · Confidence: medium

Massachusetts landlord deadline calendar for 2027

Every dated deadline in 2027 from the verified federal, Massachusetts and local rules on this site, grouped by month. Each item shows who it applies to, its official source, the date it was last verified and our confidence. Dates we move for weekends or holidays, or roll forward from a yearly pattern, are labeled as computed. Rules not yet verified are left out.

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Federal and Massachusetts statewide dates

January 2027

  1. Federal estimated tax payment #4 due January 15 (for the previous tax year) Computed date
    Every year by January 15 (next business day if that date is a weekend or legal holiday)
    Computed: January 15, 2027 is a Friday and not a legal holiday, so no change. Base rule: If any payment date falls on a Saturday, Sunday, or legal holiday, use the next business day.
    Applies to: any number of units · Source: irs.gov · Last verified 2026-10-20 · Confidence: high

February 2027

  1. File and furnish Form 1099-NEC for 2026 contractor payments of $2,000+ Computed date
    Due January 31, 2027 (for 2026 payments); if that falls on a weekend or legal holiday, the next business day
    Computed: January 31, 2027 is a Sunday, so the IRS next-business-day rule moves it to Monday, February 1, 2027. Base rule: If any date shown falls on a Saturday, Sunday, or legal holiday in the District of Columbia or where the return is to be filed, the due date is the next business day.
    Applies to: any number of units · Source: irs.gov · Last verified 2026-10-23 · Confidence: high
  2. Furnish Form 1099-MISC to recipients for 2026 rents and other payments of $2,000+ Computed date
    Due January 31, 2027 (next business day if that date is a weekend or legal holiday)
    Computed: January 31, 2027 is a Sunday, so the IRS next-business-day rule moves it to Monday, February 1, 2027. Base rule: If any date shown falls on a Saturday, Sunday, or legal holiday in the District of Columbia or where the return is to be filed, the due date is the next business day.
    Applies to: any number of units · Source: irs.gov · Last verified 2026-10-23 · Confidence: high

March 2027

  1. File Form 1099-MISC with the IRS for 2026 payments (February 28 on paper, March 31 if e-filed) Computed date
    Due February 28, 2027 if you file on paper, or March 31, 2027 if you file electronically (next business day if the date is a weekend or legal holiday). Alternative date in the source: March 31
    Computed: February 28, 2027 is a Sunday, so the IRS next-business-day rule moves it to Monday, March 1, 2027. Base rule: If any date shown falls on a Saturday, Sunday, or legal holiday in the District of Columbia or where the return is to be filed, the due date is the next business day.
    Applies to: any number of units · Source: irs.gov · Last verified 2026-10-23 · Confidence: high

April 2027

  1. Federal estimated tax payment #1 due April 15 Computed date
    Every year by April 15 (next business day if that date is a weekend or legal holiday)
    Computed: Computed from the yearly April 15 pattern; the official schedule we quote lists April 15, 2026. April 15, 2027 is a Thursday and not a legal holiday, so no change. Base rule: If any payment date falls on a Saturday, Sunday, or legal holiday, use the next business day.
    Applies to: any number of units · Source: irs.gov · Last verified 2026-10-20 · Confidence: high
  2. Report rental income/expenses on Schedule E with Form 1040 Computed date
    Due April 15, 2027 with your 2026 Form 1040; if that falls on a weekend or legal holiday, the next business day
    Computed: April 15, 2027 is a Thursday and not a legal holiday, so no change. Base rule: If day 15 falls on a Saturday, Sunday or legal holiday, the due date is delayed until the next business day.
    Applies to: any number of units · Source: irs.gov · Last verified 2026-10-20 · Confidence: medium

June 2027

  1. Federal estimated tax payment #2 due June 15 Computed date
    Every year by June 15 (next business day if that date is a weekend or legal holiday)
    Computed: Computed from the yearly June 15 pattern; the official schedule we quote lists June 15, 2026. June 15, 2027 is a Tuesday and not a legal holiday, so no change. Base rule: If any payment date falls on a Saturday, Sunday, or legal holiday, use the next business day.
    Applies to: any number of units · Source: irs.gov · Last verified 2026-10-20 · Confidence: high

September 2027

  1. Federal estimated tax payment #3 due September 15 Computed date
    Every year by September 15 (next business day if that date is a weekend or legal holiday)
    Computed: Computed from the yearly September 15 pattern; the official schedule we quote lists September 15, 2026. September 15, 2027 is a Wednesday and not a legal holiday, so no change. Base rule: If any payment date falls on a Saturday, Sunday, or legal holiday, use the next business day.
    Applies to: any number of units · Source: irs.gov · Last verified 2026-10-20 · Confidence: high
  2. Heat season September 15 - May 31: 68°F 7 a.m.-11 p.m., 64°F overnight, never above 78°F
    Every year from September 15 through May 31. Season runs September 15, 2027 through May 31, 2028
    Applies to: any number of units · Source: mass.gov · Last verified 2026-10-20 · Confidence: high

Local dates in Massachusetts

These apply only to rentals in the place named, in addition to the dates above. A city or county rule can replace a statewide rule; see each place's page.

Boston

  1. Annual rental registration with ISD by July 1
    Every year by July 1
    Applies to: any number of units · Source: boston.gov · Last verified 2026-10-20 · Confidence: medium
  2. Heat season (Boston ISD enforces the State Sanitary Code): September 15 - May 31; some City pages still say June 15
    Every year from September 15 through May 31. Season runs September 15, 2027 through May 31, 2028
    Applies to: any number of units · Source: boston.gov · Last verified 2026-10-20 · Confidence: medium

Deadlines that depend on your own dates or events

These rules have no fixed calendar date: they count from a lease date, a move-out, a license date or an event. The calendar builder dates them for your rental.

Federal and Massachusetts statewide

Boston

Cambridge

Your dates

Space to write your own dates on the printed copy.

DateRental 1Rental 2Rental 3
Lease start date
Move-out date
Rent increase effective date
Lease end date
Last license, registration or inspection date

Printed from landlorddates.pages.dev/ma/2027-calendar/ (online version). Rules change: check the online version and the official sources before relying on a date.

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