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
Connecticut landlord deadline calendar for 2027
Every dated deadline in 2027 from the verified federal, Connecticut 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.
Federal and Connecticut statewide dates
January 2027
- Federal estimated tax payment #4 due January 15 (for the previous tax year) Computed date
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.
February 2027
- File and furnish Form 1099-NEC for 2026 contractor payments of $2,000+ Computed date
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.
- Furnish Form 1099-MISC to recipients for 2026 rents and other payments of $2,000+ Computed date
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.
March 2027
- File Form 1099-MISC with the IRS for 2026 payments (February 28 on paper, March 31 if e-filed) Computed date
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.
April 2027
- Federal estimated tax payment #1 due April 15 Computed date
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.
- Report rental income/expenses on Schedule E with Form 1040 Computed date
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.
June 2027
- Federal estimated tax payment #2 due June 15 Computed date
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.
September 2027
- Federal estimated tax payment #3 due September 15 Computed date
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.
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 Connecticut statewide
- Signed lead disclosure attachment with lease; keep for 3 years: Keep the signed disclosure for at least 3 years from the lease start; the date shown is the earliest you may discard it
- Return the deposit with interest (or an itemized statement of damages) within 21 days after the tenancy ends: Within 21 days after move-out
- Pay deposit interest on each tenancy anniversary (2026 rate 0.49%): Each year on the lease anniversary
- Offer a pre-occupancy walk-through using the state checklist: When the lease starts
- Tell the tenant in writing who manages the property and who receives notices, at or before the start of the tenancy: When the lease starts
- Written notice at least 45 days before a rent increase takes effect: At least 45 days before the rent increase takes effect
- Lead-based paint disclosure and EPA pamphlet before lease signing (pre-1978 housing): Before the tenant is obligated under the lease (before signing / before accepting an offer to lease)
- Put the deposit in an escrow account and tell the tenant the amount and bank within 30 days: Deposit into escrow immediately; written notice of the amount and the bank within 30 days after receiving the deposit (or moving it to another bank)
- Nonresident owners: file a residential address with the town if it requires one; report changes within 21 days: When the town requires it; report any address change within 21 days
- After a lead abatement order: post warning signs within 2 days and submit an abatement plan: Within 2 days of receiving a lead abatement order (post signs); submit the abatement plan on receipt of the order
- Notice to quit: at least 3 days before the lease ends or the date to leave: Serve the written notice to quit at least 3 days before the lease ends or the quit date in the notice
- Unpaid rent: the lease can be ended only after the 9-day grace period (4 days for a one-week tenancy), then with a notice to quit: After the 9-day grace period (4 days for one-week tenancies) the landlord may terminate with a notice to quit (served at least 3 days before the quit date)
- Late charges: only after the 9-day grace period (4 days for a one-week tenancy), at most the lesser of $5 a day up to $50 or 5% of the late payment, once per payment: A late charge may be assessed only on a payment made after the 9-day grace period (4 days for one-week tenancies)
- Give reasonable written or oral notice before entering; enter only at reasonable times: Before each non-emergency entry (reasonable notice; no fixed number of hours in the statute)
New Haven
- Residential Rental Business License and inspection (2+ unit buildings; owner-occupied 2-3 family exempt): Before renting units in a 2+ unit building; the license term and renewal schedule are set by the ordinance (not captured here)
Your dates
| Date | Rental 1 | Rental 2 | Rental 3 |
|---|---|---|---|
| Lease start date | |||
| Move-out date | |||
| Rent increase effective date |