2026 year-end checklist
Year-end moves for rental owners, STR operators, and investors preparing to buy or sell.
- By Dec 31
Place newly acquired properties in service, meaning rent-ready and listed, so depreciation and bonus start in 2026.
- By Dec 31
Order cost segregation studies on 2026 acquisitions and renovations so the report is ready for filing.
- By Dec 31
Reconcile STR calendars, compute the average guest stay for each property, and log your 2026 hours.
- By Dec 31
If you are claiming REPS, compare your real-property hours with all other work hours and fill any gaps in the log now.
- Before closing
Engage a qualified intermediary before any 2027 sale you intend to exchange.
- At recording
On a sale of Connecticut property, the seller's conveyance tax (Form OP-236) is due when the deed is recorded, including on property you give up in a 1031 exchange.
- Jan 15, 2027
Fourth-quarter 2026 Connecticut estimated tax installment due (Form CT-1040ES). Size it to cover the state add-back of any 2026 bonus depreciation.
- Feb 1, 2027
If your rentals are a trade or business, issue Forms 1099-NEC to contractors paid $2,000 or more in 2026. The threshold rose from $600, and it is $2,100 for 2027 payments.
- Before filing
Decide whether to make the REPS aggregation election and whether to elect out of bonus on any class.
Dates assume a calendar-year taxpayer. Some items require plan documents or elections that only your advisor or plan provider can complete.
Run this checklist with a tax advisor
In a consultation, we look at your properties and recent closings, estimate what a cost segregation study could add, and tell you whether your losses can reach your other income.