Start with the rental cap, not the rent estimate
Before running any rental income projection, investors need to confirm whether the specific building or community allows the intended use at all. Many South End condo associations impose rental caps — a maximum percentage of units that can be leased at any given time — and some restrict short-term rentals outright. Buying into a building at or near its rental cap can mean waiting on a list before you're legally able to lease your own unit.
These rules are set at the individual association level and change over time as boards adjust policy, so a cap that existed when a prior owner bought may not be the same cap in place today. Request the current governing documents and any recent amendments directly, rather than relying on a listing description or secondhand information.
This step should happen before any serious financial modeling, since a building with a restrictive or nearly full rental cap can invalidate an otherwise sound investment thesis entirely.
