What insurers commonly ask about wood heat
Whether a solid-fuel appliance is present. Its type and approximate age. Whether it was professionally installed, and by whom. Whether the installation was inspected or permitted. When the chimney was last swept and inspected. Some ask whether it is the primary or supplemental heat source, because an appliance running for months carries a different profile from one lit occasionally. None of these questions are unreasonable and all of them are easier to answer if somebody wrote things down.
Why documentation beats the appliance
An insurer cannot inspect your chimney, so they are assessing evidence instead of condition. A dated Level 2 inspection report with photographs, an installation record naming what was fitted, and a sweeping history are things they can act on. Their absence is not proof that anything is wrong, and it does leave the underwriter with nothing but your description. The whole reason to keep the paperwork from work you have already paid for.
The owner-installed appliance problem
The situation that most often causes friction, and extremely common in Vermont. An appliance fitted by a previous owner, with no documentation, no permit record and unknown clearances, is exactly what an underwriter is being cautious about. It does not mean the installation is bad. Many are perfectly sound. It means nobody can demonstrate that it is, and a Level 2 inspection is the cheapest way to convert an unknown into a documented finding.
Timing: ask before you buy
The order that saves money is: ask your insurer what they require, then choose the appliance, then install it, then document it. The order people follow is commonly the reverse, and it occasionally produces an expensive surprise. An appliance installed and a policy that then needs conditions met, or a renewal question that arrives after the heating season has started. A phone call before purchase costs nothing.