Heat loss is through the exterior surfaces of the house (the windows, roof, exterior walls, foundation, etc), and air leakage. This is not a function of the square feet of living space, since the same sized house can have radically differing amounts of exterior surface area, with differing amounts of insulation and air leakage. HVAC contractors get used to using simple rules of thumb based on the square footage, but those rules of thumb have HUGE margins in them. They'll often use an even more generous rule of thumb for antiques like yours.
Geography only matters in terms of the historical temperature statisitics. The bigger the difference between indoor and outdoor temps, the greater the heat loss. The true professionals would use the 99th percentile temperature bin for that location when running a calculation based on the characteristics of the construction, the R-values & U-factors, etc.
That said, an insulated somewhat air-leaky framed house with clear-glass storm windows and NO foundation insulation typically comes in at about 25-30 BTU/hr per square foot of conditioned space at an outdoor temp of 0F. If the foundation is insulated, the wall cavities have some fluff in them (and the attic too), it'll usually be in the 15 BTU/hr-ft^2 rang @ 0F. Either way, even the smallest oil boilers are probably oversized by at least 2x for the load, but we'll figure that out when you get the billing info. If there is no K-factor, a few successive bills with exact dates & quantities would suffice- we can look up the weather data on degreedays.net. But the odds are you're looking at no more than 30,000 BTU/hr, and possibly less than 20,000 BTU/hr. The smallest oil boilers are in the 50-60,000 BTU/hr range.
The other important factor is to measure up the radiation (by zone, if multi-zoned), since that may affect the boiler sizing.
For about $4000-5000 you could install a 1.25-1.5 ton ductless mini-split heat pump with over 20,000 BTU/hr of capacity @ 0F, and it would cost less to heat with than heating oil (unless heating oil takes a real dive for awhile, which it looks like it might, if Iran starts pumping faster and China's demand keeps slumping.) That would also provide high efficiency air conditioning to boot, but it's point-source heating (like a wood stove), and doored-off rooms might be too cool in winter. There are mini-ducted versions that could work too, but that would end up in the same $8K range. But we'll keep those alternatives on the back burner until we know the real load is.