Windows in New York have to survive the climate on your side of the map, not the climate in a brochure. City openings are often old double-hung wood set in masonry, with weights, brickmold, and sills that take wind-driven rain. Upstate openings take a longer cold, more wind, and ice that sits on the sill. The draft you feel is a local fact. Treat it as one.
A tired window is not always a full tear-out. Some sashes can be repaired, some insulated units are only fogged, and some frames are soft enough that the whole opening needs to be rebuilt. Insert work leaves the old frame. Full replacement exposes what the trim was hiding. In the city, that hidden edge is often brick and an old wood buck. Upstate, it may be a wall that has been wet from ice for years.
Say what the window is doing. Painted shut, rattling, sweating on the glass, rotting at the stool, leaking only from the south wind, or buried to the sill after a lake storm. Say how many openings and which rooms. A bedroom that must still open is a different job from a fixed stair window. If a unit in the sash is how you cool the room, say that, because the new opening has to live with summer as well as January.
Wood, metal, or a later replacement material changes the work. So does a storm panel, a weight pocket full of debris, and a sill that slopes the wrong way. Ask how water is kept out at the sill and the sides, and who patches the trim inside and out. Ask whether the glass numbers being discussed are for the whole unit. Bring a count, not a guess from the sidewalk.
City sash in brick is not an upstate wall of windows facing a field wind. Buffalo ice on a sill is not a harbor rain that dries by noon. Describe the opening you have and the season that hurts it. The call starts there. Call the number on this page.