So sorry to hear about your accident! Hope you're okay and recovering well.
Assuming all the pieces are to scale, it looks like their recommended "vegetation clear zone" is 45 feet wide. Choosing a random spot along Broadway, sidewalk-to-sidewalk is 44 feet. I agree that the column is about 5.5 feet wide, so probably you'd need to lose parking on at least one side of the street to make space. The guideway itself is 22 feet; however, the Green Line viaducts (both GLX and south of Science Park) are more like 32 feet wide. Looks like sidewalks themselves are 12 feet wide each. So overall building-building length is ~68 feet, which is consistent with what I see on the satelite.
That would mean anywhere from 18 to 23 feet from the edge of the viaduct to building windows. And, as suggested by the mockup below, at the heights suggested here, trains would actually be potentially running higher than a three-decker (although many three-deckers have their first floor lifted above the ground, so there would still be some overlap). Stations would probably add another 20 feet of width, so those would definitely be quite close to windows.
I used Streetmix and Paint.NET to try to do a mockup of what it might look like with an elevated of that height and either a 20 or 30 foot-wide viaduct.
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I'll be honest: to me, the width is less of a concern than the height. (I say, having never myself lived with a train running 20 feet away from my window, which is to say that the width may well still be a big issue.) But as for the height: I don't have anything concrete (or professional) to back this up, but to me it just looks overtall for the space. It won't cast as much of a direct top-down shadow, but it will block angular sunlight, so it would still impact the street below.
I'll let
@Teban54 check me on this, but I think we've guesstimated elevated cost-per-mile to be roughly half that of tunneled (e.g. $500M instead of $1B, but, as ever, those numbers vary widely, and it's easily conceivable that there would specific scenarios where those numbers would overlap or even swap).
What I will say, though: a Phase 1 subway to Everett Sq with provisions for Phase 2 would only require ~3000 feet of tunnel from Sweetster Circle. Maybe more depending on where you want the station, but equally so could be less. (For example, if you could make it to the interior of Sweetster Circle in open cut, and you put your "Square" station at 2nd St, the tunnel would only be 1500 feet, which is shorter than Red-Blue.
You would then be set up for a Phase 2 extension to Ferry St, where the community is already enjoying at least some benefits of having an in-city transit stop, as opposed to having to tear up Broadway for multiple years and just live in pain for the duration. Plus, with a Phase 1 cut-and-cover to 2nd St, you would then have a stronger base of ridership to justify the costlier-but-less-disruptive option of running a TBM through the hill, leaving the neighborhood largely untouched, except at Ferry St station itself.