A bucolic little train station in old Boston

My guess is Harrison Square in Dorchester, where the two legs of the Red Line now diverge, looking from the Old Colony line towards the right of way of what is now the Ashmont line (which was originally the Mattapan branch as a steam railroad, up until the 1920s). Do I see the Ashmont roadbed behind the building to the left of the station?

Highland Station, West Roxbury

I lean more towards Ashmont prior to the purchase of the right of way by the Boston El.
Late teens early 20s...

Uphams Corner comfort station in Dorchester on
Columbia Rd?

Looks like the Belmont commuter station. Che chimney and roof profile are very similar.

Easton’s old train station, now the local historical society was designed by HH Richardson, probably not close enough to Boston to make it their archives but the pond in front of it looks right

Could it be the old Ashmont station? there is a photo of the old station in the new one that looks like it was taken from the opposite side of the tracks from this photo. There was a small white building on one side...But I don't know what the surrounding area looked like back then.

for the Boston and Albany Railroad, though they were demolished (I believe). One of them was in Chestnut Hill, but I can't really tell if this is that one.

As suggested in some of the comments, this is most definitely the Highland Station in West Roxbury. A quick search revealed another alost identical photo, and others where the word "Highland" is clearly visible in the stonework above the arch window. Alas, no longer standing!

Been so long since I have taken the train. Aw, I kinda miss it. Well, Stoughton is my stop now until the trains finally come back to North Easton.... sometime next century....

As has been noted, Richardson did a lot of work for the Boston & Albany.

As I recall, one of Richardson's Harvard college classmates was the son of the President of the Western Railroad, headquartered in Springfield, which later merged with the Boston & Worcester RR to become the Boston & Albany. That college connection got Richardson his first architectural commission, for a church in Springfield, where his friend's family were members of the congregation. It eventually blossomed to a point where Richardson became sort of the house architect for the B&A. After Richardson's death, some of his assistants formed Shepley, Rutan, & Coolidge, which became his successor firm, and continued to design stations for the B&A up to and including South Station in 1899.

Another of Richardson's assistants, A. W. Longfellow, also did one or two stations for the B&A after the master's death.

There were Richardson/Shepley stations in Allston and Brighton -- think the former Allston Depot restaurant -- but that was a 4-track main line, not the bucolic scene shown here.

Richardson only did 3 other railroad stations that weren't for the B&A: two large city stations in Holyoke and New London, and the small-town station in North Easton. The latter contract came because the Ames family, of North Easton, were also patrons of Richardson. He did several other buildings for them in that town, plus some buildings in Boston, and a memorial in Wyoming.

That being said, the Highland station in West Roxbury has a very Richardsonian appearance, even if he didn't design it. It was also the only stone station along the Boston section of the old Dedham Loop. According to the color coding in the 1924 Bromley atlas, Roslindale and Bellevue were brick, while West Roxbury and Spring St. were wood.

The connection between West Roxbury and Needham wasn't built until 1906. Prior to that, trains to/from Needham operated via Newton Highlands, Brookline Village and the Back Bay. The trains serving West Roxbury looped through Dedham and rejoined the mainline at Readville.

Thanks for playing, folks! This is indeed Highland Station in West Roxbury. We don't have an exact date for this photo, but we believe it was taken in the 1920s.