Peasants of this sloboda, personally free, were paying their taxes with Yam (mail coach) service on the old road to Smolensk, the main link between Moscow and Poland.

Smolensk was annexed by Moscow in the course of the Russo-Polish War, and as a result the road was straightened and a new river crossing emerged on site of present-day Borodinsky Bridge.

Newspapers, describing 1879 flood, wrote that "brewery workers managed to roll out a beer barrel and floated away from the site"...[8] Development was boosted by construction of Bryansky (now Kiyevsky) railroad terminal, originally built in wood (1900 postcard[permanent dead link‍]).

It was set on the site of present-day corner block at 1 Bolshaya Dorogomilovskaya; there are no reliable explanations why it was built in such a remote and scarcely populated place.

Starting in 1918, Bolshevik authorities began harassing the clergy, and in 1922 stripped the church of all silver and gold, causing the Dorogomilovo Riot (April 5–7, 1922).

A 2.7-kilometer long stretch of Dorogomilovskaya Street and Mozhaysk highway was zoned for first-rate housing construction; half of the project was actually completed before June 1941.

[11] A railroad track to the brewery was severed from the main line, as a result one can see an IS20 steam locomotive stranded behind factory gates[citation needed].

Grand stalinist buildings completed the perimeters of large city blocks; inside, wooden shacks survived until the 1970s and were replaced with Brezhnev-era standard housing (of better-than-average variety).