The territory of the former village of Ivankovo, located near the estate of Pokrovskoye-Streshnevo, between the villages of Shchukino and Tushino, became a popular place for summer recreation for Muscovites in the second half of the 19th century. The village of Ivankovo is first mentioned in the 16th century under the name Onosino. These lands originally belonged to the descendants of the boyar R. Nesterovich, to whom the Moscow prince I. Kalita granted "a village in the area around the river Vskhodni at fifteen versts."

In the second half of the 19th century, a dacha boom began, and numerous dacha settlements started to appear around Moscow. The writer and Moscow expert S. M. Lyubetsky mentions Ivankovo in his book published in 1877 as "a beautiful settlement due to its hilly terrain and convenience," where many Muscovites spent their summers.

Ivankovo became a favorite summer retreat for artists of the Moscow Art Theatre. One of the first to settle here was the theatrical artist V. A. Simov, who built a dacha on the northern outskirts of the village. Simov, a graduate of the Moscow School of Painting, Sculpture, and Architecture, was a well-known decorator and assisted other dacha owners. One of the first buildings designed by him was the dacha of I. N. Grekov, known as "Grekovka." Grekov was a founder and board member of the Moscow Society of Art and Literature, aimed at promoting art and literature and supporting talents. The initiator of the creation of this society was K. S. Stanislavsky. Later, after the establishment of the Moscow Art Theatre, Simov, who became a member of the troupe, helped build dachas for his fellow artists.

In 1918, all dachas were nationalized, and some were transferred to responsible workers of the All-Russian Central Executive Committee (VTsIK). A sanatorium of the VKP(b) (later the MGK of the CPSU) "Chayka" was established on the site of the former dacha settlement, named after one of the pre-revolutionary dachas. In 1991, "Chayka" became part of the sanatorium of the Moscow Mayor's Office. The dacha "Grekovka," located at Nikolsky Tupik, house 2, building 6, is under state protection as a cultural heritage site.