After the first section of Riverside Drive—from 72nd to 126th Street—opened in 1880, this winding avenue that followed the gentle slope of Riverside Park became a study in contrasts.
Up and down the Drive, wealthy New Yorkers and the developers who catered to them spent the next decades building well-appointed row houses, mansions, and early luxury apartment buildings. Yet on the fringes of this new millionaire’s colony stood crudely built shanties and shacks like the one in the photo above, homes to those whose fortunes didn’t rise during the Gilded Age and were forced to the margins.
Another type of dwelling also held out here and there on Riverside Drive: country houses. These wood-frame houses with clapboard shutters and welcoming front porches may have been typical family homes in the early to mid-19th century, when the Upper West Side of today was a sparsely populated collection of small farming villages.

That changed after Central Park was completed and the new elevated trains made the West End much more accessible. As the 20th century continued, Riverside Drive was extended into Upper Manhattan—threatening the handful of country houses that predated the Drive but were now in its way.
None of these country homes pictured here survive today. Riverside Drive, with its unbroken lines of elegant apartment houses, doesn’t seem to miss them. Like so many early New York City houses, the stories of these anachronisms seem to be lost to the ages.
Join Ephemeral New York on Sunday, September 25 at 1 p.m. on a walking tour of Riverside Drive, which delves into the backstory of the country estates, mansions, and monuments of New York’s most beautiful avenue.
[Top photo: MCNY X2012.61.22.13; second, third, and fourth photos: New-York Historical Society]