The galley kitchen of the home, which is on the market for $2.5 million, includes modern stainless steel appliances.

A kitchen with white backsplash, teal cabinets, and a window for natural light

The aquamarine cabinets are a lively touch.

Kristina Crane with Evan Joseph Studios


Rooftop cottages in New York City come in various styles, from chalets to cape cod and even a lighthouse. But they all have rustic charm.

Second view of white tiled bathroom

The cottage evokes a retro feel in the black-and-white bathroom.

Kristina Crane with Evan Joseph Studios


Hershkowitz said in the listing that the ‘crown jewel’ of this rooftop cottage is its multilevel terrace.

An outdoor terrace with a hanging garden

It has enough room for a hanging garden and an al fresco dining space.

Kristina Crane with Evan Joseph Studios


Rooftop cottages in New York come in various styles, from chalets to cape cod and even a lighthouse.

Some of New York’s rooftop cottages are architectural gems. For instance, there is a rooftop property in the West Village that comes with its own meadow, according to StreetEasy.

There’s also a penthouse on East 36th Street where the owner can see the Empire State Building from their bedroom window, the New York Post reported in 2017.

“There’s something about being able to get to a private outdoor space, instead of going to the park,” Lee Larson, who owns a rooftop cottage on the Upper West Side, told the Post. “This is a special thing. I never would have guessed it possible in New York.”

The $2.5 million rooftop cottage sits on top of a 13-story, 134-unit building at on Madison Avenue near East 27th Street.

Second view of building for rooftop cottage in New York City

66 Madison was originally built as a hotel in 1918 and was renovated into an apartment building about 60 years later.

Kristina Crane with Evan Joseph Studios


The building includes amenities such as a 24-hour doorman, a live-in superintendent, and a keyed elevator that takes guests directly to the rooftop property. 

It also offers flexible purchasing options such as co-purchasing, parents buying for children, and subletting after two years of residency, according to the listing.