Designed as an artist’s cooperative apartment building and the largest “studio” building in the city, the Hotel Des Artistes at 1 West 67th Street on the Upper West Side is one of NYC’s most famous and illustrious buildings. As one of a constellation of style stars in Ari Seth Cohen’s “Advanced Style” universe, former model, artist and muse to fashionistas of all ages Beatrix Ost is beloved for her perfect balance of creativity, confidence and cool. In a rare confluence of New York City fabulousness, the apartment Ost has shared with her husband, Ludwig Kuttner, since 2006 is on the market for $4 million–and the offbeat but ridiculously stylish space is every bit what we’d expect.

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Often noted for its unusual studio window and bright coral hue, the five-story townhouse at 114 Waverly Place was built in 1826 as part of a row of nine houses constructed for Thomas R. Mercein, who was at the time city comptroller and president of New York Equitable Fire Insurance Company. A dramatic overhaul in 1920 designed by William Sanger for portrait painter Murray P. Bewley is responsible for the building’s quirkier design elements, which are credited to a German Expressionist style known as Jugendstil, a mix of English Art Nouveau and Japanese applied arts. This unusual Village house is now on the market for $11 million–with a few caveats.

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On the gilded coast of Queens along the East River in Beechhurst, just north of Whitestone, this 10,000-square-foot manse is asking $7.988 million. At the end of a quiet waterfront street where you might find an angler’s retreat, behold instead this Mediterranean-style villa complete with an elevator, a four-car garage, a Florida room, a 20-foot mahogany foyer, a magnificent crystal chandelier, a fabulous pool, a dock for a 60-foot boat and a full outdoor kitchen. All in a gated community, natch. Did we forget the gazebo?

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Lucky for him, this “Lord of the Rings” superfan is a civil engineer who works in construction, so when he had the urge to build his very own hobbit house in the Dutchess County town of Pawling, it wasn’t just a pipe dream. After spending more than six years constructing the residence, and even building it to Passive House standards, Jim Castigan has put the home on the market for $795,000, according to Gothamist. In addition to being built right into a hillside, the home shares other details with its Tolkien inspiration BagEnd, such as faux circular door and geometric patterns etched into the interior concrete.

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This unusual three-family townhouse at 532 West 148th Street in Hamilton Heights was purchased by Portuguese-born architect Luis Da Cruz in 2006 for $995,000 and thoroughly renovated as a canvas for the artist’s personal creative vision. Cruz restored the 1920 home’s carved wood stairways and railings, moldings, five fireplaces, beamed ceiling, and exposed brick walls, and added his signature art pieces to an eclectic, bohemian decor, calling the house Musée Maison (Museum House) and making it his studio and workshop. He also hosted art events during which all of the work was for sale and he would perform tricks on aerial silks suspended from the ceiling. The house itself has been on and off the market since 2007. In 2015 6sqft featured the artsy listing at $2.5 million and again after a broker change in 2017 asking $2.7M. Now, another broker switch and more conventional photos–but no change in price–herald the latest attempt to find a suitably visionary buyer.

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This cheery City Island cottage may look tiny, and while it’s definitely not big, it manages to fit two bedrooms, a bonus loft space, several closets, and a high-end kitchen into its petite frame. Plus, it has a large backyard and is just blocks from a private beach. First spotted by Curbed, who notes that the yellow-shingled charmer is on “one of the heavily-residential side streets” of the Bronx island, the house is asking $385,000.

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Apparently, 257 feet of waterfront, two boat slips, a 1,000-square-foot pool, a “circular meditation room,” and an outdoor pavilion/kitchen with seating for 40 was not enough to make this over-the-top Mill Basin mansion a hot seller. We’ll blame it on the Miami Vice-meets-Star Strek design. But for one daring buyer, this made for quite the deal, as The Real Deal reports that after five years on the market, the home at 2458 National Drive has sold for $10, a whopping $20 million less than its original asking price.

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In East Hampton, the mortality-fighting Bioscleave House (aka the Life-Span Extending Villa) has returned to the market for the second time in its existence and is asking $2,495,000. Combination experimental art installation and dwelling, the 52-colored Cubist four-bedroom was commission by Italian art collector Angela Gallman from the late design duo Arakawa and Madeline Gins for $1.25 million in 2007, according to Curbed. As 6sqft previously explained, “the duo’s design philosophy is to combat mortality by creating architecture that makes people use their bodies in unexpected ways, challenging them to maintain equilibrium, in turn stimulating their immune systems.”

It offers alleged eternal youth

Jackie Gleason photo via Wikimedia Commons

“Honeymooners” star and comedy legend Jackie Gleason kept an architecturally remarkable round house in Westchester County, using it as an escape while filming the iconic sitcom; now it’s for sale as part of an estate listed for $12 million, the New York Post reports. Gleason was a UFO lover who referred to the home, which is circular inside and out as “The Mothership.”

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Not only is Great Island in Darien, CT, the largest private island to be offered for sale on the East Coast, but before it was listed in 2016 for $175 million, this iconic property hadn’t been offered for sale or changed hands for more than a century. Purchased in the early 1900s by baking powder tycoon William Ziegler, the estate that lies just 50 miles north of New York City has remained in the family ever since.  It’s asking $120 million this time around.

Have a look at this unusual island property