Manhattan’s Upper East Side is filled with enormous private mansions with configurations that you’d never guess from looking at their tidy facades, and the five-story, 20-room bow-fronted house at 207 East 71st Street, asking $13.5 million, is no exception. This 10,550-square-foot brick manse, built in 1982, is one of three in a row erected by friends who happened to be prominent real estate professionals. In this particular case, the already massive house includes a long-term lease on the first two floors of the adjacent mansion, allowing for a 50-foot-wide garden–one of the widest in Manhattan.

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Treasury Secretary Steven Mnuchin has just listed the Park Avenue duplex that has been in his family since the 1960s for $32.5 million, the New York Post reports. Mnuchin bought the 12-room, 6,500 square-foot Upper East Side duplex from his aunt for $10.5 million in 2000, so even if the co-op in tony 740 Park Avenue doesn’t fetch the ask, he’ll pocket a tidy profit. The Rosario Candela-designed building is known for its wealthy residents who have included Rockefellers, Kochs and Bronfmans as well as being Mrs. Onassis’ childhood home. The former Goldman Sachs investment banker and Hollywood film producer was based in California before accepting a position with the Trump administration and has never claimed the Park Avenue home as his primary residence.

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With a working fireplace and a private roof deck with Manhattan skyline views, this sweet two-bedroom co-op definitely has every season covered. Tucked into the top of a row house at 452 15th Street at the south Park Slope/Windsor Terrace border, asking $999,000, this cozy co-op looks like a great spot to escape hectic city life in an ideal Brooklyn location half a block from Prospect Park.

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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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Living in a historic firehouse is cool enough as it is, but this 4,652-square-foot carriage house at 11 Scholes Street in Williamsburg also comes with just about every other cool thing you could imagine finding in a Brooklyn pad. The three-story home, asking $5.2 million, starts with a garage and a sleek workspace/art studio and adds walls of glass and a private outdoor paradise, complete with a Japanese-style bamboo garden and luxurious outdoor shower.

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The stories behind some of New Canaan, Connecticut’s treasure trove of modernist homes have been less than uplifting. In addition to Philip Johnson’s famous Glass House, the wealthy enclave boasts dozens of homes by Johnson and his colleagues known as the Harvard Five. An ongoing battle simmers between some of the town’s wealthy residents who favor sprawling McMansions and a passionate contingent of modern architecture fans. At least 20 of the homes, built in the 1940s, ’50s and ’60s–have been torn down, usually to build larger houses on the property. One embattled example is a lesser-known Johnson house known as the Alice Ball House. The 1,700-square-foot home, built in 1953, has been referred to as a “livable version of the Glass House.” And it’s now for sale for $7.7 million–along with approved plans by the current owner, an architect who has envisioned a companion property on a much grander scale, including an indoor pool and a massive skylit underground garage.

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This two-floor “penthouse” co-op at 53 West 11th Street on one of the most charming landmarked blocks in Greenwich Village is the result of a combination of two upper-floor townhouse units; as with many apartment combos, you get a bit more space than you’d normally have, though layouts can be odd. After a full gut renovation, this sweet one-bedroom, asking $2.295 million, is chic and well-designed enough to make up for narrow rooms and a few flights to climb. And those super-high, 18-foot ceilings and massive skylight don’t hurt, either.

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This two-floor loft condominium at 11 Vestry Street isn’t your ordinary downtown loft space, though it has classic bones and a covetable Tribeca address. In addition to a picture-perfect warm-modern renovation, state-of-the-art appliances and huge windows, the loft’s lower floor is a self-contained space with a second kitchen. Like any loft, it would be easy to configure the space however you’d like, but the current version–asking $6.195 million–has plenty of interesting nooks and crannies. The home’s transformation from its former outdated ’80s look by Brooklyn-based architecture and design firm Isaac-Rae was featured in Dwell magazine.

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Located in the upstate wilderness of Armonk in Westchester County, this 13.5-acre estate is as cool as it is unusual. Asking $3 million, the property includes a nine-acre private lake, a 5,500-square-foot mid-century-modern home built in 1959, and a private windmill, all just 45 minutes from New York City.

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With its 14-foot wood beamed ceilings, terracotta tiles and stained-glass solarium, this Hell’s Kitchen penthouse easily transports you from Manhattan to Spain. The three-bedroom duplex, located at 521 West 47th Street, is asking $1.895 million. The listing describes the unique home, which measures just over 2,200 square feet, as a “private villa penthouse in the sky.”

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