Photos by Melanie Greene, Courtesy of Compass

Built around 1910, this charming Victorian home at 699 East 18th Street in the Fiske Terrace-Midwood Park Historic District of Brooklyn has over 4,900 square feet of interior space–more than enough room for family and friends on four floors. With a basement greenhouse and home office, a two-car garage and private driveway, a lovely back patio, and a gracious front porch, there’s room for everyone’s hobbies, too. The house, asking $2.25 million, is filled with well-preserved architectural details like high beamed and coffered ceilings, stained glass, and working gas fireplaces.

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Image credit: VHT, courtesy of The Corcoran Group

Steps from the Promenade and Brooklyn Bridge Park in Brooklyn Heights, this one-bedroom co-op at 73 Columbia Heights, asking $765,000, doesn’t transcend the average New York City shoebox. But a magical 335-square-foot private garden just out back is an urban outdoor space with room to roam.

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Listing images courtesy of Compass

Just listed for $15 million, this rare Tribeca townhouse was designed by John L. Petrarca, the architect credited with bringing “a modern sensibility” to the neighborhood’s “old blocks,” as his New York Times obituary put it. The seven-story residence at 152 Reade Street is one in a row of three—completed in 2001—that are notable for being “the first new single-family dwellings built in Tribeca in more than a century.” The current owners bought the property in 2005 for $7.4 million and soon embarked on a gut renovation helmed by Philip Koether Architects. Among many upgrades, they built out a temperature-controlled wine cellar in the basement, installed an elevator, and created a two-story roof deck complete with a hot tub.

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Photo credit: MW Studio / Udom Surangsophon courtesy of Compass.

Millionaire private investor and man-about-town Bradley Zipper purchased this Little Italy townhouse in 2004 to use as a massive bachelor pad where he could host celebrity soirees and lavish business events for up to 400 guests. After dropping $3.385 million on the property, he hired Cortney and Robert Novogratz, the famous husband-and-wife design team, to deck it out. The result definitely fit the bill, rocking a 900-bottle wine cellar that’s a replica of one in a Meatpacking District club, a 14-foot mahogany and pewter bar imported from Paris, and a vintage 1940s pool table surrounded by graphite walls. Zipper started trying to unload the house in 2013, first for $15 million, then $13 million, next as a $35,000/month rental, and again in 2015 for $15.5 million. Now the six-story 5,000-square-foot townhouse with six outdoor spaces is for rent once again asking an adjusted-for-inflation $40,000/month.

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Listing images by Allyson Lubow; courtesy The Corcoran Group

Fresh off an architect-designed gut renovation, this top-floor two-bedroom at 130 Amity Street in Cobble Hill has been completely reimagined with luxe material finishings, custom millwork, and built-ins throughout. Now on the market for $1.495 million, the bright and somewhat Scandi-inspired pad includes a 400-square-foot lush roof terrace that feels like it’s nestled among the surrounding treetops.

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Listing images by Rise Media; courtesy of Compass

This classic brownstone apartment at 218 East 12th Street is an East Village delight. Located on a quiet, tree-lined block—right around the corner from St. Marks Church between Second and Third Avenues—the floor-through unit offers a temporary but quintessential slice of life in the buzzy neighborhood. Available to rent for $6,800 a month, the sunny one-bedroom apartment boasts prewar details, a flexible layout, and a private outdoor space.

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Listing images by Amanda James, DDReps; courtesy of Compass

Since it last sold in 2016 for $2.35 million, the five-bedroom, three-bathroom townhouse at 12a Monroe Street (located right on the Clinton Hill, Bed-Stuy border) has undergone some key layout changes to maximize the home’s narrow 14-foot width and make it feel as spacious as possible. Now on the rental market seeking $8,500 a month, the 2,568 square-foot home boasts eight marble mantels, pocket shutters, wide plank floors, a gorgeous center staircase, and an expansive 52-foot backyard.

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Adjacent to Fort Greene, Clinton Hill, and the Brooklyn Navy Yard is one of Brooklyn’s oldest but least known neighborhoods: Wallabout. Though somewhat isolated due to its lack of public transportation, the area boasts a rich history dating back to the 17th century. It was once home to the area’s second largest producer of chocolate (second only to Hershey’s), Brooklyn’s first free African-American school, and where Walt Whitman wrote the first edition of “Leaves of Grass” while living at 99 Ryerson Street. Wallabout contains the largest concentration of pre-Civil War wood-frame houses in the city, but amid the historic homes are some contemporary gems, like this 2011 metal-clad townhouse at 336 Park Avenue. The 2,500 square-foot property—complete with a side yard, a roof terrace, and two parking spots—is currently on the market for $2,200,000.

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Part of the Greenwich Village Historic District, the Federal-style rowhouse at 41 Barrow Street was originally built in 1828 as a “two and one-half storied wood building with [a] brick front in Flemish bond, steeply pitched roof and dormer window,” according to the 1969 LPC designation. For all the historic charm it oozes from the outside, the interior has undergone a thorough renovation that kept many of the original details—wide-plank wood floors, two of the three original fireplace mantels, exposed wood beams—while gaining some modern upgrades. Of these, a solarium built on the parlor floor is the highlight, bringing plenty of light into the home and better flow to a somewhat tricky layout. The historic West Village property is now on the market for a cool $5,100,000.

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Listing images by Allison Lubow

This flexible duplex at 246 Fifth Avenue in Park Slope feels more like a townhouse with its wood-burning fireplace and a dreamy outdoor space that’s perfect as both your quiet retreat and the venue for your next party. Currently being used as a three bedroom, the residence features charming material details—there’s both white-washed and exposed brick—and some cool layout features, including a private lofted area in one of the bedrooms. The unique listing is fresh on the market for $1.595 million.

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