Image courtesy of Icon Properties

This estate in quaint St. James, NY–located in Suffolk County on the north shore of Long Island overlooking Stony Brook Harbor–is indeed, as the listing describes it, a piece of architectural history. Built in 1895 by famed and scandalous architect Stanford White of McKim, Mead and White (the firm who penned such icons as the Washington Square Arch and the former Pennsylvania Station in Manhattan), the rambling New England-style 16-bedroom estate spans 8,000 square feet and sits on 3.75 acres. Though it calls to mind a time long past, the home’s historic charm is more literal than most; it will likely take substantial effort beyond its $1.5 million ask to make it the 21st-century residence it undoubtedly could be.

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Photos courtesy of Houlihan Lawrence.

With a 10,442-square-foot interior, 50 Crows Nest Road–known more casually as Crows Nest–in the Westchester County village of Bronxville, NY seems worth its $3.5 million ask (recently reduced from $4.4 million) on that information alone. This 1849 Gothic Revival manor house was built of local stone and sits on 1.3 acres of hilltop land–with the Manhattan skyline visible in the distance. It’s a suburban mansion rich with well-preserved dramatic flourishes, with modern infrastructure and design added to make it a 21st-century family home.

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Photo credit: Elizabeth Dooley for The Trentham Team, courtesy of Compass.

This rare historic mansion right in the middle of Nolita on the Soho border at 38 Prince Street is on the rental market for a princely $65,000 per month. The historic Federal-style Manhattan townhouse, built in 1826, is unique in many ways. It was once the Saint Patrick’s Convent dating back to 1826. The building has seen a thorough overhaul with no expense spared, and it’s now a five-story, 9,600-square-foot mansion with an elevator and top-quality finishes throughout, anchored by a dramatic spiral staircase at its midst. Also here: A Pilates room, a “zen pillow room,” a music room–and more!

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Photo by Alyson Lubow, courtesy of The Corcoran Group.

If you’re a doctor, dentist or therapist, this Federal-style Bay Ridge home at 7600 Ridge Boulevard, asking $3.95 million, could make your daily commute a whole lot shorter, as the house is anchored by a medical professional’s office at ground level. Even if there’s no doctor in your house, there’s income to be made on the space–along with the self-contained guest suite over the home’s two-car garage. And you’ve still got a 6,000-square-foot Brooklyn mansion on a corner lot loaded with lovely decorative details and plenty of possibilities for living.

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Photo courtesy of Christie’s International Real Estate

An English-style castle in New Jersey has returned to the market, offering potential buyers the chance to feel like royalty near the Ramapo Mountains. Asking $39 million, the three-story Darlington Mansion sits on over 12 acres in Mahwah and contains 58 rooms. Constructed in 1907 by George Crocker, the son of railroad baron Charles Crocker, the estate has been modernly restored over the last decade, all while retaining original materials and architectural elements. The mansion, also known as the Crocker Mansion, last listed in 2017 for $48 million.

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The 27-foot-wide, seven-story townhouse at 39 East 72nd Street is iconic even without the celebrity claim; a sandstone-clad facade and copper cornice cast an ethereal glow, yet blend with the stately homes on the Upper East Side block. Mansion Global reports that also-iconic socialite and businesswoman Gloria Vanderbilt lived in the home in her “Poor Little Rich Girl” childhood. The options for this pristine property are many. It’s currently set up as three separate condos, but a combo would make a Vanderbilt-worthy manse.

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Photo credit: Yale Wagner for Sotheby’s International Realty.

On the market for the first time in over 60 years, asking $17.995 million, this 20-foot-wide Beaux-Arts mansion stands among the most desirable blocks of the Upper West Side. Designed by the architectural firm Welch, Smith and Provot–the firm also designed the Duke-Semans Mansion on Fifth Avenue later owned by Carlos Slim–the six-story, 9,575-square-foot home at 5 West 73rd Street is one of the neighborhood’s most architecturally significant houses; among its most compelling features are iconic views of  another Upper West Side classic, the Dakota.

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The 25-foot-wide carved limestone mansion at 35 East 68th Street on the Upper East Side is a standout even on a block lined with historic architecture. The 13,000-square-foot Beaux Arts mansion, known as the Dunham House, was built as a private residence for physician Dr. Edward Kellogg Dunham and grain fortune heiress Mary Dows by Carrere & Hastings, the architecture firm who designed the Frick Collection and the New York Public Library. 6sqft featured this historic home in 2016. The two-bedroom duplex co-op is back on the market for $4 million.

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Just over a year ago, The Real Deal reported that Tony Award-winning Broadway producers Janet and Howard Kagan (“Tuck Everlasting,” “Pippin”) had put the 25-foot-wide, 12,729-square-foot mansion at 11 East 82nd Street, purchased for $24.5 million in 2009, on the market, asking $44 million. The impressive Upper East Side limestone-and-brick townhouse was also known for having previously belonged to financier Ron Perelman. The 1895 building in all its six-story, elevator-enhanced, Gilded Age glory has just been relisted for $29.5 million, a hefty haircut from last year’s ask.

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Bedford-Stuyvesant‘s most expensive home has sold for $6.3 million, setting a record price for the neighborhood and sending a message that rising property prices are making their way further into Brooklyn, according to the Wall Street Journal. At nearly twice the previous record sale of $3.3 million in 2017, the Renaissance Revival-style John C. Kelley mansion at 247 Hancock Street is the most expensive single-family house ever sold in Bed-Stuy. The 8,000-square-foot, 10-bedroom townhouse was built in 1887 for water-meter magnate John Kelley, designed by noted architect Montrose Morris and modeled after a Gilded Age Vanderbilt mansion along Fifth Avenue.

Take a look inside this incredible mansion