At Home with American History

A historic quality beyond mere physical appearance fills every room of this antique carriage house-style estate that rests regally on the banks of the Hudson River. The riverfront residence, located in the coveted private Sleepy Hollow Manor enclave of Sleepy Hollow, N.Y., is listed on the National Register of Historic Places for a clear reason. The home was constructed in 1847 by American diplomat, newspaper publisher and New York politician James Watson Webb, and consequently holds ties to numerous important political figures including President Abraham Lincoln. Now for sale and represented by Rye agent Dalia H. Valdes at an asking price of $3,095,000, this one-of-a-kind estate offers an opportunity every history buff on the search for a luxury home in Westchester County will not want to miss.

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For as long as 7 Pokahoe Drive has stood, its connection to the powerful politics of its time has remained pertinent and strong. Webb, the original homeowner and man behind the home’s initial construction, was widely known for his over three decades of political activity and prominent voice in the Whig and Republican Party. Due to this shared bond with Abraham Lincoln, Webb was eventually appointed the U.S. minister to Brazil by Lincoln as a token of his appreciation for Webb’s continuous party loyalties. “I have copies of letters between Webb and Abraham Lincoln,” said Valdes, confirming their relationship during his time residing at this Westchester County estate.  In 1864, Webb eventually sold the property after nearly 20 years of residency to wealthy merchant and the 71st mayor of New York City, Ambrose Kingsland. Just one year later, Kingsland relocated, leaving the home to American military officer, explorer and politician John C. Fremont, who is known in history as “The Pathfinder” for his anti-slavery activism. Fremont was the first anti-slavery candidate of the Republican Party to run for office as president, with his loss against Andrew Jackson ultimately serving as the pathway for Abraham Lincoln to be elected as a Republican presidential candidate in the next election. Fremont and his wife, Jessie Fremont, lived here until 1875.

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A thoughtful renovation that pays homage to the original architectural features and charm of this exquisite antique residence took place in the 1950s. During this time, the home was completely gutted and reduced in size from three stories to one. Additional alterations were made by the estate’s previous home owners throughout the years, all of which prioritized the preservation of its historic quality and style. Resting on nearly three acres of private riverfront land, the four-bedroom, three and a half-bath residence now includes the finest modern amenities, features and luxuries, all carefully added to meet today’s lifestyle while honoring its origins.

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“I can’t tell you how thrilled I am to be representing this beautifully preserved piece of American history,” said Valdes. “Its thoughtful renovations provide the necessary needs and comforts for today’s discerning buyer, while the exquisite architectural excellence of its past remains. Behind every home is a story, and the story behind this stunning estate on the Hudson is truly remarkable.”

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Take in the gorgeous surrounding views of the Hudson River all year round on the property’s multiple outdoor patios and decks—the perfect spot to daydream about a remarkable historic past and bright, inviting future.

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For more information on the property, located at 7 Pokahoe Drive, please visit our website here, or contact Rye agent Dalia H. Valdes by phone at 914.772.8002, or by email at [email protected].

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