Chappaqua is a place that carries a specific weight in the American consciousness. For some, it’s just another stop on the Metro-North Harlem Line. For others, it is the synonymous home of political royalty. But if you’re looking specifically at 15 Old House Lane Chappaqua 10514, you aren't just looking at a coordinate on a map. You’re looking at one of the most private, storied corners of Westchester County. It’s a dead-end street. Quiet. Usually.
Most people recognize the address because of the Clintons. Bill and Hillary Clinton purchased the property in 1999 as Bill’s presidency was winding down and Hillary was gearing up for a Senate run in New York. Since then, the home has become a landmark of sorts, though you’d never know it if you drove by. It’s tucked away. It’s unassuming in a way that only very expensive property can be.
The Physicality of 15 Old House Lane
The house itself is a Dutch Colonial. It was built around 1889. Honestly, it’s charming. It isn't a modern mega-mansion with glass walls and a twenty-car garage. Instead, it feels like a farmhouse that grew up and got sophisticated. It sits on roughly 1.1 acres, which, in the world of high-end real estate, isn't actually that much land. However, the way the lot is situated makes it feel much larger and more secluded than the raw numbers suggest.
Inside, the home has about 5,200 square feet of living space. It’s got five bedrooms and four bathrooms. It's cozy. Well, cozy for a former President. When they bought it for around $1.7 million back in the late nineties, the real estate market in Westchester was a different beast. Today, that valuation is obviously much higher, not just because of inflation, but because of the literal "Secret Service-grade" upgrades that have been integrated into the property over the last two decades.
The aesthetic is very "Old Westchester." White shingles. Black shutters. A sweeping lawn. It’s the kind of house where you expect to see someone reading a physical newspaper on a Sunday morning. In 2016, the Clintons actually expanded their footprint by purchasing the house next door—17 Old House Lane—for about $1.16 million. This turned the two-property cul-de-sac into a sort of private compound, which makes a lot of sense for a family that requires 24/7 security detail and a place for staff to stay.
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Privacy, Security, and the 10514 Vibe
Living in Chappaqua, particularly on Old House Lane, means living with a unique set of circumstances. You've got the Secret Service. They aren't just "around"; they are a permanent fixture of the neighborhood's ecosystem. For neighbors, this is a double-edged sword. On one hand, you’re probably living in the safest cul-de-sac in the United States. On the other hand, if you’re trying to have a noisy graduation party or you have a delivery driver who gets lost, there’s a level of scrutiny that doesn't exist on your average suburban street.
The 10514 zip code is consistently ranked among the wealthiest in the country. But it’s not "flashy" wealthy like the Hamptons or certain parts of Greenwich, Connecticut. It’s more understated. People move here for the schools—the Chappaqua Central School District is legendary—and for the commute. You can get to Grand Central in under an hour.
Why the Location Matters
Old House Lane is specifically located in a pocket that feels very wooded. It’s near the Whippoorwill Club, a private golf course that’s been around since the 1920s. You’re close to the town center, but once you turn onto Old House Lane, the noise of the world just sort of... stops.
- The Commute: Short. The train station is minutes away.
- The Terrain: Hilly and rocky. It’s classic Hudson Valley geography.
- The Neighbors: High-powered professionals, media figures, and long-time residents who remember when the town was much more "rural."
Addressing the Misconceptions
People think 15 Old House Lane Chappaqua 10514 is a fortress. It’s not. It looks like a home. There are no twenty-foot concrete walls or barbed wire visible from the street. The security is sophisticated but largely invisible to the casual observer. Another misconception is that the Clintons are the only notable thing about the street. In reality, that entire area of Westchester has been home to CEOs, writers, and artists for a century.
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The home also famously survived a small fire in 2018. It started in a Secret Service facility on the property, not the main house. It was a minor event, but because of the address, it became national news. That’s the reality of 15 Old House Lane; a chimney spark is a "breaking news alert."
Real Estate Value and Market Trends in Chappaqua
If you’re looking at property values in this specific slice of Chappaqua, you have to look at the "Clinton Effect." Does having a former President next door help or hurt property value? It depends on who you ask. For some buyers, the security and prestige are a massive plus. For others, the occasional presence of press or the logistical hurdle of living near a protected person is a deterrent.
Generally, homes in this part of Westchester have seen steady appreciation. While the "COVID boom" saw a massive influx of New York City residents fleeing to the suburbs, Chappaqua has always maintained a high floor for prices because the inventory is so limited. There just isn't much room to build new houses. You’re buying legacy land.
Actionable Insights for Potential Residents or Visitors
If you find yourself navigating the real estate market in 10514 or you're just curious about the area, here is the ground-level reality.
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1. Respect the cul-de-sac. If you’re driving by just to see the house, don’t expect to linger. The security is polite but very proactive. There isn't a "tourist center." It’s a private residence on a private-feeling road.
2. Focus on the schools, not the neighbors. If you’re buying in Chappaqua, do it for Horace Greeley High School. The academic pressure is real, but the results—in terms of college placement—are some of the best in the nation.
3. Understand the tax burden. Westchester County has some of the highest property taxes in the United States. When you look at a listing price for a home near Old House Lane, remember that the annual tax bill can often be the size of a luxury car.
4. Explore the local "village" vibe. The Chappaqua Farmers Market is one of the best in the region. It’s held at the train station and is a legitimate community hub where you’ll actually see the residents of these high-profile streets out buying local honey and sourdough.
5. Check the zoning. Because the area is so established, many homes are on septic systems and well water. Even at 15 Old House Lane, you're dealing with the infrastructure of an older town. Always get a thorough inspection of the "invisible" parts of the property—pipes, drainage, and foundation—before falling in love with the black shutters and white siding.
Living at or near 15 Old House Lane Chappaqua 10514 is about embracing a specific kind of American quietude. It is a place where history has been written behind closed doors, but the outward appearance remains stubbornly, and perhaps intentionally, ordinary. It’s a classic New England-style life, just with a bit more security and a lot more stories.