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HOUSE OF THE WEEK: The Hamptons’ Next Great Trophy Home? This $8.95 Million Estate Is Believed to Be a Stanford White Masterpiece
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House of the Week: Once the grand annex to Southampton’s legendary Irving Hotel, Terry Cottage blends Gilded Age pedigree, modern luxury, and one of the East End’s most coveted addresses.
You’ve seen mansions with infinity pools and heard the legends about historic homes, but then some places feel more like myths than real estate listings. Terry Cottage is one of those. Picture it: right in the heart of Southampton Village, on the market for $8.95 million. That’s not just a house — it’s a headline.
This spot never started as just another summer cottage. Way back around 1900, it sprang up as the annex to the Irving Hotel — a magnet for New York’s old-money families when the city turned swampy and hot. Some say Stanford White, the rockstar architect behind the mansions of the Gilded Age, is the mastermind behind Terry Cottage. If that’s true, owning this place is less about four walls and a roof and more like holding a little piece of the Hamptons’ soul.
Long before the influencers rolled up in black SUVs and billionaires dropped anchor, Southampton was already the escape of choice for the city’s elite. The Irving Hotel sat at center stage, and Terry Cottage — its private residential wing — was where gentle ocean breezes mixed with wealth and privacy.
A hundred-plus years later, you still feel that old-world grandeur every time you pull up the drive.
Almost an acre of land, smack in one of the most desirable corners of the village. Terry Cottage cuts a figure: bright white cedar shingles, just enough Dutch Colonial flair to keep it interesting — a respectful wink to Southampton’s past, but updated so it still feels crisp, not creaky.
Step inside, and the whole idea of “historic home” gets a reboot. Six bedrooms, six and a half baths, every space thoughtfully restored to keep the original soul but filled with the comforts you’d expect in a high-end home. The open chef’s kitchen begs for dinner parties. The sunny living rooms, anchored by a fireplace, feel both welcoming and grand. And there’s a finished lower level that’s perfect for movie nights — or for ducking away from houseguests when you need a break. Everything’s considered: nothing feels stuffy, nothing feels staged. It’s original character with a modern heartbeat.
Out back, the landscaping acts like a green velvet rope — total privacy, no flashing cameras. The pool’s tucked just out of sight, wrapped in foliage, a secluded retreat you rarely find for sale here.
In a market where homes turn over constantly, anything with ties to Stanford White is in a different league. These aren’t just homes; they’re living artifacts. White designed and built for the Astors, the Vanderbilts — the families that turned the Hamptons into the place everyone wanted to come summer.
So what is Terry Cottage, really—a luxe family hideaway or a living slice of Southampton’s history? Honestly, it’s both. And that mix of architectural pedigree, modern comfort, and a killer location? You seldom see it.
That $8.95 million tag gets you something money usually can’t buy—history you can actually live in, listed with Michaela Keszler and Paulina Keszler at Sotheby’s International Realty, Southampton. Houses might not talk, but Terry Cottage? If you listen, the stories practically pour right out.