NORTH FORK CALM, CITY SOUL

That’s exactly what I found the moment I pulled into the drive at 1640 Grandview Drive in Orient. A kind of stillness that isn’t empty—it’s charged. It’s not quiet in the way city people fear. It’s full of breath. Sky. Water. Light. It’s the kind of quiet that reminds you to slow down, not because you have to—but because you finally can.

Listed at $4,250,000, this waterfront estate isn’t just a weekend escape. It’s a reset button. 

The Luxury of Space—And of Perspective
Tucked into nearly an acre of elevated land, 1640 Grandview Drive sits perched above Long Island Sound with 130 feet of private beachfront. But this isn’t the Hamptons. This is the North Fork—and that makes all the difference. 

Out here, people nod to you in the market. They drink local wine without the PR machine. They know the tides, the fishermen, the phases of the moon. And this house fits that rhythm—unapologetically elegant, but not performative.

From the curb, it’s classic New England: shingled façade, wide porch, gently sloped rooflines. It looks like something out of a Ralph Lauren catalog—minus the affect. It just is. The real thing. 

First Impressions, Long After
You walk through the front door and the world slows. Vaulted ceilings, clerestory windows, and solid oak wood floors open up the space in a way that feels equal parts beach house and forever home.

There’s light everywhere. And not just light—but movement. The kind that dances off the Sound and spills into every room like it was invited. You can see straight through the house to the water. You can feel the orientation. It’s built to connect you to what’s outside—not just insulate you from it.

The 5,200-square-foot layout sprawls, but never overwhelms. Every room has its moment. Every angle captures a piece of the view.

Made for Mornings, Afternoons,
and Everything In Between
As a New Yorker, we’re used to making do with vertical living. Walk-ups, brownstones, narrow lots. So, stepping into a home with flow—real, lateral, coastal flow—is a revelation.

You’ve got a first-floor primary suite with a fireplace, sitting area, and private office. That means you can wake up and walk directly out to the terrace with a cup of coffee and the Sunday Times. Upstairs? A junior suite, two guest bedrooms with a Jack-and-Jill bath, plus a massive sitting room and bonus rooms you could turn into anything: media space, studio, bunk room, even a second office.

 

There’s a formal living room, family room, and dining room—each with its own view, its own rhythm. The kitchen overlooks the garden and the water beyond. It’s the kind of layout that just works. No weird dead zones. No wasted square footage. Just space with intention.

The Outdoors That Brought You Here
Listen, I love Central Park as much as the next New Yorker, but out here? It’s a whole different conversation.

Step outside and you’re in a private, terraced landscape that leads directly to your own stretch of beach. You’ve got room for a pool. A sprawling stone patio for grilling or cocktail hour. And enough flat green lawn to host a clambake, a family wedding, or just let the kids or dogs go completely free-range.

And the view? It’s panoramic. The Sound stretches out in front of you, sometimes calm like glass, sometimes rolling like a heartbeat. You start to understand how sailors get hooked. How painters get stuck on light. How some people never move back to the city.  

Details That Matter When You Actually Live There
This house isn’t just for show. It’s livable. And for a New Yorker trying to really get out of town without giving up every creature comfort, that matters.

Orient: The End of the Road, in the Best Way
Let’s talk location. If you’ve never been to Orient, let me paint the picture: it’s Greenport’s quieter, more reserved cousin. Less scene, more soul. More porches and painters than parties and paparazzi. And Grandview Drive? It’s one of those streets people in the know just know.

You’re less than 15 minutes from the Greenport ferry, minutes from wineries and oyster farms, and just far enough away from the expressways to feel like you’re on a proper escape. But you’re still within two hours of the Upper East Side (give or take the LIE). That means you can leave on a Friday, and by sunset, you’re sipping wine by the Sound.

For the Right Buyer, It’s Not a Question—It’s a Fit
Look, I’ve seen a lot of listings. I’ve walked through glass boxes in SoHo and sprawling compounds in Bridgehampton. What sets 1640 Grandview Drive apart is its authenticity. Its sense of place. This is a home for someone who’s done the city grind. Someone who still loves the pulse of New York, but also knows the value of pulling back.

This is where you come to write the next chapter. To raise a family, to host friends, to be—with no performance required. And when you want to turn the volume up again? The city is always there. But this? This is yours.