250 Osprey Nest Rd

Greenport, New York

You Have to See It in Person —This Home Feels Even More Incredible Than the Photos Show!
People always say, “Wow, I knew it was going to be beautiful, but I didn’t expect it to feel like this!” There’s something about stepping inside that just clicks—the way the light moves through the space, the seamless indoor-outdoor flow, and the effortless luxury in every detail. If you think the photos are stunning, wait until you walk through the door.
Stunning Resort-Style Home with Modern Smart Features on the North Fork
Discover a new level of luxury and sophistication in this North Fork masterpiece, the latest in a series of meticulously designed homes with exceptional amenities. This residence captures the essence of resort living, surrounded by the tranquil Islands End public golf course , the ever-popular Hellenic restaurant , and deeded sandy beach access with sweeping views of Shelter Island and the iconic Orient Lighthouse .
The neighborhood beach and park offer paddleboard and kayak stations along the marina, but if you’re a boater, you’re in for a treat— private community boat slips give you direct access to the water. From here, it’s just a few nautical miles to Orient Point for world-class fishing or a short ride around the jetty to Greenport Village Harbor, where you can dock for dinner, stroll the waterfront, or explore the vibrant local scene.
A Smart Home That Works for You
This isn’t just a home—it’s an experience. Designed for both comfort and convenience, the state-of-the-art smart home system gives you remote access to: Lighting and ambiance control heating and air conditioning settings Whole-home indoor and outdoor audio TVs in the second-floor lounge, main living areas, and a private basement media room Whether you’re arriving for the weekend or living here full-time, everything is dialed in and ready before you even step inside.
Space, Style & Effortless Comfort
The expansive floor plan offers not one, but two luxurious owner’s suites —one on the main level for ease of access and another on the second floor, offering a private retreat with elevated views. Two additional guest suites with en-suite baths provide space for friends and family to stay in complete comfort.
The sleek, modern design is all about indoor-outdoor living, with oversized sliders that open onto a stunning backyard oasis.
Your Private Resort Awaits
Step outside, and the magic continues. The elegant pool with a waterfall feature and LED evening lighting sets the stage for unforgettable summer nights. An optional outdoor kitchen , spacious dining area, and cozy fireplace lounge create the perfect setting for entertaining—or simply unwinding after a day on the water. Every inch of this home has been thoughtfully designed across three levels, blending top-tier craftsmanship, effortless functionality, and modern elegance.

This is more than just a house—it’s a lifestyle. A rare opportunity to own a slice of resort-like paradise on the North Fork. You have to see it to believe it.