Beds |
Baths |
Half Baths |
Sqr Footage |
Acres |
Built |
4 |
4 |
1 |
5,200 |
0.93 |
2004 |
Orient, North Fork - For buyers ready to trade city noise for salt air, open sky, and space to truly exhale, 1640 Grand View Drive in Orient offers the kind of North Fork escape that feels both elevated and completely livable. Set above the shoreline with sweeping, cinematic views over Long Island Sound, this Nantucket-inspired coastal estate combines privacy, scale, craftsmanship, and direct waterfront beauty in one rare offering.
With approximately 130 feet of private beach and more than 5,000 square feet of upscale, finely crafted living space, the home is designed around what city life often lacks: light, quiet, room to gather, room to work, and a constant connection to nature. From nearly every living area, the setting frames wide-open views of water, sky, and shoreline, creating an everyday backdrop that feels more like a retreat than a residence.
A spacious covered porch entry opens to a gracious foyer and sets the tone for the home’s relaxed coastal character. The dramatic living room, with soaring vaulted ceilings, clerestory windows, and expansive Long Island Sound views, is made for both slow weekends and effortless entertaining. It is the kind of room that can host a holiday dinner, a laid-back summer gathering, or a quiet night in with multiple fireplaces, a record playing, and the water just beyond the glass.
The large dining room offers an elegant setting for dinners with friends and family, while the immaculate kitchen with breakfast area overlooks the lush landscape of this private coastal retreat. The open-plan family room, complete with a gas fireplace, flows naturally to the waterside terrace, blurring the line between indoors and out. Morning coffee, golden-hour cocktails, long summer lunches, and late-night conversations all find their place here, with the Sound as the view.
The main level includes a thoughtfully designed owner’s suite with fireplace, sunroom/sitting room, and serene private spaces that make the most of the home’s waterfront orientation. A dedicated home office with private en suite bath adds the flexibility modern buyers want, whether used as a true work-from-home setup, creative studio, guest suite, or potentially a fifth bedroom.
Upstairs, the home continues to offer room for everyone and everything: a large sitting room, billiard/family room, sewing or craft room, junior owner’s suite with full bath, and two additional bedrooms connected by a Jack-and-Jill bath. The layout is ideal for hosting weekend guests, extended family, or friends escaping the city or a hectic life for beach days, dinners outside, and slower mornings.
Immaculate and exceptionally well-maintained, the estate includes a wine cellar, full-house generator, outdoor shower, and many quality details throughout. The grounds also offer room for a waterside pool (permits required), adding the possibility of creating a full resort-style experience at home.
For buyers looking for a more grounded way to live without sacrificing style, comfort, or design, 1640 Grand View Drive offers a rare balance: sophisticated coastal architecture, true privacy, direct beach access, and the natural beauty of the North Fork. It is a place to host, recharge, work remotely, spend summers, or simply step into a quieter rhythm of life.
Price History
| 6/2/2026 |
Listed $4,250,000
|
| Sewer |
Septic Tank |
| Heating |
Forced Air,Oil |
| Cooling |
Central Air |
| Utilities |
Trash Collection Private |
| Appliances |
Cooktop,Dishwasher,Dryer,Electric Water Heater,Oven,Refrigerator,Washer |
| Garage Spaces |
3 |
| Patio/Porch Features |
Covered,Patio,Porch |
| Architectural Style |
Colonial |
| Construction Materials |
Cedar,Frame,Shake Siding |
| Year Built |
2004 |
| View |
Water |
| Property Subtype |
Single Family Residence |
| Tax Year |
2026 |
| Parcel Number |
1000-014-00-02-00-003-014 |
| Waterfront Features |
Sound,Waterfront |
| County |
Suffolk County |
| Property Type |
Residential |
| HOA |
N |
| Subdivision Name |
Grandview Estates |
| Garage Y/N |
Y |
| Total Rooms |
15 |
| Full Baths |
4 |
| Directions |
Main Road to Grand View Estates - house on right/ LI Sound |
| High School |
Greenport High School |
| City |
Southold |
| Senior Community Y/N |
N |
| High School District |
Greenport |
| Carport Y/N |
N |
| Elementary School |
Oysterponds Elementary School |
| Property Attached Y/N |
N |
| Tax Annual Amount |
17397 |
| Middle/Junior High School |
Greenport High School |
| Additional Parcels Y/N |
N |
| Building Area Units |
Square Feet |
| Standard Status |
Active |
| Middle/Junior School District |
Greenport |
| Elementary School District |
Oysterponds |
| PostalCity |
Orient |
Interior Features
| Interior Amenities |
Ceiling Fan(s) |
| Basement |
Full,Unfinished |
| Total Fireplaces |
2 |
| Basement Features |
Full, Unfinished |
| Basement (Y/N) |
Y |
| Window Features |
Blinds |
| Fireplace Y/N |
Y |
| Half Baths |
1 |
| Total Bedrooms |
4 |
| Total Baths |
5 |
| General Features |
Ceiling Fan(s) |
| Ceiling Fan(s) |
Y |
Exterior Features
| Parking Features |
Attached,Driveway,Garage,Private |
| Water Source |
Well |
| Parking Features |
Attached, Driveway, Garage, Private |
| Frontage Length |
130 |
| Waterfront Y/N |
Y |
| Other Equipment |
Generator |
| Road Responsibility |
Public Maintained Road |
Property
Schools
Direct Link:
https://davefrench.josephmacey.com/property/784-1007919-1640-grandview-drive-orient-NY-11957
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