1640 Grandview Drive, Orient, NY 11957

$4,250,000
Active for Sale
5 Beds
4.5 Baths
5200 SF
Built In 2004
 
Listing ID 11248544
Property Type Residential
County Suffolk
Township Southold
School Oysterponds
Total Tax $22,175
Tax ID 1000-014.000-0002-003.014
FEMA Flood Map fema.gov/portal
Year Built 2004
   
Virtual Tour
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 principal 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 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 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 potential waterside pool (permits required), adding the possibility of creating a full resort-style experience at home. For city-area 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.
Property Details
  • 5 Total Bedrooms
  • 4 Full Baths
  • 1 Half Bath
  • 5200 SF (AG)
  • 5200 SF (Total)
  • 0.93 Acres
  • 40511 SF Lot
  • Built in 2004
  • 2 Stories
  • Nantucket Style
  • Full Basement
  • Lower Level: Unfinished
Interior Features
  • Eat-In Kitchen
  • Granite Kitchen Counter
  • Oven/Range
  • Refrigerator
  • Dishwasher
  • Washer
  • Dryer
  • Hardwood Flooring
  • 15 Rooms
  • Living Room
  • Dining Room
  • Den/Office
  • en Suite Bathroom
  • Walk-in Closet
  • 2 Fireplaces
  • Forced Air
  • Oil Fuel
  • Central A/C
Exterior Features
  • Frame Construction
  • Cedar Shake Siding
  • Attached Garage
  • 3 Garage Spaces
  • Private Well Water
  • Deck
  • Patio
  • Sound View
  • Sound Waterfront
Taxes and Fees
  • $22,175 Total Tax
Listed By
William Raveis (Mattituck)
Office: 631-298-0600
Mobile: 631-948-0143
William Raveis (Greenport)
Office: 631-477-5990
Mobile: 631-948-0234
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