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MLS ID KEY1007919Last updated Sep 11, 2026

Single Family

1640 Grandview Drive

Active · Southold · Suffolk County, NY 11957

Bedrooms
4 Beds
Bathrooms
5 Baths
Year built
2004
Est. monthly taxes
$1,449.75
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About this home

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.

Listing snapshot

Days on site
59 days
Listed on MLS
Jun 2, 2026
Full baths
4
Half baths
1
Annual property tax (MLS)
$17,397
Tax year
2026
Area source (MLS)
Other
Listing brokerage
William Raveis New York LLC
MLS ID
KEY1007919
Last updated
Sep 11, 2026

General features

Property type
Single Family
Property subtype
Single Family Residence
Year built
2004
Garage
Yes
Garage spaces
3
Parking
Attached, Driveway, Garage, Private
Water source
Well
Sewer
Septic Tank
Utilities
Trash Collection Private

Interior features

Basement
Full, Unfinished
Heating
Forced Air, Oil
Cooling
Central Air
Interior
Ceiling Fan(s)
Appliances
Cooktop, Dishwasher, Dryer, Electric Water Heater, Oven, Refrigerator, Washer
Fireplace
Yes
Fireplaces
2

Exterior features

Architectural style
Colonial
Construction materials
Cedar, Frame, Shake Siding
Private pool
No

Schools (MLS)

Elementary school
Oysterponds Elementary School
Elementary school district
Oysterponds
Middle school
Greenport High School
Middle school district
Greenport
High school
Greenport High School
High school district
Greenport

School information is provided by the MLS. Confirm attendance eligibility with the school district.

Recent activity

  1. Listing updated from MLS
  2. First seen on this site
  3. MLS status changed

Location

Southold · Suffolk County, NY 11957Show interactive map
1640 Grandview Drive

Southold · Suffolk County, NY 11957

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Estimate monthly payment

Loan detailsFixed-rate, fully amortizing loan. Edit the assumptions below; no market rate is supplied.
Property expenses (USD)
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Estimated monthly principal & interest—

Monthly property taxNot provided

Monthly association / maintenance feesNot provided

Estimated monthly total of entered costs—

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Listing data is supplied by the MLS and may change without notice.