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Orient, NY Houses for Sale

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  • /26

    $1,699,999

    • 4 Beds
    • 2.5 Baths
    • 2,081 Sq Ft

    40495 Main Rd, Orient, NY 11957

    Steeped in the history of Orient, this exceptional Craftsman-style residence occupies a remarkable setting along historic Main Road, once known as King’s Highway, directly across from the entrance to Orient Beach State Park. Originally purchased by a member of the pioneering Latham farming family, the home was thoughtfully expanded in the 1920s with the addition of its signature wide front porch

    Jerry Cibulski Century 21 Albertson Realty

    40495 Main Rd, Orient, NY 11957
  • /31

    $2,499,999

    $199K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 4,200 Sq Ft

    290 Windward Rd, Orient, NY 11957

    This modern custom-built home, spanning 4200 square feet, is a masterpiece of architectural design, meticulously crafted with thoughtful details at every turn. Situated in the serene landscape of the North Fork, this property boasts breathtaking views that will captivate and inspire. Upon entering, you're greeted by an open pavilion like great room maximizing natural light and panoramic vistas.

    Maureen Orientale Compass Greater NY LLC

    290 Windward Rd, Orient, NY 11957
  • /50

    $4,250,000

    • 4 Beds
    • 4.5 Baths
    • 5,200 Sq Ft

    1640 Grandview Dr, Orient, NY 11957

    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

    Nicholas Planamento William Raveis New York LLC

    1640 Grandview Dr, Orient, NY 11957
  • /21

    $949,000

    • 2 Beds
    • 1.5 Baths
    • 1,235 Sq Ft

    700 Plum Island Ln, Orient, NY 11957

    Located in the sought-after Orient by the Sea community, this charming ranch is just .3 miles from the Association Sound Beach. The .437-acre property includes a spacious fenced backyard with mature specimen trees and three sheds. Interior highlights include an exposed-beam living room ceiling, solid hardwood doors and cabinets, oak and tile floors, a wood-burning stove, and an updated kitchen.

    Janet Markarian Daniel Gale Sothebys Intl Rlty

    700 Plum Island Ln, Orient, NY 11957
  • /23

    $2,499,000

    $251K PRICE DROP
    • 7 Beds
    • 3 Baths

    605 Halyoake Ave, Orient, NY 11957

    The roughly 4,400 +/- SF home sits on 2.84 acres - built in 1867. A breath of fresh air that can only be appreciated with a drive to Orient, to feel the breezes off the water, and surrounding farmland and vineyards, to enjoy the clear, wide open skies - a perfect paradise. And an area that offers true quiet and retreat. The home features 7 bedrooms- twin parlors, high ceilings, light-filled

    Sarah Doud Saunders & Associates

    605 Halyoake Ave, Orient, NY 11957
  • /47

    $6,000,000

    • 3 Beds
    • 2.5 Baths
    • 2,500 Sq Ft

    4725 Orchard St, Orient, NY 11957

    Set on 9.1 remarkably private acres in one of Orient's most scenic and protected landscapes, this distinctive residence offers a rare combination of architectural character, beautifully developed grounds, and sweeping pastoral views across meadows, Hallock Bay, and Gardiners Bay beyond.Originally part of the historic Hallock farm, the property has been thoughtfully cultivated over

    Bridget Elkin Compass Greater NY LLC

    4725 Orchard St, Orient, NY 11957
  • /50

    $4,250,000

    $250K PRICE DROP
    • 5 Beds
    • 4.5 Baths
    • 5,200 Sq Ft

    1640 Grandview Dr, Orient, NY 11957

    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

    Nicholas Planamento William Raveis (Mattituck)

    1640 Grandview Dr, Orient, NY 11957
  • /34

    $8,400,000

    • 6 Beds
    • 7 Baths
    • 5,700 Sq Ft

    1600 King St, Orient, NY 11957

    Rare opportunity to own a uniquely private 7.49-acre bay front estate in Orient Village. This exceptional waterfront property features a spacious 5700 sq ft main residence with 6 bedrooms, 7 baths, three wood burning fireplaces, three bay garage, expansive front and rear covered porches and panoramic bay views.The 20 x 44 heated pool is complemented with a 860 sq ft pool house featuring open

    Janet Markarian Daniel Gale Sothebys Intl Rlty

    1600 King St, Orient, NY 11957
  • /35

    $1,395,000

    • 3 Beds
    • 2.5 Baths
    • 2,580 Sq Ft

    870 Parkview Ln, Orient, NY 11957

    Orient-by-the-Sea - Exceptional North Fork Living-Located within the sought-after soundfront community of Orient-by-the-Sea, this meticulously maintained Nantucket-style farmhouse offers the ideal blend of comfort, privacy, and charm. Residents enjoy access to a deeded association beach and park, complete with a stone path and picnic area just around the corner. A covered mahogany wraparound

    Nancy Cervelli Daniel Gale Sothebys Intl Rlty

    870 Parkview Ln, Orient, NY 11957
  • /25

    $950,000

    • 2 Beds
    • 2 Baths
    • 1,688 Sq Ft

    395 Uhl Ln, Orient, NY 11957

    Orient By The Sea —North Fork living at Its Best- Located in the sought-after Orient By-The-Sea community, this charming two-bedroom, two-bath expanded ranch offers the ease of one-level living on a private, level, shy-acre property. With a deeded association beach and park just around the corner, this is a wonderful opportunity for both year-round and vacation living. The spacious, light-filled

    Nancy Cervelli Daniel Gale Sothebys Intl Rlty

    395 Uhl Ln, Orient, NY 11957
  • /50

    $1,395,000

    $105K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,700 Sq Ft

    295 Willow Terrace Ln, Orient, NY 11957

    Wake up to the sound of gentle waves and breathtaking sunrises over Gardiner Bay in this charming four-bedroom, two bath coastal retreat. Nestled in the heart of Orient, this home blends classic North Fork charm with modern comforts. Step inside to find a bright, airy interior with open-concept living spaces, hardwood floors, and windows that capture stunning water views. The spacious kitchen

    Krystal Kohles Century 21 Albertson Realty

    295 Willow Terrace Ln, Orient, NY 11957
  • /18

    $2,900,000

    New Construction
    • 5 Beds
    • 4.5 Baths
    • 4,900 Sq Ft

    150 Hillcrest Dr N, Orient, NY 11957

    Welcome to 150 Hillcrest Dr N, located in Hillcrest Estates. This offering is a "to be built" opportunity and the images are of another Orient property that this builder wrapped up in 2023. At this point, a very similar style home can be built on this lot or the builder can be hired to do a custom build and tailor the property to a buyer's specifications. The property is elevated, slopes gently

    William Walters Daniel Gale Sothebys Intl Rlty

    150 Hillcrest Dr N, Orient, NY 11957

Why Live in Orient

Orient, New York, sits at the easternmost tip of the North Fork and offers a peaceful coastal lifestyle that feels far removed from the South Fork and the Hamptons. Surrounded by Long Island Sound and Gardiners Bay, this small hamlet has a quiet, tucked-away feel. Homes include preserved 18th- and 19th-century clapboard farmhouses, coastal cottages, ranch-style homes and shingle-style architecture. Strict preservation laws have helped limit development, leaving larger lots and a more open landscape. Outdoor access is a major draw, with Orient Beach State Park and Orient Point County Park offering swimming, paddleboarding, shore fishing and sweeping water views. The Orient Yacht Club provides sailing programs and slip rentals, while nearby Truman’s Beach is a favorite low-key spot for sunset watching.

Dining options are simple and local, with the Orient Country Store and Moonflower Café. Along Main Road, roadside stands at Latham Farms and Oysterponds Farm sell fresh, seasonal produce. For more shopping and dining, Greenport is a short drive away and offers a wider mix of restaurants, shops and an IGA. Residents typically drive to get around, with options to reach Manhattan via car, the Hampton Jitney or the LIRR from Greenport or Mattituck. The Cross Sound Ferry provides service to New London, Connecticut.

Single Family Home Price Trends

Median Home Price
$1,699,999
Median 3-Bedroom Home Price
$1,395,000
Median 4-Bedroom Home Price
$1,450,000
Median 5-Bedroom Home Price
$2,699,999
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