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Off market
  • Zestimate®
    $4,186,000

    14380 Oregon Rd, Cutchogue, NY 11935

    2beds
    1,400sqft
    Single Family Residence
    Built in 1925
    48.7 Acres Lot
    $4,186,000 Zestimate®
    $2,990/sqft
    $-- Estimated rent

    Home value

    $4,186,000

    $3.98M - $4.40M

    Not available

    Zestimate® history
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    What's special

    Gunite poolCross-country courseSweeping vineyard viewsJumping fieldCharming farmhouse residenceSurrounded by mature landscapingMature gardens

    Set amid more than 48 breathtaking acres along coveted Oregon Road, this exceptional North Fork estate offers a rare blend of equestrian excellence, privacy, and timeless country sophistication. Featuring a 7-stall barn, heated grooming and wash stalls, a tack room, a geotextile all-weather riding ring, jumping field, cross-country course, and turnout paddocks, the property presents an unparalleled setting for horse enthusiasts. The orchard, featuring cherry, apple, peach, and pear trees, is bordered by mature gardens and encompasses a greenhouse for year-round planting or as a secluded retreat. Privately situated on nearly five buildable acres, the charming farmhouse residence offers two bedrooms and two full baths, blending historic character with modern comforts. Surrounded by mature landscaping, the outdoor spaces are equally inviting, with a gunite pool, outdoor shower, and sweeping vineyard views that embody the essence of North Fork living. Perfectly positioned among the region's award-winning wineries, acclaimed restaurants, farm stands, marinas, and boutique shopping, this is a truly rare offering in the heart of North Fork wine country.

    This property is not currently displayed as for sale or rent on Zillow. This may be different from what's on other websites or public sources.

    Zillow last checked:

    Source: Out East,MLS#: 396537

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 2
    • Bathrooms: 2
    • Full bathrooms: 2
    Rooms
    • Room types: Family Room, Office
    Cooling
    • Central Air
    Features
    • Basement: No
    • Has fireplace: No
    Interior area
    • Total structure area: 1,400
    • Total interior livable area: 1,400 sqft

    Property

    Parking
    • Parking features: None
    Features
    • Stories: 2
    • Has private pool: Yes
    • Pool features: Heated
    Lot
    • Size: 48.7 Acres

    Construction

    Type & style
    • Home type: SingleFamily
    • Property subtype: Single Family Residence
    Condition
    • New construction: No
    • Year built: 1925

    Community & HOA

    Community
    • Features: Room for a Tennis Court
    Location
    • Region: Cutchogue

    Financial & listing details

    • Price per square foot: $2,990/sqft
    • Date on market: 6/24/2026
    • Lease term: Contact For Details

    Price history

    DateEventPrice
    10/30/2026Listing removed$4,675,000$3,339/sqft
    Source: Out East #396537 Report a problem
    6/24/2026Listed for sale$4,675,000+139.7%$3,339/sqft
    Source: Out East #396537 Report a problem
    9/4/2018Sold$1,950,000-11.4%$1,393/sqft
    Source: OneKey® MLS as distributed by MLS GRID #L2975387 Report a problem
    5/1/2018Listed for sale$2,199,999-15.2%$1,571/sqft
    Source: Bagshaw Real Estate L.L.C #2975387 Report a problem
    10/2/2017Listed for sale$2,595,000$1,854/sqft
    Source: Bagshaw Real Estate L.L.C #2975387 Report a problem
    7/19/2017Listing removed$2,595,000$1,854/sqft
    Source: Daniel Gale Sotheby's International Realty #2869691 Report a problem
    7/18/2016Listed for sale$2,595,000+8.4%$1,854/sqft
    Source: Daniel Gale Sothebys Intl #2869691 Report a problem
    1/1/2016Listing removed$2,395,000$1,711/sqft
    Source: Daniel Gale Sothebys Intl #2630756 Report a problem
    6/20/2015Listed for sale$2,395,000-4.2%$1,711/sqft
    Source: Daniel Gale Sotheby's International Realty #2630753 Report a problem
    11/19/2013Listed for sale$2,500,000$1,786/sqft
    Source: Daniel Gale Agency Inc #2630753 Report a problem

    Public tax history

    Tax history is unavailable.

    Neighborhood: 11935

    Nearby schools

    GreatSchools rating
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    Estimated market value

    $4,186,000

    Get a cash offer in 3 minutes
    Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
    Estimated market value

    $4,186,000