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For sale
  • $4,675,000

    14380 Oregon Rd, Cutchogue, NY 11935

    2beds
    1,400sqft
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    Single Family Residence
    Built in 1925
    48.7 Acres Lot
    $4,710,000 Zestimate®
    $3,339/sqft
    $-- HOA

    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.
    4 days
    |
    399
    |
    34
    |

    Zillow last checked:

    Listed by:

    Corcoran Group,

    Rolanda Blue Doolan - Real Estate Sales Person 631-766-3376

    Source: Out East,MLS#: 396537

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      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: $3,339/sqft
      • Date on market: 6/24/2026
      • Lease term: Contact For Details

        Estimated market value

        $4,710,000

        $4.47M - $4.95M

        $3,559/mo

        Price history

        DateEventPrice
        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
        5/1/2018Price change$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
        6/20/2015Price change$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.

        Monthly payment

        Estimated monthly payment$1,822
        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
        Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
        See how much you could borrow to make a competitive offer.

        Climate risks

        Neighborhood: 11935

        Getting around

        19 / 100
        Car-Dependent
        25 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

        A local agent can set up tours, give advice and negotiate with sellers.

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