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For sale
  • $2,599,000

    2280 Deep Hole Drive, Mattituck, NY 11952

    3beds
    3,000sqft
    Loading
    Single Family Residence, Residential
    Built in 2022
    0.48 Acres Lot
    $-- Zestimate®
    $866/sqft
    $-- HOA

    What's special

    Set along one of Mattituck’s most sought-after waterfront enclaves, 2280 Deep Hole Drive offers a rare opportunity to own an exquisite waterfront residence newly built in 2022, encompassing 3,000 square feet of thoughtfully designed living space with exceptional deepwater dockage and direct access to Peconic Bay. Perfectly suited for the boating enthusiast, the property features approximately 130 feet of deepwater frontage on Deep Hole Creek and a substantial dock capable of accommodating two vessels up to 36 feet, complete with electric and water, providing protected, convenient access to the bay and beyond. The home features 9-foot ceilings on the main level, an open-concept layout filled with natural light, expansive water views, and refreshing bay breezes throughout. At the heart of the home is a custom chef’s kitchen appointed with premium, professional-grade appliances, high-end finishes, and a large center island ideal for entertaining and everyday living. The kitchen flows seamlessly into the dining and living areas, where a gas fireplace anchors the space with warmth and ambiance while framing serene water views. Sliding doors from the main living areas open to a waterside deck and balcony, creating an ideal setting for alfresco dining or relaxing in the spa-style hot tub overlooking the water. The first-floor primary suite offers a private retreat with an en-suite bath, and then there are 3+ additional spacious bedrooms, dedicated workstation areas, and 2.5 baths that provide flexibility and comfort. A unique music room offers creative space for the artistically inclined and can easily be converted into 2 bedrooms if desired. The full walk-out daylight basement provides expansive storage and the potential for a gym, workshop, or recreational space. Built with enhanced features for comfort and efficiency, the home includes a Navien tankless hot water system, 1,000-gallon propane tank, thermal windows, updated systems throughout, and a whole-house Generac generator for added peace of mind. Outdoors, there is room for a pool, and the waterfront setting creates an exceptional lifestyle opportunity for boating, fishing, paddleboarding, and entertaining by the water. Ideally located less than one mile from Love Lane and just minutes to local vineyards, farm stands, beaches, parks, and acclaimed North Fork dining, 2280 Deep Hole Drive is more than a home—it is a complete waterfront lifestyle defined by modern design, flexible living spaces, coveted dockage, and the unmistakable charm of Mattituck’s North Fork. Includes an option to purchase furnishings. Nearby Pool Club Membership available at Strong’s Water Club and Marina
    217 days
    |
    1,110
    |
    22
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Engel & Volkers North Fork 631-298-7953,

    Susan M. Orioli 516-287-6896

    Source: OneKey® MLS as distributed by MLS GRID,MLS#: 943316MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 3
      • Full bathrooms: 2
      • 1/2 bathrooms: 1
      Heating
      • Forced Air, Propane
      Cooling
      • Central Air
      Appliances
      • Included: Dishwasher, Dryer, Oven, Refrigerator, Washer
      • Laundry: Laundry Room
      Features
      • First Floor Bedroom, First Floor Full Bath, Built-in Features, Chefs Kitchen, Double Vanity, Eat-in Kitchen, Entrance Foyer, Kitchen Island, Open Floorplan, Open Kitchen, Primary Bathroom, Walk Through Kitchen
      • Windows: Insulated Windows
      • Basement: Unfinished,Walk-Out Access
      • Attic: Full,Pull Stairs
      • Number of fireplaces: 1
      • Fireplace features: Gas, Living Room
      Interior area
      • Total structure area: 3,000
      • Total interior livable area: 3,000 sqft
      Video & virtual tour

      Property

      Parking
      • Total spaces: 2
      • Parking features: Garage
      • Garage spaces: 2
      Features
      • Patio & porch: Covered, Deck
      • Exterior features: Balcony, Boat Slip, Dock
      • Has spa: Yes
      • Has view: Yes
      • View description: Water
      • Has water view: Yes
      • Water view: Water
      • Waterfront features: Water Access, Waterfront
      • Frontage length: 130
      Lot
      • Size: 0.48 Acres
      Details
      • Parcel number: 1000123000400006000
      • Special conditions: None
      • Other equipment: Generator

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Other
      • Property subtype: Single Family Residence, Residential
      Materials
      • Advanced Framing Technique
      Condition
      • Actual
      • Year built: 2022
      • Major remodel year: 2022

      Utilities & green energy

      • Sewer: Septic Tank
      • Water: Public
      • Utilities for property: Propane

      Community & HOA

      HOA
      • Has HOA: No
      • HOA name: James Orioli
      Location
      • Region: Mattituck

      Financial & listing details

      • Price per square foot: $866/sqft
      • Tax assessed value: $10,800
      • Annual tax amount: $17,587
      • Date on market: 12/19/2025
      • Cumulative days on market: 217 days
      • Listing agreement: Exclusive Right To Sell

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        12/19/2025Listed for sale$2,599,000+4.2%$866/sqft
        Source: OneKey® MLS as distributed by MLS GRID #943316 Report a problem
        11/14/2025Listing removed$2,495,000$832/sqft
        Source: Out East #386987 Report a problem
        9/9/2025Price change$2,495,000-13.8%$832/sqft
        Source: OneKey® MLS as distributed by MLS GRID #827576 Report a problem
        8/15/2025Price change$2,895,000-3.3%$965/sqft
        Source: OneKey® MLS as distributed by MLS GRID #827576 Report a problem
        4/10/2025Price change$2,995,000-7.8%$998/sqft
        Source: OneKey® MLS as distributed by MLS GRID #827576 Report a problem
        2/25/2025Listed for sale$3,250,000$1,083/sqft
        Source: OneKey® MLS as distributed by MLS GRID #827576 Report a problem
        2/6/2025Listing removed$3,250,000$1,083/sqft
        Source: Douglas Elliman #818739 Report a problem
        1/29/2025Listed for sale$3,250,000+900%$1,083/sqft
        Source: OneKey® MLS as distributed by MLS GRID #818739 Report a problem
        5/6/2019Sold$325,000$108/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025-- $11,600 +7.4%
        2024-- $10,800
        2023-- $10,800
        2022-- $10,800 +58.8%
        2021-- $6,800 +277.8%
        2020-- $1,800
        2019-- $1,800
        2018-- $1,800
        2017$2,549 $1,800
        2016-- $1,800
        2015-- $1,800
        2014-- $1,800
        2013-- $1,800
        2012-- $1,800
        2011-- $1,800
        2010-- $1,800
        2009-- $1,800
        2008-- $1,800
        2007$2,027 +16.1%$1,800
        2005$1,745 +6.2%$1,800
        2004$1,643 +5.9%$1,800
        2003$1,552 +6.2%$1,800
        2002$1,462 $1,800
        2001-- $1,800
        2000$1,325 $1,800
        Find assessor info on the county website

        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: 11952

        Getting around

        1 / 100
        Car-Dependent
        25 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Mattituck-Cutchogue Elementary Sch
        • Middle: Mattituck Junior-Senior High School
        • High: Mattituck Junior-Senior High School

        Source: OneKey® MLS as distributed by MLS GRID. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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