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For sale
  • $2,490,000

    291 Deep Hole Road, Calverton, NY 11933

    4beds
    4,273sqft
    Loading
    Single Family Residence, Residential
    Built in 1987
    5.1 Acres Lot
    $-- Zestimate®
    $583/sqft
    $-- HOA

    What's special

    Two fireplacesSun-filled open volumesPassive solar philosophyMexican terra cotta flooringFour bedroomsDedicated tack roomEighteen-foot ceilings
    Some properties are defined by what they include. This one is defined by what cannot be built again. Officially designated as a Horse Farm on the Town of Riverhead's assessment roll, 291 Deep Hole Road stands apart not by virtue of size alone — but because the combination it represents is no longer achievable. Current zoning and permitting conditions across Long Island's East End have effectively closed the door on new construction of a residence of this scale on an agriculturally classified parcel. What exists here exists permanently, and on its own terms. The Hollenbeck-designed, MAB Custom Built residence commands its 5.1 acres with quiet authority. Eighteen-foot ceilings draw the eye upward through sun-filled open volumes shaped by a passive solar philosophy — spaces that live generously across all seasons, grounded by Mexican terra cotta flooring and anchored by two fireplaces. The primary suite occupies its own world within the home: angled high ceilings, a southern and western exposure calibrated for year-round light, and glass sliders opening to dual private decks above the grounds. Four bedrooms, three and a half bathrooms, a four-car garage with nine-foot clearance — every element scaled to the life this property supports. The equestrian infrastructure needs no embellishment. A 42 x 70 foot Morton barn — twelve rooftop skylights, insulated roof, six 10 x 12 stalls, dedicated tack room — serves rolling, fenced, and gated pastures backed by a natural southern woodland line that will never be developed. At the center of the operation: an 80 x 120 foot indoor riding arena, purpose-built, professional in every dimension, and irreplaceable in today's regulatory environment. This is not a property that competes. It occupies a category of its own on the North Fork.
    3 days
    181
    4

    Zillow last checked:

    Listing updated:

    Listed by:

    Douglas Elliman Real Estate 516-623-4500,

    Yang Shen 347-824-5546,

    Yanling Liu 929-442-5869,

    Douglas Elliman Real Estate

    Source: OneKey® MLS as distributed by MLS GRID,MLS#: 1045509MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 4
      • Full bathrooms: 3
      • 1/2 bathrooms: 1
      Heating
      • Oil
      Cooling
      • Central Air
      Appliances
      • Included: Cooktop, Dishwasher, Dryer, Microwave, Refrigerator, Washer, Oil Water Heater
      Features
      • Eat-in Kitchen, Entrance Foyer, Formal Dining, Primary Bathroom
      • Basement: Finished,Full
      • Attic: Scuttle
      Interior area
      • Total structure area: 4,273
      • Total interior livable area: 4,273 sqft

      Property

      Parking
      • Total spaces: 4
      • Parking features: Attached, Driveway
      • Garage spaces: 4
      • Has uncovered spaces: Yes
      Lot
      • Size: 5.1 Acres
      Details
      • Parcel number: 0600100000200019011
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Contemporary
      • Property subtype: Single Family Residence, Residential
      Materials
      • Frame, Vinyl Siding
      Condition
      • Year built: 1987

      Utilities & green energy

      • Sewer: Septic Tank
      • Water: Public
      • Utilities for property: Electricity Available, Water Available

      Community & HOA

      HOA
      • Has HOA: No
      Location
      • Region: Baiting Hollow

      Financial & listing details

      • Price per square foot: $583/sqft
      • Tax assessed value: $102,700
      • Annual tax amount: $23,613
      • Date on market: 9/8/2026
      • Cumulative days on market: 3 days
      • Listing agreement: Exclusive Right To Sell
      • Electric utility on property: Yes

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        9/8/2026Listed for sale$2,490,000+50.9%$583/sqft
        Source: OneKey® MLS as distributed by MLS GRID #1045509 Report a problem
        1/23/2025Sold$1,650,000$386/sqft
        Source: Public Record Report a problem
        8/6/2024Sold$1,650,000-13.2%$386/sqft
        Source: OneKey® MLS as distributed by MLS GRID #L3423406 Report a problem
        4/17/2024Pending sale$1,900,000$445/sqft
        Source: OneKey® MLS as distributed by MLS GRID #3423406 Report a problem
        11/7/2023Price change$1,900,000-24%$445/sqft
        Source: OneKey® MLS as distributed by MLS GRID #3423406 Report a problem
        6/23/2023Price change$2,500,000-28.6%$585/sqft
        Source: OneKey® MLS as distributed by MLS GRID #3423406 Report a problem
        5/14/2023Price change$3,500,000+27.3%$819/sqft
        Source: OneKey® MLS as distributed by MLS GRID #3423406 Report a problem
        1/19/2023Price change$2,750,000-52.6%$644/sqft
        Source: OneKey® MLS as distributed by MLS GRID #3423406 Report a problem
        8/13/2022Listed for sale$5,800,000$1,357/sqft
        Source: OneKey® MLS as distributed by MLS GRID #3423406 Report a problem
        8/5/2022Listing removed--
        Source: OneKey® MLS as distributed by MLS GRID #3400560 Report a problem
        7/21/2022Price change$5,800,000+100%$1,357/sqft
        Source: OneKey® MLS as distributed by MLS GRID #3400560 Report a problem
        6/18/2022Price change$2,900,000-9.4%$679/sqft
        Source: OneKey® MLS as distributed by MLS GRID #3400560 Report a problem
        5/18/2022Listed for sale$3,200,000-31.9%$749/sqft
        Source: OneKey® MLS as distributed by MLS GRID #3400560 Report a problem
        5/4/2022Listing removed--
        Source: OneKey® MLS as distributed by MLS GRID #3266795 Report a problem
        10/31/2021Price change$4,700,000-20.3%$1,100/sqft
        Source: OneKey® MLS as distributed by MLS GRID #3266795 Report a problem
        5/15/2021Price change$5,900,000-18.6%$1,381/sqft
        Source: OneKey® MLS as distributed by MLS GRID #3266795 Report a problem
        2/11/2021Price change$7,245,000+5%$1,696/sqft
        Source: OneKey® MLS as distributed by MLS GRID #3266795 Report a problem
        11/7/2020Listed for sale$6,900,000$1,615/sqft
        Source: OneKey® MLS as distributed by MLS GRID #3266795 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025-- $102,700
        2024-- $102,700
        2023-- $102,700
        2022-- $102,700
        2021-- $102,700
        2020-- $102,700
        2019-- $102,700
        2018-- $102,700
        2017$14,150 $102,700
        2016-- $102,700
        2015-- $102,700
        2014-- $102,700
        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.
        See how much you could borrow to make a competitive offer.

        Climate risks

        Neighborhood: 11933

        Getting around

        1 / 100
        Car-Dependent
        27 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Riley Avenue School
        • Middle: Riverhead Middle School
        • High: Riverhead 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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