291 Deep Hole Road Calverton, New York

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.