About This Home

This 4-bedroom, 4-bathroom single family at 291 Deep Hole Road in Calverton, NY is listed for $2,490,000 ($583 per sqft). Built in 1987, the home offers 4,273 sqft of living space on a 5.10 acres lot.

Key Features

  • Built in 1987
  • 5.10 acre lot

Property Details

3 full, 1 half
4-car garage
1987

Amenities

A/C
Listing Description

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.

Monthly Cost Estimate

$13,317/mo

20% down · 6.5% · 30 years

Principal$1,801
Interest$10,790
Insurance$726

Estimates only. Actual payments may vary.

Location

291 Deep Hole Road

Calverton, NY 11933

Features & Amenities

Interior Features

Eat-in KitchenEntrance FoyerFormal DiningPrimary Bathroom

Property Details

Construction

Frame Vinyl Siding

Parking

Driveway

Heating

Oil

Cooling

Central Air

Appliances

CooktopDishwasherDryerMicrowaveRefrigeratorWasherOil Water Heater

Questions & Answers

This 4-bedroom, 4-bathroom single family at 291 Deep Hole Road is listed at $2,490,000 ($583/sqft). The estimated monthly payment is $13,317 based on 20% down, a 30-year loan at 6.5% interest, estimated insurance.

Key features include: Built in 1987, 5.10 acre lot. Interior Features: Eat-in Kitchen, Entrance Foyer, Formal Dining.

This property is listed by Yang Shen.

YS

Yang Shen

Agent at Douglas Elliman Real Estate

Listed by Douglas Elliman Real Estate · Broker phone: 5166234500 · View on Broker Site · Broker website

MLS# 1045509· Source: OneKey MLS· 79 days on PropertySimple

Copyright © 2026 OneKey MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

291 Deep Hole Road, Calverton, NY 11933

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