Olga Milo

291 Deep Hole Road , Calverton, NY 11933

$2,490,000
  • 291 Deep Hole Road , Calverton, NY 11933 Main Photo

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New to the Market Active
BEDS4 BATHS3 full 1 partial SQUARE FEET4,273 MLS#1045509
STATUSActive PROPERTY TYPEResidential - Single Family SCHOOLRiverhead

Property 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.

291 Deep Hole Road | MLS# 1045509

This single family home located at 291 Deep Hole Road , Calverton, NY 11933 is currently listed for sale with an asking price of $2,490,000. This property was built in 1987 and has 4 bedrooms and 3 full and 1 partial baths with 4273 sq. ft. Deep Hole Road is located within the Riverhead school district. Search Calverton real estate on omilo.coachrealtors.com today.

Property Features

Property Type: Residential - Single Family
Basement: Yes
Basement: Finished, Full
Cooling: Central Air
Garage: 4
Heating: Oil
Home Style: Contemporary
Lot Size: 5.10 Acres
Taxes: $23,613
Year Built: 1987

Amenities

Eat-in Kitchen
Entrance Foyer
Formal Dining
Primary Bathroom

Feature Descriptions

Appliances: Cooktop, Dishwasher, Dryer, Microwave, Refrigerator, Washer, Oil Water Heater
Attic: Scuttle
Exterior: Frame, Vinyl Siding
Formal Dining: Yes
GarageY/N: Yes
On Market Date: 2026-09-08
Parcel Number: 0600-100-00-02-00-019-011
Parking Features: Attached, Driveway
Rental Term: Monthly
Rooms Total: 9
Sewer: Septic Tank
Utilities: Electricity Available, Water Available
Water: Public

Local Schools

High School: Riverhead Senior High School
Middle School: Riverhead Middle School
Elementary School: Riley Avenue School
School District: Riverhead

Listed By / Shown By

Listing By

Agency Name: Douglas Elliman Real Estate
Agency Contact: 516-623-4500

Shown By

Agent Name: Olga Milo
Agent Phone: (516) 805-0226
Agency Title: Howard Hanna | Coach Realtors

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Estimated Payment

$ 13,387.49 per month $10,693.49 Principal & Interest $1,967.75 Property Tax $726.25 Homeowner's Insurance

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