Sylvia Woods

291 Deep Hole Road

Calverton, NY
$ 2,490,000 Beds 4 Baths 3.5 Sq 4,273
Monthly Estimate* How much can I afford?

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.

Single Family

  • Price
  • $ 2,490,000
  • City
  • Calverton
  • Bedrooms
  • 4
  • Full Bathrooms
  • 3
  • County
  • SUFFOLK
  • Half Bathrooms
  • 1
  • Area
  • Lot Size
  • 5.1 Acres
  • Zip
  • 11933
  • Sqr Footage
  • 4,273
  • Year Built
  • 1987
  • Taxes
  • $ 23613
  • Style
  • Contemporary
  • MLS#
  • 1045509
Listed By: Douglas Elliman Real Estate
Data Source: Listings courtesy of OneKey® MLS as distributed by MLS GRID

Features

General

Sewer Septic Tank
Heating Oil
Cooling Central Air
Utilities Electricity Available,Water Available
Appliances Cooktop,Dishwasher,Dryer,Microwave,Refrigerator,Washer,Oil Water Heater
Garage Spaces 4
Architectural Style Contemporary
Construction Materials Frame,Vinyl Siding
Year Built 1987
Property Subtype Single Family Residence
Tax Year 2026
Parcel Number 0600-100-00-02-00-019-011
County Suffolk County
Property Type Residential
HOA No
Garage Y/N Yes
Total Rooms 9
Full Baths 3
High School Riverhead Senior High School
City Riverhead
Senior Community Y/N No
High School District Riverhead
Carport Y/N No
Elementary School Riley Avenue School
Property Attached Y/N No
Tax Annual Amount 23613.44
Middle/Junior High School Riverhead Middle School
Building Area Units Square Feet
Standard Status Active
Middle/Junior School District Riverhead
Elementary School District Riverhead
Tax Assessed Value 102700
PostalCity Calverton
AttributionContact 516-623-4500
Listing Appliances Cooktop, Dishwasher, Dryer, Microwave, Refrigerator, Washer, Oil Water Heater

Interior Features

Interior Amenities Eat-in Kitchen,Entrance Foyer,Formal Dining,Primary Bathroom
Basement Finished,Full
Formal Dining Yes
Basement Features Finished, Full
Basement (Y/N) Yes
Half Baths 1
Total Bedrooms 4
Eat-in Kitchen Yes
Total Baths 4
General Features Eat-in Kitchen,Entrance Foyer,Formal Dining,Primary Bathroom
Entrance Foyer Yes

Exterior Features

Parking Features Attached,Driveway
Water Source Public
Parking Features Attached, Driveway
Waterfront Y/N No

Amenities

  • Foreclosure
  • Views
  • Short Sale
  • New Construction
  • Adult 55+
  • Lease To Own
  • No HOA Fees
  • Furnished
  • Primary On Main
  • Air Conditioning
  • Seller Finance
  • Green
  • Fixer Upper
  • Horse
  • Golf
  • Fireplace
  • Deck
  • Garage
  • Basement
  • Pool

Affordability Calculator

$3,786

Per Month

Based on the average sale price from the Mount Vernon, NY office

  • Monthly Principal & interest $2,658
  • Monthly Property Taxes $1,062
  • Monthly Home Insurance $67
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Let's determine your purchasing power. Working with my mortgage partner, you'll have the information you need to shop for a home with confidence.

Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA, or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

Schools

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

Price History

9/8/2026 Listed $2,490,000

Property vs Zip Code Average in 11933

Price
AVG $680K
$2.49M
Taxes
AVG $8,556
$23,613
Year Built
AVG 1980
1987
Visits
AVG 70
10
Data Provided by Inside Real Estate®

Areas That We Cover

291 Deep Hole Road Calverton, NY is a Single Family Home for sale at $2490000 with 4273 sqft and a lot size of 5.1 Acres Acre(s). 291 Deep Hole Road Calverton has 4 bedrooms, 3 baths and was built in 1987. The property's zip code is 11933 which is in Calverton, NY

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

All information deemed reliable, but not guaranteed, and should be independently verified. The real estate information and related content displayed on this site is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Sylvia Woods

Sylvia Woods

Broker/Owner

914-523-5624

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