Active
4 beds4,273 sqft$583/sqft
291 Deep Hole Rd, Calverton, NY 11933
Est: $14,624/moGet pre-approved
Single FamilyProperty Type
5.1 acresLot Size
1987Year Built
$583/sq ftPrice per sq ft
4 carsParking Spaces

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....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.
1 day on Market
  • Listed by: Yang Shen 516.623.4500 yang.shen@elliman.com • Douglas Elliman Real Estate
  • Listed by: Yanling Liu 516.623.4500 yanling.liu@elliman.com • Douglas Elliman Real Estate
Last updated: 09/09/2026 05:03 AM • Source: ONEKEY as distributed by MLS GRID, MLS#: 1045509

Location

Listing Courtesy of Douglas Elliman Real Estate, Yang Shen; Douglas Elliman Real Estate, Yanling Liu
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$14,624 per month

30 year fixed, 6.55% Interest

Principal and Interest

$12,656

Property Taxes

$1,968

HOA Dues

$0

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Property Information for 291 Deep Hole Road

Property Details
  • Taxes: $23,613 / year
  • MLS Type: Single Family
  • City/Township: Riverhead
  • Architectural Style: Contemporary
  • Garage Spaces: 4
  • Waterfront: No
Building Information
  • Year Built: 1987
  • Lot Size: 5.10 AC / 222,156 SF
Summary
Location and General Information
  • Senior Community YN: No
  • Property Attached: No
  • Structure Type: Detached
  • State Or Province: NY
School Information
  • School District: Riverhead
  • Elementary School District: Riverhead
  • Elementary School: Riley Avenue School
  • Middle Or Junior School District: Riverhead
  • Middle Or Junior School: Riverhead Middle School
  • High School District: Riverhead
  • High School: Riverhead Senior High School
Rental
Rental
  • Lease Considered: Yes
Unit Information
Unit Information
  • Building Units Total: 1
Taxes and HOA Information
Taxes and HOA Information
  • Parcel Number: 0600-100-00-02-00-019-011
  • Tax Assessed Value: $102,700.00
  • Tax Source: Municipality
  • Tax Year: 2026
  • Association: No
Interior and Exterior Features
Interior Features
  • Amenities: Contemporary, Eat in Kitchen, Entrance Foyer, Formal Dining, Primary Bathroom, Public
  • Interior Features: Eat-in Kitchen, Entrance Foyer, Formal Dining, Primary Bathroom
  • Appliances: Cooktop, Dishwasher, Dryer, Microwave, Refrigerator, Washer, Oil Water Heater
  • Total Rooms: 9
  • Basement: Finished, Full
  • Attic Description: Scuttle
  • Location Amenities: Eat in Kitchen, Entry Foyer, Foyer, Formal Dining Room
  • Living Area: 4273
  • Basement: Yes
Exterior Features
  • Exterior Property Features: Attached, Driveway
  • Elevation Certificate: No
  • Construction Materials: Frame, Vinyl Siding
  • Pool Private: No
Lot Information
  • Building Area Units: Square Feet
Parking
  • Parking Features: Attached, Driveway
  • Garage: Yes
  • Carport: No
Utilities
  • Cooling: Central Air
  • Heating: Oil
  • Heat Fuel Type: Oil
  • Sewer: Septic Tank
  • Water Source: Public
  • Utilities: Electricity Available, Water Available
Green Features
  • Green Features: Cooktop, Dishwasher, Dryer, Microwave, Refrigerator, Washer, Oil Water Heater, Oil
Agent
Payment and Rate
  • Down Payment Resource: No

Property History for 291 Deep Hole Road

DateEvent & SourcePriceAppreciation
Sep 8, 2026

Listed (Active)

ONEKEY #1045509

$2,490,000
Aug 6, 2024

Sold

ONEKEY #3423406

$1,650,000
Apr 17, 2024

Pending

ONEKEY #3423406

DateEvent & SourcePrice
09/08/2026

Listed (Active)

ONEKEY #1045509

$2,490,000
08/06/2024

Sold

ONEKEY #3423406

$1,650,000
04/17/2024

Pending

ONEKEY #3423406

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 291 Deep Hole Road

Taxable ValueLand$33,200Additions$69,500Total$102,700
Tax Record2024$18,386 ($1,532 / month)
Home Facts
Baths3.5Total Finished SqFt4,273 SqFtAbove Grade Finished SqFt4,273 SqFtStories1Lot Size222,156 SqFtStyleLivestockYear Built1987Year Renovated1987ZoningAPZCountySUFFOLKAPN0600-100.00-02.00-019.011

Schools near 291 Deep Hole Road

This home is within Riverhead Central School District.
Rating
School
Type
Grades
Distance
Public - 5 to 6
Public - 6 to 8
Public - 9 to 12
Public - PK to 4
Rating
School
Distance
Pulaski Street Elementary School
Public5 to 6

Riverhead Middle School
Public6 to 8

Riverhead Senior High School
Public9 to 12

Riley Avenue School
PublicPK to 4

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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291 Deep Hole Road is a single family home for sale in Calverton, NY 11933. This property was listed for sale on September 8, 2026 by Douglas Elliman Real Estate, it's currently listed at $2,490,000. It has been on the market for a total of 1 days and was last sold on August 6, 2024. This listing's school district is Riverhead Central School District. Nearby schools include Pulaski Street Elementary School, Riverhead Middle School and Riverhead Senior High School. 291 Deep Hole Road is a 4-bed, 4-bath, 4,273 sqft single family home built in 1987.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Douglas Elliman Real Estate, Yang Shen; Douglas Elliman Real Estate, Yanling Liu

Based on information submitted to the MLS GRID as of 09/09/2026 05:03 AM. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Properties displayed may be listed or sold by various participants in the MLS. IDX information is provided exclusively 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. The data is deemed reliable but is not guaranteed by MLS GRID. Use of the MLS GRID data may be subject to an end user license agreement prescribed by the applicable MLS of the Member Participant, if any, and as amended from time to time.