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.
For sale
$2,490,000
291 Deep Hole Road, Calverton, NY 11933
4beds
4,273sqft
Single Family Residence, Residential
Built in 1987
5.1 Acres Lot
$-- Zestimate®
$583/sqft
$-- HOA
What's special
Two fireplacesSun-filled open volumesPassive solar philosophyMexican terra cotta flooringFour bedroomsDedicated tack roomEighteen-foot ceilings
- 3 days
- 181
- 4
Zillow last checked:
Listing updated:
Listed by:
Douglas Elliman Real Estate 516-623-4500,
Yang Shen 347-824-5546,
Yanling Liu 929-442-5869,
Douglas Elliman Real Estate
Source: OneKey® MLS as distributed by MLS GRID,MLS#: 1045509
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 4
- Full bathrooms: 3
- 1/2 bathrooms: 1
Heating
- Oil
Cooling
- Central Air
Appliances
- Included: Cooktop, Dishwasher, Dryer, Microwave, Refrigerator, Washer, Oil Water Heater
Features
- Eat-in Kitchen, Entrance Foyer, Formal Dining, Primary Bathroom
- Basement: Finished,Full
- Attic: Scuttle
Interior area
- Total structure area: 4,273
- Total interior livable area: 4,273 sqft
Property
Parking
- Total spaces: 4
- Parking features: Attached, Driveway
- Garage spaces: 4
- Has uncovered spaces: Yes
Lot
- Size: 5.1 Acres
Details
- Parcel number: 0600100000200019011
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Contemporary
- Property subtype: Single Family Residence, Residential
Materials
- Frame, Vinyl Siding
Condition
- Year built: 1987
Utilities & green energy
- Sewer: Septic Tank
- Water: Public
- Utilities for property: Electricity Available, Water Available
Community & HOA
HOA
- Has HOA: No
Location
- Region: Baiting Hollow
Financial & listing details
- Price per square foot: $583/sqft
- Tax assessed value: $102,700
- Annual tax amount: $23,613
- Date on market: 9/8/2026
- Cumulative days on market: 3 days
- Listing agreement: Exclusive Right To Sell
- Electric utility on property: Yes
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 9/8/2026 | Listed for sale | $2,490,000+50.9%$583/sqft |
Source: | ||
| 1/23/2025 | Sold | $1,650,000$386/sqft |
Source: Public Record Report a problem | ||
| 8/6/2024 | Sold | $1,650,000-13.2%$386/sqft |
Source: | ||
| 4/17/2024 | Pending sale | $1,900,000$445/sqft |
Source: | ||
| 11/7/2023 | Price change | $1,900,000-24%$445/sqft |
Source: | ||
| 6/23/2023 | Price change | $2,500,000-28.6%$585/sqft |
Source: | ||
| 5/14/2023 | Price change | $3,500,000+27.3%$819/sqft |
Source: | ||
| 1/19/2023 | Price change | $2,750,000-52.6%$644/sqft |
Source: | ||
| 8/13/2022 | Listed for sale | $5,800,000$1,357/sqft |
Source: | ||
| 8/5/2022 | Listing removed | -- |
Source: | ||
| 7/21/2022 | Price change | $5,800,000+100%$1,357/sqft |
Source: | ||
| 6/18/2022 | Price change | $2,900,000-9.4%$679/sqft |
Source: | ||
| 5/18/2022 | Listed for sale | $3,200,000-31.9%$749/sqft |
Source: | ||
| 5/4/2022 | Listing removed | -- |
Source: | ||
| 10/31/2021 | Price change | $4,700,000-20.3%$1,100/sqft |
Source: | ||
| 5/15/2021 | Price change | $5,900,000-18.6%$1,381/sqft |
Source: | ||
| 2/11/2021 | Price change | $7,245,000+5%$1,696/sqft |
Source: | ||
| 11/7/2020 | Listed for sale | $6,900,000$1,615/sqft |
Source: | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | -- | $102,700 |
| 2024 | -- | $102,700 |
| 2023 | -- | $102,700 |
| 2022 | -- | $102,700 |
| 2021 | -- | $102,700 |
| 2020 | -- | $102,700 |
| 2019 | -- | $102,700 |
| 2018 | -- | $102,700 |
| 2017 | $14,150 | $102,700 |
| 2016 | -- | $102,700 |
| 2015 | -- | $102,700 |
| 2014 | -- | $102,700 |
Find assessor info on the county website
Monthly payment
Climate risks
Neighborhood: 11933
Nearby schools
Schools provided by the listing agent
- Elementary: Riley Avenue School
- Middle: Riverhead Middle School
- High: Riverhead Senior High School
Source: OneKey® MLS as distributed by MLS GRID. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.




