Orient, New York 17.4 acres MLS #853864

Seventeen acres,
three parcels, one rare opportunity.

Two building lots and 11.9 agricultural acres on the easternmost reach of the North Fork — twenty horse stalls, a former indoor riding arena, and Long Island Sound on the horizon.

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29525 Main Road · Orient

A rare estate of two building lots and 11.9 agricultural acres.

Set back roughly 250 feet from Main Road in the coveted hamlet of Orient, this 17.4-acre estate offers what almost nothing on the North Fork still does: scale. Three contiguous parcels, twenty horse stalls, a former indoor riding arena with thirty-foot ceilings, and a recently renovated 4,578-square-foot multi-use building with architectural plans already in place to convert it to a residence.

The estate combines the rare combination of two buildable residential lots — a 2.5-acre parcel at the entrance and an elevated 3-acre lot at the rear with panoramic views of the Long Island Sound — with 11.9 acres of fully fenced equestrian land in between. A blank canvas for a private compound, a working farm, a vineyard, or a multi-residence estate.

Offered Exclusively by Douglas Elliman
$2,375,000.
Originally $2,495,000 · Showings by Appointment
17.4
Acres
3
Parcels
20,209
Sq Ft Structures
20
Horse Stalls
2
Buildable Lots
SOUND
Views
The Video Tour

A look across all three parcels.

A drone-led video tour of the estate — the entrance from Main Road, the equestrian fields, the buildings, and the elevated rear lot with its view of the Sound. Roughly two minutes.

Scarcity

There is nothing else like this
on the North Fork.

Most North Fork land above ten acres is locked behind preservation easements that prohibit new construction. Most parcels with buildable rights are under five acres. A 17.4-acre estate with two single-and-separate buildable residential lots, an existing turn-key equestrian facility, and architectural plans for residential conversion is, at this scale, the rare exception.

17.4
Acres total
2
Buildable lots
11.9
Agricultural acres
The Three Parcels

One estate. Three distinct opportunities.

Most North Fork land is already subdivided beyond use, or locked behind preservation easements that limit what an owner can do. This 17.4-acre property is the rare exception — a deliberate three-parcel structure where a buyer can build, board horses, farm, or do all three simultaneously.

Lot 1
2.5
Acres · Buildable Residential
The entrance lot.

The first parcel from Main Road, set back ~250 feet for privacy. Holds four working buildings plus the architectural plans to convert the largest into a single-family residence.

  • Building 1 · Barn1,485 sf
  • Building 2 · Multi-Use (plans included)4,578 sf
  • Building 3 · Concrete-Block Barn2,516 sf
  • Storage Shed
Lot 2
11.9
Acres · Development Rights Sold
The equestrian heart.

Fully fenced and tree-lined working land — twenty horse stalls, a former indoor riding arena with cathedral ceilings, and four paddocks. Development rights sold to the Town; all current ag uses fully intact.

  • Building 5 · Former Riding Arena6,615 sf
  • Building 4 · Stable (20 stalls)5,015 sf
  • Four Paddocks & Riding Area
  • Fully Fenced & Tree-Lined
Lot 3
3
Acres · Buildable Residential
The elevated homesite.

A three-acre buildable parcel at the rear of the estate, set on rising ground with sweeping vistas to the Long Island Sound. Blank canvas for a primary residence, a guest house, or a private compound combined with the barn conversion plans on Lot 1.

  • Buildable Single & Separate Lot
  • Elevated · Long Sound Vistas
  • Adjacent to Equestrian Land
  • Approved for New Residence
The Most Valuable Asset

Two single-and-separate building lots.

Both Lot 1 and Lot 3 are buildable, single-and-separate residential parcels — not common land, not a subdivision-in-progress, not preserved acreage. Two homes can be built on this property: one in front, set among the existing buildings, and one behind, on rising ground with a view of the Long Island Sound.

Lot 1 · The Entrance Site
2.5
acres

A residence among the existing buildings.

Set back ~250 feet from Main Road. Already serviced. The 4,578 sf multi-use barn on this lot has full architectural plans for a single-family conversion — drawings included with the sale.

  • Buildable Single & Separate Lot
  • Architectural Plans Included
  • Renovated 4,578 sf Shell
Lot 3 · The Elevated Homesite
3
acres

A blank canvas with Sound views.

A three-acre elevated parcel at the rear of the estate. Approved for a new residence. Sweeping vistas of the Long Island Sound to the north — the kind of view a new owner would build a house specifically to capture.

  • Buildable Single & Separate Lot
  • Long Island Sound Vistas
  • Approved for New Residence

Combine both lots with the 11.9-acre middle for a single-buyer compound — or treat them as a deliberate two-residence opportunity.

A Property With Optionality

What this could become.

17.4 acres, three parcels, a turn-key equestrian facility, plans for a barn-to-residence conversion, and two buildable lots. The estate supports several distinct futures — choose one or run several at once.

Family compound scenario
Scenario One

A private compound.

Convert the 4,578 sf barn to the main residence (plans included). Build a guest house on the elevated rear lot. Keep horses and the riding arena. Three uses, one estate, no neighbors close enough to see.

North Fork vineyard estate scenario
Scenario Two

A vineyard estate.

Plant the 11.9 protected acres to vines — a meaningful production block on the easternmost reach of the North Fork wine region. Stable becomes a tasting room or storage. Build the residence on Lot 1 or Lot 3 as the primary house.

Working horse farm scenario
Scenario Three

A working horse farm.

Operate as built — twenty stalls, the indoor riding arena, four paddocks, fenced and tree-lined. Boarding, training, breeding, or a private equestrian operation. Turn-key from day one.

Two-home investment scenario
Scenario Four

A two-home investment.

Two single-and-separate residential lots support two distinct homes — built, lived in, leased, or held. Combine the residential builds with the equestrian fields in any configuration the next owner chooses.

The plans, the structures, and the entitlements are already in place. The only thing this property still asks for is intention.

The renovated 4,578 sq ft multi-use barn — framed interior ready for residential conversion. Click to see the full gallery in a new tab.
Building 2 · framed interior · architectural plans included — click image for full gallery →
Building 2 · The 4,578 SF Multi-Use Barn

A barn ready to become a home.

Recently renovated with new Andersen doors and windows, a fully framed interior ready for finishes, and a spacious second-floor loft spanning the building's full 109-foot width. The seller commissioned full architectural plans from Vincent Benic Architect to convert this 4,578-square-foot structure into a single-family residence — those plans convey with the sale.

Complete the conversion as designed, modify it to your own taste, or use the existing footprint as the foundation for something different entirely. The work to bring it to a permittable shell is already done.

The 20-stall stable interior with hand-built wood beam ceiling. Click to see the full gallery in a new tab.
Building 4 · 5,015 sq ft stable · 20 professionally designed stalls — click image for full gallery →
Building 4 & Building 5 · The Equestrian Heart

Twenty stalls. Thirty-foot ceilings. Cathedral light.

The 11.9-acre middle parcel is fully fenced with cross-fencing, tree-lined for shade, and includes a 5,015-square-foot stable with twenty professionally designed horse stalls and hand-built wood-beam ceilings, plus a 6,615-square-foot former indoor riding arena with cathedral ceilings reaching thirty feet.

Continue as a working horse facility, adapt for vineyards or organic produce, or use the open acreage for cattle, livestock, or simply uninterrupted privacy. The infrastructure is in place; the use is yours to define.

Building by Building

The property, structure by structure.

Six buildings across 17.4 acres, with their actual dimensions labeled on the aerial. Each is detailed below in its lot section with exterior, aerial, and interior photos.

Aerial showing all six buildings labeled across the property

Interactive — click any building to jump to its photo gallery below. View the official 2024 survey (PDF).

Lot 1 · 2.5 Acres

The entrance buildings

The first parcel from Main Road, set back approximately 250 feet for privacy. Holds four working buildings, plus the architectural plans to convert the largest into a single-family residence. A buildable single-and-separate residential parcel.

Building 1

1,485 SF Barn · 55' × 27'

The first building on the right as you enter from Main Road.

Building 1 exterior, labeled 1,485 sq ft
Exterior · 1,485 sq ft
Building 1 from above, labeled 55' × 27'
Aerial · 55' × 27'
Building 1 in context with the building cluster
In context · the cluster
Building 1 interior
Interior
Building 1 interior, second view
Interior · second view
Building 1 interior, third view
Interior · third view
Building 2 · Multi-Use Barn

4,578 SF · 109' × 42' · Architectural plans included

Recently renovated with new Andersen doors and windows, fully framed interior, and a full-width second-floor loft. The seller commissioned full architectural plans to convert this into a single-family residence — those drawings convey with the sale.

Building 2 exterior, labeled 4,578 sq ft multi-use barn
Exterior · 4,578 sq ft
Front exterior of the multi-use barn with stone foundation
Front · stone foundation
Side angle of the multi-use barn
Side angle
The barn with flowering pink tree
With flowering pink tree
Building 2 from above, labeled 109' × 42'
Aerial · 109' × 42'
Framed interior of the multi-use barn ready for residential conversion
Framed interior · ready for finishes
Multi-use barn interior, wide view of framed-out residential layout
Framed layout · wide view
Multi-use barn interior with windows at right
Light from the south windows
Multi-use barn interior, second view
Interior
Multi-use barn interior, third view
Interior
Multi-use barn interior, fourth view
Interior
Multi-use barn interior, fifth view
Interior
Multi-use barn interior with windows
Interior · light from windows
Multi-use barn interior with framing
Interior · framing detail
Multi-use barn second-floor loft framing
Loft level · floor joists
Multi-use barn interior, framed walls
Interior · framed walls
The full-width second-floor loft showing the timber roof structure
The loft · timber roof structure
Building 3

2,516 SF Barn · 68' × 37'

Concrete-block construction with a peaked roof and high cathedral interior. Built for heavy-duty storage; readily adaptable for workshop or further conversion.

Building 3 in spring — gray weathered wood barn beside the property's stone wall and brick arch with cherry blossoms
The barn in spring
Building 3 exterior, labeled 2,516 sq ft
Exterior · 2,516 sq ft
Building 3 from above, labeled 68' × 37'
Aerial · 68' × 37'
Building 3 with flowering pink tree
With flowering pink tree
The freestanding stone arch beside Building 3 in spring
The stone arch · spring
Through the stone arch with cherry blossoms framing the view
Through the arch
Building 3 interior with vaulted wood ceiling and storage
Interior · vaulted ceiling
Building 3 interior, second view
Interior · second view
Storage Shed

Auxiliary storage on Lot 1

A small storage building tucked between the larger structures.

Storage shed exterior
Exterior
Storage shed interior
Interior
Storage shed interior with framing
Interior · framing
Lot 2 · 11.9 Acres

11.9 agricultural acres

The working heart of the estate — fully fenced and tree-lined, with twenty horse stalls, a former indoor riding arena, and four paddocks. Development rights sold to the Town of Southold, preserving the open landscape in perpetuity. All current open-land uses (horses, livestock, vineyard, organic produce) remain fully intact.

Building 5 · Former Indoor Riding Arena

6,615 SF · 135' × 49' · 30-foot cathedral ceilings

The largest structure on the property. Suited for equestrian training as built or readily adapted for cathedral-ceiling commercial, working-pasture, or workshop use.

Building 5 from above, labeled 6,615 sq ft riding arena
Aerial · 6,615 sq ft
Interior of the former indoor riding arena, 30-foot cathedral ceilings
Interior · 30-ft cathedral ceilings
Riding arena interior, second view
Interior · second view
Riding arena interior, third view
Interior · open bay
Building 4 · Horse Stable

5,015 SF · 85' × 59' · Twenty professionally designed stalls

Hand-built wood-beam ceiling, twenty stalls, dirt aisle. Adjacent to four fenced paddocks.

Building 4 exterior, labeled 5,015 sq ft 20-stall horse stable
Exterior · 20 horse stables
Twenty-stall stable interior with hand-built wood beam ceiling
Interior · 20 stalls
Stable end with the bay door open showing the property beyond
End bay · door open
Side row of horse stalls with the round window above
Side row of stalls
Stable workshop area with vaulted ceiling
Workshop · vaulted ceiling
Lot 3 · 3 Acres

The elevated building lot

The rear parcel, set on rising ground above the equestrian fields with sweeping vistas to the Long Island Sound. A buildable single-and-separate residential parcel. The blank canvas for a primary residence, a guest house, or — combined with the barn conversion plans on Lot 1 — a private compound.

3-acre buildable lot from above
The 3-acre lot · from above
View from 20 feet of elevation showing nearby homes by the Sound
From 20 feet · Sound view
View from 25 feet of elevation showing the Long Island Sound
From 25 feet · expanded vista
Architectural Plans Included

A residence, drawn and ready.

The seller commissioned full architectural plans from Vincent Benic Architect for converting the 4,578 SF multi-use barn into a single-family residence — first floor, second floor, all four elevations, and a north–south section. The complete drawing set conveys with the sale.

Estimated value to next owner
$80,000 – $150,000in residential design and permitting
South elevation rendering of the proposed residence by Vincent Benic Architect
South Elevation · Vincent Benic Architect · Drawing A-200
First floor plan: great room, kitchen, garage, mud room, mechanical, storage
First Floor · A-101
Second floor plan: master suite with roofed balcony, two bedrooms, elevator, bridge walkway
Second Floor · A-102
West elevation drawings showing two roofline options
West Elevation · A-201
North-south cross section showing master suite, great room, and breakfast room
North–South Section · A-205
The Official Survey

A surveyor's drawing of the property.

Topographic survey of all three lots prepared in 2024 by L.K. McLean Associates, P.C. — establishing parcel boundaries, structure locations, easements, and elevations.

Official 2024 topographic and lot survey by L.K. McLean Associates
Topographic Survey of Lot 3 · L.K. McLean Associates · 2024
Market Context

Rare scale, measured against the market.

At $2,375,000 across 17.4 acres, 29525 Main Road is offered at roughly $136,000 per acre — and that figure includes more than 20,000 square feet of existing structures and architectural plans for a residence. Set against comparable North Fork land and equestrian offerings, the basis here is unusually low.

This Offering
29525 Main Road
Orient · 17.4 acres · equestrian + 2 building lots
$2,375,000
≈ $136,000 / acre
Equestrian Comp
Big E Farm
North Fork · 22.4 acres · thoroughbred estate + residence
$5,100,000
≈ $228,000 / acre
Acreage Comp
East Marion
Neighboring hamlet · 11.4 acres · land
$7,495,000
≈ $658,000 / acre
Area Benchmark
East Marion Land
Average across current land listings
Market avg.
≈ $411,000 / acre

Comparables reflect recent and current asking prices for North Fork equestrian estates and large-acreage land, drawn from public listings and North Fork market reporting. Provided for context only — not a formal appraisal. Per-acre figures are approximate.

The North Fork

Where Orient begins.

29525 Main Road sits on the easternmost stretch of the North Fork — fifteen miles past the wineries and oyster farms of Cutchogue and Mattituck, where Main Road narrows and the land thins toward the Sound and the Bay. Orient itself remains one of the most undisturbed working hamlets on Long Island.

Within reach of the gate.

A working harbor, a state park, several beaches, and a Long Island Rail Road terminus — all within a few minutes' drive. Manhattan in two and a half hours by train; less by ferry-and-car via Connecticut.

Narrow River Marina
< 1 mile
Hallock Bay Beach
2 min · drive
Orient Beach State Park
5 min · drive
Orient Point Ferry to CT
8 min · drive
Greenport village
15 min · drive
North Fork vineyards
20 min · drive
Greenport LIRR (Manhattan)
2 hr 30 · train
JFK airport
2 hr · drive
Represented By
AA

Alexander Aquino

Licensed Real Estate Salesperson · Douglas Elliman · North Fork

Alexander Aquino represents buyers and sellers across Long Island's North Fork — Orient, Greenport, Southold and Mattituck. He is known for an unusually thorough approach to marketing: commissioning professional and drone photography, researching each property's history and potential, and building dedicated websites — like this one — so a listing is understood for what it can become, not merely what it measures.

29525 Main Road is his exclusive listing. Private showings and inquiries are handled by Alexander directly.

631.902.7351 alexander.aquino@elliman.com
Inquiries Welcome

A private showing of the estate.

Available by appointment. Use the form below or reach out directly — most inquiries get a response within a few hours.

Alexander Aquino
Douglas Elliman Real Estate · Greenport
Request a Showing