29525 Main Road · Orient

A rare agricultural estate on the North Fork.

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 single-buyer compound, a working farm, a vineyard, or a multi-residence family estate.

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.

Parcel 1

2.5

Acres · Residential Use

The entrance parcel.

The first parcel from Main Road — set back approximately 250 feet for privacy. Contains four distinctive buildings totaling roughly 11,000 sq ft, plus the existing architectural plans to convert the largest barn into a single-family residence.

Multi-Use Barn (residence-ready)4,578 sf
Concrete Block Storage Building5,015 sf
Storage Building1,485 sf
Quaint Cottage Storage—

Parcel 2

11.9

Acres · Development Rights Sold

The equestrian heart.

Fully fenced and tree-lined, this is the property's working land — twenty horse stalls, a former indoor riding arena with cathedral ceilings, and four paddocks. Development rights have been sold to the Town, preserving the open landscape in perpetuity while keeping all current agricultural uses fully intact.

Former Indoor Riding Arena6,615 sf
Stable Facility (20 stalls)5,015 sf
Four Paddocks & Riding Area—
Fully Fenced & Tree-Lined—

Parcel 3

Acres · Residential Building Lot

The elevated homesite.

A three-acre buildable parcel at the rear of the estate, set on rising ground with sweeping views over the equestrian fields and long-distance vistas to the Long Island Sound. The blank canvas for a primary residence, a guest house, or — combined with Parcel 1's barn conversion — a private compound.

Buildable Single & Separate Lot—
Elevated · Panoramic Views—
Long Island Sound Vistas—
Adjacent to Equestrian Land—

The renovated 4,578 sq ft multi-use barn — framed interior ready for residential conversion — Multi-use barn · framed interior · architectural plans included

The 4,578 SF 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 width. The seller commissioned architectural plans 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.

Former indoor riding arena with 30-foot cathedral ceilings — Former indoor riding arena · 6,615 sq ft · 30-foot ceilings

Equestrian Excellence

Twenty stalls. Thirty-foot ceilings. Cathedral light.

The 11.9-acre equestrian parcel is fully fenced with cross-fencing, tree-lined for shade, and includes a 5,015-square-foot stable facility with twenty professionally designed horse stalls and 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.

Aerial photograph of the property with the three parcels labeled — 3 Acre Building Parcel, 11.9 Acres Agricultural Use, 2.5 Acres — Aerial of the three parcels. View the official 2024 survey (PDF).

The Layout

Three parcels, front to back.

Read the property south-to-north and the structure becomes obvious. Main Road runs along the south edge. From the road, a long drive runs back through Parcel 1's working buildings — the barn and storage cluster — and then opens into Parcel 2's eleven-plus acres of horse country. At the far end, where the land starts to rise, Parcel 3 sits elevated above the equestrian fields with the kind of long views that don't come up for sale on the North Fork.

The sale conveys the entire property as a single transaction. Restrictions only apply to the middle parcel (development rights sold to the Town); both buildable lots are unrestricted single-and-separate parcels.

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.

South elevation rendering of the proposed residence by Vincent Benic Architect — South Elevation · Vincent Benic Architect · Drawing A-200

First floor plan: family 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, family 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

Download the documents

Architectural Plans · PDF · 8.7 MB Survey · PDF · 1.2 MB

A Closer Look

The estate, in detail.

Aerial views of the property's three parcels and the surrounding North Fork landscape, plus interior shots of the four buildings on Parcel 1 and the equestrian facility on Parcel 2. Click any image to view full-screen.

From above

7 photographs

Aerial of the 17.4-acre estate with Long Island Sound and the lighthouse on the horizon — The Property & the Sound

Aerial of the property with the three parcels labeled — The Three Parcels · Labeled

Wide aerial showing the estate, the bay, and surrounding farmland — The Estate · Wide View

Aerial view of the building cluster on Parcel 1 — Parcel 1 · The Building Cluster

Aerial view of the equestrian fields with the Sound visible — Parcel 2 · The Equestrian Fields

The fenced paddocks and pasture from above — The Paddocks & Pasture

Aerial showing the 3-acre buildable parcel at the rear of the property — The Buildable Lot · 3 Acres

The buildings

3 photographs

The entrance from Main Road framed by flowering pink trees, with the Sound in the distance — The Entrance · From Main Road

The central buildings on Parcel 1 — The Building Cluster · Center

The left side of the building cluster — The Building Cluster · Left

Inside the structures

12 photographs

The 20-stall stable interior with hand-built wood beam ceiling — The Stable · 20 Stalls

The former indoor riding arena interior — The Riding Arena · Cathedral Ceilings

The 4,578 SF multi-use barn — framed interior ready for customization — The Multi-Use Barn · Framed Interior

Multi-use barn — second view of framed interior — The Multi-Use Barn · Second View

Interior view of one of the structures — Interior · Workshop Space

Interior view of the cottage office space — The Cottage · Office Space

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

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

631.902.7351 alexander.aquino@elliman.com

Thank you — we'll be in touch shortly.

Your message is on its way. Most inquiries get a response within a few hours during business days.

Seventeen acres,
three parcels, one rare opportunity.