Description
Rare 17.4-Acre Equestrian and Agricultural Estate in Orient, NY With 3 Acre Buildable Lot
This exceptional property offers a unique opportunity to own a versatile, three-part agricultural estate in the coveted hamlet of Orient, NY, boasting approximately 20,209 square feet of interior space across multiple structures. Situated in a picturesque North Fork setting, the estate perfectly blends agricultural functionality, equestrian potential, and residential living. Parcel 1 (2.5 Acres – Agricultural...Rare 17.4-Acre Equestrian and Agricultural Estate in Orient, NY With 3 Acre Buildable Lot
This exceptional property offers a unique opportunity to own a versatile, three-part agricultural estate in the coveted hamlet of Orient, NY, boasting approximately 20,209 square feet of interior space across multiple structures. Situated in a picturesque North Fork setting, the estate perfectly blends agricultural functionality, equestrian potential, and residential living. Parcel 1 (2.5 Acres – Agricultural Use)
The property's entrance on the main road leads into a thoughtfully arranged 2.5-acre parcel featuring four distinctive buildings:
• 1,485 sq. ft. Storage Building: Ideal for equipment and machinery.
• 4,578 sq. ft. Multi-Use Building: Recently renovated, featuring new Anderson doors and windows, framed interior ready for customization, and a spacious second-floor loft spanning the building’s full width—ideal for horse stables and hay storage.
• 5,015 sq. ft. Concrete Block Storage Building: Impressively designed with 25-foot cathedral ceilings, metal shelving, and a durable concrete slab floor for heavy-duty storage.
• Quaint Cottage: Perfect for office space. Parcel 2 (11.9 Acres – Development Rights Sold)
Dedicated to equestrian excellence, this fully fenced and tree-lined 11.9-acre area includes:
• 6,615 sq. ft. Former Indoor Riding Arena: With expansive 30-foot ceilings, suitable for equestrian training or adaptable for various agricultural uses.
• 5,015 sq. ft. Stable Facility: Professionally designed with 20 spacious horse stalls.
• Four Paddocks and Riding Area: Enhancing the property’s equestrian appeal with ample space for grazing, riding, and training horses. Parcel 3 (3 Acres – Residential Building Lot)
Elevated above the property, this picturesque 3-acre residential lot offers panoramic views over the equestrian estate and stunning vistas of the Long Island Sound. The perfect canvas for a home or a private estate compound. Additional Features & Potential Uses
Electricity services each building, supplemented by generators to ensure uninterrupted lighting and water supply. Beyond equestrian pursuits, this property's potential spans broadly across agricultural uses—including vineyards, cattle farming, organic produce, or other livestock operations. The expansive layout ensures flexibility to match your vision and lifestyle. This Orient property is truly a rare find, combining extensive acreage, practical infrastructure, stunning views, and unlimited possibilities. A prestigious offering on the North Fork—ready to become your ideal agricultural and residential sanctuary.
This exceptional property offers a unique opportunity to own a versatile, three-part agricultural estate in the coveted hamlet of Orient, NY, boasting approximately 20,209 square feet of interior space across multiple structures. Situated in a picturesque North Fork setting, the estate perfectly blends agricultural functionality, equestrian potential, and residential living. Parcel 1 (2.5 Acres – Agricultural...Rare 17.4-Acre Equestrian and Agricultural Estate in Orient, NY With 3 Acre Buildable Lot
This exceptional property offers a unique opportunity to own a versatile, three-part agricultural estate in the coveted hamlet of Orient, NY, boasting approximately 20,209 square feet of interior space across multiple structures. Situated in a picturesque North Fork setting, the estate perfectly blends agricultural functionality, equestrian potential, and residential living. Parcel 1 (2.5 Acres – Agricultural Use)
The property's entrance on the main road leads into a thoughtfully arranged 2.5-acre parcel featuring four distinctive buildings:
• 1,485 sq. ft. Storage Building: Ideal for equipment and machinery.
• 4,578 sq. ft. Multi-Use Building: Recently renovated, featuring new Anderson doors and windows, framed interior ready for customization, and a spacious second-floor loft spanning the building’s full width—ideal for horse stables and hay storage.
• 5,015 sq. ft. Concrete Block Storage Building: Impressively designed with 25-foot cathedral ceilings, metal shelving, and a durable concrete slab floor for heavy-duty storage.
• Quaint Cottage: Perfect for office space. Parcel 2 (11.9 Acres – Development Rights Sold)
Dedicated to equestrian excellence, this fully fenced and tree-lined 11.9-acre area includes:
• 6,615 sq. ft. Former Indoor Riding Arena: With expansive 30-foot ceilings, suitable for equestrian training or adaptable for various agricultural uses.
• 5,015 sq. ft. Stable Facility: Professionally designed with 20 spacious horse stalls.
• Four Paddocks and Riding Area: Enhancing the property’s equestrian appeal with ample space for grazing, riding, and training horses. Parcel 3 (3 Acres – Residential Building Lot)
Elevated above the property, this picturesque 3-acre residential lot offers panoramic views over the equestrian estate and stunning vistas of the Long Island Sound. The perfect canvas for a home or a private estate compound. Additional Features & Potential Uses
Electricity services each building, supplemented by generators to ensure uninterrupted lighting and water supply. Beyond equestrian pursuits, this property's potential spans broadly across agricultural uses—including vineyards, cattle farming, organic produce, or other livestock operations. The expansive layout ensures flexibility to match your vision and lifestyle. This Orient property is truly a rare find, combining extensive acreage, practical infrastructure, stunning views, and unlimited possibilities. A prestigious offering on the North Fork—ready to become your ideal agricultural and residential sanctuary.
- Listed by Alexander Aquino • Douglas Elliman Real EstateP: (631)-477-2220 C: (631)-477-2220 alexander.aquino@elliman.com
Property Details for 29525 Main
City/Township
Southold
WaterfrontYes
Section AreaMain Road
LISTING UPDATED: 10/15/2025 01:06 PM
Property Details for 29525 Main
| Status | Active |
|---|---|
| MLS # | 853864 |
| Days on Market | 266 |
| Taxes | $18,577 / year |
| HOA Fees | - |
| Condo/Co-op Fees | - |
| Compass Type | Land |
| MLS Type | Land |
| Year Built | - |
| Lot Size | 17.40 AC |
| County | Suffolk County |
Location
Listing Courtesy of Douglas Elliman Real Estate, Alexander Aquino
Building Information for 29525 Main
Lot Size17.40 AC
Payment Calculator
$13,708 per month
30 year fixed, 6.15% Interest
Principal and Interest
$12,160
Property Taxes
$1,548
HOA Dues
$0
The Payment Calculator is for illustrative purposes only.
Property Information for 29525 Main
Summary
Location and General Information
- Senior Community YN: No
- Country: US
- State Or Province: NY
- Water Access YN: Yes
School Information
- School District: Oysterponds, Greenport
- Elementary School District: Oysterponds
- Elementary School: Oysterponds Elementary School
- Middle Or Junior School District: Greenport
- Middle Or Junior School: Greenport High School
- High School District: Greenport
- High School: Greenport High School
Interior and Exterior Features
Interior Features
- Amenities: Cross Fenced, Electric, Fenced, Full, Sound, Well, Wood
- Location Amenities: Fenced, Fenced Yard, Privacy, Scenic View
Exterior Features
- Exterior Property Features: Cross Fenced, Electric, Fenced, Full, Wood, Cleared, Level, Near Public Transit, Near School, Near Shops, Private, Secluded, Views
- Elevation Certificate: No
- Fencing: Cross Fenced,Electric,Fenced,Full,Wood
- Waterfront Features: Sound
- Horse: Yes
Lot Information
- Lot Features: Cleared, Level, Near Public Transit, Near School, Near Shops, Private, Secluded, Views
- Current Use: Agricultural,Horses,Livestock,Residential,Single Family,Vacant
- Additional Parcel: Yes
- Site Features: Cleared, Level, Near Public Transit, Near School, Near Shops, Private, Secluded, Views
- Building Area Units: Square Feet
Utilities
- Sewer: Septic Tank
- Water Source: Well
- Utilities: Cable Available, Electricity Available, Natural Gas Available, Phone Available, Sewer Available, Water Available
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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims 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 discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.
Listing Courtesy of Douglas Elliman Real Estate, Alexander Aquino
Properties displayed may be listed or sold by various participants in the MLS. Based on information submitted to the MLS GRID as of 01/21/2026 07:33 AM. All data is obtained from various sources and may not have been verified by broker orMLS GRID. Supplied Open House Information is subject to change without notice. All informationshould be independently reviewed and verified for accuracy. Properties may or may not be listed bythe office/agent presenting the information.
