by RH Advisors

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Orient 11957
29525 Main
$2,375,000
● Land - For Sale

29525 Main

Southold, NY 11957
bedrooms
Studio
bathrooms
0 Bath
$13,210
Est. Monthly

About This Property

Rare 17.4-Acre Estate in Orient, NY With a 2.5 Acre & 3 acre single and separate residential building lots separated by 11.9 acres of development rights sold land.

This exceptional property offers a unique opportunity to own a versatile, three-part 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 two opportunities to build a new residence on the 3 acre parcel and/or build a new residence on the 2.5 acre lot or convert an existing 4,578 sq. ft. barn to a residence, with existing architectural plans.

Parcel 1 (2.5 Acres – Residential Use)
The property's entrance on the main road leads into a thoughtfully arranged 2.5-acre parcel featuring four distinctive buildings.  This parcel is also setback form the Main Road by approximately 250 feet.
• 1,485 sq. ft. Storage Building:
• 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 with architectural plans in place to convert to a residence
I• 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.
• A Quaint Cottage Storage Building

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.

The property is located less than a mile from Narrow River Marina, a perfect destination to keep a powerboat or a sailboat.  In addition, there is access to Hallock Bay and Hallock Bay Beach.

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 multi-residential sanctuary.
Unit Size
-
Days on Market
161 days
Land Size
17.40 acres
Price per sqft
-
Property Type
Land
Property Taxes
$1,548
HOA Dues
-
Year Built
-

Listed By

Alexander Aquino
Alexander Aquino
Douglas Elliman Real Estate

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Last updated: 6 months ago (OneKey MLS #KEY987619)

Price History

Date / Event Date Event Price
Apr 21, 2026 Listed by Douglas Elliman Real Estate $2,375,000
Listed by Douglas Elliman Real Estate
Apr 19, 2026 No longer available -
No longer available
Mar 17, 2026 Price Decreased $2,375,000
↓ $120K (4.8%)
Price Decreased
Apr 27, 2025 Listed by Douglas Elliman Real Estate $2,495,000
Listed by Douglas Elliman Real Estate
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.
Jun 2, 2016 Sold
Sold
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Property Highlights

With View
Exterior Details
Waterfront Features: Sound
Building Area Units: Square Feet
Lot Features: Cleared, Level, Near Public Transit, Private, Secluded, Views, Near School, Near Shops
Lot Size Area: 757944
Lot Size Units: Square Feet
Lot Size Acres: 17.4
Lot Size Square Feet: 757944
Water Source: Well
Financial Details
Tax Annual Amount: $18,577
Utilities Details
Sewer : Septic Tank

Building Info

Overview

    General

  • Bedroom Count: 0
  • Building Condition: 0
  • Building Quality: 0
  • Construction Type: 0
  • Building Style: 0
  • Exterior Walls Type: 0
  • Interior Walls Type: 0
  • Roof Shape Type: 0
  • Roof Cover Type: 0
  • Floor Cover: 0
  • Basement Type: 0
  • Basement Area: 0
  • Garage Type: 0
  • Parking Space Count: 0
  • Patio Type: 0
  • Porch Type: 0
  • Pool Type: 0

    Dimensions

  • Lot Size Square Feet: 108,900
  • Total Building Area: 0
  • Building Area: 0

    Heating and Cooling

  • Air Conditioning: 0
  • Heating: 0
  • Heating Fuel Type: 0

    Utilities

  • Sewer System: 0
  • Water Service: 0

Building

  • Building Type: 0
  • Property Class: A
  • Land Acres: 0000002500
  • Standard Land Use Code: 7004
  • County Land Use Code: 120
  • Legal Description 1: BOOK 11923 PAGE 149 BILL 001865

Neighborhood

  • School District Name: Oysterponds Union Free School District
  • School Tax School District: OYSTERPONDS
  • Census Tract: 170206

Zoning

  • Zoning: R-80

Geography

  • Account Number: 01
  • District: 1000-0
  • Section: 13.00
  • Parcel: 1000-013.00-02.00-007.014
  • Block: 2
  • Lot: 7.014
  • Municipality: SOUTHOLD
  • Latitude: 41.1527
  • Longitude: -72.2811

    Address

  • Full Address: 29525 Main Rd
  • Address - House Number: 29525
  • Address - Street Name: Main
  • Address - Suffix Type: Rd
  • State: NY
  • City Name: Orient
  • Zip Code: 11957

Valuation

    Tax

  • Tax Year: 2023
  • Tax Amount: $483,419
  • Tax Rate Code Area: 473802

    Market Valuation

  • Market Total Value: $19,123
  • Market Land Value: $4,211
  • Market Improvement Value: $14,912

    Assessments Valuation

  • Assessed Year: 2023
  • Assessed Total Value: $10,900
  • Assessed Land Value: $2,400
  • Assessed Improvements Value: $8,500

    Sales

  • Current Sale Contract Date: Apr 26, 2016
  • Current Sale Recording Date: Jun 02, 2016
  • Current Sale Price:
  • Current Sale Document Type: 12
  • Previous Sale Recording Date: Jul 15, 2008
  • Previous Sale Contract Date: Jun 17, 2008
  • Previous Sale Amount: $273,231
  • Previous Sale Document Type: 27
Data used for valuation calculations is provided by RealtyHop, and other third party sources

Comparables

Unit
Status
Type
Beds
Baths
ft²
Price/ft²
Asking Price
Listed On
Closing Price
Sold On
HOA + Taxes

About Orient


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Frequently Asked Questions

When was property at 29525 Main Road built and last sold?
The property at 29525 Main Road was built in and last sold on Apr 26, 2016 for $333,000.
How much is this home worth?
The estimated value of the home located at 29525 Main Road is $2,398,750.
What are some comparable homes to 29525 Main Road?
There are currently no comparable homes to 29525 Main Road.