35335 Main Rd

2,800 Sq. Ft.
$1,018 / Sq. Ft.
2,800
Sq. Ft.
$1,018
per Sq. Ft.

Description

Nestled on a private 4-acre land, subdivided in 3 different lots (1,33 acres lot - 0,67 acres - 2 acres lot) with development rights intact, this attractive, 3 bedrooms, 3 bathrooms historic farmhouse offers the ultimate in privacy. The expansive grounds have already been subdivided into three parcels, providing endless opportunities. Built circa 1812 by one of the original Orient families, and now lovingly restored, this home masterfully combines classic elegance with modern amenities, such as striking...Nestled on a private 4-acre land, subdivided in 3 different lots (1,33 acres lot - 0,67 acres - 2 acres lot) with development rights intact, this attractive, 3 bedrooms, 3 bathrooms historic farmhouse offers the ultimate in privacy. The expansive grounds have already been subdivided into three parcels, providing endless opportunities. Built circa 1812 by one of the original Orient families, and now lovingly restored, this home masterfully combines classic elegance with modern amenities, such as striking wood beam ceilings with original pegs and hand-made nails and original pine floors, all offering a glimpse into the home’s storied past. The spacious family room with kitchen has a huge wood-burning fireplace and French doors leading out to a large bluestone patio area and the heated gunite pool, perfect for entertaining. The first level also includes a wonderful dining room, plus a parlor with a second wood-burning fireplace and also a full bathroom. The original staircase leads to the second floor and a large, bright hall off of which is the primary bedroom and bathroom. There are two additional, generously sized bedrooms and a bathroom in the new addition to the house. Set amidst mature trees and beautifully landscaped, the property is completely fenced in and lined with hedges for ultimate privacy. The large barn which sits majestically on the property was built in 1925 using reclaimed lumber from a ship which washed up nearby, and adds versatile space for a variety of uses. Located just moments from Orient Village and its surrounding beaches and farm stands, this peaceful retreat has it all, whether a full-time residence or a fabulous weekend haven.


This is a co-listing with Susan Grella and Adrienne Wender of Nest Seekers International.

Listing Agents

  1. Marco Maida

    Marco Maida

    Listing Agent

    Compass

    marco.maida@compass.com

    P: (917)-499-2824

  2. Carl Gambino

    Carl Gambino

    Alternative Listing Agent

    Compass

    carl.gambino@compass.com

    P: (646)-465-1766

Property Details for 35335 Main Road

City/Township
Southold
Architectural Style
Other
Waterfront
No
LISTING UPDATED: 04/01/2026 12:15 PM

Property Details for 35335 Main Road

StatusActive
MLS #972026
Days on MarketListed Today
Taxes$4,774 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeSingle Family
Year Built1812
Lot Size1.33 AC / 57,935 SF
CountySuffolk County
Add your commute

Building Information for 35335 Main Road

Stories-Year Built1812Building Size-Lot Size1.33 AC / 57,935 SF

Payment Calculator

$14,229 per month

30 year fixed, 6.11% Interest

Principal and Interest

$13,831

Property Taxes

$398

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 35335 Main Road

Summary
Location and General Information
  • Senior Community YN: No
  • Property Attached: No
  • Structure Type: false
  • State Or Province: NY
School Information
  • School District: Contact Agent
  • Elementary School District: Contact Agent
  • Elementary School: Contact Agent
  • Middle Or Junior School District: Contact Agent
  • Middle Or Junior School: Call Listing Agent
  • High School District: Contact Agent
  • High School: Contact Agent
Rental
Rental
  • Lease Considered: No
Unit Information
Unit Information
  • Building Units Total: 1
Taxes and HOA Information
Taxes and HOA Information
  • Parcel Number: 1000-019-00-02-00-009-001
  • Tax Assessed Value: $9,000.00
  • Tax Source: Municipality
  • Tax Year: 2025.0
  • Association: No
Interior and Exterior Features
Interior Features
  • Amenities: Beamed Ceilings, First Floor Full Bath, Formal Dining, Hardwood Floors As Seen, Kitchen Island, Original Details, Other
  • Interior Features: First Floor Full Bath, Beamed Ceilings, Formal Dining, Kitchen Island, Original Details
  • Appliances: Dishwasher, Dryer, Stainless Steel Appliance(s), Washer
  • Total Rooms: 6
  • Attic Description: See Remarks
  • Fireplace: Yes
  • Fireplaces Total: 2
  • Location Amenities: Other/See Remarks, Stainless Steel Appliances, Hardwood Floors As Seen, Formal Dining Room, Island Kitchen, Original Details
  • Flooring: Hardwood
  • Living Area: 2,800.00
  • Foundation Details: Pillar/Post/Pier
  • Basement: No
Exterior Features
  • Exterior Property Features: Driveway
  • Elevation Certificate: No
  • Construction Materials: Cedar, Frame, Wood Siding
  • Horse: No
  • Pool Private: Yes
Lot Information
  • Additional Parcel: Yes
  • Building Area Units: Square Feet
Parking
  • Parking Features: Driveway
  • Garage: No
  • Carport: No
Utilities
  • Cooling: Wall/Window Unit(s)
  • Heating: Forced Air, Natural Gas, Other
  • Heat Fuel Type: Forced Air, Natural Gas, Other
  • Sewer: Cesspool, Septic Tank
  • Water Source: Other
  • Utilities: See Remarks
Green Features
  • Green Features: Dishwasher, Dryer, Stainless Steel Appliance(s), Washer, Forced Air, Natural Gas, Other

Property History for 35335 Main Road

DateEvent & SourcePriceAppreciation
Apr 1, 2026

Listed (Active)

ONEKEY #972026

$2,850,000
Nov 28, 2025

Expired

ONEKEY #833875

$3,150,000
Mar 12, 2025

Listed (Active)

ONEKEY #833875

$3,550,000
DateEvent & SourcePrice
04/01/2026

Listed (Active)

ONEKEY #972026

$2,850,000
11/28/2025

Expired

ONEKEY #833875

$3,150,000
03/12/2025

Listed (Active)

ONEKEY #833875

$3,550,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 35335 Main Road

Taxable ValueLand$1,800Additions$7,200Total$9,000
Home Facts
Beds0Lot Size57,935 SqFtStyleSingle Family ResidenceZoningR-40CountySUFFOLKAPN1000-019.00-02.00-009.001

Schools near 35335 Main Road

This home is within Oysterponds Union Free School District.
Rating
School
Type
Grades
Distance
Public - PK to 6
Rating
School
Distance
Oysterponds Elementary School
PublicPK to 6

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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35335 Main Road is a single family home for sale in Orient, NY 11957. This property was listed for sale on April 1, 2026 by Compass, it's currently listed at $2,850,000. This listing's school district is Oysterponds Union Free School District. Nearby schools include Oysterponds Elementary School. 35335 Main Road is a 3-bed, 4-bath, 2,800 sqft single family home built in 1812.

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.

Based on information submitted to the MLS GRID as of 04/01/2026 12:15 PM. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Properties displayed may be listed or sold by various participants in the MLS. IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. Use of the MLS GRID data may be subject to an end user license agreement prescribed by the applicable MLS of the Member Participant, if any, and as amended from time to time.