by RH Advisors

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Orient 11957
35335 Main Road
$2,850,000
● House - In Contract

35335 Main Road

Southold, NY 11957
bedrooms
3 Beds
bathrooms
3 Baths
square feet
2,800 Ft²
$14,392
Est. Monthly

About This Property

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. Photos may include virtual staging and/or digital enhancements. Furnishings and decor shown are for illustrative purposes only.

This is a co-listing with Susan Grella and Adrienne Wender of Nest Seekers International.
Unit Size
2,800 Ft²
Days on Market
-
Land Size
4.00 acres
Price per sqft
$1,018
Property Type
House
Property Taxes
$398
HOA Dues
-
Year Built
-

Listed By

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Last updated: 2 months ago (OneKey MLS #KEY972026)

Price History

Date / Event Date Event Price
Aug 26, 2026 In contract -
In contract
Mar 31, 2026 Listed by Compass Greater NY LLC $2,850,000
Listed by Compass Greater NY LLC
Nov 29, 2025 No longer available -
No longer available
Aug 16, 2025 Price Decreased $3,150,000
↓ $400K (11.3%)
Price Decreased
Mar 11, 2025 Listed by Compass Greater NY LLC $3,550,000
Listed by Compass Greater NY LLC
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.
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Property Highlights

Fireplace
Parking Details
Has Open Parking
Parking Features: Driveway
Interior Details
Full Bathrooms: 3
Interior Features: Beamed Ceilings, Kitchen Island, First Floor Full Bath, Formal Dining, Original Details
Appliances: Dishwasher, Dryer, Stainless Steel Appliance(s), Washer
Flooring Type: Hardwood
Rooms: 6
Has Fireplace
Fireplaces: 2
Exterior Details
Square Footage: 2800
Square Footage Source: $0
Architectural Style: Other
Year Built: 1812
Building Area Units: Square Feet
Construction Materials: Cedar, Frame, Wood Siding
Pool is Private
Lot Size Area: 57935
Lot Size Units: Square Feet
Lot Size Acres: 4
Lot Size Square Feet: 57935
Water Source: Other
Financial Details
Tax Assessed Value: $9,000
Tax Annual Amount: $4,774
Utilities Details
Cooling Type: Wall/Window Unit(s)
Heating Type: Forced Air, Natural Gas, Other
Sewer : Cesspool, 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: 57,935
  • 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: R
  • Land Acres: 0000001330
  • Standard Land Use Code: 1001
  • County Land Use Code: 210
  • Legal Description 1: BOOK 11687 PAGE 795 BILL 002540

Neighborhood

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

Zoning

  • Zoning: R-40

Geography

  • Account Number: 01
  • District: 1000-0
  • Section: 19.00
  • Parcel: 1000-019.00-02.00-009.001
  • Block: 2
  • Lot: 9.001
  • Municipality: SOUTHOLD
  • Latitude: 41.1485
  • Longitude: -72.2617

    Address

  • Full Address: 35335 Main Rd
  • Address - House Number: 35335
  • Address - Street Name: Main
  • Address - Suffix Type: Rd
  • State: NY
  • City Name: Orient
  • Zip Code: 11957

Valuation

    Tax

  • Tax Year: 2023
  • Tax Amount: $762,605
  • Tax Rate Code Area: 473802

    Appraisal Valuation

  • Standard Deviation: 0.2393
  • Valuation Date: Feb 14, 2024
  • Confidence Score: 66
  • Final Value: 1,299,034
  • High Value: 1,609,934
  • Low Value: 988,135

    Market Valuation

  • Market Total Value: $15,790
  • Market Land Value: $3,158
  • Market Improvement Value: $12,632

    Assessments Valuation

  • Assessed Year: 2023
  • Assessed Total Value: $9,000
  • Assessed Land Value: $1,800
  • Assessed Improvements Value: $7,200

    Exemptions

  • Senior Citizen Exemption : Yes
  • Homeowner Exemption: Yes

    Sales

  • Current Sale Contract Date: Jul 21, 1994
  • Current Sale Recording Date: Aug 01, 1994
  • Current Sale Price:
  • Current Sale Document Type: 51
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


Similar Homes for Sale

Currently no similar homes around

Nearby Rentals

Unit for rent at 990 Three Waters Lane, Orient, NY, 11957

$3,950 /mo

  • 3 Beds
  • 2 Baths
  • 1,350 ft²
990 Three Waters Lane, Orient, NY, 11957 Listing by Kathleen M. Travers


Frequently Asked Questions

When was property at 35335 Main Road built and last sold?
The property at 35335 Main Road was built in and last sold on Jul 21, 1994 for $170,000.
How much is this home worth?
The estimated value of the home located at 35335 Main Road is $2,921,796.
What are some comparable homes to 35335 Main Road?
There are currently no comparable homes to 35335 Main Road.