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3500 Pine Neck RoadSouthold, NY 11971

For Sale

$1,999,000

Smart Buyer Rebate $19,990

Step into nearly three centuries of preserved history at 3500 Pine Neck Road, Southold—an extraordinary historic residence originally built in 1720 and impeccably maintained in pristine condition. This is not simply a home; it is a rare architectural heirloom, offering authenticity, craftsmanship, and legacy that cannot be replicated. Every historic element has been preserved to perfection, honoring the home’s original character while reflecting a level of care and stewardship that is exceptionally rare. From period details and time-honored construction methods, this residence stands as a living testament to Southold’s rich heritage. The interior offers a gracious and functional layout anchored by an enclosed brick porch, a large formal dining room, a newly renovated expansive eat-in kitchen, a classic parlor room, and a comfortable living room—all thoughtfully arranged for both elegant entertaining and everyday living. Adding to the home’s exceptional character are three stunning fireplaces, each serving as a striking focal point and a reminder of the home’s historic craftsmanship. The residence features three bedrooms and two and a half bathrooms. The first floor includes the primary bedroom and two full bathrooms, allowing for convenient main-level living, while the second floor offers two additional bedrooms and a half bath, providing privacy and flexibility for guests . Outside, the property includes a two-car detached garage and is set on a quiet, peaceful lot in close proximity to Southold Bay, offering the serenity of North Fork living with easy access to the water and surrounding natural beauty. With official historic status, this home carries both distinction and prestige—appealing to discerning buyers who value provenance, integrity, and timeless elegance. Opportunities to own a property of this caliber, condition, and historical significance are exceedingly rare. This is more than a home—it is the stewardship of a true legacy.

****** NOTE: The legal address for this home is 3500. However, the number on the post outside the home is 3290

Listed by Trish Bergin

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Signature Premier Properties

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631-647-4880

Last updated January 25, 2026

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Source: OneKey #951805

Listing Facts

  • TypeSingle-family
  • NeighborhoodSouthold
  • Bedrooms3
  • Bathrooms3
  • Days on Prevu7
  • Taxes$12,596.34/year
  • Size2,000 sqft
  • Price per sqft$1,000

Amenities

  • Air Conditioning
  • Parking

Location

Mortgage Calculator

Listing History

01/22/2026
Status changed to Active
$1,999,000
01/22/2026
Listed by Signature Premier Properties
$1,999,000

Property Details for 3500 Pine Neck Road

Exterior

Construction

  • Year Built: 1720
  • Architectural Style: Exp Cape
  • Construction Materials: Frame, Shingle Siding

Measurements

  • Building Area Units: Square Feet
  • Lot Features: Back Yard, Front Yard, Historic District, Sprinklers In Front, Sprinklers In Rear
  • Lot Size Acres: 0.57
  • Lot Size Square Feet: 24,829

Financial

Taxes

  • Parcel Number: 1000-070-00-12-00-003-000
  • Tax Annual Amount: $12,596.34
  • Tax Assessed Value: $8,200.00
  • Tax Year: 2025

Interior

Features

  • Appliances: Gas Cooktop, Gas Oven, Gas Range, Refrigerator
  • Fireplace: Yes
  • Fireplaces Total: 3
  • Interior Features: First Floor Bedroom, Eat-in Kitchen, Formal Dining, Natural Woodwork, Original Details, Primary Bathroom, Washer/Dryer Hookup

Measurements

  • Living Area: 2,000
  • Living Area Source: Other

Rooms

  • Basement: Crawl Space
  • Bathrooms Full: 2
  • Bathrooms Half: 1
  • Bathrooms Total Integer: 3
  • Bedrooms Total: 3
  • Rooms Total: 4

Parking

Parking

  • Garage Spaces: 2
  • Garage: Yes
  • Parking Features: Detached, Driveway

Schools

Elementary School

  • Elementary School: Southold Elementary School
  • Elementary School District: Southold

High School

  • High School: Southold Junior-Senior High School
  • High School District: Southold

Middle or Junior School

  • Middle Or Junior School: Southold Junior-Senior High School
  • Middle Or Junior School District: Southold

Utilities

Equipment

  • Cooling: Central Air, Multi Units
  • Heating: Baseboard, Natural Gas, Oil, See Remarks
  • Sewer: Cesspool
  • Utilities: Natural Gas Connected, Trash Collection Private
  • Water Source: Well, Private

Frequently Asked Questions

How many bedrooms and bathrooms does this single-family home have?

There are 3 bedrooms and 3 bathrooms in this single-family home at 3500 Pine Neck Road.

What schools are nearby to 3500 Pine Neck Road?

Nearby schools include the Southold Elementary School, Southold Junior-Senior High School, and Southold Junior-Senior High School.

Does this single-family home have parking?

Yes, there are 2 parking spaces available for 3500 Pine Neck Road.

What are the annual taxes for 3500 Pine Neck Road?

Annual taxes for this single-family home are estimated at $12,596.

How does 3500 Pine Neck Road compare to other single-family homes in Southold?

This single-family home is listed 22% above the average price for single-family homes in Southold and has been on the market for 113 less days than the typical home in this area.

What is the square footage on this single-family home?

According to the MLS, this listing is 2,000 sqft.

3500 Pine Neck Road is a 3-bedroom, 3-bath single-family home for sale in Southold NY 11971. Available on Prevu for 7 days at $1,999,000. This home features 2,000 square feet of living space, located in Southold. The median listing price for single-family homes in this area is $1,100,000. Nearby schools include Southold Elementary School, Southold Junior-Senior High School, and Southold Junior-Senior High School. Property amenities include air conditioning and parking. Explore more single-family home listings in Suffolk County.

The data relating to real estate for sale on this website comes in part from the IDX Program of OneKey™ MLS. The source of the displayed data is either the property owner or public record provided by non-governmental third parties. It is believed to be reliable but not guaranteed. This information is provided exclusively for consumers’ personal, non-commercial use. Information Copyright 2026, OneKey™ MLS. All Rights Reserved.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.