$1,999,000

3500 Pine Neck Road, Southold, NY 11971

  • 3 beds |
  • 3 baths |
  • 2,000 sqft
  • Property Icon Single-Family Home
  • Property Year Built Icon Built in ——
  • Property Lot Size Icon0.57acre lot
  • Property Parking Icon 2 car garage
  • Property Price Per Square Feet Icon $1,000/sqft
  • Property List Date Icon Listed 26 days ago

Property Description

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. CPF Tax/The Peconic Bay Region Community Preservation Fund applies to this listing.**

Listing Status:
Active
Data Last Updated:
February 8, 2026 at 11:23PM
Listing Office:
Signature Premier Properties : 631-647-4880
MLS ID:
951805
  • General: First Floor BedroomEat-in KitchenFormal DiningNatural WoodworkOriginal DetailsPrimary BathroomWasher/Dryer Hookup
  • Appliances: Gas CooktopGas OvenGas RangeRefrigerator
  • Basement: Crawl Space
  • A/C: Central AirMulti Units
  • Heating: BaseboardNatural GasOilSee Remarks
  • Fireplace: FireplaceFireplaces: 3
  • Style: Exp Cape
  • Parking: DetachedDriveway
  • Originating MLS: onekey2
  • School District: Southold
  • County: Suffolk County
  • Zoning: 1000-070-00-12-00-003-000
  • Utilities: Natural Gas ConnectedTrash Collection Private
  • Water: WellPrivate
  • Sewer: Cesspool
  • Source: onekey2

Presented by Veterans United Realty

This listing courtesy of Signature Premier Properties

Monthly Payment

$Est. Payment
  • Principal & Interest $
  • Property Taxes $
  • Home Insurance $
  • VA Funding Fee $

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Location

Schools Nearby

S

Southold Elementary School

420 Oaklawn Ave, Southold, NY, 11971

Grades KG-6

0.48 miles away

S

Southold Jr. / Sr. High School

420 Oaklawn Ave, Southold, NY, 11971

Grades 7-12

0.66 miles away

S

Southold Jr. / Sr. High School

420 Oaklawn Ave, Southold, NY, 11971

Grades 7-12

0.66 miles away

Disclaimer: School and School District information courtesy of the National Center for Education Statistics (NCES). School boundaries may change. Proximity to listed schools does not guarantee enrollment eligibility. Contact the school district for more information and exact boundaries.

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