3500 Pine Neck Road • Southold, NY 11971

$1,999,000 Beds: 3 • Baths: 2 full 1 partial • Sq. Feet: 2000 • MLS ID: 951805 • Subdivision:School Dist: Southold
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.** View this listing at: http://www.laffey.com/lid=183907489

Property Features

  • Garage: 2
  • Taxes: $12,596
  • Formal Dining: Yes
  • Exterior: Frame,Shingle Siding
  • Lot Size: 0.57 Acres
  • Heating: Baseboard,Natural Gas,Oil,See Remarks
  • Cooling: Central Air,Multi Units
  • Year Built: 1720
  • Fireplaces: 3
  • Water: Well,Private
  • Sewer: Cesspool
  • On Market Date: 2026-01-22
  • Appliances: Gas Cooktop,Gas Oven,Gas Range,Refrigerator
  • Basement: Crawl Space
  • Fireplace Y/N: Yes
  • GarageY/N: Yes
  • Interior Features: First Floor Bedroom,Eat-in Kitchen,Formal Dining,Natural Woodwork,Original Details,Primary Bathroom,Washer/Dryer Hookup
  • Lot Features: Back Yard,Front Yard,Historic District,Sprinklers In Front,Sprinklers In Rear
  • Attic: Partial
  • Number Of Kitchens: 1
  • Heating Zones: 5
  • Parcel Number: 1000-070-00-12-00-003-000
  • Parking Features: Detached,Driveway
  • Rental Term: Monthly
  • Rooms Total: 4
  • Utilities: Natural Gas Connected,Trash Collection Private

School Information

  • High School: Southold Junior-Senior High School
  • Middle School: Southold Junior-Senior High School
  • Elementary School: Southold Elementary School
  • School District: Southold
Printed March 12, 2026


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