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For sale
  • $1,999,000

    3500 Pine Neck Road, Southold, NY 11971

    3beds
    2,000sqft
    Single Family Residence, Residential
    Built in 1720
    0.57 Acres Lot
    $-- Zestimate®
    $1,000/sqft
    $-- HOA

    What's special

    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.**
    65 days
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    722
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    20
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    Zillow last checked: 7 hours ago

    Listing updated: February 07, 2026 at 11:09am

    Listing by:

    Signature Premier Properties 631-647-4880,

    Trish Bergin 631-275-8146

    Source: OneKey® MLS as distributed by MLS GRID,MLS#: 951805MLS Logo

    Tour with a local agent

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 3
      • Full bathrooms: 2
      • 1/2 bathrooms: 1
      Bedroom 1
      • Description: Primary Bedroom
      • Level: First
      Bedroom 2
      • Level: Second
      Bedroom 3
      • Level: Second
      Bathroom 1
      • Description: Primary Bathroom
      • Level: First
      Bathroom 2
      • Description: Half Bath
      • Level: Second
      Kitchen
      • Description: Eat In Kitchen
      • Level: First
      Living room
      • Description: Sitting Room plus Parlor
      • Level: First
      Heating
      • Baseboard, Oil, See Remarks
      Cooling
      • Central Air
      Appliances
      • Included: Gas Cooktop, Gas Oven, Gas Range, Refrigerator
      • Laundry: Washer/Dryer Hookup
      Features
      • First Floor Bedroom, Eat-in Kitchen, Formal Dining, Natural Woodwork, Original Details, Primary Bathroom
      • Basement: Crawl Space
      • Attic: Partial
      • Number of fireplaces: 3
      Interior area
      • Total structure area: 2,000
      • Total interior livable area: 2,000 sqft

      Property

      Parking
      • Total spaces: 2
      • Parking features: Detached, Driveway
      • Garage spaces: 2
      • Has uncovered spaces: Yes
      Lot
      • Size: 0.57 Acres
      • Features: Back Yard, Front Yard, Historic District, Sprinklers In Front, Sprinklers In Rear
      Details
      • Parcel number: 1000070001200003000
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Exp Cape
      • Property subtype: Single Family Residence, Residential
      Materials
      • Shingle Siding
      Condition
      • Year built: 1720

      Utilities & green energy

      • Sewer: Cesspool
      • Water: Private
      • Utilities for property: Natural Gas Connected, Trash Collection Private

      Community & HOA

      HOA
      • Has HOA: No
      Location
      • Region: Southold

      Financial & listing details

      • Price per square foot: $1,000/sqft
      • Tax assessed value: $8,200
      • Annual tax amount: $12,596
      • Date on market: 1/22/2026
      • Cumulative days on market: 59 days
      • Listing agreement: Exclusive Right To Sell

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        Price history
        DateEventPrice
        1/22/2026Listed for sale$1,999,000+613.9%$1,000/sqft
        Source: OneKey® MLS as distributed by MLS GRID #951805 Report a problem
        12/11/1998Sold$280,000$140/sqft
        Source: Public Record Report a problem

        Public tax history

        Public tax history
        YearProperty taxesTax assessment
        2024-- $8,200
        2023-- $8,200
        2022-- $8,200
        2021-- $8,200
        2020-- $8,200
        2019-- $8,200
        2018-- $8,200
        2017$11,042 $8,200
        2016-- $8,200
        2015-- $8,200
        2014-- $8,200
        2013-- $8,200
        2012-- $8,200
        2011-- $8,200
        2010-- $8,200
        2009-- $8,200
        2008-- $8,200
        2007$8,364 +26.6%$8,200 +6.5%
        2005$6,608 +4.6%$7,700
        2004$6,320 +3.9%$7,700
        2003$6,080 +4.5%$7,700
        2002$5,819 $7,700
        2001-- $7,700
        2000$5,021 $7,700

        Find assessor info on the county website

        BuyAbility℠ payment

        Estimated monthly payment
        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
        Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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        Climate risks

        Neighborhood: 11971

        Getting around

        9 / 100
        Car-Dependent
        30 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Southold Elementary School
        • Middle: Southold Junior-Senior High School
        • High: Southold Junior-Senior High School

        Source: OneKey® MLS as distributed by MLS GRID. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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