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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.**
    22 days
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    1,143
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    29
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    Zillow last checked: 8 hours ago

    Listing updated: February 03, 2026 at 12:29pm

    Listing by:

    Signature Premier Properties 631-647-4880,

    Trish Bergin 631-275-8146

    Source: OneKey® MLS,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: 16 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 #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

    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.
    See how much you could borrow to make a competitive offer.

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    Learn more*Terms apply. Match provided by Foyer. Account offered by Pacific West Bank, Member FDIC.

    Climate risks

    Neighborhood: 11971

    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. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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