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.
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