Step into nearly three centuries of preserved history at 3500 Pine Neck Road, Southold-an extraordinary historic residence originally built in circa 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.Lastly, the final photos on this listing demonstrate the secret hatch in the floor and each person to visit between 1750-1800's carved their names into the china cabinet paneling. So interesting to explore all the names. ** 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.**
| MLS # | 951805 |
|---|---|
| Listing Type | For Sale |
| Style | House |
| Sub-Type | Resale |
| Status | Active |
| Year | 1720 |
| Days On Site | 272 |
| Listing Provided By | Signature Premier Properties | Trish Bergin |
| Bed(s) | 3 |
|---|---|
| Bath(s) | 3 Total |
| SQ Feet | 2,000 |
| Garage | 2 |
| Basement | Y |
| Acreage | 0.57 |
| Cooling | Central Air, Multi Units |
|---|---|
| Heating | Baseboard, Natural Gas, Oil, See Remarks |
| Interior Features | First Floor Bedroom, Eat-in Kitchen, Formal Dining, Natural Woodwork, Original Details, Primary Bathroom, Washer/Dryer Hookup |
| Appliances | Gas Cooktop, Gas Oven, Gas Range, Refrigerator |
| Construction Materials | Frame, Shingle Siding |
|---|---|
| Lot Features | Back Yard, Front Yard, Historic District, Sprinklers In Front, Sprinklers In Rear |
| Garage Yes / No | Yes |
|---|---|
| Parking Features | Detached, Driveway |
| Utilities | Natural Gas Connected, Trash Collection Private |
|---|---|
| Sewer | Cesspool |
| Tax Year | 2025 |
|---|---|
| Tax Assessed Value | 8200 |
| Tax Annual Amount | 12596.34 |
| State | NY |
|---|---|
| County | Suffolk County |
| City | Southold |
| Zip Code | 11971 |
| School District | Southold Junior-Senior High Scho |
| Elementary School | Southold Elementary School |
| High School | Southold Junior-Senior High Scho |
| Listing VS Median (in 11971) | |
Price: $1,750,000 low | high Med: $895,000 sqft: 2,000 low | high Med: 1,862 $ / sqft: $875 low | high Med: $481 On site: 272 low | high Med: 179 | |
| State | NY |
|---|---|
| County | Suffolk County |
| City | Southold |
| Zip Code | 11971 |
| School District | Southold Junior-Senior High Scho |
| Elementary School | Southold Elementary School |
| High School | Southold Junior-Senior High Scho |
| Listing VS Median (in 11971) | |
Price: $1,750,000 low | high Med: $895,000 sqft: 2,000 low | high Med: 1,862 $ / sqft: $875 low | high Med: $481 On site: 272 low | high Med: 179 | |