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.**
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
- 22 days |
- 1,143 |
- 29 |
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#: 951805
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
| Date | Event | Price |
|---|---|---|
| 1/22/2026 | Listed for sale | $1,999,000+613.9%$1,000/sqft |
Source: | ||
| 12/11/1998 | Sold | $280,000$140/sqft |
Source: Public Record Report a problem | ||
Public tax history
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | -- | $8,200 |
| 2023 | -- | $8,200 |
| 2022 | -- | $8,200 |
Find assessor info on the county website
BuyAbility℠ payment
Estimated monthly payment
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Neighborhood: 11971
Nearby schools
GreatSchools rating
- 7/10Southold Elementary SchoolGrades: K-6Distance: 0.7 mi
- 6/10Southold Junior Senior High SchoolGrades: 7-12Distance: 0.7 mi
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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