




3500 Pine Neck Road, Southold, NY, 11971
About This Home
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.**
Getting Around
Schools
Construction
Condition
- Year built: 1720
Materials
- Construction materials: Shingle Siding
Type & Style
- Home type: SingleFamily
- Architectural style: Exp Cape
- Property subType: Single Family Residence,Residential
Interior
Appliances
- Appliances included: Gas Cooktop,Gas Oven,Gas Range,Refrigerator
- Laundry features: Washer/Dryer Hookup
Basement
- Has basement: Yes
- Basement: Crawl Space
Bathroom1
- Level: First
Bathroom2
- Level: Second
Bedroom1
- Level: First
Bedroom2
- Level: Second
Bedroom3
- Level: Second
Bedrooms & Bathrooms
- Bedrooms: 3
- Bathrooms: 3
- Full bathrooms: 2
- 1/2 bathrooms: 1
Features
- First Floor Bedroom,Eat-in Kitchen,Formal Dining,Natural Woodwork,Original Details,Primary Bathroom
- Number of fireplaces: 3
- Fireplace: Yes
- Attic: Partial
Heating & Cooling
- Heating features: Baseboard,Oil,See Remarks
- Cooling features: Central Air
Interior Area
- Total structure area: 2,000
- Total interior livable area: 2,000 sqft
Kitchen
- Level: First
Living Room
- Level: First
Property
Details
- Parcel number: 1000070001200003000
- Special condition: None
Lot
- Lot size: 0.57 Acres
- Features: Back Yard,Front Yard,Historic District,Sprinklers In Front,Sprinklers In Rear
Parking
- Total spaces: 2
- Parking features: Detached,Driveway
- Has garage: Yes
- Attached garage spaces: 2
- Covered spaces: 2
- Has uncovered spaces: Yes
Climate Risk is Financial Risk
Every home has a financial story beyond the listing price. Below, you’ll see the climate risks that could affect this property — and in Bills & Affordability, how those risks may influence repairs, insurance, utilities, and long-term value.
Biggest Threats for This Home
- Coastal Flooding
- Hurricane
- Winter Weather
- Tsunami
How This Home’s Risks Compare
FEMA Declared Disasters in Suffolk County and New York
Understanding the Costs
Financial advisors generally recommend spending no more than 30% of your gross household income on housing costs. In practice, many households stretch to 35% or beyond — especially in high-cost markets.
Estimated Costs Today
| Monthly | Annual | |
|---|---|---|
| Mortgage | $8,848 | $106,176 |
| Home Insurance * | $928 | $11,136 |
| Property Taxes | $2,362 | $28,344 |
| Electricity | $330 | $3,966 |
| Total | $12,468 | $149,616 |
Income You'd Need if You Spent...
New York FAIR Plan Programs
How Costs Could Change Over Time
Climate risk is quickly impacting all of the major home ownership costs. Adjust the growth rates and percentage of income spent on housing below to see how your housing costs could change over the next 10 years — and what income you'd need to keep up.
Comparing Against the Market
Price Per Sq Ft
vs Other Active Listings
Avg $/sqft
vs Homes Sold Last Month
Median $/sqft
Current Market Trends
Median Price Per Square Foot
The median price per square foot of homes sold in this area each month. Compare this to this listing's price per square foot to gauge whether the home is priced in line with recent sales.
Historicals for This Listing
Zestimate History ($/sqft)
Price History
| Date | Event | Price |
|---|---|---|
| 2026-01-22 | Listed for sale | $1,999,000 |
| 1998-12-11 | Sold | $280,000 |
