A singular opportunity to acquire 21.41 contiguous acres on the Peconic Bay, offering 470 feet of premier bayfront and a private sandy beach. More than 10 acres are planted with mature vines producing an impressive range of grape varietals. Development rights are intact, allowing for future potential.
At the southern edge, a 3,500 sq. ft. waterfront residence captures sweeping bay views, while the northern boundary along Main Road features a 2,200 sq. ft. home. The north section also includes a series of barns and farm buildings, providing ample agricultural and operational versatility.
Zoned R-80 with an Agricultural District exception, this property allows for large-lot residential zoning with the flexibility of active agricultural use. R-80 zoning is intended to preserve Southold Town’s rural character by maintaining spacious residential living and open land. The agricultural exception designation allows for expanded farm operations, including, but not limited to, processing and direct sale of farm products such as wine, jams, baked goods, and crops.
This incredible waterfront acreage, steeped in North Fork history, is ready for its next steward.
Pending
$13,000,000
59600 Main Road, Southold, NY 11971
4beds
5,500sqft
Single Family Residence, Residential
Built in 1880
21.4 Acres Lot
$-- Zestimate®
$2,364/sqft
$-- HOA
What's special
Private sandy beachBarns and farm buildingsSweeping bay views
- 166 days |
- 107 |
- 3 |
Zillow last checked: 8 hours ago
Listing updated: October 04, 2025 at 12:07am
Listing by:
Compass Greater NY LLC 631-251-8644,
Bridget Elkin 516-330-6086,
Eric P. Elkin 315-521-4669,
Compass Greater NY LLC
Source: OneKey® MLS,MLS#: 901915
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 5
- Full bathrooms: 3
- 1/2 bathrooms: 2
Heating
- Oil
Cooling
- None
Appliances
- Included: Dishwasher, Gas Oven, Range, Refrigerator
Features
- Built-in Features, Crown Molding, Entrance Foyer, Formal Dining, Natural Woodwork, Original Details, Sauna
- Flooring: Hardwood
- Basement: Unfinished
- Attic: Partial,Unfinished
- Has fireplace: Yes
Interior area
- Total structure area: 5,500
- Total interior livable area: 5,500 sqft
Video & virtual tour
Property
Parking
- Total spaces: 3
- Parking features: Garage
- Garage spaces: 3
Features
- Levels: Two
- Fencing: Partial
- Has view: Yes
- View description: Open, Panoramic, Water
- Has water view: Yes
- Water view: Water
- Waterfront features: Bayfront, Beach Access, Beach Front, Water Access, Waterfront
- Frontage length: 470
Lot
- Size: 21.4 Acres
- Features: Views
Details
- Parcel number: 1000056000500001003
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Estate
- Property subtype: Single Family Residence, Residential
Materials
- Shingle Siding
Condition
- Year built: 1880
Utilities & green energy
- Sewer: Cesspool
- Water: Public
- Utilities for property: Electricity Connected, Water Connected
Community & HOA
HOA
- Has HOA: No
Location
- Region: Southold
Financial & listing details
- Price per square foot: $2,364/sqft
- Annual tax amount: $43,920
- Date on market: 8/15/2025
- Cumulative days on market: 165 days
- Listing agreement: Exclusive Right To Sell
- Electric utility on property: Yes
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
Price history
| Date | Event | Price |
|---|---|---|
| 10/3/2025 | Pending sale | $13,000,000$2,364/sqft |
Source: | ||
| 8/15/2025 | Listed for sale | $13,000,000$2,364/sqft |
Source: | ||
Public tax history
Public tax history
Tax history is unavailable.BuyAbility℠ payment
Estimated monthly payment
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Neighborhood: 11971
Nearby schools
GreatSchools rating
- 7/10Southold Elementary SchoolGrades: K-6Distance: 1.4 mi
- 6/10Southold Junior Senior High SchoolGrades: 7-12Distance: 1.4 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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