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59600 Main RoadSouthold, NY 11971

For Sale

$13,000,000

Smart Buyer Rebate $130,000

A singular opportunity to acquire 22.20 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, including Pinot Noir, Merlot, Cabernet Franc, Malbec, Petit Verdot, Sauvignon Blanc, Chardonnay, and Gruner Veltliner. Development rights are intact, allowing for future potential.

At the southern edge, a 4,000 sq. ft. waterfront residence captures sweeping bay views, while the northern boundary along Main Road features a 2,500 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. In addition, the property offers residential subdivision possibilities, further enhancing its long-term value and potential.

This incredible waterfront acreage, steeped in North Fork history, is ready for its next steward.

Listed by Bridget Elkin

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Compass Greater NY LLC

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516-330-6086

Listed by Eric P. Elkin

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Compass Greater NY LLC

Last updated August 19, 2025

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Source: OneKey #901915

Listing Facts

  • TypeSingle-family
  • NeighborhoodSouthold
  • Bedrooms6
  • Bathrooms4
  • Days on Prevu22
  • Taxes$43,920.1/year
  • Size6,000 sqft
  • Price per sqft$2,167

Amenities

  • Dishwasher

Location

Mortgage Calculator

Listing History

08/15/2025
Listed by Compass Greater NY LLC
$13,000,000

Property Details for 59600 Main Road

Exterior

Construction

  • Year Built: 1880
  • Architectural Style: Estate
  • Construction Materials: Frame, Shingle Siding

Features

  • Fencing: Partial
  • View: Open, Panoramic, Water
  • Waterfront Features: Bayfront, Beach Access, Beach Front, Water Access, Waterfront
  • Waterfront: Yes

Measurements

  • Building Area Total: 7,700
  • Building Area Units: Square Feet
  • Frontage Length: 470
  • Lot Features: Views, Waterfront
  • Lot Size Acres: 22.20
  • Lot Size Square Feet: 967,032

Financial

Taxes

  • Parcel Number: 1000-056-00-05-00-001-003
  • Tax Annual Amount: $43,920.10
  • Tax Year: 2025

Interior

Features

  • Appliances: Dishwasher, Gas Oven, Range, Refrigerator
  • Fireplace: Yes
  • Flooring: Hardwood
  • Interior Features: Built-in Features, Crown Molding, Entrance Foyer, Formal Dining, High Ceilings, Natural Woodwork, Original Details, Sauna

Measurements

  • Living Area: 6,000
  • Living Area Source: Other

Rooms

  • Basement: Unfinished
  • Has Basement: Yes
  • Bathrooms Full: 4
  • Bathrooms Total Integer: 4
  • Bedrooms Total: 6
  • Rooms Total: 10

Parking

Parking

  • Garage Spaces: 3
  • Garage: Yes

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

  • Heating: Oil
  • Sewer: Cesspool
  • Utilities: Electricity Connected, Water Connected
  • Water Source: Public

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Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.