59600 Main Rd

5,500 Sq. Ft.
$2,245 / Sq. Ft.
5,500
Sq. Ft.
$2,245
per Sq. Ft.

Description

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
...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.

Property Details for 59600 Main Road

City/Township
Southold
View
Open, Panoramic, Water
Architectural Style
Estate
Garage Spaces
3.00
Waterfront
Yes
Section Area
Bay Home Rd
LISTING UPDATED: 01/29/2026 09:22 AM

Property Details for 59600 Main Road

StatusClosed
MLS #901915
Days on Market49
Taxes$43,920 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeSingle Family
Year Built1880
Lot Size21.40 AC / 932,184 SF
CountySuffolk County

Location

Sold By Buyer Representation Office, Unrepresented Buyer; Buyer Representation Office, Unrepresented Buyer

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Building Information for 59600 Main Road

Stories-Year Built1880Building Size-Lot Size21.40 AC / 932,184 SF

Payment Calculator

$63,852 per month

30 year fixed, 6.15% Interest

Principal and Interest

$60,192

Property Taxes

$3,660

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 59600 Main Road

Summary
Location and General Information
  • Senior Community YN: No
  • Directions: East on Rt 25, Property is on the South Side of the Street
  • Property Attached: No
  • Structure Type: false
  • Levels: Two
  • Frontage Length: 470
  • State Or Province: NY
  • Water Access YN: Yes
School Information
  • School District: Southold
  • Elementary School District: Southold
  • Elementary School: Southold Elementary School
  • Middle Or Junior School District: Southold
  • Middle Or Junior School: Southold Junior-Senior High School
  • High School District: Southold
  • High School: Southold Junior-Senior High School
Rental
Rental
  • Lease Considered: No
Unit Information
Unit Information
  • Building Units Total: 1
Taxes and HOA Information
Taxes and HOA Information
  • Parcel Number: 1000-056-00-05-00-001-003
  • Association: No
Interior and Exterior Features
Interior Features
  • Amenities: Bayfront, Beach Access, Beach Front, Built-in Features, Crown Molding, Entrance Foyer, Estate, Formal Dining, Hardwood Floors As Seen, High Ceilings, Natural Woodwork, Open, Original Details, Panoramic, Partial, Public, Sauna, Water Access, Water View, Waterfront
  • Interior Features: Built-in Features, Crown Molding, Entrance Foyer, Formal Dining, High Ceilings, Natural Woodwork, Original Details, Sauna
  • Appliances: Dishwasher, Gas Oven, Range, Refrigerator
  • Number Of Kitchens: 1.0
  • Total Rooms: 10
  • Basement: Unfinished
  • Attic Description: Partial,Unfinished
  • Fireplace: Yes
  • Location Amenities: Hardwood Floors As Seen, Entry Foyer, Foyer, Formal Dining Room, High Ceilings, Original Details, Scenic View, Waterfront, Open View, Water View, Water Access
  • Spa: No
  • Flooring: Hardwood
  • Living Area: 5,500.00
  • Basement: Yes
Exterior Features
  • Exterior Property Features: Partial, Views, Waterfront
  • Elevation Certificate: No
  • Fencing: Partial
  • Construction Materials: Frame, Shingle Siding
  • Waterfront Features: Bayfront, Beach Access, Beach Front, Water Access, Waterfront
  • Pool Private: No
Lot Information
  • Lot Features: Views, Waterfront
  • Site Features: Views, Waterfront
  • Building Area Units: Square Feet
Parking
  • Garage: Yes
  • Carport: No
Utilities
  • Cooling: None
  • Heating: Oil
  • Heat Fuel Type: Oil
  • Sewer: Cesspool
  • Water Source: Public
  • Utilities: Electricity Connected, Water Connected
Green Features
  • Green Features: Dishwasher, Gas Oven, Range, Refrigerator, Oil
Virtual Tour
Agent
Payment and Rate
  • Down Payment Resource: No

Property History for 59600 Main Road

DateEvent & SourcePriceAppreciation
Jan 28, 2026

Sold

ONEKEY #901915

$12,350,000
Oct 2, 2025

Pending

ONEKEY #901915

Aug 15, 2025

Listed (Active)

ONEKEY #901915

$13,000,000
DateEvent & SourcePrice
01/28/2026

Sold

ONEKEY #901915

$12,350,000
10/02/2025

Pending

ONEKEY #901915

08/15/2025

Listed (Active)

ONEKEY #901915

$13,000,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Schools near 59600 Main Road

This home is within Southold Union Free School District.
Rating
School
Type
Grades
Distance
Public - K to 6
Public - 7 to 12
Rating
School
Distance
Southold Elementary School
PublicK to 6

Southold Junior Senior High School
Public7 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Based on information submitted to the MLS GRID as of 01/29/2026 09:22 AM. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Properties displayed may be listed or sold by various participants in the MLS. IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. Use of the MLS GRID data may be subject to an end user license agreement prescribed by the applicable MLS of the Member Participant, if any, and as amended from time to time.