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3680 Main Bayview Road, 
Southold, NY 11971

$635,000


3

Beds


2

Baths


1,442

Sq Ft


Single Family


Virtual Tour

Pending

Listed by

Barry B. Novick

Nancy J. Cervelli

Daniel Gale Sothebys Intl Rlty

Last updated:

October 17, 2025, 07:48 AM

MLS#

917302

Source:

OneKey MLS

About This Home

3680 Main Bayview Road

Southold - Jonathan Jennings House circa 1761- Moved to its current location in 1761, this clapboard home has historical and architectural significance. The original wood frame house was built with interlocking joists and carelessly dressed ceiling beams. The house has a baker's brick oven with an ash pit, two fireplaces, and a brick foundation. Reportedly the first owner, Jonathan Jennings, served as a soldier in the Revolutionary War, was captured by the British, and died on a prison ship in New York Harbor. Located at the intersection of Main Bayview Road and Baywater Road, the property was also known as "Halfway House" because of its position on the Bayview Peninsula. Subsequent ownership included Southold blacksmith Doc Billy Glover at the turn of the 20th century. Currently, the two-story house consists of a dining room with a brick floor, kitchen, office, parlor room with fireplace, living room with fireplace, three bedrooms and two bathrooms. The level treed property is .63 of an acre. In addition to the house, there are two outbuildings: a two-car garage and a storage building. The storage building has a partially finished second level. Opportunity to own and restore a property with a rich history that is ready for its next chapter. Please call for additional information or to schedule a viewing. Access to Southold Park District beaches. Enjoy the North Fork experience: restaurants, golf, beaches, shopping, farm stands, wineries, breweries, boating. It's all right here.

Home Facts

Single Family

2 Baths

3 Bedrooms

Built in 1761

Price Summary

635,000

$440 per Sq. Ft.

MLS #:

917302

Last Updated:

October 17, 2025, 07:48 AM

Added:

a month ago


Rooms & Interior

Bedrooms

Total Bedrooms:

3

Bathrooms

Total Bathrooms:

2

Full Bathrooms:

2

Interior

Living Area:

1,442 Sq. Ft.


Structure

Structure

Architectural Style:

Cottage

Building Area:

1,441 Sq. Ft.

Year Built:

1761


Lot

Lot Size (Sq. Ft):

27,443


Finances & Disclosures

Finances

Price:

$635,000

Price per Sq. Ft:

$440 per Sq. Ft.

Source:OneKey MLS
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By clicking Contact I agree a Coldwell Banker Agent may contact me by phone or text message including by automated means and prerecorded messages about real estate services, and that I can access real estate services without providing my phone number. I acknowledge that I have read and agree to the Terms of Use and Privacy Notice.