3680 Main Bayview Road, Southold, NY 11971

$590,000
3
BD
2
BA
1,442
SqFt

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Sold Price
$590,000
Days on Market
20
Closing Date
Jan 08, 2026
MLS#
917302
Status
CLOSED
Property Type
Single Family Residence
Style
Cottage
Year Built
1761
Property Tax
$7,987
School District
Southold
High School
Southold Junior-Senior High School
Jr. High
Southold Junior-Senior High School
Elementary School
Southold Elementary School

Property Description

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.

Additional Information

Bedrooms
3
Bathrooms
2
Full Baths
2
Square Footage
1,442
Acres
0.63
Parking
Driveway, Garage, Garage Door Opener, Private
Basement
Partial, Unfinished
Heating
Baseboard
Cooling
Ductless
Water
Public
Sewer
Cesspool

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Calculator source: Real Geeks

Listing courtesy of Listing Agent: Barry B. Novick (barrynovick@danielgale.com) from Listing Office: Daniel Gale Sothebys Intl Rlty.

Selling Office: Signature Premier Properties.

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . 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.