3680 Main Bayview Road, Southold, NY

$635,000

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3

Beds

2

Baths

1,442

Square feet

0.63

Acres

About 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.

Features of 3680 Main Bayview Road

MLS® # 917302
Price $635,000
Bedrooms 3
Bathrooms 2.00
Full Baths 2
Internal Footage 1,442
Square Footage 27443
Acres 0.63
Year Built 1761
Type Residential
Sub-Type Single Family Residence
Style Cottage
Status Active

Community Information

Address 3680 Main Bayview Road
City Southold
County Suffolk County
State NY
Zip Code 11971

Amenities

Utilities See Remarks
Parking Driveway, Garage, Garage Door Opener, Private
# of Garages 2
Is Waterfront No
Has Pool No

Interior

Interior Brick, Tile, Wood
Interior Features First Floor Full Bath, Beamed Ceilings
Appliances Dishwasher, Dryer, Range, Refrigerator, Washer
Heating Baseboard
Cooling Ductless
Fireplace Yes
Fireplaces Living Room, Wood Burning
Has Basement Yes
Basement Partial, Unfinished

Exterior

Lot Description Wooded
Construction Clapboard

School Information

District Southold
Elementary Southold Elementary School
Middle Southold Junior-Senior High School
High Southold Junior-Senior High School

Additional Information

Date Listed September 26th, 2025
Days on Market 14
Short Sale No
RE / Bank Owned No

Listing Details

Listing Provided Courtesy ofDaniel Gale Sothebys Intl Rlty
Contact Info631-734-5439

Listing Map

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