3680 Main Bayview Road

Southold NY 11971

1442 sq. ft.

27443 sq. ft.

Single-Family

Last sold for $590,000

Barry Novick, last sold this property on 08 January 2026 after 99 days on market.

Overview

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

3 bedrooms

2 bathrooms

2 carspaces

2 garage spaces

1442 sq. ft. floor area

27443 sq. ft. lot size

Single-Family

Estimated Value

Based on this property and similar 3 bedroom single-family properties sold in Southold over the last 12 months, the estimated median property value of 3680 Main Bayview Road is $910k.

Median value

$910k

Estimated value range

$525k - $2.4m

Median days on market

Estimated value trend

-5%

decrease over the last 12 months

Average days on market is based on recent, comparable sales in Southold. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 3680 Main Bayview Road

2026

Sold

$590,000

08 Jan 2026 by Barry Novick, of Daniel Gale Sothebys Intl Rlty

Happy sellers in Southold

We have insufficient information to provide an overview of customer satisfaction for Southold. Viewing the agent profiles, reviews and sales for Southold can provide insights for this location.