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Sold for $590,000 on 01/08/26
  • $590,000

    3680 Main Bayview Road, Southold, NY 11971

    3beds
    1,442sqft
    Single Family Residence, Residential
    Built in 1761
    0.63 Acres Lot
    $590,200 Zestimate®
    $409/sqft
    $6,507 Estimated rent

    Home value

    $590,200

    $537,000 - $649,000

    $6,507/mo

    Zestimate® history
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    What's special

    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.

    Zillow last checked: 8 hours ago

    Listing updated: January 08, 2026 at 08:28am

    Listed by:

    Barry B. Novick 631-384-6524,

    Daniel Gale Sothebys Intl Rlty 631-734-5439,

    Nancy J. Cervelli 631-680-2296,

    Daniel Gale Sothebys Intl Rlty

    Bought with:

    Athanasios Skoufis, 10401390887

    Signature Premier Properties

    Jon David Lenard, 40LE1172510

    Signature Premier Properties

    Source: OneKey® MLS,MLS#: 917302MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 3
    • Bathrooms: 2
    • Full bathrooms: 2
    Heating
    • Baseboard
    Cooling
    • Ductless
    Appliances
    • Included: Dishwasher, Dryer, Range, Refrigerator, Washer
    Features
    • First Floor Full Bath, Beamed Ceilings
    • Flooring: Brick, Tile, Wood
    • Basement: Partial,Unfinished
    • Attic: See Remarks
    • Fireplace features: Living Room, Wood Burning
    Interior area
    • Total structure area: 1,441
    • Total interior livable area: 1,442 sqft

    Property

    Parking
    • Total spaces: 2
    • Parking features: Driveway, Garage, Garage Door Opener, Private
    • Garage spaces: 2
    • Has uncovered spaces: Yes
    Lot
    • Size: 0.63 Acres
    • Features: Wooded
    Details
    • Additional structures: Garage(s)
    • Parcel number: 1000078000300052002
    • Special conditions: None

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Cottage
    • Property subtype: Single Family Residence, Residential
    Materials
    • Clapboard
    Condition
    • Year built: 1761

    Utilities & green energy

    • Sewer: Cesspool
    • Water: Public
    • Utilities for property: See Remarks

    Community & neighborhood

    Location
    • Region: Southold

    Other

    Other facts
    • Listing agreement: Exclusive Right To Sell

    Price history

    DateEventPrice
    1/8/2026Sold$590,000-7.1%$409/sqft
    Source: OneKey® MLS #917302 Report a problem
    10/16/2025Pending sale$635,000$440/sqft
    Source: OneKey® MLS #917302 Report a problem
    10/1/2025Listed for sale$635,000$440/sqft
    Source: OneKey® MLS #917302 Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2024-- $5,200
    2023-- $5,200
    2022-- $5,200 +4%

    Find assessor info on the county website

    Neighborhood: 11971

    Nearby schools

    GreatSchools rating
    Schools provided by the listing agent
    • Elementary: Southold Elementary School
    • Middle: Southold Junior-Senior High School
    • High: Southold Junior-Senior High School

    Source: OneKey® MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

    Sell for more on Zillow
    Get a free Zillow Showcase℠ listing and you could sell for .
    $590,200
    2% more+ $11,804
    With Zillow Showcase(estimated)
    $602,004