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    1 home
      1 home available
      3680 Main Bayview Road, Southold, NY 11971
      $635,000
      3beds
      2bath
      1,442sqft
      0.63acres
      House for Sale
      Down payment assistanceDown Payment Help

      3680 Main Bayview Road, Southold, NY 11971

      Listing by: Daniel Gale Sothebys Intl Rlty
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      Copyright © 2025 OneKey® MLS LLC
      Display of MLS Data is usually deemed reliable but is NOT guaranteed accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and should investigate the data themselves or retain appropriate professionals.
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      OneKey® MLS
      3680 Main Bayview Road, Southold, NY 11971
      3680 Main Bayview Road, Southold, NY 11971
      3680 Main Bayview Road, Southold, NY 11971
      3680 Main Bayview Road, Southold, NY 11971
      3680 Main Bayview Road, Southold, NY 11971
      3680 Main Bayview Road, Southold, NY 11971
      3680 Main Bayview Road, Southold, NY 11971
      3680 Main Bayview Road, Southold, NY 11971
      3680 Main Bayview Road, Southold, NY 11971
      3680 Main Bayview Road, Southold, NY 11971
      3680 Main Bayview Road, Southold, NY 11971
      3680 Main Bayview Road, Southold, NY 11971
      3680 Main Bayview Road, Southold, NY 11971
      3680 Main Bayview Road, Southold, NY 11971
      3680 Main Bayview Road, Southold, NY 11971
      3680 Main Bayview Road, Southold, NY 11971
      3680 Main Bayview Road, Southold, NY 11971
      3680 Main Bayview Road, Southold, NY 11971
      3680 Main Bayview Road, Southold, NY 11971
      3680 Main Bayview Road, Southold, NY 11971
      3680 Main Bayview Road, Southold, NY 11971
      3680 Main Bayview Road, Southold, NY 11971
      3680 Main Bayview Road, Southold, NY 11971
      3680 Main Bayview Road, Southold, NY 11971
      3680 Main Bayview Road, Southold, NY 11971
      3680 Main Bayview Road, Southold, NY 11971
      $635,000
      Down payment assistanceDown Payment Help
      3beds
      2full,half bath
      1,442sqft
      0.63acres

      3680 Main Bayview Road, Southold, NY 11971

      City/Town:Southold   Post Office: Southold     

      House for Sale by Barry B. NovickDaniel Gale Sothebys Intl Rlty.

      Data checked -. Listing last updated 50 days ago.
      1. Overview
      2. Details
      3. More 

      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.

      Internet Serviceability
      Details
        Property type
      Residential
        Year built
      1761
        Heating
      Baseboard
        Cooling
      Ductless
        Total rooms
      8
        Garage
      Yes (2 space)
        City/Town
      Southold
        Post Office
      Southold
        Parking spots
      -
      917302
      MLS ID
      Pending
      Status
      10/01/2025
      On Market Date
        Laundry features
        Flooring
      Brick, Tile, Wood
        Fireplace
      No
        Pets allowed
        Architectural Style
      Cottage
        Basement
      Partial, Unfinished
        View
      Interior features
      First Floor Full Bath, Beamed Ceilings
      Exterior features
      Lot features
      Wooded
      Appliances included
      Dishwasher, Dryer, Range, Refrigerator, Washer
      Construction materials
      Clapboard
      Monthly taxes
      $666
      Yearly taxes
      $7,987.93
      Community Features
      -
      School district
      Southold
      Schools
      Southold Elementary School, Southold Junior-Senior High School
      Senior community
      No
      Common Charges
      -
      Maintenance
      -
      Additional Fees
      -
      Open Houses
      In-Person
      No upcoming in-person open houses
      Virtual
      No upcoming virtual open houses
      Contact Agent
      Listing By:
      BN
      Barry B. Novick
      Nancy J. Cervelli
      Nancy J. Cervelli
      BN
      Barry B. Novick
      Associate Real Estate Broker, Daniel Gale Sothebys Intl Rlty
      Direct Number 
       
      Nancy J. Cervelli
      Nancy J. Cervelli
      Associate Real Estate Broker, Daniel Gale Sothebys Intl Rlty
      Direct Number 
       
      Location
      Rt 25 (Main Rd) East to South Harbor Rd. turn right onto South Harbor Rd, turn left onto Baywater, turn right onto Main Bayview. Driveway is on the right.
      For Sale Nearby
      No nearby homes are For Sale Nearby.
      Recently Sold
      No nearby homes have been Recently Sold.
      3680 Main Bayview Road, Southold, NY 11971, is a 3 bedroom, 2 bathroom, 1442 sqft. Single Family Residence built in 1761. This property is currently available for sale and was listed on OneKey® MLS on 10-1-2025. The MLS# for this Single Family Residence is MLS# 917302.
      Display of MLS Data is usually deemed reliable but is NOT guaranteed accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and should investigate the data themselves or retain appropriate professionals.
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