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$590,000

  • Sold
  • Closed
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1,441 Sq. Ft.
  • 2 Car Garage
  • Updated 6 days ago
See This Home
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See This Home
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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.

Full Property Details for 3680 Main Bayview Rd

General

  • Sold For: $590,000
  • Taxes: $7,987
  • Status: Closed
  • Type: Single Family
  • Source: Long_Island
  • MLS ID: 917302
  • Added to Site: 107 day(s) ago

Interior

  • Number of Rooms: 8
  • Interior Features: First Floor Full Bath, Beamed Ceilings
  • Fireplace(s): Living Room, Wood Burning
  • Appliances: Dishwasher, Dryer, Range, Refrigerator, Washer
  • Flooring: Brick, Tile, Wood

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2

Bedrooms

  • Total Bedrooms: 3

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Parking Features: Driveway, Garage, Garage Door Opener, Private

Location

  • County: Suffolk County
  • Neighborhood: Southold
  • Cross Streets: Baywater Rd
  • Driving Directions: 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.

School Information

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

Heating & Cooling

  • Cooling Type: Ductless
  • Heating Type: Baseboard
  • Heating Zones: 2

Utilities

  • Sewer: Cesspool
  • Water: Public
  • Utility Description: See Remarks

Structural Information

  • Architectural Style: Cottage
  • Detached/Attached: Detached
  • Construction: Clapboard
  • Basement: Yes
  • Basement Desc.: Partial, Unfinished
  • Building Size: 1441
  • Square Feet: 1,441
  • Sq. Ft. Source: Public Records
  • Year Built: 1761

Additional Structures

  • Other Structures: Garage(s), Outbuilding

Lot Features

  • Lot Size (Acres): 0.63
  • Lot Size (Sq. Ft.): 27,443
  • Lot Features: Wooded

Financial Considerations

  • Tax Amount: $7,987.93

Disclosures and Reports

  • Special Conditions: None
  • Property ID: 1000-078-00-03-00-052-002
  • Block: 3
  • Lot Number: 522

Listed by Daniel Gale Sothebys Intl Rlty
Sold by Signature Premier Properties

Listing agents

— 3680 Main Bayview Rd —

  • Daniel Gale Sothebys Intl Rlty

  • Daniel Gale Sothebys Intl Rlty

631-734-5439

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 3680 Main Bayview Rd

School District:Southold Union Free School District
NameGradesDistance
Southold Elementary School
420 Oaklawn Avenue, Southold, NY 11971
K-61.1 mi
Southold Junior Senior High School
420 Oaklawn Avenue, Southold, NY 11971
7-121.1 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 3680 Main Bayview Rd

Date
Details
Price
Change
Source
1/08/2026
Sold
$590,000
-7.09%
MLS
10/01/2025
Listed
$635,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Listed by Daniel Gale Sothebys Intl Rlty
Sold by Signature Premier Properties

3680 Main Bayview Road, Southold, NY 11971 (MLS# 917302) is a Single Family property that was sold at $590,000 on January 08, 2026. Want to learn more about 3680 Main Bayview Road? Do you have questions about finding other Single Family real estate for sale in Southold? You can browse all Southold real estate or contact a Coldwell Banker agent to request more information.