3680 Main Bayview Road Southold, NY $ 635,000
3680 Main Bayview Road
$ 635,000
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3680 Main Bayview Road

Southold, NY, 11971
$ 635,000
Bedrooms3 Baths2.0 Sq 1,442

Monthly Estimate*

$ 3,962

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Single Family Home for sale in Southold, NY

for $635,000 with 3 bedrooms and 2 full baths. This 1,442 square foot home was built in 1761 on a lot size of 0.63.

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.

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Single Family Pending

Price

$ 635,000

Bedrooms

3

Full Bath

2

Property Type

Single Family

Taxes

$ 7,987

Style

Cottage

Lot Size

0.63

Year Built

1761

Town/City

Southold

County/Region

Suffolk

MLS | Web ID

917302

Features
Interior
Interior Amenities First Floor Full Bath Beamed Ceilings
Basement Partial Unfinished
Flooring Brick Tile Wood
Fireplace Features Living Room Wood Burning
Basement Features Partial Unfinished
Basement (Y/N) Y
Half Baths 0
Total Bedrooms 3
Total Baths 2
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General
Sewer Cesspool
Heating Baseboard
Cooling Ductless
Utilities See Remarks
Appliances Dishwasher Dryer Range Refrigerator Washer
Garage Spaces 2
Architectural Style Cottage
Construction Materials Clapboard
Year Built 1761
Property Subtype Single Family Residence
Tax Year 2025
Parcel Number 1000-078-00-03-00-052-002
County Suffolk County
Property Type Residential
HOA N
Garage Y/N Y
Other Structures Garage(s) Outbuilding
Total Rooms 8
Full Baths 2
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.
High School Southold Junior-Senior High School
City Southold
Senior Community Y/N N
High School District Southold
Carport Y/N N
Elementary School Southold Elementary School
Property Attached Y/N N
Tax Annual Amount 7987.93
Showing Instructions call/text listing ageny
Middle/Junior High School Southold Junior-Senior High School
Virtual Tour https://my.homediary.com/u/486992
Building Area Units Square Feet
Standard Status Pending
Middle/Junior School District Southold
Elementary School District Southold
Tax Lot 52 2
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Exterior
Parking Features Driveway Garage Garage Door Opener Private Driveway Garage Garage Door Opener Private
Water Source Public
Building Area Total 1441
Waterfront Y/N N
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Internal Only
Street Number 1 3680
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* Excluded Features
List By
Barry B. Novick

Listing Agent

Daniel Gale Sothebys Intl Rlty

Broker

631-734-5439

Contact

Affordability Calculator

$4,627
Per Month
86%
14%
0%
Monthly Principal & Interest
$3,962
Monthly Property Taxes
$666
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
4100176 Elementary School
4099535 Middle School
Southold Junior-Senior High School High School
Pricing History
DatePricePrice ChangeDescription
9/26/2025$635,000 Listed Price

Map


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3680 Main Bayview Road, Southold, NY, 11971 is a Single Family Home for sale at $635,000 with 1,442 sqft and a lot size of 0.63. 3680 Main Bayview Road has 3 bedrooms, 2.0 baths, and was built in 1761. The property's zip code is 11971 which is in Southold, NY