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#: 917302
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
| Date | Event | Price |
|---|---|---|
| 1/8/2026 | Sold | $590,000-7.1%$409/sqft |
Source: | ||
| 10/16/2025 | Pending sale | $635,000$440/sqft |
Source: | ||
| 10/1/2025 | Listed for sale | $635,000$440/sqft |
Source: | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | -- | $5,200 |
| 2023 | -- | $5,200 |
| 2022 | -- | $5,200 +4% |
Find assessor info on the county website
Neighborhood: 11971
Nearby schools
GreatSchools rating
- 7/10Southold Elementary SchoolGrades: K-6Distance: 1.1 mi
- 6/10Southold Junior Senior High SchoolGrades: 7-12Distance: 1.1 mi
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

