Sold
Last Sold Price
3 beds1,442 sqft

3680 Main Bayview Rd, Southold, NY 11971

Single FamilyProperty Type
0.63 acresLot Size
1761Year Built
$409/sq ftPrice per sq ft
2 carsParking Spaces

Description

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...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.
  • Listed by: Barry B. Novick 631.734.5439 barrynovick@danielgale.com • Daniel Gale Sothebys Intl Rlty
  • Listed by: Nancy J. Cervelli 631.734.5439 nancycervelli@danielgale.com • Daniel Gale Sothebys Intl Rlty
Listing closed: 01/08/2026 12:00 AM • Source: ONEKEY as distributed by MLS GRID, MLS#: 917302
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Recent comparable sales

Median sold price

$827,500

Avg days on market

115

Sale-to-list ratio

94.9%

Southold, NY

9 comparable properties found

a view of a swimming pool with a patio
1

$791,000

Sold 12/02/25

3
Bedrooms
1,600
Square Feet
0.42
Acres
$785,000 | 6980 North Bayview Road, Southold, NY 11971
2

$785,000

Sold 09/12/25

3
Bedrooms
1,650
Square Feet
0.92
Acres
a front view of a house with a garden
3

$869,000

Sold 01/12/26

3
Bedrooms
1,610
Square Feet
0.46
Acres
a view of house in front of a big yard with large trees
4

$665,000

Sold 12/03/25

3
Bedrooms
1,300
Square Feet
0.41
Acres
an aerial view of a house
5

$864,000

Sold 11/12/25

3
Bedrooms
1,600
Square Feet
0.47
Acres
a side view of a house with garden
6

$926,000

Sold 01/24/25

3
Bedrooms
1,560
Square Feet
0.49
Acres
$660,000 | 700 Bayview Avenue, Southold, NY 11971
7

$660,000

Sold 04/07/25

3
Bedrooms
1,600
Square Feet
0.25
Acres
a view of a patio with couches and a table and chairs under an umbrella
1/16
8

$1,380,000

Sold 08/22/25

3
Bedrooms
1,547
Square Feet
Unavailable
Acres
$899,000 | 385 Cottage Place, Southold, NY 11971
9

$899,000

Sold 03/05/26

3
Bedrooms
1,440
Square Feet
0.31
Acres

Location

Listing Courtesy of Daniel Gale Sothebys Intl Rlty, Barry B. Novick; Daniel Gale Sothebys Intl Rlty, Nancy J. Cervelli

Sold By Signature Premier Properties, Athanasios Skoufis; Signature Premier Properties, Jon David Lenard

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$3,815 per month

30 year fixed, 7.03% Interest

Principal and Interest

$3,150

Property Taxes

$666

HOA Dues

$0

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Property Information for 3680 Main Bayview Road

Property Details

  • Taxes: $7,988 / year
  • MLS Type: Single Family
  • City/Township: Southold
  • Architectural Style: Cottage
  • Garage Spaces: 2
  • Waterfront: No
  • Section Area: Baywater Rd

Building Information

  • Year Built: 1761
  • Lot Size: 0.63 AC / 27,443 SF

Summary

Location and General Information
  • Hamlet: Southold
  • Senior Community YN: No
  • MLS District Code: 1000
  • 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.
  • Tax Block: 03
  • Tax Lot: 52,2
  • Property Attached: No
  • Structure Type: Detached
  • State Or Province: NY
School Information
  • School District: Southold
  • Elementary School District: Southold
  • Elementary School: Southold Elementary School
  • Middle Or Junior School District: Southold
  • Middle Or Junior School: Southold Junior-Senior High School
  • High School District: Southold
  • High School: Southold Junior-Senior High School

Rental

Rental
  • Lease Considered: No

Unit Information

Unit Information
  • Building Units Total: 1

Taxes and HOA Information

Taxes and HOA Information
  • Parcel Number: 1000-078-00-03-00-052-002
  • Tax Source: Municipality
  • Tax Year: 2025
  • Association: No

Interior and Exterior Features

Interior Features
  • Amenities: Beamed Ceilings, Brick, Cottage, First Floor Full Bath, Garage(s), Living Room, Outbuilding, Public, Tile, Wood, Wood Burning
  • Interior Features: First Floor Full Bath, Beamed Ceilings
  • Appliances: Dishwasher, Dryer, Range, Refrigerator, Washer
  • Number Of Kitchens: 1
  • Total Rooms: 8
  • Basement: Partial, Unfinished
  • Attic Description: See Remarks
  • Fireplace Features: Living Room, Wood Burning
  • Location Amenities: Out Building
  • Flooring: Brick, Tile, Wood
  • Living Area: 1442
  • Basement: Yes
Exterior Features
  • Exterior Property Features: Driveway, Garage, Garage Door Opener, Private, Wooded
  • Elevation Certificate: No
  • Construction Materials: Clapboard
  • Other Structures: Garage(s), Outbuilding
  • Pool Private: No
Lot Information
  • Lot Features: Wooded
  • Site Features: Wooded
  • Building Area Units: Square Feet
Parking
  • Parking Features: Driveway, Garage, Garage Door Opener, Private
  • Garage: Yes
  • Carport: No
Utilities
  • Cooling: Ductless
  • Heating: Baseboard
  • Heat Fuel Type: Baseboard
  • Number Of Heating Zones: 2
  • Sewer: Cesspool
  • Water Source: Public
  • Utilities: See Remarks
Green Features
  • Green Features: Dishwasher, Dryer, Range, Refrigerator, Washer, Baseboard
Virtual Tour

Agent

Payment and Rate
  • Down Payment Resource: Yes

Property History for 3680 Main Bayview Road

DateEvent & SourcePriceAppreciation
Jan 8, 2026

Sold

ONEKEY #917302

$590,000—
Oct 16, 2025

Pending

ONEKEY #917302

—
Oct 1, 2025

Listed (Active)

ONEKEY #917302

$635,000—
DateEvent & SourcePrice
01/08/2026

Sold

ONEKEY #917302

$590,000
10/16/2025

Pending

ONEKEY #917302

—
10/01/2025

Listed (Active)

ONEKEY #917302

$635,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 3680 Main Bayview Road

Taxable Value

Land

$1,000

Additions

$4,200
Total$5,200

Tax Record

2024

$6,691 ($558 / month)

Home Facts

Beds

0

Lot Size

27,443 SqFt

Style

Single Family Residence

Zoning

R-40

County

SUFFOLK

APN

1000-078.00-03.00-052.002

Schools near 3680 Main Bayview Road

This home is within Southold Union Free School District.
Rating
School
Type
Grades
Distance
Public - K to 6
Public - 7 to 12
Rating
School
Distance
Southold Elementary School
PublicK to 6

Southold Junior Senior High School
Public7 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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Virtual Tour

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Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 3680 Main Bayview Road, Southold, NY 11971
$590,000
3
1,442
27,443
$622,000
–
–
–
46,609
$850,000
3
1,400
39,582
$442,500
–
–
–
44,867
$883,000
3
1,650
40,075
–
–
–
–
6,098

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Daniel Gale Sothebys Intl Rlty, Barry B. Novick; Daniel Gale Sothebys Intl Rlty, Nancy J. Cervelli

Based on information submitted to the MLS GRID as of 01/08/2026 11:28 AM. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Properties displayed may be listed or sold by various participants in the MLS. IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. Use of the MLS GRID data may be subject to an end user license agreement prescribed by the applicable MLS of the Member Participant, if any, and as amended from time to time.