3680 Main Bayview Rd, Southold, NY 11971

Off Market Jan 2026 for $590K

$903,359

Est. refi paymentEst. refi $3,789/mo

•

1,442

sq ft

3680 Main Bayview Rd, Southold, NY 11971

About this home

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.

Single-familyProperty Type

1761Year Built

0.63 acresLot Size

$626Est. Price/Sq.Ft.

2 car garageParking

Listing by Barry Novick • Daniel Gale Sothebys Intl Rlty

Listing by Nancy Cervelli • Daniel Gale Sothebys Intl Rlty

Contact: 631-734-5439

Bought with Athanasios Skoufis • Signature Premier Properties

Bought with Jon David Lenard • Signature Premier Properties

Redfin checked: a minute ago

•Source:OneKey® MLS as Distributed by MLS Grid #917302

Redfin Estimate

$903,359

$313K since sold in January 2026$5,000 since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 15.5% lower than the average sale price ($1.07M) of 6 comparable homes.

SOLD APR 28, 2026
$1,655,000
A
3 beds2 baths1,446 sq ft
3075 Lighthouse Rd, Southold, NY 11971
Listing by Douglas Elliman Real Estate
SOLD JUN 8, 2026
$762,500
B
3 beds2 baths1,300 sq ft
210 Spring Ln, Peconic, NY 11958
Listing by Douglas Elliman Real Estate
SOLD JUL 28, 2026
$910,000
C
3 beds2 baths1,500 sq ft
6625 Hortons Ln, Southold, NY 11971
Listing by Signature Premier Properties
SOLD AUG 28, 2026
$1,255,000
D
3 beds2 baths1,526 sq ft
1635 Smith Rd, Peconic, NY 11958
Listing by Daniel Gale Sothebys Intl Rlty
SOLD JAN 12, 2026
$869,000
E
3 beds2 baths1,610 sq ft
625 Glenn Rd, Southold, NY 11971
Listing by Signature Premier Properties
SOLD JUN 24, 2026
$965,000
F
3 beds2 baths1,568 sq ft
5050 Pequash Ave, Cutchogue, NY 11935
Listing by Engel & Volkers North Fork

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Earn from this home

Sell

$383,421

Est. take-home

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Refinance

Est. cash available

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Rent

$2,819/mo

Redfin rental estimate

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Market trends in 11971, NY

Last updated August 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-List Price

98.7%

+0.5% MoM

Median sale price

$1.4M

$103K MoM

Avg. days on market

49d

36 days MoM

Recently sold homes

2 MoM

New listings for sale

$2,950,000
4 beds3.5 baths4,241 sq ft
9305 Soundview Ave, Southold, NY 11971
Listing by Thomas J McCarthy Real Estate
$3,100,000
3 beds2 baths1,600 sq ft
3651 Soundview Ave, Peconic, NY 11958
Listing by Compass Greater NY LLC
$3,300,000
4 beds2.5 baths3,028 sq ft
3645 Soundview Ave, Peconic, NY 11958
Listing by Compass Greater NY LLC
$574,999
3 beds1 bath1,100 sq ft
2600 Boisseau Ave, Southold, NY 11971
Listing by Signature Premier Properties
See all

Provided by Redfin

Sale history for 3680 Main Bayview Rd

Year

Property tax

Land + Additions

Assessment*

2026

$8,171

$1,000 + $4,200

$5,200

2025

$8,171 (+15.3%)

$1,000 + $4,200

$5,200

2024

$7,087 (+5.9%)

$1,000 + $4,200

$5,200

2023

$6,691 (+7.4%)

$1,000 + $4,200

$5,200

2022

$6,232

$1,000 + $4,200

$5,200

2021

$6,232 (+3.9%)

$1,000 + $4,000

$5,000

2020

$6,000 (+1.3%)

$1,000 + $4,000

$5,000

2019

$5,925 (+3.4%)

$1,000 + $4,000

$5,000

2018

$5,729 (+3.1%)

$1,000 + $4,000

$5,000

2017

$5,558 (+1.0%)

$1,000 + $4,000

$5,000

2016

$5,506 (+5.1%)

$1,000 + $4,000

$5,000

2015

$5,240 (+9.5%)

$1,000 + $4,000

$5,000

2014

$4,787 (+2.3%)

$1,000 + $3,800

$4,800

2013

$4,680 (+3.1%)

$1,000 + $3,800

$4,800

2012

$4,537 (+132.5%)

$1,000 + $3,800

$4,800

2011

$1,951 (−37.6%)

$1,000 + $3,800

$4,800

2010

$3,126 (−25.3%)

$1,000 + $3,800

$4,800

2009

$4,185

$1,000 + $3,800

$4,800

Tax history for 3680 Main Bayview Rd

Year

Property tax

Land + Additions

Assessment*

2026

$8,171

$1,000 + $4,200

$5,200

2025

$8,171 (+15.3%)

$1,000 + $4,200

$5,200

2024

$7,087 (+5.9%)

$1,000 + $4,200

$5,200

2023

$6,691 (+7.4%)

$1,000 + $4,200

$5,200

2022

$6,232

$1,000 + $4,200

$5,200

2021

$6,232 (+3.9%)

$1,000 + $4,000

$5,000

2020

$6,000 (+1.3%)

$1,000 + $4,000

$5,000

2019

$5,925 (+3.4%)

$1,000 + $4,000

$5,000

2018

$5,729 (+3.1%)

$1,000 + $4,000

$5,000

2017

$5,558 (+1.0%)

$1,000 + $4,000

$5,000

2016

$5,506 (+5.1%)

$1,000 + $4,000

$5,000

2015

$5,240 (+9.5%)

$1,000 + $4,000

$5,000

2014

$4,787 (+2.3%)

$1,000 + $3,800

$4,800

2013

$4,680 (+3.1%)

$1,000 + $3,800

$4,800

2012

$4,537 (+132.5%)

$1,000 + $3,800

$4,800

2011

$1,951 (−37.6%)

$1,000 + $3,800

$4,800

2010

$3,126 (−25.3%)

$1,000 + $3,800

$4,800

2009

$4,185

$1,000 + $3,800

$4,800

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

—

Baths

—

Stories

—

Lot width

—

Lot depth

—

Lot size

0.63 Acres

Year renovated

—

Sq. Ft.

—

Year built

—

Style

Single Family Residential

County

Suffolk County

APN

1000078000300052002

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Aug 31, 2026.

Property details

Parking

Parking Information
Carport YN: No
Parking Features: Driveway, Garage, Garage Door Opener, Private

Garage Information
Garage Spaces: 2
Has Garage

Interior

Virtual Tour Information

Fireplace Information
Fireplace Features: Living Room, Wood Burning

Heating & Cooling
Cooling: Ductless
Heating: Baseboard

Interior Features
Interior Features: First Floor Full Bath,Beamed Ceilings
Appliances: Dishwasher, Dryer, Range, Refrigerator, Washer
Flooring: Brick, Tile, Wood

Room Information
Basement YN: Yes
Attic: See Remarks
Rooms Total: 8
Basement: Partial, Unfinished

Bathroom Information
Bathrooms Full: 2

Exterior

Exterior Features
Construction Materials: Clapboard
Other Structures: Garage(s), Outbuilding
Waterfront YN: No

Lot Information
Lot Features: Wooded

Property Information
Living Area Source: Public Records
Living Area (Sq. Ft.): 1442.00
Building Area Total (Sq. Ft.): 1441.00
Property Sub Type: Single Family Residence

Financial

Tax Information
Tax Year: 2025
Tax Source: Municipality
Tax Section: 078
Tax Annual Amount: $7,987.93

Financial Information
Buyer Financing: Cash

Utilities

Utility Information
Sewer: Cesspool
Utilities: See Remarks

Location

School Information
Elementary School: Southold Elementary School
Elementary School District: Southold
Middle Or Junior School: Southold Junior-Senior High School
Middle Or Junior School District: Southold
High School: Southold Junior-Senior High School
High School District: Southold

Location Information
Hamlet: Southold
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.
County Or Parish: Suffolk County

Public facts

Beds: —
Baths: —
Sq. Ft.: —
Stories: —
Lot Size: 0.63 acres
Style: Single Family Residential
Year Built: —
Year Renovated: —
County: Suffolk County
APN: 1000078000300052002

Home facts updated by county records on Aug 31, 2026

Around this home

Schools

Southold Elementary School

Public K-6 • Assigned • 1.0mi

6/10

Southold Junior Senior High School

Public 7-12 • Assigned • 1.0mi

6/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

3/10 Flood Factor

Estimated 10-14% chance of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

5/10 Heat Factor

7 days above 90° expected this year, 19 days in 30 years

8/10 Wind Factor

80% chance of strong winds in next 30 years

3/10 Air Factor

2 unhealthy days expected this year, 3 days in 30 years

Provided by First Street

Historical weather

Southold, NY • 11971

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 9 hours in June and 4.6 hours in December, which is comparable to the U.S. average for solar exposure.

9 hrs

4.6 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$859,000 – $1.04M

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Home values near 3680 Main Bayview Rd

Data from public records.

Address	Redfin Estimate
3145 Main Bayview Road, Southold, NY 4 Beds \| 2.5 Baths \| - Sq. Ft.	$1,318,283
3795 Main Bayview Road, Southold, NY - Beds \| - Baths \| - Sq. Ft.	$1,039,145

Address	Redfin Estimate
4015 Main Bayview Road, Southold, NY 3 Beds \| 3.5 Baths \| 3377 Sq. Ft.	$2,048,372
3715 Main Bayview Road, Southold, NY 3 Beds \| 2.5 Baths \| 1400 Sq. Ft.	$1,029,811

Address	Redfin Estimate
4235 Main Bayview Road, Southold, NY 3 Beds \| 2 Baths \| 1200 Sq. Ft.	$739,888
400 Nokomis Road, Southold, NY - Beds \| - Baths \| - Sq. Ft.	$774,428

Property information provided by OneKey® MLS as Distributed by MLS Grid when last listed in 2025. This data may not match . Learn more.

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