OPEN OCT 24, 10AM TO 12PM

For sale

$849,000

Est. $5,525/mo —

•

1,270

sq ft

275 Main Bayview Rd, Southold, NY 11971

About this home

Welcome to 275 Main Bayview in Southold, a warm and inviting home close to all the North Fork has to offer. This delightful Cape-style home boasts 3 spacious bedrooms, including a unique loft bedroom upstairs, and 2 bathrooms. Step inside and be greeted by a welcoming living room, complete with a cozy fireplace to warm those chilly nights. The expansive kitchen offers ample room for culinary adventures and leads conveniently into a dedicated laundry/mud room. Step outside to a serene back patio, perfect for dining or a morning cup of coffee. The backyard is a private haven, with an open view, surrounded by impressive rock walls at both the entrance and rear. This outdoor space is a testament to the beauty of nature, offering a peaceful retreat. The home's central location is a true highlight. You're just a stone's throw away from a variety of shops, wineries, restaurants, and beaches. As part of the Southold Town park district, you'll enjoy access to the picturesque Founders and South Harbor beaches. This property is more than just a home; it's a lifestyle. It offers the perfect blend of private tranquility and vibrant community life. Whether you're a foodie, a beach lover, or someone who appreciates a cozy night by the fire, this home has something for everyone. Come and experience the charm of 275 Main Bayview Rd, where every day feels like a vacation. This could be the home you've been waiting for. So why wait? Make the move today!

Single-familyProperty Type

1962Year Built

0.33 acresLot Size

$669Price/Sq.Ft.

2 car garageParking

Listing by Barbara Poliwoda • Douglas Elliman Real Estate

Contact: 631-477-2220

Listing updated: Oct 18, 2026 at 09:03am

Redfin checked: a minute ago

•Source:OneKey® MLS as Distributed by MLS Grid #1059141

Payment calculator

$5,525 per month

Principal and interest$4,691

Property taxes

$629

HOA dues

Home insurance

$205

Utilities

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Open houses

Saturday, Oct 24

10:00am - 12:00pm

Nearby open houses (10)

OPEN TODAY, 11AM TO 12:30PM
$2,795,000
7 beds6.5 baths4,562 sq ft
1050 Tasker Ln, Greenport, NY 11944
Listing by Douglas Elliman Real Estate
OPEN TODAY, 11AM TO 1PM
$649,000
2 beds1 bath1,100 sq ft
995 Schoolhouse Rd, Cutchogue, NY 11935
Listing by Coldwell Banker Reliable R E
OPEN TODAY, 12PM TO 2PM
$879,000
3 beds2 baths1,560 sq ft
4105 Deep Hole Dr, Mattituck, NY 11952
Listing by Douglas Elliman Real Estate
OPEN TODAY, 12PM TO 2PM
$2,698,000
4 beds4 baths3,035 sq ft
1430 Bay Haven Ln, Southold, NY 11971
Listing by Compass Greater NY LLC
OPEN TODAY, 12PM TO 2PM
$699,000
2 beds1 bath1,400 sq ft
216 Broad St, Greenport, NY 11944
Listing by Compass Greater NY LLC
OPEN TODAY, 12PM TO 2PM
$1,999,000
4 beds3 baths2,790 sq ft
142 Little Fresh Pond Rd, Southampton, NY 11968
Listing by Douglas Elliman Real Estate
OPEN TODAY, 2PM TO 3:30PM
$2,849,000
3 beds2 baths1,825 sq ft
221 Division St, Sag Harbor, NY 11963
Listing by Douglas Elliman Real Estate
OPEN OCT 24, 1PM TO 3PM
$1,990,000
4 beds4 baths3,050 sq ft
1165 Shipyard Ln, East Marion, NY 11939
Listing by Daniel Gale Sothebys Intl Rlty
OPEN OCT 25, 11:30AM TO 1:30PM
$999,000
5 beds2 baths— sq ft
2220 Akerly Pond Ln, Southold, NY 11971
Listing by Century 21 Albertson Realty
OPEN OCT 25, 1PM TO 2:30PM
$2,999,000
4 beds5.5 baths7,000 sq ft
9680 N Bayview Rd, Southold, NY 11971
Listing by Douglas Elliman Real Estate

Around this home

Schools

K - 12
Preschool & daycare

Southold Elementary School

Public K-6 • Assigned • 0.3mi

6/10

Southold Junior Senior High School

Public 7-12 • Assigned • 0.3mi

6/10

Provided by GreatSchools

About North

Fork

North Fork, located between Riverhead and Greenport, is a coastal and agricultural Calverton neighborhood with working vineyards and wide-open bayfront views. The mood concentrates around the Sound Avenue corridor near the Calverton hamlet center, where farm stands, tasting rooms, and low-key eateries set a weekend rhythm. Architectural character leans to shingled cottages, ranch homes, and barn-like outbuildings tied to the area’s farming roots. Macari Vineyards, Jamesport Farm Brewery, and Harbes Family Farm act as local pillars for tastings, seasonal events, and market-style shopping. Peconic Bay and the Long Island Sound frame the landscape with beaches, marinas, and long, flat roads made for cycling. The pace stays rural, with small clusters of storefronts separated by fields and rows of vines.

Provided by Walk Score and Local Logic

Market insights

275 Main Bayview Rd · $849,000

DAYS ON MARKET

The average home goes pending in 31 days.

SALE-TO-LIST

Most homes are selling 2% above list price.

LIST PRICE

Median sale price in this area is $733,483. (14% lower than this home)

PRICE DROP

15% of homes in this area have had a price drop in the past month.

Property details

Interior
Exterior
Finance

Kitchen

Bathroom

Bedroom

Living

Interior features
Fireplace
Full, unfinished basement
Partial attic

Bedrooms
First-floor bedroom

Bathrooms
2 full bathrooms

Kitchen
Oven
Refrigerator

Laundry & utility
Laundry room

Flooring
Wood flooring

Heating & cooling
Hot water heating
Oil heating

Sale and tax history for 275 Main Bayview Rd

Sale History
Tax History

Year

Property tax

Land + Additions

Assessment*

2026

$7,542

$600 + $4,200

$4,800

2025

$7,542 (+2.3%)

$600 + $4,200

$4,800

2024

$7,373 (+4.5%)

$600 + $4,200

$4,800

2023

$7,054 (+2.3%)

$600 + $4,200

$4,800

2022

$6,895

$600 + $4,200

$4,800

2021

$6,895 (+3.3%)

$600 + $4,200

$4,800

2020

$6,673 (+7.9%)

$600 + $4,200

$4,800

2019

$6,183 (+2.8%)

$600 + $4,200

$4,800

2018

$6,013 (+12.6%)

$600 + $4,200

$4,800

2017

$5,339 (+0.9%)

$600 + $3,800

$4,400

2016

$5,293 (+5.4%)

$600 + $3,800

$4,400

2015

$5,024 (+4.0%)

$600 + $3,800

$4,400

2014

$4,831 (+2.2%)

$600 + $3,800

$4,400

2013

$4,725 (+3.2%)

$600 + $3,800

$4,400

2012

$4,578 (+1.9%)

$600 + $3,800

$4,400

2011

$4,491 (+2.6%)

$600 + $3,800

$4,400

2010

$4,376 (+4.3%)

$600 + $3,800

$4,400

2009

$4,197

$600 + $3,800

$4,400

Public record

Beds

—

Baths

—

Stories

—

Lot width

—

Lot depth

—

Lot size

0.33 Acres

Year renovated

—

Finished Sq. Ft.

—

Unfinished Sq. Ft.

—

Total Sq. Ft.

—

Year built

—

Style

Single Family Residential

County

Suffolk County

APN

1000070000500053000

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Aug 31, 2026.

Climate risks

1/10 Flood Factor

Minimal risk 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

3 unhealthy days expected this year, 4 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

79/ 100

Good sunlight

Sunscore

This home receives average direct sun exposure in Southold. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

8.6 hrs

5 hrs

JuneDecember

Provided by Shadowmap

Redfin Estimate for 275 Main Bayview Rd

We cannot show automated home-value estimates for this home.

Nearby homes have recently sold between $599,000 and $910,000.

Nearby comparable homes

The Redfin Estimate uses 5 recent nearby sales, priced between $599K to $910K.

SOLD NOV 14, 2025
$815,000 Last sold price
3 beds2 baths1,400 sq ft
2575 Oaklawn Ave, Southold, NY 11971
Listing by Compass Greater NY LLC
$87/sq ft
2 years older
SOLD NOV 4, 2025
$740,000 Last sold price
3 beds1 bath1,100 sq ft
1040 Nakomis Rd, Southold, NY 11971
Listing by William Raveis New York LLC
$4/sq ft
9 years newer
SOLD NOV 3, 2025
$910,000 Last sold price
3 beds1 bath1,600 sq ft
600 Parkway, Southold, NY 11971
Listing by Douglas Elliman Real Estate
$100/sq ft
larger lot
7 years newer
SOLD MAY 5, 2026
$718,000 Last sold price
2 beds1 bath1,189 sq ft
1000 Gin Ln, Southold, NY 11971
Listing by Century 21 Albertson Realty
$65/sq ft
3 years older
SOLD OCT 23, 2025
$599,000 Last sold price
2 beds1 bath1,200 sq ft
550 Pine Neck Rd, Southold, NY 11971
Listing by Thomas J McCarthy Real Estate
$170/sq ft
5 years newer

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