Google street view image for 181 W Main St, Chester, CT 06412

Off market

$497,166

•

2 ba

•

1,920

sq ft

181 W Main St, Chester, CT 06412

About this home

181 W Main St is a 1,920 square foot house on a 3.05 acre lot with 4 bedrooms and 2 bathrooms. Based on Redfin's Chester data, we estimate the home's value is $497,166.

Single-familyProperty Type

1828Year Built

3.05 acresLot Size

$259Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$497,166

$7,000 since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 16.2% lower than the average sale price ($593K) of 5 comparable homes.

SOLD OCT 26, 2026
$559,000
A
3 beds2 baths1,740 sq ft
28 Deep Hollow Rd, Chester, CT 06412
SOLD APR 30, 2026
$813,500
B
3 beds1.5 baths1,982 sq ft
6 Pelton Hl, Chester, CT 06412
SOLD AUG 14, 2026
$568,000
C
3 beds2 baths1,984 sq ft
365 Winthrop Rd, Deep River, CT 06417
SOLD OCT 21, 2026
$525,000
D
3 beds1.5 baths1,742 sq ft
43 Goose Hill Rd, Chester, CT 06412
SOLD SEP 2, 2026
$500,000
E
3 beds2 baths1,714 sq ft
22 Goose Hill Rd, Chester, CT 06412

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Earn from this home

Sell

$466,544

Est. take-home

List your home with Redfin and save $4,972

Rent

$2,737/mo

Redfin rental estimate

List your home for rent

Market trends in 06412, CT

Last updated October 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-list price

104.6%

+4.1% MoM

Median sale price

$513K

$13K MoM

Avg. days on market

38d

6 days MoM

Recently sold homes

1 MoM

Provided by Redfin

Sale history for 181 W Main St

As the MLS and public records start to fill up, we'll list the details here.

Year

Property tax

Land + Additions

Assessment*

2023

$6,406 (+0.7%)

$73,480 + $142,210

$215,690

2022

$6,363

$73,480 + $142,210

$215,690

2021

$6,363 (+3.1%)

$73,480 + $142,210

$215,690

2020

$6,173 (−0.6%)

$73,480 + $142,210

$215,690

2019

$6,210 (+11.7%)

$73,480 + $142,210

$215,690

2018

$5,558 (+2.8%)

$77,340 + $127,690

$205,030

2017

$5,405 (+3.1%)

$77,340 + $127,690

$205,030

2016

$5,243 (+3.0%)

$77,340 + $127,690

$205,030

2014

$5,089 (−7.4%)

$77,340 + $127,690

$205,030

2011

$5,495

$90,610 + $159,720

$250,330

Tax history for 181 W Main St

Year

Property tax

Land + Additions

Assessment*

2023

$6,406 (+0.7%)

$73,480 + $142,210

$215,690

2022

$6,363

$73,480 + $142,210

$215,690

2021

$6,363 (+3.1%)

$73,480 + $142,210

$215,690

2020

$6,173 (−0.6%)

$73,480 + $142,210

$215,690

2019

$6,210 (+11.7%)

$73,480 + $142,210

$215,690

2018

$5,558 (+2.8%)

$77,340 + $127,690

$205,030

2017

$5,405 (+3.1%)

$77,340 + $127,690

$205,030

2016

$5,243 (+3.0%)

$77,340 + $127,690

$205,030

2014

$5,089 (−7.4%)

$77,340 + $127,690

$205,030

2011

$5,495

$90,610 + $159,720

$250,330

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

Property details

Interior

Basement Information
Basement Sq. Ft: 800
Basement Type: Full

Bathroom Information
# of Full Baths: 2

Heating & Cooling
Heating Type: Forced Hot Water

Fireplace Information
# of Fireplaces: 4
Has Fireplace

Room Information
# of Rooms: 9

Exterior

Exterior Information
Physical Condition: Good
Building Style Type: Colonial
Construction Type: Frame
Exterior Wall: Wood Siding/Shingle

Property Information
Living Sq. Ft: 1,920
# of Stories: 2

Lot Information
# of Buildings: 1
Land Sq. Ft: 132,858
Municipality Name: CHESTER
Acres: 3.05
Zoning Code: R-2
State Use Description: 1-FAMILY RESIDENCE

Utility Information
Sewer Type: Septic
Water Service Type: Well

Financial

Assessor Information
Assessment Year: 2023

Public facts

Beds: 4
Baths: 2.0
Sq. Ft.: 1,920
Stories: 2.0
Lot Size: 3.05 acres
Style: Single Family Residential
Year Built: 1828
Year Renovated: 1990
County: Middlesex County
APN: 941397

Home facts updated by county records on Jul 13, 2023

Around this home

Schools

K - 12
Preschool & daycare

Chester Elementary School

Public PreK-6 • Assigned • 1.5mi

7/10

John Winthrop Middle School

Public 7-8 • Assigned • 2.9mi

6/10

Valley Regional High School

Public 9-12 • Assigned • 2.9mi

7/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

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 95° expected this year, 17 days in 30 years

6/10 Wind Factor

70% chance of strong winds in next 30 years

4/10 Air Factor

3 unhealthy days expected this year, 5 days in 30 years

Provided by First Street

Historical weather

Chester, CT • 06412

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 4.5 hours in December, which is comparable to the U.S. average for solar exposure.

9 hrs

4.5 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$473,000 – $572,000

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Nearby similar homes

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First floor bedroom • Full bath • Generator hook up

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3 beds1 bath1,217 sq ft

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Home values near 181 W Main St

Data from public records.

Address	Redfin Estimate
193 West Main St, Chester, CT 3 Beds \| 2 Baths \| 3476 Sq. Ft.	$797,954
172 West Main St, Chester, CT 4 Beds \| 3 Baths \| 1880 Sq. Ft.	$475,141
192 West Main St, Chester, CT 3 Beds \| 1.5 Baths \| 1650 Sq. Ft.	$521,812
27 Baker Rd, Chester, CT 2 Beds \| 1 Baths \| 928 Sq. Ft.	$390,098
89 Wig Hill Rd Apartment C, Chester, CT 4 Beds \| 3.5 Baths \| 2125 Sq. Ft.	$609,843
39 Baker Rd, Chester, CT 3 Beds \| 2 Baths \| 1570 Sq. Ft.	$563,822
100 Wig Hill Rd, Chester, CT 2 Beds \| 1.5 Baths \| 1632 Sq. Ft.	$423,927

Address	Redfin Estimate
187 West Main St, Chester, CT 3 Beds \| 2.5 Baths \| 2225 Sq. Ft.	$604,362
173 West Main St, Chester, CT 2 Beds \| 1 Baths \| 1392 Sq. Ft.	—
170 West Main St, Chester, CT 3 Beds \| 2 Baths \| 2127 Sq. Ft.	$585,398
37 Baker Rd, Chester, CT 3 Beds \| 1.5 Baths \| 2173 Sq. Ft.	$472,053
35 Baker Rd, Chester, CT 2 Beds \| 1 Baths \| 720 Sq. Ft.	$378,370
119 Wig Hill Rd, Chester, CT 3 Beds \| 2.5 Baths \| 2237 Sq. Ft.	$688,205
91 Turkey Hill Rd, Chester, CT 4 Beds \| 1.5 Baths \| 1594 Sq. Ft.	$466,558

Address	Redfin Estimate
189 West Main St, Chester, CT 4 Beds \| 2 Baths \| 1858 Sq. Ft.	$421,584
168 West Main St, Chester, CT 3 Beds \| 2 Baths \| 2006 Sq. Ft.	$565,033
190 West Main St, Chester, CT 2 Beds \| 2 Baths \| 1566 Sq. Ft.	$466,545
118 Wig Hill Rd, Chester, CT 3 Beds \| 3 Baths \| 2400 Sq. Ft.	$539,845
30 Baker Rd, Chester, CT 2 Beds \| 1 Baths \| 1252 Sq. Ft.	$406,646
89 Wig Hill Rd Apartment A, Chester, CT 3 Beds \| 2.5 Baths \| 3088 Sq. Ft.	$732,374
33 Baker Rd, Chester, CT 3 Beds \| 1 Baths \| 1338 Sq. Ft.	$380,843

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About this home

Redfin Estimate

Earn from this home

Market trends in 06412, CT

Sale history for 181 W Main St

Tax history for 181 W Main St

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

Home values near 181 W Main St

More real estate resources