Google street view image for 38 W Main St, Chester, CT 06412

Off market

$375,738

•

1 ba

•

1,648

sq ft

38 W Main St, Chester, CT 06412

About this home

38 W Main St is a 1,648 square foot house on a 2.25 acre lot with 2 bedrooms and 1 bathroom. Based on Redfin's Chester data, we estimate the home's value is $375,738.

Single-familyProperty Type

1924Year Built

2.25 acresLot Size

$228Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$375,738

$1,000 since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 21.9% lower than the average sale price ($481K) of 5 comparable homes.

SOLD SEP 11, 2026
$430,000
A
2 beds1.5 baths1,454 sq ft
25 Goose Hill Rd, Chester, CT 06412
SOLD OCT 21, 2026
$525,000
B
3 beds1.5 baths1,742 sq ft
43 Goose Hill Rd, Chester, CT 06412
SOLD SEP 2, 2026
$500,000
C
3 beds2 baths1,714 sq ft
22 Goose Hill Rd, Chester, CT 06412
SOLD APR 30, 2026
$410,000
D
2 beds1 bath1,470 sq ft
79 Middlesex Ave, Chester, CT 06412
SOLD JUN 22, 2026
$540,000
E
3 beds1.5 baths1,392 sq ft
177 Union St, Deep River, CT 06417

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Earn from this home

Sell

$352,086

Est. take-home

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Rent

$2,121/mo

Redfin rental estimate

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Market trends in 06412, CT

Last updated October 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-list price

100.5%

+0.7% MoM

Median sale price

$500K

$5K MoM

Avg. days on market

44d

13 days MoM

Recently sold homes

0 MoM

New listings for sale

$749,900
4 beds2.5 baths2,662 sq ft
13 High Field Ln, Chester, CT 06412
$450,000
3 beds1 bath1,179 sq ft
6 School Ln, Chester, CT 06412
COMING SOON
$525,000
3 beds2 baths1,822 sq ft
6 Gilbert Hill Rd, Chester, CT 06412
$775,000
3 beds2.5 baths3,002 sq ft
7 Hickory Hill Dr, Chester, CT 06412
See all

Provided by Redfin

Sale history for 38 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

$4,451 (+0.7%)

$70,790 + $79,060

$149,850

2022

$4,421

$70,790 + $79,060

$149,850

2021

$4,421 (+3.1%)

$70,790 + $79,060

$149,850

2020

$4,289 (−0.6%)

$70,790 + $79,060

$149,850

2019

$4,314 (−2.5%)

$70,790 + $79,060

$149,850

2018

$4,425 (+2.8%)

$74,730 + $88,500

$163,230

2017

$4,303 (+3.1%)

$74,730 + $88,500

$163,230

2016

$4,174 (+3.0%)

$74,730 + $88,500

$163,230

2014

$4,051 (−17.3%)

$74,730 + $88,500

$163,230

2011

$4,896

$104,470 + $118,580

$223,050

Tax history for 38 W Main St

Year

Property tax

Land + Additions

Assessment*

2023

$4,451 (+0.7%)

$70,790 + $79,060

$149,850

2022

$4,421

$70,790 + $79,060

$149,850

2021

$4,421 (+3.1%)

$70,790 + $79,060

$149,850

2020

$4,289 (−0.6%)

$70,790 + $79,060

$149,850

2019

$4,314 (−2.5%)

$70,790 + $79,060

$149,850

2018

$4,425 (+2.8%)

$74,730 + $88,500

$163,230

2017

$4,303 (+3.1%)

$74,730 + $88,500

$163,230

2016

$4,174 (+3.0%)

$74,730 + $88,500

$163,230

2014

$4,051 (−17.3%)

$74,730 + $88,500

$163,230

2011

$4,896

$104,470 + $118,580

$223,050

*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: 648
Basement Type: Full

Bathroom Information
# of Full Baths: 1

Heating & Cooling
Heating Type: Forced Air

Fireplace Information
# of Fireplaces: 1
Has Fireplace

Room Information
# of Rooms: 5

Exterior

Exterior Information
Physical Condition: Average
Building Style Type: Conventional
Construction Type: Frame
Exterior Wall: Wood Siding/Shingle

Property Information
Living Sq. Ft: 1,648
# of Stories: 2

Lot Information
# of Buildings: 1
Land Sq. Ft: 98,010
Municipality Name: CHESTER
Acres: 2.25
Zoning Code: R-1
State Use Description: 1-FAMILY RESIDENCE

Utility Information
Sewer Type: Septic
Water Service Type: Well

Financial

Assessor Information
Assessment Year: 2023

Public facts

Beds: 2
Baths: 1.0
Sq. Ft.: 1,648
Stories: 2.0
Lot Size: 2.25 acres
Style: Single Family Residential
Year Built: 1924
Year Renovated: 1981
County: Middlesex County
APN: 940356

Home facts updated by county records on Jun 26, 2023

Around this home

Schools

Chester Elementary School

Public PreK-6 • Assigned • 0.2mi

7/10

John Winthrop Middle School

Public 7-8 • Assigned • 2.5mi

6/10

Valley Regional High School

Public 9-12 • Assigned • 2.2mi

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 96° expected this year, 16 days in 30 years

8/10 Wind Factor

80% 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

$357,000 – $433,000

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Nearby similar homes

$299,900

4 beds1 bath1,274 sq ft

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First floor bedroom • Full bath • Generator hook up

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3D WALKTHROUGH

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47 E Kings Hwy, Chester, CT 06412

3.2 acre lot • 4 garage spots • Built 1798

New listings for sale in 06412

$749,900

4 beds2.5 baths2,662 sq ft

13 High Field Ln, Chester, CT 06412

Custom colonial • Private acres • Quiet cul-de-sac

$450,000

3 beds1 bath1,179 sq ft

6 School Ln, Chester, CT 06412

Enclosed front porch • Hardwood floors • Updated kitchen

COMING SOON

$525,000

3 beds2 baths1,822 sq ft

6 Gilbert Hill Rd, Chester, CT 06412

Tranquil cul-de-sac • Updated kitchen • Granite countertops

$775,000

3 beds2.5 baths3,002 sq ft

7 Hickory Hill Dr, Chester, CT 06412

Updated colonial • New central air • On demand hot water

Home values near 38 W Main St

Data from public records.

Address	Redfin Estimate
58 West Main St, Chester, CT 2 Beds \| 1 Baths \| 960 Sq. Ft.	$260,521
28 West Main St, Chester, CT 3 Beds \| 3 Baths \| 2649 Sq. Ft.	$704,701

Address	Redfin Estimate
30 West Main St, Chester, CT 2 Beds \| 1 Baths \| 790 Sq. Ft.	$194,805
31 West Main St, Chester, CT 3 Beds \| 2 Baths \| 2076 Sq. Ft.	$597,212

Address	Redfin Estimate
32 West Main St, Chester, CT 3 Beds \| 1.5 Baths \| 2059 Sq. Ft.	$345,546
42 West Main St, Chester, CT 4 Beds \| 2 Baths \| 1766 Sq. Ft.	$649,284

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in 06412, CT

Sale history for 38 W Main St

Tax history for 38 W Main St

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 06412

Home values near 38 W Main St

More real estate resources