Google street view image for 10 Pleasant St, Chester, CT 06412

Sold

$619,352

Est. refi paymentEst. refi $1,791/mo

•

2.5 ba

•

2,440

sq ft

10 Pleasant St, Chester, CT 06412

About this home

Wonderful barn conversion retaining the warmth of pine floors & beamed ceilingsw/open fl plan.Over 1 acre w/in walking distance to chester village.Fabulous master suite w/cath ceiling.Office & deck.

Single-familyProperty Type

1900Year Built

1.4 acresLot Size

$254Est. Price/Sq.Ft.

3 car garageParking

Source:Public Records

Redfin Estimate

$619,352

$339K since sold in August 2000$20K since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 12.3% higher than the average sale price ($551K) 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 SEP 1, 2026
$805,000
B
2 beds2.5 baths2,428 sq ft
6 Jagger Ln, Chester, CT 06412
SOLD AUG 14, 2026
$568,000
C
3 beds2 baths1,984 sq ft
365 Winthrop Rd, Deep River, CT 06417
SOLD JUN 30, 2026
$325,000
D
3 beds3 baths1,436 sq ft
102 W Bridge St, Deep River, CT 06417
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

$581,716

Est. take-home

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Refinance

Est. cash available

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Rent

$3,091/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

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 10 Pleasant St

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Year

Property tax

Land + Additions

Assessment*

2023

$6,118 (+0.7%)

$58,970 + $147,020

$205,990

2022

$6,077

$58,970 + $147,020

$205,990

2021

$6,077 (+3.1%)

$58,970 + $147,020

$205,990

2020

$5,895 (−0.6%)

$58,970 + $147,020

$205,990

2019

$5,930 (−1.2%)

$58,970 + $147,020

$205,990

2018

$6,000 (+2.8%)

$62,250 + $159,070

$221,320

2017

$5,834 (+3.1%)

$62,250 + $159,070

$221,320

2016

$5,659 (+3.0%)

$62,250 + $159,070

$221,320

2014

$5,493 (−13.3%)

$62,250 + $159,070

$221,320

2011

$6,339

$90,860 + $197,940

$288,800

Tax history for 10 Pleasant St

Year

Property tax

Land + Additions

Assessment*

2023

$6,118 (+0.7%)

$58,970 + $147,020

$205,990

2022

$6,077

$58,970 + $147,020

$205,990

2021

$6,077 (+3.1%)

$58,970 + $147,020

$205,990

2020

$5,895 (−0.6%)

$58,970 + $147,020

$205,990

2019

$5,930 (−1.2%)

$58,970 + $147,020

$205,990

2018

$6,000 (+2.8%)

$62,250 + $159,070

$221,320

2017

$5,834 (+3.1%)

$62,250 + $159,070

$221,320

2016

$5,659 (+3.0%)

$62,250 + $159,070

$221,320

2014

$5,493 (−13.3%)

$62,250 + $159,070

$221,320

2011

$6,339

$90,860 + $197,940

$288,800

*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

2.5

Stories

Lot width

—

Lot depth

—

Lot size

1.4 Acres

Year renovated

1991

Sq. Ft.

2,440

Year built

1900

Style

Single Family Residential

County

Middlesex County

APN

940372

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 13, 2023.

Property details

Around this home

Schools

K - 12
Preschool & daycare

Chester Elementary School

Public PreK-6 • Assigned • 0.1mi

7/10

John Winthrop Middle School

Public 7-8 • Assigned • 2.6mi

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

6/10 Heat Factor

7 days above 96° expected this year, 16 days in 30 years

6/10 Wind Factor

77% 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

$589,000 – $713,000

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Nearby similar homes

FOR SALE BY OWNER

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OPEN SAT, 12PM TO 2PM

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OPEN SUN, 12PM TO 2PM

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Home values near 10 Pleasant St

Data from public records.

Address	Redfin Estimate
18 Pleasant St, Chester, CT 3 Beds \| 1.5 Baths \| 2117 Sq. Ft.	$516,924
21 Pleasant St, Chester, CT 3 Beds \| 2 Baths \| 1944 Sq. Ft.	$367,609
16 Pleasant St, Chester, CT 3 Beds \| 2 Baths \| 1852 Sq. Ft.	$541,976
6 Pleasant St, Chester, CT 10 Beds \| 5 Baths \| 3860 Sq. Ft.	—
42 West Main St, Chester, CT 4 Beds \| 2 Baths \| 1766 Sq. Ft.	$645,326
68 West Main St, Chester, CT 6 Beds \| 1.5 Baths \| 3518 Sq. Ft.	$770,639
64 West Main St, Chester, CT 3 Beds \| 2.5 Baths \| 2065 Sq. Ft.	$596,600

Address	Redfin Estimate
11 Pleasant St, Chester, CT 4 Beds \| 2 Baths \| 1862 Sq. Ft.	$438,738
14 Pleasant St, Chester, CT 3 Beds \| 1.5 Baths \| 1364 Sq. Ft.	$426,705
5 Pleasant St, Chester, CT 3 Beds \| 1 Baths \| 1476 Sq. Ft.	$364,130
62 West Main St, Chester, CT 3 Beds \| 3 Baths \| 2506 Sq. Ft.	$702,877
60 West Main St, Chester, CT 3 Beds \| 2 Baths \| 2317 Sq. Ft.	$570,871
65 West Main St, Chester, CT 4 Beds \| 2.5 Baths \| 1717 Sq. Ft.	$655,756
3 Straits Rd, Chester, CT 5 Beds \| 3.5 Baths \| 2686 Sq. Ft.	$936,617

Address	Redfin Estimate
12 Pleasant St, Chester, CT 3 Beds \| 2.5 Baths \| 2000 Sq. Ft.	$669,882
15 Pleasant St, Chester, CT 2 Beds \| 2 Baths \| 1834 Sq. Ft.	$439,688
21 Pleasant St Apartment 21-23, Chester, CT 3 Beds \| 2 Baths \| 1944 Sq. Ft.	—
58 West Main St, Chester, CT 2 Beds \| 1 Baths \| 960 Sq. Ft.	$262,118
67 West Main St, Chester, CT 3 Beds \| 1.5 Baths \| 1916 Sq. Ft.	$680,853
61 West Main St, Chester, CT 3 Beds \| 12.5 Baths \| 8955 Sq. Ft.	$894,554
217 West Main St, Chester, CT 1 Beds \| 1 Baths \| 841 Sq. Ft.	$357,011

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GreatSchools Ratings provided by GreatSchools.org.

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10 Pleasant St, Chester, CT 06412

About this home

Redfin Estimate

Earn from this home

Market trends in 06412, CT

Sale history for 10 Pleasant St

Tax history for 10 Pleasant St

Public record

Property details

Public facts

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

Home values near 10 Pleasant St

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