Google street view image for 59 Pleasant St, Chester, CT 06412

Off market

$490,269

•

2 ba

•

1,568

sq ft

59 Pleasant St, Chester, CT 06412

About this home

59 Pleasant St is a 1,568 square foot house on a 1.22 acre lot with 3 bedrooms and 2 bathrooms. Based on Redfin's Chester data, we estimate the home's value is $490,269.

Single-familyProperty Type

2010Year Built

1.22 acresLot Size

$313Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$490,269

$2,000 since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 5.6% lower than the average sale price ($520K) of 6 comparable homes.

SOLD OCT 26, 2026
$559,000
A
3 beds2 baths1,740 sq ft
28 Deep Hollow Rd, Chester, CT 06412
SOLD SEP 2, 2026
$500,000
B
3 beds2 baths1,714 sq ft
22 Goose Hill Rd, Chester, CT 06412
SOLD OCT 21, 2026
$525,000
C
3 beds1.5 baths1,742 sq ft
43 Goose Hill Rd, Chester, CT 06412
SOLD OCT 22, 2026
$451,000
D
3 beds1.5 baths1,870 sq ft
27 Beechwood Dr, Deep River, CT 06417
SOLD JUL 21, 2026
$580,000
E
3 beds2 baths1,880 sq ft
7 Mitchel Ter, Ivoryton, CT 06442
SOLD OCT 2, 2026
$502,500
F
3 beds2 baths2,103 sq ft
11 Castle View Dr, Chester, CT 06412

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Earn from this home

Sell

$460,043

Est. take-home

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Rent

$2,612/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

$525,000
3 beds2 baths1,822 sq ft
6 Gilbert Hill Rd, Chester, CT 06412
$749,900
4 beds2.5 baths2,662 sq ft
13 High Field Ln, Chester, CT 06412
See all

Provided by Redfin

Sale history for 59 Pleasant St

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

Year

Property tax

Land + Additions

Assessment*

2023

$5,409 (+0.7%)

$57,950 + $124,180

$182,130

2022

$5,373

$57,950 + $124,180

$182,130

2021

$5,373 (+3.1%)

$57,950 + $124,180

$182,130

2020

$5,213 (−0.6%)

$57,950 + $124,180

$182,130

2019

$5,244 (+7.0%)

$57,950 + $124,180

$182,130

2018

$4,902 (+2.8%)

$61,160 + $119,670

$180,830

2017

$4,767 (+3.1%)

$61,160 + $119,670

$180,830

2016

$4,624 (+3.0%)

$61,160 + $119,670

$180,830

2014

$4,488 (+6.0%)

$61,160 + $119,670

$180,830

2011

$4,232

$89,820 + $103,000

$192,820

Tax history for 59 Pleasant St

Year

Property tax

Land + Additions

Assessment*

2023

$5,409 (+0.7%)

$57,950 + $124,180

$182,130

2022

$5,373

$57,950 + $124,180

$182,130

2021

$5,373 (+3.1%)

$57,950 + $124,180

$182,130

2020

$5,213 (−0.6%)

$57,950 + $124,180

$182,130

2019

$5,244 (+7.0%)

$57,950 + $124,180

$182,130

2018

$4,902 (+2.8%)

$61,160 + $119,670

$180,830

2017

$4,767 (+3.1%)

$61,160 + $119,670

$180,830

2016

$4,624 (+3.0%)

$61,160 + $119,670

$180,830

2014

$4,488 (+6.0%)

$61,160 + $119,670

$180,830

2011

$4,232

$89,820 + $103,000

$192,820

*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: 1,568
Basement Type: Full

Bathroom Information
# of Full Baths: 2

Heating & Cooling
Heating Type: Forced Hot Water

Fireplace Information
# of Fireplaces: 1
Has Fireplace

Room Information
# of Rooms: 6

Exterior

Exterior Information
Physical Condition: Average
Building Style Type: Ranch
Construction Type: Frame
Exterior Wall: Vinyl

Property Information
Living Sq. Ft: 1,568
# of Stories: 1

Lot Information
# of Buildings: 1
Land Sq. Ft: 53,143
Municipality Name: CHESTER
Acres: 1.22
Zoning Code: R-1
State Use Description: 1-FAMILY RESIDENCE

Financial

Assessor Information
Assessment Year: 2023

Public facts

Beds: 3
Baths: 2.0
Sq. Ft.: 1,568
Stories: 1.0
Lot Size: 1.22 acres
Style: Single Family Residential
Year Built: 2010
Year Renovated: 2014
County: Middlesex County
APN: 940691

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 • 0.3mi

7/10

John Winthrop Middle School

Public 7-8 • Assigned • 2.9mi

6/10

Valley Regional High School

Public 9-12 • Assigned • 2.6mi

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

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

$466,000 – $564,000

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Nearby similar homes

$289,000

2 beds1 bath1,392 sq ft

173 W Main St, Chester, CT 06412

Remodeled retreat • Spacious living room • Impressive garage

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Outdoor shower • Electric outlet • Path to the lake

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2 beds2 baths1,252 sq ft

46 Main St, Centerbrook, CT 06409

Two-unit property • Private entrance • Natural light

$699,900

3 beds3 baths2,456 sq ft

45 Main St, Essex, CT 06426

Granite countertops • Hardwood floors • 1.61 acre lot

$539,000

3 beds2.5 baths2,128 sq ft

7 Bogue Ln, East Haddam, CT 06423

Master bedroom suite • 1.06 acre lot • 2 garage spots

$749,900

4 beds2.5 baths2,662 sq ft

13 High Field Ln, Chester, CT 06412

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

New listings for sale in 06412

$525,000

3 beds2 baths1,822 sq ft

6 Gilbert Hill Rd, Chester, CT 06412

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

$749,900

4 beds2.5 baths2,662 sq ft

13 High Field Ln, Chester, CT 06412

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

Home values near 59 Pleasant St

Data from public records.

Address	Redfin Estimate
47 Pleasant St, Chester, CT 1 Beds \| 1.5 Baths \| 840 Sq. Ft.	$327,966
54 Pleasant St, Chester, CT 4 Beds \| 3.5 Baths \| 2880 Sq. Ft.	$673,680
64 Pleasant St, Chester, CT 3 Beds \| 2 Baths \| 1737 Sq. Ft.	$431,293
66 Pleasant St, Chester, CT 4 Beds \| 3 Baths \| 2118 Sq. Ft.	$523,139
84 Wig Hill Rd, Chester, CT 3 Beds \| 1 Baths \| 2052 Sq. Ft.	$504,734
23 Liberty St, Chester, CT 4 Beds \| 4 Baths \| 2365 Sq. Ft.	$942,933
6 Wig Hill Rd, Chester, CT 4 Beds \| 2.5 Baths \| 1928 Sq. Ft.	$565,324

Address	Redfin Estimate
61 Pleasant St, Chester, CT 3 Beds \| 2.5 Baths \| 1680 Sq. Ft.	$473,368
48 Pleasant St, Chester, CT 4 Beds \| 3 Baths \| 3122 Sq. Ft.	$752,318
45 Pleasant St, Chester, CT 2 Beds \| 2 Baths \| 1753 Sq. Ft.	$452,005
55 Pleasant St, Chester, CT 3 Beds \| 2.5 Baths \| 2301 Sq. Ft.	$715,734
57 Liberty St, Chester, CT 3 Beds \| 2 Baths \| 1680 Sq. Ft.	$511,565
59 Liberty St, Chester, CT 3 Beds \| 2 Baths \| 1232 Sq. Ft.	$460,394
7 Wig Hill Rd, Chester, CT 5 Beds \| 4.5 Baths \| 3673 Sq. Ft.	$660,899

Address	Redfin Estimate
57 Pleasant St, Chester, CT 3 Beds \| 1 Baths \| 1244 Sq. Ft.	$372,948
56 Pleasant St, Chester, CT 3 Beds \| 2 Baths \| 1436 Sq. Ft.	$446,825
62 Pleasant St, Chester, CT 3 Beds \| 1 Baths \| 2438 Sq. Ft.	$415,594
61 Liberty St, Chester, CT 3 Beds \| 1 Baths \| 958 Sq. Ft.	$353,661
11 Wig Hill Rd, Chester, CT 3 Beds \| 2 Baths \| 2141 Sq. Ft.	$656,855
7 Brooks Ln, Chester, CT 3 Beds \| 2 Baths \| 1344 Sq. Ft.	$474,374
11 Deep Hollow Rd, Chester, CT 2 Beds \| 2 Baths \| 1569 Sq. Ft.	$683,678

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About this home

Redfin Estimate

Earn from this home

Market trends in 06412, CT

Sale history for 59 Pleasant St

Tax history for 59 Pleasant 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 59 Pleasant St

More real estate resources