Google street view image for 39 High St, Chester, CT 06412

Off market

$391,627

•

2 ba

•

1,302

sq ft

39 High St, Chester, CT 06412

About this home

39 High St is a 1,302 square foot house on a 0.48 acre lot with 2 bedrooms and 2 bathrooms. Based on Redfin's Chester data, we estimate the home's value is $391,627.

Single-familyProperty Type

1865Year Built

0.48 acresLot Size

$301Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$391,627

$5,000 since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 29.1% lower than the average sale price ($552K) 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 JUN 11, 2026
$618,000
B
2 beds2 baths1,128 sq ft
81 Main St, Chester, CT 06412
SOLD AUG 25, 2026
$452,000
C
3 beds1.5 baths1,198 sq ft
1 Kirtland Ave, Chester, CT 06412
SOLD OCT 14, 2026
$378,000
D
2 beds1 bath1,015 sq ft
16 Jones Ln, Deep River, CT 06417
SOLD OCT 2, 2026
$502,500
E
3 beds2 baths2,103 sq ft
11 Castle View Dr, Chester, CT 06412
SOLD SEP 1, 2026
$805,000
F
2 beds2.5 baths2,428 sq ft
6 Jagger Ln, Chester, CT 06412

Claim this home to receive a free report every month with insights on the changing estimate.

Earn from this home

Sell

$367,063

Est. take-home

List your home with Redfin and save $3,916

Rent

$2,478/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

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 39 High St

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

Year

Property tax

Land + Additions

Assessment*

2023

$4,684 (+0.7%)

$49,890 + $107,820

$157,710

2022

$4,652

$49,890 + $107,820

$157,710

2021

$4,652 (+3.1%)

$49,890 + $107,820

$157,710

2020

$4,514 (−0.6%)

$49,890 + $107,820

$157,710

2019

$4,540 (+4.0%)

$49,890 + $107,820

$157,710

2018

$4,364 (+2.8%)

$52,670 + $108,320

$160,990

2017

$4,244 (+3.1%)

$52,670 + $108,320

$160,990

2016

$4,117 (+3.0%)

$52,670 + $108,320

$160,990

2014

$3,996 (−1.8%)

$52,670 + $108,320

$160,990

2011

$4,068

$70,990 + $114,350

$185,340

Tax history for 39 High St

Year

Property tax

Land + Additions

Assessment*

2023

$4,684 (+0.7%)

$49,890 + $107,820

$157,710

2022

$4,652

$49,890 + $107,820

$157,710

2021

$4,652 (+3.1%)

$49,890 + $107,820

$157,710

2020

$4,514 (−0.6%)

$49,890 + $107,820

$157,710

2019

$4,540 (+4.0%)

$49,890 + $107,820

$157,710

2018

$4,364 (+2.8%)

$52,670 + $108,320

$160,990

2017

$4,244 (+3.1%)

$52,670 + $108,320

$160,990

2016

$4,117 (+3.0%)

$52,670 + $108,320

$160,990

2014

$3,996 (−1.8%)

$52,670 + $108,320

$160,990

2011

$4,068

$70,990 + $114,350

$185,340

*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: 486
Basement Type: Full

Bathroom Information
# of Full Baths: 2

Heating & Cooling
Heating Type: Forced Air

Room Information
# of Rooms: 6

Exterior

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

Property Information
Living Sq. Ft: 1,302
# of Stories: 2

Lot Information
# of Buildings: 1
Land Sq. Ft: 20,909
Municipality Name: CHESTER
Acres: 0.48
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: 2.0
Sq. Ft.: 1,302
Stories: 2.0
Lot Size: 0.48 acres
Style: Single Family Residential
Year Built: 1865
Year Renovated: 1987
County: Middlesex County
APN: 940063

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 • 3.0mi

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

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

$373,000 – $451,000

Reach more buyers when you sell with Redfin. Save up to $3,916 in fees. 3 minutes to get started.

Get a free, detailed breakdown of how we calculated your estimate.

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

$625,000

4 beds2.5 baths2,196 sq ft

73 Long Hill Rd, Deep River, CT 06417

Historic essex • Waterfront dining • Boutique shopping

$475,000

4 beds2 baths2,523 sq ft

24 Long Hill Rd, Deep River, CT 06417

Open-concept kitchen • Covered patio • Private backyard

VIDEO TOUR

$3,750,000

5 beds5.5 baths5,557 sq ft

323 River Rd, Deep River, CT 06417

Deep-water dock • Panoramic views • Natural light

$375,000

2 beds1.5 baths948 sq ft

28 Blake St, Ivoryton, CT 06442

Hardwood floors • Updated bathrooms • Back deck

$237,500

1 bed1 bath1,034 sq ft

90 Water St, Chester, CT 06412

Sweeping water views • Outdoor living • Flexible layout

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 39 High St

Data from public records.

Address	Redfin Estimate
43 High St, Chester, CT 5 Beds \| 3 Baths \| 2948 Sq. Ft.	$638,819
5 Liberty St, Chester, CT 4 Beds \| 2.5 Baths \| 2262 Sq. Ft.	$708,654
14 Liberty St, Chester, CT 4 Beds \| 3 Baths \| 3760 Sq. Ft.	$1,128,881
28 Liberty St, Chester, CT 3 Beds \| 2 Baths \| 1716 Sq. Ft.	$455,289
38 Liberty St, Chester, CT 3 Beds \| 2 Baths \| 2527 Sq. Ft.	$679,476
10 Ridge Rd, Chester, CT 3 Beds \| 3 Baths \| 1816 Sq. Ft.	$492,693
20 Liberty St, Chester, CT 6 Beds \| 3.5 Baths \| 5090 Sq. Ft.	$1,577,069

Address	Redfin Estimate
37 High St, Chester, CT 3 Beds \| 2 Baths \| 2032 Sq. Ft.	$468,599
1 Liberty St, Chester, CT 3 Beds \| 1.5 Baths \| 1920 Sq. Ft.	$442,611
1 Bates Ln, Chester, CT 3 Beds \| 2.5 Baths \| 1676 Sq. Ft.	$407,565
34 Liberty St, Chester, CT 3 Beds \| 2.5 Baths \| 3005 Sq. Ft.	$931,770
6 Brooks Ln, Chester, CT 4 Beds \| 3 Baths \| 2256 Sq. Ft.	$580,389
10 Liberty St, Chester, CT 4 Beds \| 1 Baths \| 1767 Sq. Ft.	$399,908
7 Liberty St, Chester, CT 3 Beds \| 1.5 Baths \| 1238 Sq. Ft.	$444,782

Address	Redfin Estimate
31 High St, Chester, CT 4 Beds \| 3 Baths \| 2572 Sq. Ft.	$512,941
18 Liberty St, Chester, CT 2 Beds \| 1 Baths \| 1095 Sq. Ft.	$404,973
26 Liberty St, Chester, CT 2 Beds \| 2 Baths \| 1717 Sq. Ft.	$475,049
21 Liberty St, Chester, CT 4 Beds \| 1.5 Baths \| 1760 Sq. Ft.	$458,723
4 Brooks Ln, Chester, CT 3 Beds \| 2 Baths \| 1292 Sq. Ft.	$469,680
38 North Main St, Chester, CT 3 Beds \| 2 Baths \| 1804 Sq. Ft.	$479,113
12 Liberty St, Chester, CT 3 Beds \| 2.5 Baths \| 2713 Sq. Ft.	$682,911

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

Redfin Brokerage Licenses

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.

GreatSchools Ratings provided by GreatSchools.org.

Guilford homes for sale
Wallingford homes for sale
Glastonbury homes for sale
Madison homes for sale
Branford homes for sale

Houses for sale near me	Greenwich, CT homes for sale	New Haven, CT homes for sale
Land for sale near me	Stamford, CT homes for sale	Milford, CT homes for sale
Open Houses near me	West Hartford, CT homes for sale	Chester Center Property Records
Condos for sale near me	Norwalk, CT homes for sale	CT New Listings
Agents near me	Westport, CT homes for sale	Chester Center Housing Market

Clinton homes for sale
Meriden homes for sale
Middletown homes for sale

About this home

Redfin Estimate

Earn from this home

Market trends in 06412, CT

Sale history for 39 High St

Tax history for 39 High 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 39 High St

More real estate resources