Off market dec 2019 for $560K

$865,395

Est. refi paymentEst. refi $2,868/mo

•

2,264

sq ft

83 W Main St, Chester, CT 06412

About this home

Rarely does old world post and beam charm, modern construction, and one floor living come together in such a spectacular setting. Largely re-built with new kitchen and baths, mechanicals, siding, chimneys, and stairs; beams were braced, fresh concrete poured and foundation masonry re-pointed. An entirely new wing was added in the early 2000s housing a 1st floor master suite and a lower level terraced family room. Lovingly maintained by the current owners, the roof and skylights have been recently replaced, copper gutters added, decks re-built, windows and storms updated, French doors replaced, the master bath updated, and the house refreshed with exterior and interior paint. All this can be enjoyed from one of two decks, or one of five patios, overlooking park-like grounds and the Pattaconk brook at boundary’s edge.

Single-familyProperty Type

1800Year Built

1 acresLot Size

$382Est. Price/Sq.Ft.

2 car garageParking

Listed by Vivian Senft • Coldwell Banker Realty

Bought with Cheryl Arcidiacono • Berkshire Hathaway NE Prop.

Bought with Fran Mason • Berkshire Hathaway NE Prop.

Source:Smart MLS #170199887

Redfin Estimate

$865,395

$305K since sold in December 2019$10K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 34.8% higher than the average sale price ($642K) of 6 comparable homes.

SOLD SEP 1, 2026
$805,000
A
2 beds2.5 baths2,428 sq ft
6 Jagger Ln, Chester, CT 06412
SOLD AUG 14, 2026
$568,000
B
3 beds2 baths1,984 sq ft
365 Winthrop Rd, Deep River, CT 06417
SOLD APR 30, 2026
$635,000
C
3 beds3 baths2,752 sq ft
1 Ferry Rd, Chester, CT 06412
SOLD NOV 14, 2025
$810,000
D
3 beds3.5 baths2,322 sq ft
14 Maple St, Chester, CT 06412
SOLD OCT 2, 2026
$502,500
E
3 beds2 baths2,103 sq ft
11 Castle View Dr, Chester, CT 06412
SOLD FEB 26, 2026
$530,000
F
3 beds2.5 baths1,664 sq ft
131 Middlesex Ave, Chester, CT 06412

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

Earn from this home

Sell

$426,637

Est. take-home

List your home with Redfin and save $8,654

Refinance

Est. cash available

Get cash now or lower your monthly rate

Rent

$2,873/mo

Redfin rental estimate

List your home for rent

Market trends in 06412, CT

Last updated September 2026

Buyer's Market

Seller's Market

Balanced 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

$715,000
4 beds3.5 baths2,706 sq ft
275 W Main St, Chester, CT 06412
COMING SOON
$379,900
3 beds1.5 baths1,142 sq ft
40 Castle View Dr, Chester, CT 06412
$699,000
3 beds2.5 baths2,882 sq ft
42 Straits Rd, Chester, CT 06412
$875,000
3 beds2.5 baths3,233 sq ft
15 Hickory Hill Dr, Chester, CT 06412
See all

Provided by Redfin

Sale history for 83 W Main St

Join or sign in to view all info

Year

Property tax

Land + Additions

Assessment*

2023

$7,360 (+0.7%)

$63,000 + $184,820

$247,820

2022

$7,311

$63,000 + $184,820

$247,820

2021

$7,311 (+3.1%)

$63,000 + $184,820

$247,820

2020

$7,093 (−0.6%)

$63,000 + $184,820

$247,820

2019

$7,135 (+7.9%)

$63,000 + $184,820

$247,820

2018

$6,610 (+2.8%)

$66,490 + $177,330

$243,820

2017

$6,427 (+3.1%)

$66,490 + $177,330

$243,820

2016

$6,234 (+3.0%)

$66,490 + $177,330

$243,820

2014

$6,052 (−12.5%)

$66,490 + $177,330

$243,820

2011

$6,920

$96,600 + $218,650

$315,250

Tax history for 83 W Main St

Year

Property tax

Land + Additions

Assessment*

2023

$7,360 (+0.7%)

$63,000 + $184,820

$247,820

2022

$7,311

$63,000 + $184,820

$247,820

2021

$7,311 (+3.1%)

$63,000 + $184,820

$247,820

2020

$7,093 (−0.6%)

$63,000 + $184,820

$247,820

2019

$7,135 (+7.9%)

$63,000 + $184,820

$247,820

2018

$6,610 (+2.8%)

$66,490 + $177,330

$243,820

2017

$6,427 (+3.1%)

$66,490 + $177,330

$243,820

2016

$6,234 (+3.0%)

$66,490 + $177,330

$243,820

2014

$6,052 (−12.5%)

$66,490 + $177,330

$243,820

2011

$6,920

$96,600 + $218,650

$315,250

*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 Acre

Year renovated

1990

Sq. Ft.

1,991

Year built

1800

Style

Single Family Residential

County

Middlesex County

APN

941329

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 13, 2023.

Property details

Parking

Garage Information
Garage & Parking: Detached Garage
Garages Number: 2

Interior

Interior Information
Total Rooms: 7
Laundry Room Info: Lower Level
Interior Features: Auto Garage Door Opener, Cable - Pre-wired
In-Law Apartment: Possible
Fireplaces Total: 2
Cooling System: Central Air
Appliances Included: Oven/Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer

Bathroom Information
# of Baths (Full): 2
# of Baths (Half): 1

Bedroom Information
Beds Total: 3

Room Information
Rooms Additional: Foyer, Roughed-In Bath
Room Count: 7
Basement Description: Partial With Walk-Out, Partially Finished
Has Attic
Attic Description: Pull-Down Stairs

Exterior

Exterior Features
Roof Information: Wood Shingle
Exterior Siding: Wood
Exterior Features: Deck, French Doors, Garden Area, Lighting, Patio, Stone Wall, Terrace, Underground Utilities

Lot Information
Lot Description: Water View, Sloping Lot

Building Information
Foundation Type: Concrete, Stone
Construction Description: Frame

Property Information
Waterfront Description: Direct Waterfront, Brook
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 1991
Driveway Type: Paved

Financial

Assessments Information
Assessed Value: $247,820

Utilities

Utility Information
Water Source: Public Water Connected
Sewage System: Septic
Hot Water Description: Domestic
Heat Type: Hot Air, Radiant, Zoned
Heat Fuel Type: Oil
Fuel Tank Location: In Basement
Energy Features: Storm Windows, Thermopane Windows

Location

School Information
Middle Jr High School: Winthrop
High School: Valley
Elementary School: Chester

Location Information
State: Connecticut
Nearby Amenities: Lake, Library, Private Rec Facilities, Public Rec Facilities, Stables/Riding
Flood Zone
Directions: Route 9 to exit 6 to east on Route 148 (West Main St).
Direct Waterfront
County: Middlesex

Public facts

Beds: 3
Baths: 2.5
Sq. Ft.: 1,991
Stories: 2.0
Lot Size: 1 acres
Style: Single Family Residential
Year Built: 1800
Year Renovated: 1990
County: Middlesex County
APN: 941329

Home facts updated by county records on Jul 13, 2023

Other

Documents & Disclosures
Supplement Count Public: 2

Around this home

Schools

Chester Elementary School

Public PreK-6 • Assigned • 0.3mi

7/10

John Winthrop Middle School

Public 7-8 • Assigned • 2.4mi

4/10

Valley Regional High School

Public 9-12 • Assigned • 2.1mi

7/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

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

$823,000 – $996,000

Reach more buyers when you sell with Redfin. Save up to $8,654 in fees. 3 minutes to get started.

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

Nearby similar homes

OPEN SAT, 1PM TO 3PM

$699,900

4 beds3.5 baths2,165 sq ft

57 Walnut St, Ivoryton, CT 06442

$269,900

3 beds1 bath1,217 sq ft

92 Water St, Chester, CT 06412

VIDEO TOUR

$3,750,000

5 beds5.5 baths5,557 sq ft

323 River Rd, Deep River, CT 06417

$2,995,000

4 beds5 baths4,926 sq ft

288 Middlesex Ave, Chester, CT 06412

OPEN SAT, 11AM TO 1PM

$499,900

4 beds2 baths2,523 sq ft

24 Long Hill Rd, Deep River, CT 06417

3D WALKTHROUGH

$1,900,000

4 beds3.5 baths3,957 sq ft

47 E Kings Hwy, Chester, CT 06412

New listings for sale in 06412

$715,000

4 beds3.5 baths2,706 sq ft

275 W Main St, Chester, CT 06412

COMING SOON

$379,900

3 beds1.5 baths1,142 sq ft

40 Castle View Dr, Chester, CT 06412

$699,000

3 beds2.5 baths2,882 sq ft

42 Straits Rd, Chester, CT 06412

$875,000

3 beds2.5 baths3,233 sq ft

15 Hickory Hill Dr, Chester, CT 06412

Home values near 83 W Main St

Data from public records.

Address	Redfin Estimate
77 West Main St, Chester, CT 8 Beds \| 4.5 Baths \| 3055 Sq. Ft.	$687,089
82 West Main St, Chester, CT 3 Beds \| 2 Baths \| 2215 Sq. Ft.	$636,707

Address	Redfin Estimate
76 West Main St, Chester, CT 3 Beds \| 1.5 Baths \| 2178 Sq. Ft.	$798,398
67 West Main St, Chester, CT 3 Beds \| 1.5 Baths \| 1916 Sq. Ft.	$675,734

Address	Redfin Estimate
72 West Main St, Chester, CT 5 Beds \| 4 Baths \| 4046 Sq. Ft.	$1,236,039
93 West Main St, Chester, CT 1 Beds \| 1 Baths \| 752 Sq. Ft.	$236,855

Property information provided by Smart MLS when last listed in 2019. This data may not match . Learn more.

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.

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 83 W Main St

Tax history for 83 W Main St

Public record

Property details

Around this home

Schools

Lifestyle

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 06412

Home values near 83 W Main St

More real estate resources