Off market jun 2018 for $345K

$572,772

Est. refi paymentEst. refi $2,676/mo

•

900

sq ft

43 W Main St, Chester, CT 06412

About this home

This meticulously maintained and charming Colonial cottage overlooks picturesque Jennings pond. Its open water views of the pond are stunning! New granite front steps welcome you to this 1816 clapboard home which has recently been updated. The Kitchen has all modern appliances, including a Wolf convection oven and a Dacor cooktop. The 14x23 Living Room, with its oversize floor to ceiling windows, enjoys the long water views and is flooded with sunlight. A “Napoleon” wood stove, with a blower, has tile surround and is a focal point of the room. The new Marvin glass door leads out to the multi level deck with unobstructed, wide views of the pond, making it a perfect area to entertain and for al fresco dining, or just relaxing next to the gardens. Two bedrooms are on the second floor, one overlooks the quiet pond. The adjacent guest house has a high wood ceiling with beams and shares the impressive water views. Being only a few minutes to historic Chester Village, known for its excellent restaurants, first class shopping, and galleries, makes the location of this cottage and its guest house very special and an ideal retreat. Chester is a popular destination, located half way between Boston and New York.

Single-familyProperty Type

1816Year Built

10,018 sq ftLot Size

$636Est. Price/Sq.Ft.

1 car garageParking

Listed by Colette Harron • William Pitt Sotheby's Int'l

Bought with Lisa Tiezzi • William Pitt Sotheby's Int'l

Source:Smart MLS #170083908

Redfin Estimate

$572,772

$228K since sold in June 2018$6,000 since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 36.5% higher than the average sale price ($419K) of 6 comparable homes.

SOLD OCT 14, 2026
$378,000
A
2 beds1 bath1,015 sq ft
16 Jones Ln, Deep River, CT 06417
SOLD OCT 19, 2026
$429,900
B
2 beds1 bath1,114 sq ft
58 Union St, Deep River, CT 06417
SOLD DEC 29, 2025
$366,000
C
2 beds1.5 baths1,081 sq ft
5 Mitchell Ln, Deep River, CT 06417
SOLD JUN 11, 2026
$618,000
D
2 beds2 baths1,128 sq ft
81 Main St, Chester, CT 06412
SOLD SEP 29, 2026
$380,000
E
2 beds1 bath1,817 sq ft
79 River St, Deep River, CT 06417
SOLD JUL 24, 2026
$345,000
F
2 beds1 bath912 sq ft
8 Prospect Hl, Deep River, CT 06417

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

Earn from this home

Sell

$309,810

Est. take-home

List your home with Redfin and save $5,728

Refinance

Est. cash available

Get cash now or lower your monthly rate

Rent

$1,816/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

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 43 W Main St

Date

Event

Price

Public Records

Jul 2, 2018

Sold

$341,973

$380/sq ft

Smart MLS #170083908

Jun 29, 2018

Sold

$345,000

$383/sq ft

Jun 19, 2018

Listing Removed

—

May 22, 2018

Contingent

—

May 17, 2018

Listed

$345,000

$383/sq ft

Smart MLS #N10043387

Dec 21, 2015

Sold

$295,000

$328/sq ft

Nov 5, 2015

Listing Removed

—

May 11, 2015

Listed

$325,000

$361/sq ft

Charming and meticulously maintained cottage with sweeping views of picturesque Jennings Pond and beyond. This exquisite Colonial gem offers 2 bedroom 1 1/2 bath and roomy detached Guest House/Studio which shares the same stunning views... all within short walk to the popular shops and restaurants of quaint Chester Village. Guest House is not included in the square footage. The Main level features hardwood floors (some original) throughout the dining room and spacious, light filled living room with traditional brick fireplace. Easy access to a large, two level backyard deck with panoramic views just perfect for lounging and entertaining. Professionally landscaped English cottage gardens and stone walkways complete this special retreat.

Public Records

Apr 28, 2003

Sold

$295,000

$328/sq ft

Smart MLS #M9073766

Mar 1, 2003

Listed

$297,500

$331/sq ft

Join or sign in to view all info

Year

Property tax

Land + Additions

Assessment*

2023

$4,852 (+0.7%)

$119,070 + $44,300

$163,370

2022

$4,819

$119,070 + $44,300

$163,370

2021

$4,819 (−24.5%)

$119,070 + $44,300

$163,370

2020

$6,384 (−0.6%)

$119,070 + $103,990

$223,060

2019

$6,422 (+59.0%)

$119,070 + $103,990

$223,060

2018

$4,039 (+2.9%)

$83,790 + $65,190

$148,980

2017

$3,927 (+3.1%)

$83,790 + $65,190

$148,980

2016

$3,809 (+3.0%)

$83,790 + $65,190

$148,980

2014

$3,698 (−42.3%)

$83,790 + $65,190

$148,980

2011

$6,412

$215,370 + $76,770

$292,140

Tax history for 43 W Main St

Year

Property tax

Land + Additions

Assessment*

2023

$4,852 (+0.7%)

$119,070 + $44,300

$163,370

2022

$4,819

$119,070 + $44,300

$163,370

2021

$4,819 (−24.5%)

$119,070 + $44,300

$163,370

2020

$6,384 (−0.6%)

$119,070 + $103,990

$223,060

2019

$6,422 (+59.0%)

$119,070 + $103,990

$223,060

2018

$4,039 (+2.9%)

$83,790 + $65,190

$148,980

2017

$3,927 (+3.1%)

$83,790 + $65,190

$148,980

2016

$3,809 (+3.0%)

$83,790 + $65,190

$148,980

2014

$3,698 (−42.3%)

$83,790 + $65,190

$148,980

2011

$6,412

$215,370 + $76,770

$292,140

*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

1.5

Stories

Lot width

—

Lot depth

—

Lot size

10,019 Sq. Ft.

Year renovated

—

Sq. Ft.

864

Year built

1816

Style

Single Family Residential

County

Middlesex County

APN

940499

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: 1

Interior

Interior Information
Total Rooms: 6
Laundry Room Location: First Floor
Interior Features: Cable - Available
In-Law Apartment: No
Lighting, Thermostat(s)
Fireplaces Total: 1
Cooling System: Window Unit
Appliances Included: Gas Cooktop, Wall Oven, Microwave, Range Hood, Refrigerator, Dishwasher, Washer, Dryer

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

Bedroom Information
Beds Total: 2

Room Information
Room Count: 5
Basement Description: Full, Unfinished
Has Attic
Attic Description: Storage Space

Exterior

Exterior Features
Roof Information: Asphalt Shingle, Wood Shingle
Exterior Siding: Clapboard
Exterior Features: Deck, Garden Area, Stone Wall

Lot Information
Lot Description: Open Lot, Fence - Partial, Fence - Privacy, Professionally Landscaped

Building Information
Foundation Type: Stone
Construction Description: Frame

Property Information
Waterfront Description: Frontage, Pond, View, Walk to Water
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 864
Driveway Type: Asphalt

Financial

Assessments Information
Assessed Value: $148,980

Utilities

Utility Information
Water Source: Public Water Connected
Sewage System: Septic
Hot Water Description: Electric
Heat Type: Hot Air
Heat Fuel Type: Oil, Propane
Fuel Tank Location: Above Ground
Energy Features: Fireplace Insert, Programmable Thermostat

Location

School Information
Middle Jr High School: PBOE
Intermediate School: PBOE
High School: PBOE
Elementary School: Chester

Location Information
State: Connecticut
Nearby Amenities: Playground/Tot Lot
Directions: CLA
Direct Waterfront
County: Middlesex

Public facts

Beds: 2
Baths: 1.5
Sq. Ft.: 864
Stories: 2.0
Lot Size: 10,019 square feet
Style: Single Family Residential
Year Built: 1816
Year Renovated: —
County: Middlesex County
APN: 940499

Home facts updated by county records on Jul 13, 2023

Other

Documents & Disclosures
Supplement Count Public: 4

Around this home

Schools

K - 12
Preschool & daycare

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 • 2.1mi

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)

34°

21°

36°

22°

51°

33°

60°

42°

68°

51°

80°

60°

83°

66°

80°

59°

76°

57°

64°

47°

54°

38°

39°

25°

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

$545,000 – $659,000

Reach more buyers when you sell with Redfin. Save up to $5,728 in fees. 3 minutes to get started.

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

Nearby similar homes

$699,000

2 beds2 baths1,386 sq ft

511 Route 81, Killingworth, CT 06419

35 acre property • Cranberry bog • Hay fields

$2,400,000

3 beds4 baths4,711 sq ft

150-1 Mitchell Hill Rd, Lyme, CT 79532

22.92 acres • Gourmet kitchen • Glass solarium

$620,000

4 beds3 baths2,286 sq ft

882 Killingworth Rd, Higganum, CT 06441

Updated colonial • Open layout • In-ground pool

3D WALKTHROUGH

$849,000

3 beds2.5 baths2,989 sq ft

42 Laurel Wood Dr, Deep River, CT 06417

Extra parking • Paved parking • Great room

$289,000

2 beds1 bath1,392 sq ft

173 W Main St, Chester, CT 06412

Remodeled retreat • Spacious living room • Impressive garage

$475,000

4 beds2 baths2,523 sq ft

24 Long Hill Rd, Deep River, CT 06417

Open-concept kitchen • Covered patio • Private backyard

Home values near 43 W Main St

Data from public records.

Address	Redfin Estimate
62 West Main St, Chester, CT 3 Beds \| 3 Baths \| 2506 Sq. Ft.	$710,405
30 West Main St, Chester, CT 2 Beds \| 1 Baths \| 790 Sq. Ft.	$194,594
31 West Main St, Chester, CT 3 Beds \| 2 Baths \| 2076 Sq. Ft.	$566,093
61 West Main St, Chester, CT 3 Beds \| 12.5 Baths \| 8955 Sq. Ft.	$872,667
34 West Main St, Chester, CT 2 Beds \| 2 Baths \| 1793 Sq. Ft.	$499,594
29 Straits Rd, Chester, CT 5 Beds \| 3 Baths \| 1680 Sq. Ft.	$528,017
54 Spring St, Chester, CT 3 Beds \| 3 Baths \| 2058 Sq. Ft.	$542,724

Address	Redfin Estimate
58 West Main St, Chester, CT 2 Beds \| 1 Baths \| 960 Sq. Ft.	$251,971
32 West Main St, Chester, CT 3 Beds \| 1.5 Baths \| 2059 Sq. Ft.	$332,515
42 West Main St, Chester, CT 4 Beds \| 2 Baths \| 1766 Sq. Ft.	$639,556
64 West Main St, Chester, CT 3 Beds \| 2.5 Baths \| 2065 Sq. Ft.	$599,301
50 West Main St, Chester, CT 3 Beds \| 2 Baths \| 1700 Sq. Ft.	$453,584
12 Pleasant St, Chester, CT 3 Beds \| 2.5 Baths \| 2000 Sq. Ft.	$661,632
6 Pelton Hill Rd, Chester, CT 3 Beds \| 1.5 Baths \| 1982 Sq. Ft.	$754,455

Address	Redfin Estimate
38 West Main St, Chester, CT 2 Beds \| 1 Baths \| 1648 Sq. Ft.	$369,753
28 West Main St, Chester, CT 3 Beds \| 3 Baths \| 2649 Sq. Ft.	$738,027
60 West Main St, Chester, CT 3 Beds \| 2 Baths \| 2317 Sq. Ft.	$601,412
54 West Main St, Chester, CT 4 Beds \| 2 Baths \| 1860 Sq. Ft.	$438,742
10 Pleasant St, Chester, CT 3 Beds \| 2.5 Baths \| 2440 Sq. Ft.	$607,066
23 Bates Rd, Chester, CT 3 Beds \| 2.5 Baths \| 2796 Sq. Ft.	$703,179
1 Pelton Hill Rd, Chester, CT 3 Beds \| 2 Baths \| 2108 Sq. Ft.	$485,598

Property information provided by Smart MLS when last listed in 2018. 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.

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 43 W Main St

Tax history for 43 W Main St

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

Home values near 43 W Main St

More real estate resources