Sold
Last Sold Price
2 beds1,921 sqft
159 W Main St, Chester, CT 06412
Single FamilyProperty Type
2.2 acresLot Size
1895Year Built
$91/sq ftPrice per sq ft

Description

Written up in "the houses and history of chester" this federal style farmhouse has such potential. New septic system, 3 wells including a recently drilled well, 200amp underground service. New oil tank in basement. See mls m9138281 the land is truly lovely as is the barn and even a 3 seater outhouse!Written up in "the houses and history of chester" this federal style farmhouse has such potential. New septic system, 3 wells including a recently drilled well, 200amp underground service. New oil tank in basement. See mls m9138281 the land is truly lovely as is the barn and even a 3 seater outhouse!

Listing Agent

  1. Maureen O'Grady

    Maureen O'Grady

    Listing Agent

    Page Taft - Compass

    maureen.ogrady@compass.com

    P: (860) 227-7843

    M: (860) 227-7843

Listing closed: 07/02/2014 12:00 AM • Source: SMARTMLS, MLS#: M9137258

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Recent comparable sales

Median sold price

$235,000

Avg days on market

66

Sale-to-list ratio

96.6%

Chester, CT

9 comparable properties found

$540,000 | 71 Maple Street, Chester, CT 06412
1

$540,000

Sold 03/20/25

2
Bedrooms
2,144
Square Feet
2.17
Acres
2

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Sold 04/16/26

2
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2
Bathrooms
1,098
Square Feet
0.44
Acres
$616,000 | 16 Sypher Road, Chester, CT 06412
3

$616,000

Sold 07/14/26

2
Bedrooms
1,726
Square Feet
2.5
Acres
$164,000 | 1402 Opdyke Street, Chester, IL 62233
1/38
4

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Sold 05/20/25

2
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1,705
Square Feet
0.17
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5

-

Sold 12/12/25

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1,632
Square Feet
0.76
Acres
$189,900 | 11 Laurel Street, Chester, CT 06412
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Sold 11/08/24

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616
Square Feet
0.76
Acres
$135,000 | 8739 Shawneetown Trail, Chester, IL 62233
1/47
7

$135,000

Sold 01/26/26

2
Bedrooms
1,872
Square Feet
Unavailable
Acres
$780,000 | 35 Maple Street, Chester, CT 06412
8

$780,000

Sold 01/15/26

3
Bedrooms
1,772
Square Feet
0.5
Acres
$500,000 | 22 Goose Hill Road, Chester, CT 06412
9

$500,000

Sold 09/02/26

3
Bedrooms
1,714
Square Feet
1.96
Acres

Location

Listing Courtesy of Page Taft - Compass, Maureen O'Grady

Sold By REMAX Valley Shore, Craig Milton

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Payment Calculator

$1,214 per month

30 year fixed, 7.03% Interest

Principal and Interest

$934

Property Taxes

$280

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 159 West Main Street

Property Details
  • Taxes: $3,354 / year
  • MLS Type: Residential
  • Basement Description: Concrete Floor, Partial, Unfinished
  • Direct Waterfront: No
  • Garages Number: 0
  • Style: Colonial, Farm House
  • Garage Parking Info: Barn
  • Swimming Pool: No
Building Information
  • Year Built: 1895
  • Lot Size: 2.20 AC / 95,832 SF
Summary
Property and Location
  • Directions: Rt 9 to exit 6 turn west on rt 148 to sign on left
  • Elementary School: Chester
  • High School: Valley Regional
  • Latitude: 41.398197
  • Longitude: -72.48003
  • State: Connecticut
HOA and Fees
  • Property Tax: $3,354
Interior and Exterior Features
Interior Features
  • Cooling System: None
  • Heat Type: Hot Air
  • Attic YN: Yes
  • Fireplaces Total: 1
  • Interior Features: Cable - Available
  • Laundry Room Location: First Floor
  • Room Count: 4
  • Rooms Total: 6
Room 1
  • Room Entry Order: 4
  • Room Features: Formal
  • Room Type: Dining Room
Room 2
  • Room Entry Order: 4
  • Room Features: Formal
  • Room Type: Dining Room
Room 3
  • Room Entry Order: 5
  • Room Level: Main
  • Room Type: Family Room
Room 4
  • Room Entry Order: 5
  • Room Level: Main
  • Room Type: Family Room
Room 5
  • Listing Key: DD573654C3A92776E0531401100A0AEF
  • Room Entry Order: 6
  • Room Features: Country
  • Room Length: 18.0
  • Room Type: Kitchen
  • Room Width: 14.0
Room 6
  • Room Entry Order: 6
  • Room Features: Country
  • Room Length: 18.0
  • Room Type: Kitchen
  • Room Width: 14.0
Room 7
  • Room Entry Order: 7
  • Room Features: Formal
  • Room Type: Living Room
Room 8
  • Room Entry Order: 7
  • Room Features: Formal
  • Room Type: Living Room
Property
Property and Assessments
  • Color: grey
  • Driveway Type: Gravel
  • Exterior Siding: Asbestos, Clapboard
  • Fuel Tank Location: Above Ground
  • Sq Ft Source: Public Records
  • Year Built: 1895
  • Bank Owned Property: No
Lot Information
  • Lot Description: Corner Lot, Level Lot, Open Lot
  • Parcel Number: 941406
  • Sq Ft Total: 1921.0
Utilities
  • Heat Fuel Type: Oil
  • Hot Water Description: Oil
  • Sewage System: Septic
  • Water Source: Private Well

Property History for 159 West Main Street

DateEvent & SourcePriceAppreciation
Jul 1, 2014

Closed (Public Record)

Public Record #420207651

$179,000

-2.1% / yr

Jul 11, 2002

Closed (Public Record)

Public Record #101709434

$230,000

+72.6% / yr

Jan 28, 2002

Closed (Public Record)

Public Record #99589975

$180,000—
DateEvent & SourcePrice
07/01/2014

Closed (Public Record)

Public Record #420207651

$179,000

-2.1% / yr

07/11/2002

Closed (Public Record)

Public Record #101709434

$230,000

+72.6% / yr

01/28/2002

Closed (Public Record)

Public Record #99589975

$180,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 159 West Main Street

Taxable ValueLand$67,830Additions$306,390Total$374,220
Tax Record2025$10,134 ($844 / month)
Home Facts
Beds3Baths2.5Total Finished SqFt1,948 SqFtAbove Grade Finished SqFt1,948 SqFtUnfinished Basement SqFt848 SqFtStories2Lot Size95,832 SqFtStyleSingle Family ResidenceYear Built1895Year Renovated1997ZoningR-2CountyLOWER CONNECTICUT RIVERAPNCSTR M:13 B:24

Schools near 159 West Main Street

This home is within Regional School District 04.
Rating
School
Type
Grades
Distance
Public - PK to 6
Public - 7 to 8
Public - 9 to 12
Rating
School
Distance
Chester Elementary School
PublicPK to 6

John Winthrop Middle School
Public7 to 8

Valley Regional High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 159 West Main Street, Chester, CT 06412
$175,000
2
1,921
95,832
$650,000
4
2,970
89,298
$340,000
2
2,400
101,494
–
4
3.5
3,549
96,268
$124,493
4
1.5
1,836
99,752
$265,000
4
2
2,128
266,152

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Page Taft - Compass, Maureen O'Grady

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.