Last Sold Price
5 beds4,835 sqft$80/sqft
159 Main St, Chester, CT 06412

Description

Great Investment property on a highly visible corner lot on Main St. and Rte. 154, just steps from downtown Chester. Two long-term commercial tenants occupy the first floor with 3 apartments on the 2nd floor, 2 two-bedroom(one with separate entrance) and 1 one-bedroom. The entire building was completely renovated in 1986 with all new mechanicals, electrical, plumbing, as well as all interior finishes throughout, including new sheet rock and paint in apartment bathrooms and kitchens. The exterior...Great Investment property on a highly visible corner lot on Main St. and Rte. 154, just steps from downtown Chester. Two long-term commercial tenants occupy the first floor with 3 apartments on the 2nd floor, 2 two-bedroom(one with separate entrance) and 1 one-bedroom. The entire building was completely renovated in 1986 with all new mechanicals, electrical, plumbing, as well as all interior finishes throughout, including new sheet rock and paint in apartment bathrooms and kitchens. The exterior has been maintained on a regular basis, most recently a few months ago when the entire facade received professional detailing of siding, trim, and flashing maintenance. The two (2) first floor commercial units are in excellent condition with above average finishes and well maintained by each tenant. Each commercial unit has independent oil heat and central air separately metered. The three (3) apartment units have individual hot water heaters in the basement and each unit has electric heat with utilities paid by tenants. There is ample parking for all tenants and guests at the rear of the building. The entire parking lot was repaved 8 years ago and is in excellent condition. Lighting is controlled by lighting sensors for both the parking lot area and the common areas within the building.
LISTING CLOSED: 01/22/2021 12:00 AM

  1. Listed by Penny Parker • Lyman Real Estate
    P: (860) 575-1855 C: (860) 575-1855 pennyp@lymanre.com

Property Details for 159 Main Street

Status
MLS #
170281639
Days on Market
301
Taxes
$6,519 / year
HOA Fees
-
Condo/Co-op Fees
-
Property Type
MLS Type
Multi-Family / 3 Family
Year Built
1850
Lot Size
0.31 AC / 13,503 SF
Basement Description
Shared Basement
Direct Waterfront
No
Garages Number
0
Neighborhood
N/A
Garage Parking Info
Paved, Parking Lot
Swimming Pool
No

Recent comparable sales

Median sold price

$468,000

Avg days on market

73

Sale-to-list ratio

95.0%

Chester, CT

9 comparable properties found

a view of a city
1

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Bedrooms
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Square Feet
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Acres
$460,000 | 42 Railroad Avenue, Chester, CT 06412
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Square Feet
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Sold 07/24/26

5
Bedrooms
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Bathrooms
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Square Feet
2.23
Acres
$1,363,500 | 19 West Main Street, Chester, CT 06412
4

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4
Bedrooms
4,205
Square Feet
0.75
Acres
a front view of a house with a garden and trees
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Bedrooms
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Square Feet
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Sold 12/23/24

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Bathrooms
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Square Feet
1
Acres
$345,000 | 12620 Merry Drive, Chester, VA 23831
1/2
7

$345,000

Sold 06/10/25

5
Bedrooms
5,932
Square Feet
0.49
Acres
a kitchen with stainless steel appliances granite countertop a sink a stove and a refrigerator
1/44
8

$440,000

Sold 01/21/26

5
Bedrooms
3,691
Square Feet
0.53
Acres
a view of a house with a yard
1/35
9

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Sold 07/10/25

5
Bedrooms
3,510
Square Feet
0.68
Acres

Location

Listing Courtesy of Lyman Real Estate, Penny Parker

Sold By William Pitt Sotheby's Int'l, Thomas Clancy

Add your commute

Building Information for 159 Main Street

Stories-Residences3Year Built1850Building Size-Lot Size0.31 AC / 13,503 SF

Payment Calculator

$2,498 per month

30 year fixed, 6.55% Interest

Principal and Interest

$1,954

Property Taxes

$543

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 159 Main Street

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Exit 6 to Downtown Chester to Main St./Route 154. Sign
  • Elementary School: Chester
  • High School: Valley
  • Latitude: 41.402134
  • Longitude: -72.442352
  • Neighborhood Amenities: Park, Public Transportation
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2020-June 2021
  • Property Tax: $6,519
Virtual Tour
  • Virtual Tour: No
Interior and Exterior Features
Exterior Features
  • Waterfront Description: Not Applicable
Interior Features
  • Cooling System: Central Air, Window Unit
  • Heat Type: Baseboard, Hot Air, Zoned
  • Attic YN: No
  • Rooms Total: 10
Property
Property and Assessments
  • Construction Description: Frame, Other
  • Exterior Siding: Vinyl Siding
  • Foundation Type: Masonry, Slab
  • Fuel Tank Location: In Basement
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle, Wood Shingle
  • Year Built: 1850
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • Living Area SQFT Per Public Records: 1948
Lot Information
  • Lot Description: Corner Lot, Level Lot
  • Parcel Number: 941406
  • Sq Ft Est Heated Above Grade: 4835.0
  • Sq Ft Total: 4835.0
  • Zoning: R-5
Utilities
  • Heat Fuel Type: Electric, Oil
  • Hot Water Description: Electric
  • Sewage System: Septic
  • Water Source: Public Water Connected
Multi Family
Income and Expenses
  • Occupied By: Tenant
  • Total Number of Units: 3
  • Total Rooms Multi Family: 10
Building Details
  • Unit Count: 3
Unit 1
  • Lease: Leased
  • Unit Entry Order: 1
  • Unit Full Baths: 1
  • Unit Modified Date: 09-17-2020
  • Unit Monthly Rent: $750
  • Unit Num Bedrms: 1
  • Unit Num Rooms: 3
  • Unit Occupied By: Tenant
  • Unit Type: Retail
Unit 2
  • Lease: Leased
  • Unit Entry Order: 2
  • Unit Full Baths: 1
  • Unit Modified Date: 09-17-2020
  • Unit Monthly Rent: $850
  • Unit Num Bedrms: 2
  • Unit Num Rooms: 3
  • Unit Occupied By: Tenant
  • Unit Type: 3 Bedrooms
Unit 3
  • Lease: Leased
  • Unit Entry Order: 3
  • Unit Full Baths: 1
  • Unit Modified Date: 09-17-2020
  • Unit Monthly Rent: $900
  • Unit Num Bedrms: 2
  • Unit Num Rooms: 4
  • Unit Occupied By: Tenant

Property History for 159 Main Street

DateEvent & SourcePriceAppreciation
Jan 22, 2021

Closed (Public Record)

Public Record #1449524285

$384,500
Jan 22, 2021

Closed (Public Record)

Public Record #1555059917

$384,500
Jan 22, 2021

Closed (Public Record)

Public Record #689204386

$384,500
DateEvent & SourcePrice
01/22/2021

Closed (Public Record)

Public Record #1449524285

$384,500
01/22/2021

Closed (Public Record)

Public Record #1555059917

$384,500
01/22/2021

Closed (Public Record)

Public Record #689204386

$384,500

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

Public Records for 159 Main Street

Taxable ValueLand$67,900Additions$309,470Total$377,370
Tax Record2025$10,219 ($852 / month)
Home Facts
Baths2.5Total Finished SqFt4,816 SqFtAbove Grade Finished SqFt4,816 SqFtUnfinished Basement SqFt2,545 SqFtStories3Lot Size13,504 SqFtStyleOffice BuildingYear Built1850Year Renovated1985ZoningR-5CountyLOWER CONNECTICUT RIVERAPNCSTR M:15 B:166

Schools near 159 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
Private - 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

Mt Saint John
Private9 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 Main Street, Chester, CT 06412
$384,500
5
4,835
13,503
2
1,632
47,916
$360,000
3
2,563
2
2
2,093
23,087
$135,000
2
1
960
5,227
$190,000
3.5
3,586
27,007

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. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Lyman Real Estate, Penny Parker

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.