Map location of 159 Main Street, Chester, CT 06412
$419,500
Unlock Price Rating!

159 Main Street, Chester, CT 06412

 Contact
5 Beds
3 Baths
4,835 Sq Ft

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 By: Penny Parker - Lyman Real Estate ctsmart Realty.com
  • MLS# 170281639
  • Date Listed03/13/2020
  • Bedrooms 5
  • Bathrooms 3 Full baths
  • Lot Size 0.31 acres (13,504 sq. ft)
  • Sewer Septic Tank
  • Property Type Triplex
  • County Middlesex
  • Year Built 1850
  • Water Public
  • Square Feet 4,835 sq. ft
  • Price Per Sq. Ft $86.76

Interior Features

  • Appliances Electric Water Heater
  • Cooling Window Unit(s), Central Air
  • Heating Electric, Oil, Baseboard, Forced Air, Zoned

Exterior / Lot Features

  • Roof Asphalt, Wood
  • Lot Size Acres 0.31
  • Lot Size SQFT 13,503.60
  • Lot Features Corner Lot, Level

Directions

Exit 6 to Downtown Chester to Main St./Route 154. Sign

Financial Considerations

  • Tax Amount $6,519
  • Terms Cash, Conventional, FHA, VA Loan

Nearby Schools

Source: School Digger

Deep River Elementary School

Public • PK - 6 • Serves this home

1.53 mi

Distance

Essex Elementary School

Public • PK - 6

5.49 mi

Distance

John Winthrop Middle School

Public • 7 - 8 • Serves this home

3.49 mi

Distance

Valley Regional High School

Public • 9 - 12 • Serves this home

3.28 mi

Distance

Franklin Academy

Private • 08 - 12

3.9 mi

Distance

Sales & Tax History

Source: Public Records

Date Event Price
01/23/2021 Sold $384,500.00 8.34%
12/24/2020 Pending $419,500.00
09/22/2020 Active $419,500.00
Street Address Beds Baths Sold Date List Price
18 Birch Road 2 1 Oct 22, 2025 $100,000
94 Little Meadow Road 1 1 Nov 13, 2025 $425,000
14 Orchard Road 4 3 Nov 03, 2025 $649,700
7 Old Depot Road 4 3 Nov 18, 2025 $1,150,000
7 Dickinson Lane 4 6 Nov 01, 2025 $4,795,000
8 Shelter Rock Road 3 2 Nov 08, 2025 $799,000
69 Essex Road 4 2 Oct 15, 2025 $550,000
25 Gilbert Hill Road 4 5 Oct 15, 2025 $1,100,000
3 4th Avenue 3 1 Nov 06, 2025 $389,000
55 Fishing Brook Road 4 3 Oct 15, 2025 $625,000

Population & Environment

Source: Sperling's Best Places

Walkability in CT / 06412

Source: Walkscore

29/100

Car-Dependent

Walk Score ®

7/100

Bikable

Bike Score ®

Overview

Most errands require a car. It is possible to get on a bus. Minimal bike infrastructure.

Walkability averages in the surrounding area

The average walkability score in the surrounding area is Walk Score: 10/100, Transit Score: 0/100, Bike Score: 13/100.

Points of Interest near 159 Main Street, Chester, CT 06412

Frequently Asked Questions for 159 Main Street

Source: Realty.com

159 Main Street, Chester, CT 06412 is a Triplex, Residential Income property listed for $419,500 The property is 4835 sq. ft with 5 bedrooms and 3 bathrooms

Realty.com has 2 photos of 159 Main Street.

Our records indicate that 159 Main Street was built in 1850.

The full address for this home is 159 Main Street, Chester, CT 06412.

159 Main Street has been listed on Realty.com since Fri March 13, 2020

Most errands require a car. It is possible to get on a bus. Minimal bike infrastructure.

The average walkability score in the surrounding area is Walk Score: 10/100, Transit Score: 0/100, Bike Score: 13/100.

There are 3 schools assigned to this home. Check out the schools near 159 Main Street. Deep River Elementary School (Grades: PK - 6), John Winthrop Middle School (Grades: 7 - 8), Valley Regional High School (Grades: 9 - 12)

Listing provided courtesy of: Lyman Real Estate (tel: 860-887-5000)
Listing agent: Penny Parker (tel: 860-887-5000) (#PARKERP)

This content last refreshed on 2025-12-09 19:52:30. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.

Export listing data of 159 Main Street, Chester, CT 06412 : MLS# 170281639

Message
Tour
Chat