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20 Main St, Chester MA 01011 - Preview 1 20 Main St, Chester MA 01011 - Preview 2 20 Main St, Chester MA 01011 - Preview 3 20 Main St, Chester MA 01011 - Preview 4 20 Main St, Chester MA 01011 - Preview 5 20 Main St, Chester MA 01011 - Preview 6 20 Main St, Chester MA 01011 - Preview 7
20 Main St, Chester MA 01011 - Preview 1 20 Main St, Chester MA 01011 - Preview 2 20 Main St, Chester MA 01011 - Preview 3 20 Main St, Chester MA 01011 - Preview 4 20 Main St, Chester MA 01011 - Preview 5 20 Main St, Chester MA 01011 - Preview 6 20 Main St, Chester MA 01011 - Preview 7

20 Main St, Chester MA 01011

Chester, MA 01011
$265,000
Est. $1,706/month
0.40
Acres
1800
Year Built
4 hours 21 minutes
Time on Market
Active Listed Jun 4, 2026 • MLS# 73529743 Copied!

About this home

Mixed-Use Building with Occupied Residential Units and Vacant Commercial Space 20 Main St, Chester, MA is a mixed-use property featuring two fully occupied residential apartments generating rental income and a vacant 2,090 SF ground-floor commercial space for lease: $2,300/Month. The commercial unit offers an open layout suitable for retail, office, or service-based use. Located on a prominent corner with strong Main Street visibility, the property provides flexible use potential for investors or owner-users. Residential units deliver existing income, while the commercial space offers leasing or occupancy upside. Income details and additional property information available upon request.

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Property Overview

Listing Type
Commercial Sale
Year Built
1800

Facts & Features

Home Facts

Type Commercial Sale
Year Built 1800
Lot Size 0.40 acres

Interior

Heating None
Cooling None
Flooring None
Appliances None
Fireplace None
Basement None
Laundry None
Features None

Exterior

Construction None
Architecture None
Roof None
Features None
Pool None
Spa None
Fencing None
Patio/Porch None

Parking

Features None

Utilities

Electric None
Water None
Sewer None
Gas None
Other None

Financial

Annual Tax $1,996

Interior Features

Flooring:
Appliances:
Interior Features:
Windows:
Basement:
Laundry:
Security:

Construction & Materials

Year Built: 1800
Structure Type:
Exterior Materials:
Roof:
Foundation:

Heating, Cooling & Utilities

Heating:
Cooling:
Hot Water:
Water Source:
Sewer:
Energy Features:

Exterior & Lot

Exterior Features:
Patio & Porch:
Fencing:
Other Structures:
Lot Features:
Road Surface:

Parking & Garage

Parking Features:

Location

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Neighborhood

20 Main St, Chester MA 01011

Chester, MA 01011

Walkability

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Nearby Schools

School District
Gateway School District local
🎓 Where Graduates Go Class of 2021
61% attend college
41% 4-Year 20% 2-Year 11% Out of State 0% Working
⚠ School Safety 2024-25
4.2% Above Average
4.2% Suspensions 3.3% In-School
↓ 1.3% below state avg
E

Elementary Schools

1 school
B-
Chester Elementary School
1.2 mi | #498 of 824 | Score: 44.7
Dropped 463 spots from last year
-13.5 below state avg
114 students Less Diverse
Grades PK-05
Learn about these ratings
School data provided by BMN Schools

Monthly Payment Calculator

Monthly Payment
$0
Principal, interest, taxes & insurance
Loan Amount
$0
After down payment
Total Interest
$0
Over life of loan
Total Cost
$0
Including down payment
%
Down: $0
%

Monthly Payment Breakdown

Principal & Interest $0
Property Tax $166
Homeowners Insurance $200
PMI (if <20% down) $0

Loan Summary

Total of 360 payments $0
Total principal paid $0
Total interest paid $0

Rate Impact

-0.5% Rate
$0/mo
Save $0/mo
Current Rate
$0/mo
+0.5% Rate
$0/mo
Cost $0/mo

Payment Over Time

Interest
Principal
Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
* Estimates only. Actual payments may vary. Consult with a lender for accurate figures.

Property History

Property Timeline

🏠
Listed for Sale
Jun 4, 2026
$265,000
Original listing
Agent: Jeremy Casey Office: SR Commercial Realty

Price & Status History

Date Event Price Change
Jun 4, 2026 New Listing Added $265,000 —

Market Statistics

Time on Market
4 hours 21 minutes
Price per Sq Ft
$—

Tax History

Year Taxes Assessment
2025 $1,996 —

Financial Details

Annual Property Tax
$1,996
Tax Year 2025

Listing Information

Listing Agent Jeremy Casey
Listing Office SR Commercial Realty
Agent MLS ID CN219950
Office MLS ID AN4190
Listing Data Updated Jun 3, 2026 8:54 PM EDT
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.

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Market Analytics for Chester, MA

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20 Main St, Chester MA 01011 - Photo 1 20 Main St, Chester MA 01011 - Photo 2 20 Main St, Chester MA 01011 - Photo 3 20 Main St, Chester MA 01011 - Photo 4 20 Main St, Chester MA 01011 - Photo 5 20 Main St, Chester MA 01011 - Photo 6 20 Main St, Chester MA 01011 - Photo 7
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