66 E Main St, Southbridge MA 01550

Southbridge, MA 01550
$474,900
Est. $3,086/month
Estimate assumptions

20% down, a 30-year loan at 6.5%, and $200/month estimated insurance.

Includes the supplied property-tax and HOA inputs; missing inputs contribute $0. HOA fees with an unspecified frequency are treated as monthly. PMI and closing costs are excluded.

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9
Beds
3
Baths
3,933
Sq Ft
$121
Price/Sq Ft
0.55
Acres
1900
Year Built
3
Parking
8 hours 46 minutes
Time on Market
For Sale Open House Listed Sep 28, 2026 • MLS# 73583482 Copied! • Updated Sep 28, 2026

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Open House Schedule

30
Sep
Wednesday, September 30
5:00 PM - 6:00 PM EDT

About this home

Opportunity knocks at 66 E Main St! This well-maintained three-family makes a strong addition to an investor’s portfolio, an ideal owner-occupant property, or a long-term income-producing asset. Each spacious unit features 3 bedrooms, 1 full bathroom, a kitchen, living room, and dedicated dining area, creating versatile layouts that can appeal to a variety of tenant needs and household types. Two units are currently occupied, while the third is vacant, giving a new owner flexibility to secure a tenant, owner-occupy, or pursue their own strategy for maximizing the property’s potential. Ideally located along East Main Street, the property offers convenient access to everyday amenities, dining, shopping, and services, while Routes 131 and 169 provide easy connections throughout Southbridge and surrounding communities. US Route 20 and I-84 are also readily accessible, connecting the property to Sturbridge and the greater Worcester area. The location, versatility, and income potential are all here. Savvy investors, don’t miss out on this gem!

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Recently Sold Nearby

Property History

Market Insights

Property Timeline

👁️
Showing Instructions Updated
Sep 28, 2026
New showing requirements
🏠
Listed for Sale
Sep 28, 2026
$474,900
Original listing
Agent: Jim Black Group Office: Real Broker MA, LLC

Tax History

Year Taxes Assessment
2025 $5,816 $396,700

Financial Details

Annual Property Tax
$5,816
Tax Year 2025
Assessed Value
$396,700

Facts & Features

Home Facts

Type Residential Income
Style 3 Family - 3 Units Up/Down
Year Built 1900
Living Area 3,933 sq ft
Lot Size 0.55 acres
Stories 3
Bedrooms 9
Full Baths 3
Total Rooms 21

Investment Metrics

Units 3
Unit 1 Rent $1,800/mo · Y
Unit 2 Rent — · N
Unit 3 Rent $1,550/mo · Y
Total Monthly Rent $3,350/mo
Gross Income $40,200
Net Operating Income $40,200
Cap Rate 8.46%
Heating Baseboard, Natural Gas, Floor Furnace
Cooling None
Flooring Tile, Vinyl
Appliances Range, Refrigerator
Fireplace None
Basement Full, Interior Entry, Dirt Floor, Unfinished
Laundry Washer Hookup
Features Storage, Living Room, Dining Room, Kitchen, Laundry Room
Construction Frame, Brick
Architecture None
Roof Shingle
Features None
Pool None
Spa None
Fencing None
Patio/Porch Porch, Enclosed
Features Paved Drive, Tandem, Paved
Total Spaces 3
Electric Circuit Breakers, 100 Amp Service
Water Public
Sewer Public Sewer
Gas None
Other For Gas Oven, Washer Hookup

Financial

Annual Tax $5,816
Assessed Value $396,700
Fee Includes None
Amenities None
Optional Fee Includes None
Lead Paint Unknown
Seller Disclosures All Measurements Are Approximate, Buyer Agent To Confirm. Lease Agreements For Occupied Units Are Attached.
Possession None
Accepted Financing None
Structure Type []
House Color Pale Green
Sq Ft Source Public Record
Documents None
County Worcester

Property Overview

Property Type
3 Family - 3 Units Up/Down
Listing Type
For Sale
Year Built
1900
Bedrooms
9
Full Bathrooms
3
Living Area
3,933 sq ft
Total Rooms
21
Stories
3
Levels
3

Floor Layout

Interior Features

Flooring: Tile, Vinyl
Appliances: Range, Refrigerator
Interior Features: Storage, Living Room, Dining Room, Kitchen, Laundry Room
Windows: Insulated Windows
Basement: Full, Interior Entry, Dirt Floor, Unfinished
Laundry: Washer Hookup
Security:

Construction & Materials

Year Built: 1900
Structure Type:
Exterior Materials: Frame, Brick
Roof: Shingle
Foundation: Stone, Brick/Mortar
Stories: 3

Heating, Cooling & Utilities

Heating: Baseboard, Natural Gas, Floor Furnace
Heating Zones: 3
Cooling: None
Hot Water: Natural Gas
Water Source: Public
Sewer: Public Sewer
Energy Features:

Exterior & Lot

Exterior Features:
Patio & Porch: Porch, Enclosed
Fencing:
Other Structures:
Lot Features: Level
Road Surface: Paved

Parking & Garage

Total Parking Spaces: 3
Parking Features: Paved Drive, Tandem, Paved
School District
Southbridge School District local
F
⚠ School Safety 2024-25
6.0% Above Average
6.0% Suspensions 6.0% In-School
↑ 0.5% above state avg
E

Elementary Schools

5 schools
Trinity Catholic Academy
0.9 mi
Grades PK-08
Viewpoint Christian Academy
1.8 mi
Grades K-12
D
Charlton Street School
0.6 mi | #772 of 825 | Score: 30.9
Improved 60 spots from last year
-27.3 below state avg
259 students Diverse
Rising School
Grades PK-05
Eastford Road School
0.8 mi
368 students Diverse
Grades PK-01
C-
West Street School
1.5 mi | #719 of 825 | Score: 34.5
Improved 23 spots from last year
-23.7 below state avg
324 students Moderate
Rising School
Grades 01-05
M

Middle Schools

1 school
C
Southbridge Middle School
1.2 mi | #283 of 352 | Score: 33.2
Same rank as last year
-25 below state avg
398 students Diverse
Grades 06-08
H

High Schools

2 schools
Southbridge Academy
0.8 mi
22 students Diverse
Grades 06-12
D
Southbridge High School
1.2 mi | #316 of 346 | Score: 35.1
Improved 16 spots from last year
-23.1 below state avg
404 students Moderate
12 sports • 498 athletes
Early College Program College Ready Curriculum
Grades 09-12
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Including down payment
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Monthly Payment Breakdown

Principal & Interest $0
Property Tax $485
Homeowners Insurance $200
PMI (if <20% down) $0

Loan Summary

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

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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.

Location

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Neighborhood

66 E Main St, Southbridge MA 01550

Southbridge, MA 01550

Listing Information

Listing Agent Jim Black Group
Listing Office Real Broker MA, LLC
Office Phone 508-365-3532
Agent MLS ID TM305063
Office MLS ID AN8443
Listing Data Updated Sep 28, 2026 5:21 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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