HomeSouthbridgeMulti Family106-108 Chestnut St, Southbridge MA 01550
106-108 Chestnut St, Southbridge MA 01550 — photo 1 of 371 / 37
$500,000
106-108 Chestnut St, Southbridge MA 01550
3 units · 6 bd · 3 ba · 2,872 sqft · $166,667/unit

SIGNAL SCORE

Condition & value52 / 100
Our read on condition & value vs. the local market, from the listing details — directional, not an appraisal.

About this property

Massive 3-unit property previously utilized as a single-family home offering exceptional flexibility for owner-occupants, investors, or multi-generational living! This character-filled property features gorgeous hardwood floors, high ceilings, oversized rooms, beautiful French doors, and formal living and dining areas throughout. Partially finished 3rd floor offers additional expansion potential for living space, home office, playroom, or storage. Town water and sewer. Detached 1-car garage, off-street parking, and situated on a quiet dead-end street in a convenient commuter location close to area hospitals, shopping, restaurants, and major routes. Endless possibilities in this spacious and unique property! Close to the senior center and Morris State Park.

Property details

Units3
Living area2,872 sqft
Lot size9,148 sqft
Year built1925
Price / sqft$174
CountyWorcester
MLS #73525499

Listing status

Days on market7 days
Listed onMay 27, 2026

Taxes & financials

Annual property tax$5,191
Tax year2025
Assessed value$354,100
ZoningR2
Total actual rent$0/mo

Building & lot

Stories3
Total rooms14
Lot size0.21 acres
Garage spaces1
Parking spaces5
ParkingOff Street, Paved
BasementFull
FoundationStone
RoofShingle
ConstructionFrame
FlooringHardwood

Utilities & systems

SewerPublic Sewer
WaterPublic
AppliancesRange, Dishwasher, Microwave, Refrigerator

Location

More about Southbridge

Listing courtesy of eXp Realty — Michelle Terry Team. Listing data © MLS PIN.

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Questions & answers

Auto-generated from the listing data — richer AI answers coming with the live site.

How many units does 106-108 Chestnut St, Southbridge MA 01550 have?

It is a 3-unit multi-family property with 2,872 sqft of living area, built in 1925.

How long has 106-108 Chestnut St, Southbridge MA 01550 been on the market?

106-108 Chestnut St, Southbridge MA 01550 has been listed for 7 days (since May 27, 2026).

What are the property taxes on 106-108 Chestnut St, Southbridge MA 01550?

Annual property taxes are $5,191 (2025), on an assessed value of $354,100.

What is the price per square foot?

At $500,000 for 2,872 sqft, that's about $174 per square foot.

Is there parking?

1 garage space and 5 total parking spaces (off street, paved).

Where is this property located?

106-108 Chestnut St, Southbridge MA 01550 is in Southbridge, Worcester County, MA 01550.

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