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.
| Units | 3 |
| Living area | 2,872 sqft |
| Lot size | 9,148 sqft |
| Year built | 1925 |
| Price / sqft | $174 |
| County | Worcester |
| MLS # | 73525499 |
| Days on market | 7 days |
| Listed on | May 27, 2026 |
| Annual property tax | $5,191 |
| Tax year | 2025 |
| Assessed value | $354,100 |
| Zoning | R2 |
| Total actual rent | $0/mo |
| Stories | 3 |
| Total rooms | 14 |
| Lot size | 0.21 acres |
| Garage spaces | 1 |
| Parking spaces | 5 |
| Parking | Off Street, Paved |
| Basement | Full |
| Foundation | Stone |
| Roof | Shingle |
| Construction | Frame |
| Flooring | Hardwood |
| Sewer | Public Sewer |
| Water | Public |
| Appliances | Range, Dishwasher, Microwave, Refrigerator |
Listing courtesy of eXp Realty — Michelle Terry Team. Listing data © MLS PIN.
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It is a 3-unit multi-family property with 2,872 sqft of living area, built in 1925.
106-108 Chestnut St, Southbridge MA 01550 has been listed for 7 days (since May 27, 2026).
Annual property taxes are $5,191 (2025), on an assessed value of $354,100.
At $500,000 for 2,872 sqft, that's about $174 per square foot.
1 garage space and 5 total parking spaces (off street, paved).
106-108 Chestnut St, Southbridge MA 01550 is in Southbridge, Worcester County, MA 01550.