The Rare PLUS all investors are looking for.You have to see in Person this TRULY Incredible Multi-Leve l" TWO familes " (basement,1st,2nd and 3rd floor)Opportunity! Rarely do you find a property that commands this much presence. This massive multi-level residence is a masterclass in scale, defined by soaring ceilings and an expansive footprint that feels both grand and incredibly versatile. Whether you are looking for a high-end investment or a unique multi-generational living arrangement, the flexible layout offers endless possibilities.The first unit features two bedrooms, a full bathroom, and a dedicated flex space, complemented by a lower-level living area with its own bathroom and private walk-out access. The second unit is equally impressive, spanning two sun-drenched floors with four spacious bedrooms and two full bathrooms. To top it off, a fully finished basement provides even more adaptable square footage to suit your specific needs.Beyond the front door, the best of urban living is at your fingertips. You’re positioned just moments from the Silver Line and commuter rail, making city travel effortless, while local markets and vibrant neighborhood amenities are right nearby. This is a rare opportunity to secure significant volume and utility in a prime location.
| Units | 2 |
| Living area | 2,960 sqft |
| Lot size | 1,853 sqft |
| Year built | 2001 |
| Price / sqft | $303 |
| County | Suffolk |
| MLS # | 73572616 |
| Days on market | 27 days |
| Listed on | September 9, 2026 |
| Annual property tax | $10,425 |
| Tax year | 2026 |
| Assessed value | $908,100 |
| Zoning | BR |
| Gross income (actual) | $6,000/yr |
| Net operating income (actual) | $72,000/yr |
| Total actual rent | $6,000/mo |
| Stories | 5 |
| Total rooms | 14 |
| Lot size | 0.04 acres |
| Garage spaces | 0 |
| Parking spaces | 0 |
| Basement | Partially Finished |
| Foundation | Block |
| Flooring | Wood, Carpet, Stone/Ceramic Tile |
| Heating | Natural Gas |
| Cooling | None |
| Sewer | Public Sewer |
| Water | Public |
| Appliances | Range, Refrigerator, Microwave |
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Listing courtesy of a MLS PIN member office. Listing data © MLS PIN.
Auto-generated from the listing data — richer AI answers coming with the live site.
It is a 2-unit multi-family property with 2,960 sqft of living area, built in 2001.
74 Chestnut St, Chelsea MA 02150 has been listed for 27 days (since September 9, 2026).
At a list price of $898,000 across 2 units, that works out to roughly $449,000 per unit.
Annual property taxes are $10,425 (2026), on an assessed value of $908,100.
At $898,000 for 2,960 sqft, that's about $303 per square foot.
74 Chestnut St, Chelsea MA 02150 is in Chelsea, Suffolk County, MA 02150.

Justin Rollo is a Broker Associate with Signal Real Estate (MA Lic. #9534264) and a lifelong Massachusetts resident. Over 14 years and hundreds of transactions, he has worked investment properties — multi-families and house-hacking — across Greater Boston full-time. Away from real estate, Justin is a proud dad, youth coach and local school-committee member — and a former professional poker player who still loves golf and following local sports.