Fantastic investment or multi-generational opportunity in the heart of Dorchester! This 1900 conventional two-family home offers a combined 3,989 sq. ft. of versatile living space across a 4,987 sq. ft. lot, including a finished attic. Featuring a classic wood exterior and stone foundation, the property includes a total of 9 bedrooms and 2 modernly styled full bathrooms. Each unit has modern updates: gleaming hardwood floors, updated counter tops, newer bathrooms, and new shades of paint. Enjoy the comfort of forced hot air heating, central AC, and the incredible convenience of 3 dedicated off-street parking spots. The yard offers space for entertaining and room to play. Close to local amenities, public transit, and major commuter routes. Don't miss this prime Boston multi-family offering!
| Units | 2 |
| Living area | 3,989 sqft |
| Lot size | 4,987 sqft |
| Year built | 1900 |
| Price / sqft | $250 |
| County | Suffolk |
| MLS # | 73595344 |
| Days on market | 3 days |
| Listed on | October 24, 2026 |
| Annual property tax | $4,142 |
| Tax year | 2027 |
| Assessed value | $101,350 |
| Zoning | R3 |
| Gross income (actual) | $33,600/yr |
| Net operating income (actual) | $33,600/yr |
| Total actual rent | $2,800/mo |
| Stories | 3 |
| Total rooms | 14 |
| Lot size | 0.11 acres |
| Garage spaces | 0 |
| Parking spaces | 3 |
| Parking | Paved Drive, Off Street, Tandem, Paved |
| Basement | Full, Walk-Out Access, Interior Entry, Concrete, Unfinished |
| Foundation | Stone |
| Roof | Shingle |
| Flooring | Wood, Tile, Hardwood |
| Heating | Natural Gas |
| Sewer | Public Sewer |
| Water | Public |
| Appliances | Range, Dishwasher, Refrigerator, Washer, Dryer |
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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 3,989 sqft of living area, built in 1900.
88 Greenwood Street, Boston MA 02124 has been listed for 3 days (since October 24, 2026).
At a list price of $997,000 across 2 units, that works out to roughly $498,500 per unit.
Annual property taxes are $4,142 (2027), on an assessed value of $101,350.
At $997,000 for 3,989 sqft, that's about $250 per square foot.
3 total parking spaces (paved drive, off street, tandem, paved).
88 Greenwood Street, Boston MA 02124 is in Boston, Suffolk County, MA 02124.

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.