Opportunity knocks at 27 Cranston Street in Jamaica Plain! Offered for the first time in over 30 years, this semi-attached two-family has been in the same family for more than three decades and offers 5 bedrooms, 2 full baths, and a rare city feature, a TWO CAR GARAGE plus THREE ADDITIONAL OFF STREET PARKING spaces! With incredible potential for an owner-occupant, investor, contractor, or developer, this property is ready for someone to bring their vision to life. Update, customize, or explore the potential for condominium conversion. The first-floor unit features a living area with a front bay window, kitchen, full bath, and enclosed rear porch. The second unit spans two levels with hardwood flooring throughout much of the space, along with a kitchen, dining area, living room, and additional finished space on the upper level. Outside, multiple decks, including a roof deck, and a fenced yard provide additional outdoor space. The unfinished walk-out basement offers additional storage and utility space. Conveniently located near public transportation, the T, parks, bike paths, and highway access. Bring your ideas and discover the possibilities of this Jamaica Plain two-family!
| Units | 2 |
| Living area | 2,400 sqft |
| Lot size | 3,656 sqft |
| Year built | 1901 |
| Price / sqft | $625 |
| County | Suffolk |
| MLS # | 73578371 |
| Days on market | 0 days |
| Listed on | September 16, 2026 |
| Annual property tax | $10,518 |
| Tax year | 2025 |
| Assessed value | $908,300 |
| Zoning | R2 |
| Total actual rent | $0/mo |
| Stories | 3 |
| Total rooms | 11 |
| Lot size | 0.08 acres |
| Garage spaces | 2 |
| Parking spaces | 5 |
| Parking | Paved Drive, Off Street, Paved |
| Basement | Walk-Out Access, Interior Entry, Concrete, Unfinished |
| Foundation | Stone, Brick/Mortar |
| Roof | Shingle |
| Flooring | Vinyl, Carpet, Laminate, Hardwood |
| Heating | Hot Water, Oil, Unit Control |
| Cooling | None |
| Sewer | Public Sewer |
| Water | Public |
| Appliances | Range, Refrigerator |
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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 2,400 sqft of living area, built in 1901.
27 Cranston Street, Boston MA 02130 has been listed for 0 days (since September 16, 2026).
At a list price of $1,499,000 across 2 units, that works out to roughly $749,500 per unit.
Annual property taxes are $10,518 (2025), on an assessed value of $908,300.
At $1,499,000 for 2,400 sqft, that's about $625 per square foot.
2 garage spaces and 5 total parking spaces (paved drive, off street, paved).
27 Cranston Street, Boston MA 02130 is in Boston, Suffolk County, MA 02130.

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.