There is a significant opportunity with this spacious Readville two-family home located in a quiet, desirable neighborhood, offering excellent potential for both investors and owner-occupants. The first-floor unit is currently occupied by a tenant at will, ensuring immediate income while you plan your next steps, though it does require some updates. The second floor is vacant and features hardwood floors, granite countertops, and stainless steel appliances and fresh paint throughout. Upgrades incldue a hot water tanks and furnace. Additional features include a private driveway, a partially fenced yard, and a walk-out basement with great expansion potential. This property is conveniently situated within walking distance to Shaw's supermarket, local restaurants, the Readville MBTA Commuter Rail, and is a brief drive to the Clearly Square and Fairmount Commuter Rails, as well as various MBTA bus routes. It is also conveniently located near several neighborhood schools, Curry College, and local parks. The location provides easy access to major routes and is close to the Milton/Dedham borders. Bring your vision to maximize equity and income. The property is being sold As-Is. An Open House is scheduled for Saturday, October 31, and Sunday, November 1, from 11 AM to 1 PM. All offers are due by Tuesday, November 3, at 12 PM.
| Units | 2 |
| Living area | 3,456 sqft |
| Lot size | 4,000 sqft |
| Year built | 1920 |
| Price / sqft | $214 |
| County | Suffolk |
| MLS # | 73596711 |
| Days on market | 0 days |
| Listed on | October 29, 2026 |
| Annual property tax | $7,564 |
| Tax year | 2026 |
| Assessed value | $610,000 |
| Zoning | R2 |
| Gross income (actual) | $24,000/yr |
| Net operating income (actual) | $24,000/yr |
| Total actual rent | $2,000/mo |
| Stories | 2 |
| Total rooms | 8 |
| Lot size | 0.09 acres |
| Garage spaces | 0 |
| Parking spaces | 1 |
| Parking | Paved Drive, Off Street, Paved |
| Basement | Unfinished |
| Foundation | Stone |
| Roof | Shingle |
| Construction | Frame |
| Flooring | Wood, Tile, Other |
| Sewer | Public Sewer |
| Water | Public |
More about investing in Boston →
Listing courtesy of a MLS PIN member office. Listing data © MLS PIN.
Answered from the listing data and public map data.
It is a 2-unit multi-family property with 3,456 sqft of living area, built in 1920.
52 Chesterfield St, Boston MA 02136 has been listed for 0 days (since October 29, 2026).
At a list price of $739,000 across 2 units, that works out to roughly $369,500 per unit.
Annual property taxes are $7,564 (2026), on an assessed value of $610,000.
At $739,000 for 3,456 sqft, that's about $214 per square foot.
1 total parking space (paved drive, off street, paved).
52 Chesterfield St, Boston MA 02136 is in Boston, Suffolk County, MA 02136.

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.