Work and Relax from one Prime location in Winthrop - between 2 great beaches, with proximity to the Orient Heights blue line MBTA subway to the airport and downtown Boston, and quick access to Route 1A to I-90 and I-93. Recently renovated 2-Family with new eat-in kitchens, stainless steel appliances, granite countertops, new bathrooms, new decks. The upper unit has 3 bedrooms, 1 bathroom, direct access deck from sliding patio doors off the kitchen - perfect for the alfresco meal and beverages; the first first floor unit has 2 bedrooms, 1 bathroom, rear deck out the common corridor. Separate electric & gas/heat. Just a mile to each beach, either Donovan beach or Winthrop beach, public amenities, golf course, boat club, and so much more. Great for an owner occupant and have your tenants pay your mortgage, or a pure investment, or both.
| Units | 2 |
| Living area | 1,920 sqft |
| Lot size | 3,420 sqft |
| Year built | 1930 |
| Price / sqft | $442 |
| County | Suffolk |
| MLS # | 73595333 |
| Days on market | 0 days |
| Listed on | October 26, 2026 |
| Annual property tax | $7,000 |
| Tax year | 2026 |
| Assessed value | $665,600 |
| Zoning | RES |
| Gross income (actual) | $56,400/yr |
| Net operating income (actual) | $56,400/yr |
| Total actual rent | $4,700/mo |
| Stories | 2 |
| Total rooms | 11 |
| Lot size | 0.08 acres |
| Garage spaces | 0 |
| Parking spaces | 0 |
| Basement | Full |
| Foundation | Other |
| Sewer | Public Sewer |
| Water | Public |
More about investing in Winthrop →
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 1,920 sqft of living area, built in 1930.
50-52 Bowdoin St, Winthrop MA 02152 has been listed for 0 days (since October 26, 2026).
At a list price of $849,000 across 2 units, that works out to roughly $424,500 per unit.
Annual property taxes are $7,000 (2026), on an assessed value of $665,600.
At $849,000 for 1,920 sqft, that's about $442 per square foot.
50-52 Bowdoin St, Winthrop MA 02152 is in Winthrop, Suffolk County, MA 02152.

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.