Perched proudly on Captains Row, this rare four-family, five story property with a two-story owner's residence on the top floors blends timeless architectural charm with breathtaking views of Boston Harbor and the downtown skyline from every apartment. Ideally located at 191 Webster Street, this exceptional property places you in the heart of one of Boston's most vibrant and culturally rich waterfront neighborhoods. Enjoy easy access to cafés, bakeries, and an array of diverse dining destinations. Directly across from historic Brophy Park and just a short stroll to Piers Park and the Jeffries Yacht Club, the location offers an unmatched waterfront lifestyle. Commuting is a breeze with the outstanding convenience of nearby MBTA Blue Line service and the East Boston Ferry, providing quick connections to downtown Boston, the Seaport, and beyond. Inside, apartments feature soaring ceilings, oversized windows, and beautiful period details that highlight the building's historic character. The property also offers separate utilities, fenced front and rear yards and the peace of mind that comes with a roof and skylight that are just two years old. Whether you're seeking a premier long-term investment, a prime condominium conversion opportunity, or an owner-occupant property with built-in rental income, this exceptional multi-family home presents a rare opportunity to own an historic, landmark property in one of Boston's most desirable waterfront neighborhoods.
| Units | 4 |
| Living area | 3,740 sqft |
| Lot size | 1,980 sqft |
| Year built | 1905 |
| Price / sqft | $468 |
| County | Suffolk |
| MLS # | 73554042 |
| Days on market | 11 days |
| Listed on | July 23, 2026 |
| Annual property tax | $10,078 |
| Tax year | 2025 |
| Assessed value | $805,600 |
| Zoning | EBR-3 |
| Gross income (actual) | $26,400/yr |
| Net operating income (actual) | $26,400/yr |
| Total actual rent | $2,200/mo |
| Stories | 5 |
| Total rooms | 12 |
| Lot size | 0.05 acres |
| Garage spaces | 0 |
| Parking spaces | 0 |
| Parking | On Street |
| Basement | Full, Walk-Out Access |
| Foundation | Stone |
| Roof | Shingle |
| Sewer | Public Sewer |
| Water | Public |
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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 4-unit multi-family property with 3,740 sqft of living area, built in 1905.
191 Webster, Boston MA 02128 has been listed for 11 days (since July 23, 2026).
At a list price of $1,750,000 across 4 units, that works out to roughly $437,500 per unit.
Annual property taxes are $10,078 (2025), on an assessed value of $805,600.
At $1,750,000 for 3,740 sqft, that's about $468 per square foot.
191 Webster, Boston MA 02128 is in Boston, Suffolk County, MA 02128.

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.