It’s rare to find a turnkey two-family that hits every mark, but this Charlestown gem on a quiet, sought-after street does exactly that. Whether you’re looking for a high-performing investment or a home with built-in rental income, this property delivers. Unit 1 is a modern one-bedroom retreat with a private deck. Upstairs, Unit 2 is a stunning duplex that masterfully balances contemporary updates with historic character. The main level flows seamlessly between the kitchen, dining, and living areas, while the top floor houses three sun-filled bedrooms and a stylishly renovated bath.The real "wow" factor? The private roof deck. It offers breathtaking, 360-degree unobstructed views of the city skyline—a true sanctuary in the heart of the neighborhood. With a proven track record for short-term rentals and a flexible layout, this is a standout opportunity in one of Boston’s most iconic locations.
| Units | 2 |
| Living area | 2,224 sqft |
| Lot size | 932 sqft |
| Year built | 1840 |
| Price / sqft | $809 |
| County | Suffolk |
| MLS # | 73526128 |
| Days on market | 98 days |
| Listed on | May 28, 2026 |
| Annual property tax | $12,948 |
| Tax year | 2025 |
| Assessed value | $1,118,100 |
| Zoning | R2 |
| Total actual rent | $0/mo |
| Stories | 3 |
| Total rooms | 9 |
| Lot size | 0.02 acres |
| Garage spaces | 0 |
| Parking spaces | 0 |
| Parking | Paved Drive, On Street |
| Basement | Interior Entry, Unfinished |
| Foundation | Stone |
| Roof | Rubber |
| Flooring | Hardwood |
| Sewer | Public Sewer |
| Water | Public |
| Utilities | for Gas Range |
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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 2,224 sqft of living area, built in 1840.
19 Walker St, Boston MA 02129 has been listed for 98 days (since May 28, 2026).
Based on area median rents, the estimated cap rate is about 2.9%, with a Signal Score of 57/100. These are directional estimates, not an appraisal.
At a list price of $1,800,000 across 2 units, that works out to roughly $900,000 per unit.
Annual property taxes are $12,948 (2025), on an assessed value of $1,118,100.
At $1,800,000 for 2,224 sqft, that's about $809 per square foot.
19 Walker St, Boston MA 02129 is in Boston, Suffolk County, MA 02129.

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.