Welcome to 16-18 Russell Road, a classic two-family home tucked along a tranquil one-way street just a short walk from downtown Winchester. The bright upper level features 3 bedrooms and 1 bath, while the flexible lower level offers a 1-bedroom, 1-bath layout with the potential to expand to two bedrooms, providing added versatility for investors, multigenerational living, or owner-occupants looking to offset their mortgage with rental income. Hardwood floors run throughout much of the home, while ductless mini-split systems provide efficient heating and cooling, complemented by a gas forced-air system in the basement*. Vinyl siding and an asphalt roof help keep exterior maintenance manageable, while ample off-street parking and a yard add everyday convenience. Located within the district for the newly built Lynch Elementary School, the home is also just a short walk to the commuter rail, a new neighborhood coffee shop, restaurants, and amenities of Winchester's vibrant town center.
| Units | 2 |
| Living area | 2,226 sqft |
| Lot size | 4,000 sqft |
| Year built | 1922 |
| Price / sqft | $471 |
| County | Middlesex |
| MLS # | 73594513 |
| Days on market | 0 days |
| Listed on | October 23, 2026 |
| Annual property tax | $12,299 |
| Tax year | 2026 |
| Assessed value | $1,110,000 |
| Zoning | RG |
| Total actual rent | $0/mo |
| Stories | 2 |
| Total rooms | 9 |
| Lot size | 0.09 acres |
| Garage spaces | 0 |
| Parking spaces | 4 |
| Parking | Paved Drive, Off Street, Paved |
| Basement | Full, Concrete |
| Foundation | Concrete Perimeter |
| Roof | Shingle |
| Construction | Frame |
| Flooring | Wood, Tile, Hardwood |
| Heating | Heat Pump, Ductless |
| Cooling | Heat Pump, Ductless |
| Sewer | Public Sewer |
| Water | Public |
| Utilities | for Gas Range, for Electric Range, for Gas Dryer, for Electric Dryer, Washer Hookup |
| Appliances | Range, Dishwasher, Refrigerator, Washer/Dryer, Disposal |
More about investing in Winchester →
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 2,226 sqft of living area, built in 1922.
16-18 Russell Rd, Winchester MA 01890 has been listed for 0 days (since October 23, 2026).
At a list price of $1,049,000 across 2 units, that works out to roughly $524,500 per unit.
Annual property taxes are $12,299 (2026), on an assessed value of $1,110,000.
At $1,049,000 for 2,226 sqft, that's about $471 per square foot.
4 total parking spaces (paved drive, off street, paved).
16-18 Russell Rd, Winchester MA 01890 is in Winchester, Middlesex County, MA 01890.

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.