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INVESTMENT SNAPSHOT
About this property
An exceptional turnkey opportunity in Winchester, 419–421 Washington Street presents a beautifully refreshed two-family residence featuring significant mechanical upgrades and refined finishes throughout. Major improvements include a brand-new roof, newly paved driveway with parking for 4–5 vehicles, separate central heating and air conditioning systems, separate utilities, fresh interior and exterior paint, and beautifully refinished hardwood floors. Ideally situated near vibrant Winchester Center, enjoy convenient access to local dining, boutique shopping and commuter rail service to Boston. Proximity to Winchester Hospital, I-93, Route 128/I-95, Middlesex Fells Reservation and Winchester's highly regarded schools further enhances the appeal. Move-in ready with extensive recent improvements, this exceptional property offers an ideal opportunity for owner-occupants and investors seeking lasting value in one of Greater Boston's most desirable communities.
Property details
| Units | 2 |
| Living area | 2,946 sqft |
| Lot size | 4,874 sqft |
| Year built | 1910 |
| Price / sqft | $441 |
| County | Middlesex |
| MLS # | 73592723 |
Listing status
| Days on market | 0 days |
| Listed on | October 20, 2026 |
Taxes & financials
| Annual property tax | $10,670 |
| Tax year | 2026 |
| Assessed value | $963,000 |
| Zoning | RG |
| Total actual rent | $0/mo |
Building & lot
| Stories | 2 |
| Total rooms | 12 |
| Lot size | 0.11 acres |
| Garage spaces | 0 |
| Parking spaces | 4 |
| Parking | Paved Drive, Off Street, Paved |
| Basement | Full |
| Foundation | Brick/Mortar, Other |
| Roof | Shingle |
| Construction | Frame |
| Flooring | Wood, Hardwood |
Utilities & systems
| Heating | Forced Air, Natural Gas |
| Cooling | Central Air |
| Sewer | Public Sewer |
| Water | Public |
| Utilities | for Gas Range, Washer Hookup |
| Appliances | Range, Dishwasher, Microwave, Refrigerator, Washer, Dryer |
Location
More about investing in Winchester →
Listing courtesy of a MLS PIN member office. Listing data © MLS PIN.
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Questions & answers
Auto-generated from the listing data — richer AI answers coming with the live site.
How many units does 419-421 Washington St, Winchester MA 01890 have?
It is a 2-unit multi-family property with 2,946 sqft of living area, built in 1910.
How long has 419-421 Washington St, Winchester MA 01890 been on the market?
419-421 Washington St, Winchester MA 01890 has been listed for 0 days (since October 20, 2026).
What is the price per unit?
At a list price of $1,299,000 across 2 units, that works out to roughly $649,500 per unit.
What are the property taxes on 419-421 Washington St, Winchester MA 01890?
Annual property taxes are $10,670 (2026), on an assessed value of $963,000.
What is the price per square foot?
At $1,299,000 for 2,946 sqft, that's about $441 per square foot.
Is there parking?
4 total parking spaces (paved drive, off street, paved).
Where is this property located?
419-421 Washington St, Winchester MA 01890 is in Winchester, Middlesex County, MA 01890.
