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.
This home has been viewed 9 times
Last Checked: October 22nd, 2026 at 8:38am (Source: MLS PIN #73592723)
Gross Income: $0
Gross Expenses: $10,670
Net Income Calc: $10,670
Water Views
Annual Expenses for 419-421 Washington St, Winchester MA 01890
Total Gross Expenses (Calculated)$10,670/year
APOD AvailableNo
Heating
Electricity
Water
Gas
Insurance
Sewer
Trash Removal
Repair & Maintenance
Management
Miscellaneous
Real Estate Tax10670
Annual Income & Unit Breakdown for 419-421 Washington St, Winchester MA 01890
Total Gross Income (Calculated)$0
Unit 1
Rental Income$0
LeaseN
Bedrooms3
Bathrooms1 Full
Floor1
Levels in Unit1
Rent Includes
Unit 2
Rental Income$0
LeaseN
Bedrooms3
Bathrooms1 Full
Floor2
Levels in Unit1
Rent Includes
General Information for 419-421 Washington St, Winchester MA 01890
Listing ID73592723
Property TypeMulti Family
Price1299000 ($440.94/SqFt)
StyleMulti Family
CityWinchester
CountyMiddlesex
Neighborhood(s)
Approximate Living Area Total2946
Approximate Lot Size (Acres)0.11
Total Parking4
Garage Parking0
Year Built1910
Year Built SourcePublic Records
Year Built DetailsActual
WaterPublic
SewerPublic Sewer
Electric220 Volts
Hot Water
Roof MaterialAsphalt/fiberglass Shingles
BasementFull
Construction MaterialsFrame
Lot Features
Foundation Description
Accessible Features
Outdoor SpaceCovered
ZoningRG
Water ViewsNo
Water Views Features
Waterfront0
Waterfront Features
Terms
Disclosures for 419-421 Washington St, Winchester MA 01890
Lead PaintNone
UFFI
Living Area Includes BasementNo
Living Area Disclosure
Building Area SourcePublic Records
ExclusionsSurveillance Devices
Financial Data Source
Total Gross Expenses By Broker
Total Gross Income By Broker
Total Net Income By Broker
Short Sale / Forclosure (Bank Owned)
Compensation Based On
Financial Information for 419-421 Washington St, Winchester MA 01890
Real Estate Taxes10670
Tax Year2026
Assessed Value$963,000
Financial Data Source
Total Gross Expenses By Broker
BostonRealEstate.com Gross Expenses
Total Gross Income By Broker
BostonRealEstate.com Gross Income
Total Net Income By Broker
BostonRealEstate.com Gross NOI
CAP Rate (based on Broker info)
Location Information for 419-421 Washington St, Winchester MA 01890
Elementary SchoolMuraco
Middle SchoolMccall
High SchoolWinchester High School
Neighborhood(s)
Area AmenitiesWalk/jog Trails
Contact Information for 419-421 Washington St, Winchester MA 01890